n-acetyl-4-benzoquinoneimine has been researched along with acetaminophen in 175 studies
| Timeframe | Studies, this research(%) | All Research% |
|---|---|---|
| pre-1990 | 28 (16.00) | 18.7374 |
| 1990's | 38 (21.71) | 18.2507 |
| 2000's | 36 (20.57) | 29.6817 |
| 2010's | 55 (31.43) | 24.3611 |
| 2020's | 18 (10.29) | 2.80 |
| Authors | Studies |
|---|---|
| Dahlin, DC; Nelson, SD | 1 |
| Boobis, AR; Davies, DS; Fawthrop, DJ; Nasseri-Sina, P; Wilson, J | 1 |
| Adamson, GM; Harman, AW; Shaw, SG | 1 |
| Calder, IC; Nicholls-Grzemski, FA; Priestly, BG | 1 |
| Lauriault, VV; O'Brien, PJ | 1 |
| Bartolone, JB; Birge, RB; Cohen, SD; Khairallah, EA; Smolin, LA | 1 |
| Bjørge, C; Holme, JA; Hongslo, JK; Nelson, SD | 1 |
| Adamson, GM; Harman, AW; Papadimitriou, JM | 1 |
| Farber, JL; Harman, AW; Kyle, ME; Serroni, A | 1 |
| Myers, TG; Nelson, SD; Rashed, MS; Tirmenstein, MA | 1 |
| Benson, RW; Hinson, JA; Pumford, NR; Roberts, DW | 1 |
| Harris, C; Juchau, MR; Lee, QP; Namkung, MJ; Stark, KL | 1 |
| Chen, NQ; Goon, DJ; Holtzman, JL; Liu, YX; Prasad, JS | 1 |
| Nelson, SD | 1 |
| Kalhorn, TF; Lee, CA; Nelson, SD; Slattery, JT | 1 |
| Esterline, RL; Ji, S; Ray, SD | 1 |
| Adamson, GM; Harman, AW | 1 |
| Moldéus, P; Moore, G; Moore, M; Nelson, S; Orrenius, S; Thor, H | 1 |
| Fischer, V; Mason, RP | 1 |
| Bartolone, JB; Birge, RB; Cohen, SD; Khairallah, EA; Sparks, K | 1 |
| Hinson, JA; Potter, DW | 4 |
| Christian, GD; Egan, RW; Gale, PH; Harvison, PJ; Hill, BS; Nelson, SD | 1 |
| Cotgreave, IA; Harvison, PJ; Moldéus, P; Nelson, SD; Porubek, DJ; Rundgren, M | 1 |
| Ide, M; Ohta, T; Oribe, H; Takitani, S | 1 |
| Coles, B; Hinson, JA; Ketterer, B; Nelson, SD; Wardman, P; Wilson, I | 1 |
| Boobis, AR; Davies, DS; Seddon, CE; Tee, LB | 1 |
| de Vries, J; Debets, AJ; van de Straat, R; Vermeulen, NP | 1 |
| Albano, E; Larsson, R; Moldéus, P; Nelson, SD; Porubek, D; Ross, D; Rundgren, M | 1 |
| Baillie, TA; Harvison, PJ; Nelson, SD; Streeter, AJ | 1 |
| Hinson, JA; Miller, DW; Potter, DW | 1 |
| Boobis, AR; Davies, DS; Huggett, AC; Tee, LB | 1 |
| Maldonado, AL; Mitchell, MC; Speeg, KV | 1 |
| Albano, E; Harvison, PJ; Moldéus, P; Nelson, SD; Rundgren, M | 1 |
| Hinson, JA | 1 |
| Dahlin, DC; Lu, AY; Miwa, GT; Nelson, SD | 1 |
| Dahlin, DC; Dybing, E; Holme, JA; Nelson, SD | 1 |
| Baillie, TA; Dahlin, DC; Nelson, SD; Streeter, AJ | 1 |
| Blair, IA; Huggett, A | 1 |
| Corcoran, GB; Horning, EC; Mitchell, JR; Vaishnav, YN | 1 |
| Fouad, FM; Mamer, OA; Shahidi, F | 1 |
| Chiba, M; Pang, KS | 1 |
| Copple, BL; Gmeiner, WM; Iversen, PL | 1 |
| Kirsch, RE; Pillans, P; Robson, SC; Spearman, CW | 1 |
| Holme, JA; Hongslo, JK; Rannug, U; Srám, R | 1 |
| Adams, B; Bessems, JG; Commandeur, JN; Li, QJ; Vermeulen, NP | 1 |
| Jaw, S; Jeffery, EH | 1 |
| Kunze, KL; Lee, CA; Nelson, SD; Slattery, JT; Thummel, KE | 1 |
| Lee, CA; Lillibridge, JH; Nelson, SD; Slattery, JT | 1 |
| Lee, MJ; Lin, MC; Patten, C; Reuhl, KR; Wang, EJ; Xiao, F; Yang, CS | 1 |
| Bessems, JG; Commandeur, JN; Te Koppele, JM; Van Dijk, PA; Van Stee, LL; Vermeulen, NP | 1 |
| Fujimura, H; Kawasaki, N; Sasaki, H; Suzuki, T; Tanimoto, T | 1 |
| Luft, FC | 1 |
| Dietze, EC; Nelson, SD; Omichinski, JG; Schäfer, A | 1 |
| Agudo, A; Cameselle, JC; Costas, MJ; Ribeiro, JM | 1 |
| Rommelspacher, H; Włodek, L | 1 |
| Shichi, H; Zhao, C | 1 |
| Chen, L; Inouye, M; Mirochnitchenko, O; Reuhl, K; Weisbrot-Lefkowitz, M; Yang, C | 1 |
| Farhood, A; Fisher, MA; Jaeschke, H; Lawson, JA; Simmons, CA | 1 |
| Cederbaum, AI; Stoyanovsky, DA | 1 |
| Chen, W; Gartner, C; Hunter, A; Nelson, SD; Shockcor, JP; Tonge, R | 1 |
| Alalami, O; Jamil, I; Lynch, S; Martin, J; Smyth, M; Symonds, A | 1 |
| Edwards, RJ; Hodgson, HJ; McCloskey, P; Roberts, E; Selden, C; Tootle, R | 1 |
| Amin, RH; Qian, W; Shichi, H | 1 |
| Kalhorn, TF; Kharasch, ED; Manyike, PT; Slattery, JT | 1 |
| Chien, JY; Lown, KE; Nelson, SD; Ro, H; Slattery, JT; Thummel, KE; Watkins, PB | 1 |
| Bement, JL; Bement, WJ; Gonzalez, FJ; Jeffery, EH; Sinclair, JF; Sinclair, PR; Szakacs, JG; Walton, HS; Wood, SG; Wrighton, SA | 1 |
| Hanioka, K; Hojo, M; Miyata, M; Yamazoe, Y | 1 |
| Henderson, CJ; Kitteringham, N; Otto, D; Park, BK; Powell, H; Wolf, CR | 1 |
| Al-Abed, Y; Benigni, F; Bucala, R; Chesney, J; Gartner, CG; Han, J; Metz, CN; Mitchell, RA; Nelson, SD; Senter, PD; Todaro, GJ | 1 |
| Hazai, E; Monostory, K; Vereczkey, L | 1 |
| Kalhorn, TF; Slattery, JT; Zhao, P | 1 |
| Marx, J | 1 |
| Chua, SS; Huang, W; Moore, DD; Wei, P; Zhang, J | 1 |
| Calamia, JC; Carithers, RL; Hebert, MF; Kalhorn, TF; Levy, AE; Lin, YS; Marsh, CL; Park, JM; Slattery, JT; Thummel, KE | 1 |
| Dich, J; Grunnet, N; Tygstrup, N | 1 |
| Kołaciński, Z; Rusiński, P | 1 |
| Bender, RP; Burden, DA; Lindsey, RH; Osheroff, N | 1 |
| Dachs, GU; Tozer, GM; Tupper, J | 1 |
| Higuchi, S; Matsunaga, N; Nakamura, N; Ohdo, S; Qin, T; Terazono, H; To, H; Yoneda, N | 1 |
| Claessens, JG; Soute, BA; Thijssen, HH; Vervoort, LM | 1 |
| Horie, T; Masubuchi, Y; Suda, C | 1 |
| Good, AM; Johnson, DW; Juurlink, DN; Sivilotti, ML; Yarema, MC | 1 |
| Clement, YN; Williams, AF | 1 |
| Court, MH; Duan, SX; Evans, RM; Greenblatt, DJ; Hao, Q; Hunt, JA; Jeffery, EH; Lan, L; Schuetz, EG; Sinclair, JF; Sinclair, PR; Szakacs, JG; von Moltke, LL; Walton-Strong, BW; Wolf, KK; Wood, SG; Wrighton, SA; Yasuda, K | 1 |
| Bedner, M; MacCrehan, WA | 1 |
| Lei, XG; Zhu, JH | 1 |
| Devaki, T; Raghavendran, HB; Sathivel, A | 1 |
| Aregullin, M; Lei, XG; McClung, JP; Roneker, CA; Zhu, JH | 1 |
| Ikeda, T | 1 |
| Aleksunes, LM; Kardas, MJ; Klaassen, CD; Manautou, JE; Moffit, JS; Slitt, AL | 1 |
| Allard, JL; Court, MH; Duan, SX; Gonzalez, FJ; Gorman, N; Greenblatt, DJ; Hao, Q; Hunt, JA; Jeffery, EH; Kostrubsky, V; Sinclair, JF; Sinclair, PR; Szakacs, JG; von Moltke, LL; Walton-Strong, BW; Wolf, KK; Wood, SG; Wrighton, SA | 1 |
| Commandeur, JN; Damsten, MC; Fidder, A; Hulst, AG; Noort, D; Touw, D; Vermeulen, NP | 1 |
| Boos, J; Hempel, G; Koling, S; Lanvers, C; Würthwein, G | 1 |
| Boerma, JS; Dowdall, SM; Goldring, CE; Hamlett, J; Jenkins, RE; Kitteringham, NR; Lane, CS; Park, BK; Vermeulen, NP | 1 |
| Chan, EC; New, LS; Tan, SC | 1 |
| Chia, AJ; Copple, IM; Goldring, CE; Hayes, JD; Jenkins, RE; Kitteringham, NR; Park, BK; Randle, LE | 1 |
| Auriola, S; Juvonen, RO; Laine, JE; Pasanen, M | 1 |
| Capparelli, E; Davern, TJ; Hinson, JA; James, LP; Lee, WM; Letzig, L; Roberts, DW; Simpson, PM | 1 |
| Matsunaga, N | 1 |
| Chan, EC; Ma, X | 1 |
| Burke, AS; Hinson, JA; MacMillan-Crow, LA | 1 |
| Aldini, G; Andrè, E; Azzari, C; Carini, M; Carnini, C; Cerbai, E; Civelli, M; Geppetti, P; Massi, D; Materazzi, S; McGarvey, L; Nassini, R; Patacchini, R; Pedretti, P; Preti, D; Sadofsky, L; Sartiani, L; Stokesberry, S; Trevisan, G; Trevisani, M; Villetti, G | 1 |
| Alemón-Medina, R; Chávez-Pacheco, JL; Flores-Pérez, C; Flores-Pérez, J; García-Álvarez, R; Juárez-Olguín, H; Ramírez-Mendiola, B | 1 |
| Özcan, A; Sahin, Y | 1 |
| Batzler, AJ; Chai, Y; Fridley, BL; Jenkins, GD; Ji, Y; Kalari, KR; Moyer, AM; Nordgren, KK; Pelleymounter, LL; Weinshilboum, RM | 1 |
| Gutzki, FM; Trettin, A; Tsikas, D; Zörner, AA | 1 |
| Ando, Y; Fukuhara, K; Ohno, A; Okuda, H; Yamoto, T | 1 |
| Aponte, AM; Bourdi, M; Chen, Y; Gucek, M; Li, JH; Lombard, DB; Lu, Z; Pohl, LR; Sack, MN | 1 |
| Chattopadhyay, A; Ghosh, SS; Sahoo, AK; Sk, MP | 1 |
| Alenmyr, L; Andersson, A; Andersson, DA; Bevan, S; Bucher, B; Galzi, JL; Gentry, C; Högestätt, ED; Killander, D; Lewis, SE; Sterner, O; Zygmunt, PM | 1 |
| Aninat, C; Bois, FY; Brochot, C; Bunescu, A; Corlu, A; Dumas, ME; Elena-Herrmann, B; Griscom, L; Leclerc, E; Legallais, C; Prot, JM; Razan, F; Snouber, LC | 1 |
| Andersen, ME; Clewell, HJ; Harrill, AH; Howell, BA; Siler, SQ; Watkins, PB; Woodhead, JL; Yang, Y | 1 |
| Chan, EC; Chng, HT; Ho, HK; Lam, SH; Yap, CW | 1 |
| Arakawa, S; Atsumi, R; Fujimoto, K; Maejima, T; Sugiura, T; Yagi, M; Yamaguchi, T; Yamazoe, Y | 1 |
| Jacquoilleot, S; Karst, U; Melles, D; Sanderson, P; Simon, H; Zazzeroni, R | 1 |
| Ahn, BH; Choi, HS; Han, J; Heo, JY; Kim, SH; Kweon, G; Lee, JU; Park, JH; Seo, KS; Shong, M; Song, MS; Tadi, S; Yim, YH | 1 |
| Arnér, ES; Capecchi, MR; Eriksson, S; Iverson, SV; Meade, ES; Meade, TA; Prigge, JR; Schmidt, EE; Talago, EA; Xu, J | 1 |
| Boujtita, M; Bussy, U; Giraudeau, P; Tea, I | 1 |
| Aziz, AT; Rehman, H; Saggu, S; Sakeran, MI; Zidan, N | 1 |
| Cavar, I; Kelava, T | 1 |
| Adnet, F; Bossard, AE; Bouchemal, N; Fleyfel, M; Galinski, M; Hamza, L; Le Moyec, L; Racine, SX | 1 |
| Langhammer, AJ; Nilsen, OG | 1 |
| Howell, BA; Siler, SQ; Watkins, PB | 1 |
| Fromenty, B; Michaut, A; Moreau, C; Robin, MA | 1 |
| Dragomir, AC; Gardner, CR; Heck, DE; Jan, YH; Laskin, DL; Laskin, JD | 1 |
| Kalinec, F; Kalinec, GM; Luxford, W; Parsa, A; Thein, P; Urrutia, R; Yorgason, J | 1 |
| Batkai, S; Jordan, J; Thum, T; Trettin, A; Tsikas, D | 1 |
| Alder, NN; Boelsterli, UA; Chamberland, SR; Imaizumi, N; Lee, KK | 1 |
| LeBlanc, A; Roy, R; Shiao, TC; Sleno, L | 1 |
| Bi, H; Chen, P; Fan, X; Gonzalez, FJ; Huang, M; Jiang, Y; Tan, H; Wang, Y; Zeng, H | 1 |
| Challa, SR; Pawar, AK; Pingili, RB | 1 |
| Alonso, EM; James, LP; Squires, RH; Zhang, S | 1 |
| Jemnitz, K; Kardon, T; Lőrincz, T; Mandl, J; Szarka, A | 1 |
| Andersson, DA; Bevan, S; Gentry, C | 1 |
| Abiko, Y; Akaike, T; Ihara, H; Ishii, I; Kamata, S; Kumagai, Y; Tsuchiya, Y; Watanabe, Y | 1 |
| Marshall, DC; Webb, TE | 1 |
| Dolenc, MS; Klopčič, I; Mavri, J; Poberžnik, M | 1 |
| Abiko, Y; Hagiya, Y; Ishii, I; Kamata, S; Kasahara, T; Kumagai, Y | 1 |
| Heard, K; Yip, L | 1 |
| Gavin, T; Geohagen, BC; Kosharskyy, B; LoPachin, RM; Shaparin, N; Vydyanathan, A | 1 |
| Anderson, ME; Ingle, BL; Jackson, JM; Mills, GA; Moss, CL; Sharrod-Cole, H; Skipp, PJ; Walker, V | 1 |
| Iguchi, T; Mikamoto, K; Mori, K; Niino, N; Sakurai, K; Sayama, A; Shimoda, H; Takasaki, W; Tamai, S | 1 |
| Ejiri, Y; Kotake, Y; Ohta, S; Ohtsuki, Y; Sanoh, S; Santoh, M | 1 |
| Hara, A; Kanno, SI; Tomizawa, A; Yomogida, S | 1 |
| de la Roche, J; Eberhardt, EM; Eberhardt, MJ; Echtermeyer, F; Herzog, C; Leffler, A; Risser, L; Schillers, F | 1 |
| Eberhardt, M; Hage, A; Jangra, A; Leffler, A; Meyer, S; Stueber, T | 1 |
| Jo, MA; Kim, IC; Kim, RO; Kim, WK; Song, J; Yoon, S | 1 |
| Arzuk, E; Orhan, H; Sözbilen, M; Turna, B | 1 |
| Blomgren, A; Grundemar, L; Högestätt, ED; Nilsson, JLÅ; Nilsson, UJ | 1 |
| Hu, W; Jiang, X; Li, R; Wang, L; Zeng, J; Zhang, X | 1 |
| Ghallab, A; Hassan, R; Hengstler, JG; Kuepfer, L; Sezgin, S; Spiteller, M; Zühlke, S | 1 |
| Heruth, DP; Li, DY; Qing Ye, S; Shortt, K; Zhang, LQ; Zhang, N | 1 |
| Aubrecht, J; Bohler, S; Briedé, JJ; Caiment, F; Kleinjans, JCS; Krauskopf, J; Liu, X; Nicolaes, GAF | 1 |
| Kubo, T; Lee, SH; Oe, T; Ozawa, M | 1 |
| Buckley, NA; Chan, BSH; Chiew, AL; Isbister, GK; James, LP; McArdle, K; Pickering, JW | 1 |
| Annexstad, EJ; Hovda, KE; Jacobsen, D; Kringen, MK; Lao, YE; Molden, E; Saeverud, HA | 1 |
| Abbott, GW; Hayes, K; Jepps, TA; Manville, RW; Thomsen, MB; van der Horst, J | 1 |
| Ding, CH; Zhu, H | 1 |
| Chen, Y; Jiang, X; Li, R; Wang, L; Wang, T; Yang, Y; Zhang, X | 1 |
| Akakpo, JY; Du, K; Jaeschke, H; Nguyen, NT; Ramachandran, A; Umbaugh, DS | 1 |
| Bathaie, SZ; Hashemi, SA; Kyani, A | 1 |
| Arnold, CG; D'Alessandro, A; Dart, R; Dylla, L; Heard, K; Heard, S; Monte, AA; Reynolds, K; Rumack, B; Sonn, B | 1 |
| Chen, Y; Ge, W; Song, W; Yan, R | 1 |
| Elias Llumbet, A; Mzyk, A; Nie, L; Nusantara, AC; Schirhagl, R; Sharmin, R; Woudstra, W; Wu, K | 1 |
| Bashir, S; Morgan, WA | 1 |
| Bai, ZF; Dai, WZ; He, TT; Li, Q; Xiao, XH; Zhan, XY; Zhao, J | 1 |
| Boehm, S; Ciotu, CI; Fischer, MJM; Heber, S; Salzer, I; Stampf, JL | 1 |
| Buckley, NA; Chan, BSH; Chiew, AL; Isbister, GK; Isoardi, KZ; Page, C; Ress, K; Stathakis, P | 1 |
| AlMasoud, N; Alomar, TS; Goodacre, R; Lima, C; Xu, Y | 1 |
| Chen, R; Dai, S; Huang, H; Huang, L; Jiang, X; Jiang, Z; Kou, L; Lin, G; Lu, R; Sun, M; Sun, T; Tang, Y; Xu, Y; Yao, Q; Yao, X; Zheng, S | 1 |
| Bertheux, H; Clausznitzer, D; Coghlan, H; Copple, IM; Fenwick, SW; Fisher, CP; Gardner, I; Goldring, CE; Jenkins, RE; Johnson, RL; Jones, AR; Kunnen, SJ; Liguori, MJ; Livoti, LA; Reddyhoff, D; Rehman, AH; Russomanno, G; Simonin, G; Sison-Young, R; Stevens, JL; Vermeil De Conchard, G; Weaver, RJ | 1 |
| Barouki, R; Chaker, J; Chevrier, C; David, A; Fardel, O; Gérard, A; Gicquel, T; Gorrochategui, E; Jégou, B; Krais, AM; Kristensen, DM; Le Cann, P; Le Vee, M; Lindh, C; Miller, GW; Selmi, H | 1 |
10 review(s) available for n-acetyl-4-benzoquinoneimine and acetaminophen
| Article | Year |
|---|---|
Molecular mechanisms of the hepatotoxicity caused by acetaminophen.
Topics: Acetaminophen; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Drug Interactions; Humans; Imines; Liver | 1990 |
Free radicals of acetaminophen: their subsequent reactions and toxicological significance.
Topics: Acetaminophen; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Chemical Phenomena; Chemistry; Electron Spin Resonance Spectroscopy; Free Radicals; Horseradish Peroxidase; Hydrogen Peroxide; Imines; Lactoperoxidase; Microsomes, Liver; NADPH-Ferrihemoprotein Reductase; Oxidation-Reduction; Peroxidases; Superoxides | 1986 |
Reactive metabolites of phenacetin and acetaminophen: a review.
Topics: Acetaminophen; Animals; Benzoquinones; Biotransformation; Cricetinae; Epoxy Compounds; Glucuronates; Glutathione; Hydroxylation; Imines; Microsomes, Liver; Phenacetin; Protein Binding; Rats; Sulfates | 1983 |
International Commission for Protection against Environmental Mutagens and Carcinogens. An evaluation of the genetic toxicity of paracetamol.
Topics: Acetaminophen; Acetates; Acetic Acid; Adult; Aminophenols; Animals; Bacteria; Benzoquinones; Biotransformation; Cell Line; Child; Chromosomes; DNA Damage; DNA Repair; DNA Replication; Female; Humans; Imines; Mutagenicity Tests; Plants; Rats; Rats, Sprague-Dawley; Ribonucleotide Reductases; Rodentia | 1995 |
Acetaminophen, N-acetyl-benzo-quinoneimine, and apoptosis.
Topics: Acetaminophen; Apoptosis; Benzoquinones; Humans; Imines | 1997 |
[Paracetamol: therapeutic action, pathogenesis and treatment of acute poisonings complicated by severe liver damage].
Topics: Acetaminophen; Anti-Inflammatory Agents, Non-Steroidal; Benzoquinones; Cyclooxygenase 1; Electron Transport Complex IV; Humans; Imines; Isoenzymes; Liver Failure, Acute; Membrane Proteins; Prostaglandin-Endoperoxide Synthases; Saccharomyces cerevisiae Proteins | 2003 |
[Drug-induced liver injury].
Topics: Acetaminophen; Anesthetics, General; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Chromans; Cytochrome P-450 CYP2E1; Drug Hypersensitivity; Drug-Related Side Effects and Adverse Reactions; Genetic Predisposition to Disease; Humans; Hypoglycemic Agents; Imines; NADP; Pharmacogenetics; Thiazolidinediones; Troglitazone | 2006 |
[Dosing time based on molecular mechanism of biological clock of hepatic drug metabolic enzyme].
Topics: Acetaminophen; Analgesics; Animals; Benzoquinones; Biological Clocks; Circadian Rhythm; Cytochrome P-450 CYP2E1; Drug Chronotherapy; Hepatocyte Nuclear Factor 1-alpha; Humans; Imines; Liver; Mice; Precision Medicine; Suprachiasmatic Nucleus | 2009 |
Acetaminophen-induced liver injury in obesity and nonalcoholic fatty liver disease.
Topics: Acetaminophen; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytochrome P-450 CYP3A; Humans; Imines; Mice; Mitochondria; Non-alcoholic Fatty Liver Disease; Obesity, Abdominal; Rats | 2014 |
Genetic Association of Single Nucleotide Polymorphisms with Acetaminophen-Induced Hepatotoxicity.
Topics: Acetaminophen; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Glutathione; Humans; Imines; Liver; Polymorphism, Single Nucleotide | 2018 |
5 trial(s) available for n-acetyl-4-benzoquinoneimine and acetaminophen
| Article | Year |
|---|---|
Contribution of CYP2E1 and CYP3A to acetaminophen reactive metabolite formation.
Topics: Acetaminophen; Adult; Analgesics, Non-Narcotic; Benzoquinones; Cross-Over Studies; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Female; Humans; Imines; Male; Mixed Function Oxygenases; Reference Values | 2000 |
Ethanol and production of the hepatotoxic metabolite of acetaminophen in healthy adults.
Topics: Acetaminophen; Adult; Benzoquinones; Cross-Over Studies; Cytochrome P-450 CYP2E1; Ethanol; Female; Humans; Imines; Infusions, Intravenous; Liver; Male; Middle Aged; Models, Theoretical; Reference Values; Time Factors | 2000 |
Transiently altered acetaminophen metabolism after liver transplantation.
Topics: Acetaminophen; Adult; Analgesics, Non-Narcotic; Area Under Curve; Benzoquinones; Biopsy, Needle; Biotransformation; Blotting, Western; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Female; Half-Life; Humans; Imines; Liver; Liver Transplantation; Male; Middle Aged | 2003 |
Monitoring paracetamol metabolism after single and repeated administration in pediatric patients with neoplastic diseases.
Topics: Acetaminophen; Adolescent; Analgesics, Non-Narcotic; Antineoplastic Agents; Benzoquinones; Child; Child, Preschool; Cysteine; Drug Administration Schedule; Drug Interactions; Humans; Imines; Infant; Neoplasms; Oxidation-Reduction | 2007 |
Early acetaminophen-protein adducts predict hepatotoxicity following overdose (ATOM-5).
Topics: Acetaminophen; Acetylcysteine; Administration, Intravenous; Adolescent; Adult; Alanine Transaminase; Analgesics, Non-Narcotic; Australia; Benzoquinones; Biomarkers; Chemical and Drug Induced Liver Injury; Drug Overdose; Female; Humans; Imines; Liver; Male; Middle Aged; Prospective Studies; Treatment Outcome; Young Adult | 2020 |
160 other study(ies) available for n-acetyl-4-benzoquinoneimine and acetaminophen
| Article | Year |
|---|---|
Synthesis, decomposition kinetics, and preliminary toxicological studies of pure N-acetyl-p-benzoquinone imine, a proposed toxic metabolite of acetaminophen.
Topics: Acetaminophen; Animals; Benzoquinones; Drug Stability; Imines; Kinetics; Mice; Mice, Inbred BALB C; Oxidation-Reduction; Time Factors | 1982 |
Cytoprotection by iloprost against paracetamol-induced toxicity in hamster isolated hepatocytes.
Topics: Acetaminophen; Acetylcysteine; Animals; Benzoquinones; Cell Survival; Cricetinae; Glutathione; Iloprost; Imines; In Vitro Techniques; L-Lactate Dehydrogenase; Liver; Male; Mesocricetus; Prostaglandin Antagonists; Prostaglandins | 1992 |
Protection from oxidative damage in mouse liver cells.
Topics: Acetaminophen; Animals; Azoles; Benzoquinones; Cells, Cultured; Glutathione; Imines; Isoindoles; Liver; Male; Mice; Organoselenium Compounds; Oxidation-Reduction | 1992 |
Peroxisome proliferators protect against paracetamol hepatotoxicity in mice.
Topics: 2,4,5-Trichlorophenoxyacetic Acid; Acetaminophen; Alanine Transaminase; Animals; Benzoquinones; Clofibrate; Diethylhexyl Phthalate; Glutathione; Imines; L-Iditol 2-Dehydrogenase; L-Lactate Dehydrogenase; Liver; Male; Mice; Microbodies; Oxidation-Reduction | 1992 |
Molecular mechanism for prevention of N-acetyl-p-benzoquinoneimine cytotoxicity by the permeable thiol drugs diethyldithiocarbamate and dithiothreitol.
Topics: Acetaminophen; Alkylation; Animals; Benzoquinones; Cell Survival; Dithiothreitol; Ditiocarb; Glutathione; Imines; Liver; Male; Oxidation-Reduction; Rats; Rats, Inbred Strains | 1991 |
A comparison of proteins S-thiolated by glutathione to those arylated by acetaminophen.
Topics: Acetaminophen; Animals; Benzoquinones; Cytosol; Diamide; Disulfides; Ethylmaleimide; Fluoresceins; Glutathione; Imines; Immunoblotting; Liver; Male; Mice; Proteins; Sulfhydryl Compounds | 1991 |
Comparative cytotoxic effects of acetaminophen (N-acetyl-p-aminophenol), a non-hepatotoxic regioisomer acetyl-m-aminophenol and their postulated reactive hydroquinone and quinone metabolites in monolayer cultures of mouse hepatocytes.
Topics: Acetaminophen; Acetanilides; Animals; Benzoquinones; Cell Survival; Cells, Cultured; Glutathione; Hydroquinones; Imines; Liver; Male; Mice; Protein Binding; Quinones; Trypan Blue | 1991 |
Postnatal mice have low susceptibility to paracetamol toxicity.
Topics: Acetaminophen; Age Factors; Animals; Animals, Newborn; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytochrome P-450 Enzyme System; Disease Susceptibility; Female; Glutathione; Imines; Inactivation, Metabolic; Liver; Liver Function Tests; Male; Metabolic Clearance Rate; Mice; Necrosis | 1991 |
The killing of cultured hepatocytes by N-acetyl-p-benzoquinone imine (NAPQI) as a model of the cytotoxicity of acetaminophen.
Topics: Acetaminophen; Acidosis; Adenosine Triphosphate; Animals; Benzoflavones; Benzoquinones; beta-Naphthoflavone; Carmustine; Cell Survival; Cells, Cultured; Deferoxamine; Glutathione; Glutathione Reductase; Imines; In Vitro Techniques; Liver; Models, Biological; Monensin; Oxidation-Reduction; Phenylenediamines; Rats | 1991 |
Acetaminophen and protein thiol modification.
Topics: Acetaminophen; Acetanilides; Animals; Benzoquinones; Binding Sites; Glutathione; Imines; In Vitro Techniques; Liver; Mice; Proteins; Sulfhydryl Compounds | 1991 |
Immunochemical quantitation of 3-(cystein-S-yl)acetaminophen protein adducts in subcellular liver fractions following a hepatotoxic dose of acetaminophen.
Topics: Acetaminophen; Alanine Transaminase; Animals; Benzoquinones; Cell Membrane; Cell Nucleus; Chemical and Drug Induced Liver Injury; Cysteine; Cytosol; Fluorescent Antibody Technique; Imines; Kinetics; Liver; Male; Mice; Microsomes, Liver; Mitochondria, Liver; Quinones | 1990 |
Dysmorphogenesis elicited by microinjected acetaminophen analogs and metabolites in rat embryos cultured in vitro.
Topics: Abnormalities, Drug-Induced; Acetaminophen; Animals; Benzoquinones; Embryo, Mammalian; Female; Imines; Microinjections; Neural Tube Defects; Organ Culture Techniques; Pregnancy; Rats; Rats, Inbred Strains; Yolk Sac | 1990 |
Effects of ethanol and inhibitors on the binding and metabolism of acetaminophen and N-acetyl-p-benzoquinone imine by hepatic microsomes from control and ethanol-treated rats.
Topics: Acetaminophen; Alcoholism; Animals; Benzoquinones; Cysteine; Ethanol; Imines; Male; Microsomes, Liver; Mixed Function Oxygenases; Rats; Rats, Inbred Strains | 1990 |
Effect of methylxanthines on acetaminophen hepatotoxicity in various induction states.
Topics: Acetaminophen; Alanine Transaminase; Animals; Benzoquinones; Body Temperature; Caffeine; Glutathione; Imines; Liver; Male; Methylcholanthrene; Phenobarbital; Rats; Rats, Inbred Strains; Theobromine; Theophylline | 1990 |
Reversible and irreversible inhibition of hepatic mitochondrial respiration by acetaminophen and its toxic metabolite, N-acetyl-p-benzoquinoneimine (NAPQI).
Topics: Acetaminophen; Animals; Benzoquinones; Female; Imines; Mitochondria, Liver; Oxygen Consumption; Rats; Rats, Inbred Strains | 1989 |
A role for the glutathione peroxidase/reductase enzyme system in the protection from paracetamol toxicity in isolated mouse hepatocytes.
Topics: Acetaminophen; Age Factors; Animals; Benzoquinones; Carmustine; Glutathione; Glutathione Peroxidase; Glutathione Reductase; Imines; In Vitro Techniques; Liver; Mice; Oxidation-Reduction; Peroxides; tert-Butylhydroperoxide | 1989 |
The toxicity of acetaminophen and N-acetyl-p-benzoquinone imine in isolated hepatocytes is associated with thiol depletion and increased cytosolic Ca2+.
Topics: Acetaminophen; Animals; Benzoquinones; Calcium; Calcium-Transporting ATPases; Cell Membrane; Chemical and Drug Induced Liver Injury; Cytosol; Homeostasis; Imines; Kinetics; Liver; Male; Methylcholanthrene; Microsomes, Liver; Mitochondria, Liver; NAD; Oxidation-Reduction; Phosphorylase a; Rats; Rats, Inbred Strains; Sulfhydryl Compounds | 1985 |
Immunochemical analysis of acetaminophen covalent binding to proteins. Partial characterization of the major acetaminophen-binding liver proteins.
Topics: Acetaminophen; Animals; Antibody Specificity; Benzoquinones; Blotting, Western; Imines; Immunologic Techniques; Isoelectric Point; Liver; Male; Mice; Molecular Weight; Protein Binding; Proteins; Sulfhydryl Compounds | 1988 |
The 1- and 2-electron oxidation of acetaminophen catalyzed by prostaglandin H synthase.
Topics: Acetaminophen; Animals; Arachidonic Acid; Arachidonic Acids; Benzoquinones; Glutathione; Imines; Kinetics; Macromolecular Substances; Male; Microsomes; Oxidation-Reduction; Prostaglandin-Endoperoxide Synthases; Seminal Vesicles; Sheep | 1987 |
Acetaminophen and analogs as cosubstrates and inhibitors of prostaglandin H synthase.
Topics: Acetaminophen; Animals; Arachidonic Acid; Arachidonic Acids; Ascorbic Acid; Benzoquinones; Butylated Hydroxyanisole; Chromatography, High Pressure Liquid; Cyclooxygenase Inhibitors; Glutathione; Imines; Indomethacin; Male; Prostaglandin-Endoperoxide Synthases; Prostaglandins G; Seminal Vesicles; Sheep | 1988 |
Comparative cytotoxic effects of N-acetyl-p-benzoquinone imine and two dimethylated analogues.
Topics: Acetaminophen; Animals; Benzoquinones; Carmustine; Cell Survival; Chemical Phenomena; Chemistry; Deferoxamine; Dithiothreitol; Dose-Response Relationship, Drug; Glutathione; Imines; Lipid Peroxides; Liver; Oxidation-Reduction; Oxygen; Rats; Structure-Activity Relationship | 1988 |
Formation of N-acetyl-p-benzoquinone imine, the well-known toxic metabolite of acetaminophen, by the reaction of acetaminophen with nitrite under model stomach conditions.
Topics: Acetaminophen; Benzoquinones; Gastric Mucosa; Imines; Models, Biological; Nitrites | 1988 |
The spontaneous and enzymatic reaction of N-acetyl-p-benzoquinonimine with glutathione: a stopped-flow kinetic study.
Topics: Acetaminophen; Animals; Benzoquinones; Glutathione; Glutathione Disulfide; Glutathione Transferase; Humans; Imines; Isoenzymes; Kinetics; Rats; Spectrophotometry, Ultraviolet; Structure-Activity Relationship | 1988 |
Species differences in the hepatotoxicity of paracetamol are due to differences in the rate of conversion to its cytotoxic metabolite.
Topics: Acetaminophen; Animals; Benzoquinones; Biotransformation; Cell Membrane; Cell Survival; Cells, Cultured; Cricetinae; Humans; Imines; Kinetics; Liver; Mice; Rats; Species Specificity | 1987 |
The mechanism of prevention of paracetamol-induced hepatotoxicity by 3,5-dialkyl substitution. The roles of glutathione depletion and oxidative stress.
Topics: Acetaminophen; Animals; Benzoquinones; Carmustine; Chemical and Drug Induced Liver Injury; Glutathione; Imines; Lipid Peroxides; Liver; Liver Diseases; Male; Maleates; Oxidation-Reduction; Quinones; Rats; Rats, Inbred Strains; Structure-Activity Relationship | 1987 |
Reactions of N-acetyl-p-benzoquinone imine with reduced glutathione, acetaminophen, and NADPH.
Topics: Acetaminophen; Benzoquinones; Chemical Phenomena; Chemistry; Chromatography, High Pressure Liquid; Chromatography, Liquid; Glutathione; Imines; NADP; Polymers | 1986 |
Quinone imines as biological reactive intermediates.
Topics: Acetaminophen; Animals; Benzoquinones; Biotransformation; Dithiothreitol; Glutathione; Glutathione Disulfide; Imines; In Vitro Techniques; Kinetics; Liver; Oxidation-Reduction; Quinones | 1986 |
Cross-linking of protein molecules by the reactive metabolite of acetaminophen, N-acetyl-p-benzoquinone imine, and related quinoid compounds.
Topics: Acetaminophen; Benzoquinones; Chromatography, Gel; Cross-Linking Reagents; Imines; Kinetics; Protein Binding; Quinones; Serum Albumin, Bovine | 1986 |
Reactions of glutathione with oxidative intermediates of acetaminophen.
Topics: Acetaminophen; Animals; Benzoquinones; Carbon Radioisotopes; Glutathione; Horseradish Peroxidase; Humans; Hydrogen Peroxide; Imines; Indicators and Reagents; Kinetics; Oxidation-Reduction | 1986 |
Mechanisms of acetaminophen oxidation to N-acetyl-P-benzoquinone imine by horseradish peroxidase and cytochrome P-450.
Topics: Acetaminophen; Animals; Benzene Derivatives; Benzoquinones; Chromatography, High Pressure Liquid; Cytochrome P-450 Enzyme System; Glutathione; Horseradish Peroxidase; Imines; Kinetics; Macromolecular Substances; Microsomes, Liver; NADP; Oxidation-Reduction; Peroxidases; Rats; Rats, Inbred Strains | 1987 |
Horseradish peroxidase-catalyzed oxidation of acetaminophen to intermediates that form polymers or conjugate with glutathione.
Topics: Acetaminophen; Benzoquinones; Carbon Radioisotopes; Chromatography, High Pressure Liquid; Free Radicals; Glutathione; Horseradish Peroxidase; Imines; Magnetic Resonance Spectroscopy; Oxidation-Reduction; Peroxidases; Polymers | 1986 |
Reversal of acetaminophen toxicity in isolated hamster hepatocytes by dithiothreitol.
Topics: Acetaminophen; Animals; Antidotes; Benzoquinones; Carbon Radioisotopes; Cell Survival; Cricetinae; Dithiothreitol; Drug Interactions; Glutathione; Imines; In Vitro Techniques; Lipid Peroxides; Liver; Male; Mesocricetus; Microscopy, Electron, Scanning | 1986 |
Additive protection of cimetidine and N-acetylcysteine treatment against acetaminophen-induced hepatic necrosis in the rat.
Topics: Acetaminophen; Acetylcysteine; Animals; Benzoquinones; Cimetidine; Dose-Response Relationship, Drug; Drug Synergism; Glutathione; Imines; Liver; Male; Necrosis; Rats; Rats, Inbred F344 | 1985 |
Mechanisms of N-acetyl-p-benzoquinone imine cytotoxicity.
Topics: Acetaminophen; Animals; Benzoquinones; Cell Survival; Dithiothreitol; Glutathione; Imines; In Vitro Techniques; Liver; Male; NADP; Rats; Rats, Inbred Strains | 1985 |
N-acetyl-p-benzoquinone imine: a cytochrome P-450-mediated oxidation product of acetaminophen.
Topics: Acetaminophen; Animals; Benzoquinones; Carbon Radioisotopes; Cytochrome P-450 Enzyme System; Imines; Kinetics; Male; Mice; Mice, Inbred BALB C; Microsomes, Liver; NAD; NADP; NADPH-Ferrihemoprotein Reductase; Oxidation-Reduction | 1984 |
Cytotoxic effects of N-acetyl-p-benzoquinone imine, a common arylating intermediate of paracetamol and N-hydroxyparacetamol.
Topics: Acetaminophen; Animals; Benzoquinones; Dose-Response Relationship, Drug; Glutathione; Imines; In Vitro Techniques; Lipid Peroxides; Liver; Male; Rats; Rats, Inbred Strains | 1984 |
The covalent binding of acetaminophen to protein. Evidence for cysteine residues as major sites of arylation in vitro.
Topics: Acetaminophen; Amino Acids; Animals; Benzoquinones; Caseins; Cysteine; Glutathione; Imines; Male; Mice; Mice, Inbred BALB C; Microsomes, Liver; NADP; Phenobarbital; Proteins; Serum Albumin, Bovine | 1984 |
The mechanism of paracetamol-induced hepatotoxicity: implications for therapy.
Topics: Acetaminophen; Antidotes; Benzoquinones; Biotransformation; Chemical and Drug Induced Liver Injury; Humans; Imines; Inactivation, Metabolic; Oxidation-Reduction | 1983 |
Evidence that acetaminophen and N-hydroxyacetaminophen form a common arylating intermediate, N-acetyl-p-benzoquinoneimine.
Topics: Acetaminophen; Animals; Ascorbic Acid; Benzoquinones; Cysteine; Imines; In Vitro Techniques; Microsomes, Liver; Mixed Function Oxygenases; NADP; Oxidation-Reduction; Rats | 1980 |
Comparison of thermally oxidized lipids and acetaminophen with concurrent consumption of ethanol as inducers of liver cirrhosis.
Topics: Acetaminophen; Acute-Phase Reaction; Analysis of Variance; Animals; Benzoquinones; DNA; Drug Interactions; Ethanol; Hepatectomy; Hot Temperature; Imines; Lipid Metabolism; Liver Cirrhosis, Experimental; Male; Necrosis; Oxidation-Reduction; Rats; Rats, Sprague-Dawley; Specific Pathogen-Free Organisms | 1995 |
Glutathione depletion kinetics with acetaminophen. A simulation study.
Topics: Acetaminophen; Animals; Benzoquinones; Computer Simulation; Cytochrome P-450 Enzyme System; Glutathione; Glutathione Transferase; Imines; Inactivation, Metabolic; Liver; Mathematical Computing; Models, Biological; Perfusion; Rats | 1995 |
Reaction between metabolically activated acetaminophen and phosphorothioate oligonucleotides.
Topics: Acetaminophen; Animals; Base Sequence; Benzoquinones; Biotransformation; Deoxycytosine Nucleotides; Hypoxanthine Phosphoribosyltransferase; Imines; Lac Operon; Microsomes, Liver; Molecular Sequence Data; Mutagenesis; Oligonucleotides; Rats; Thionucleotides; Tumor Cells, Cultured | 1995 |
Paracetamol poisoning.
Topics: Acetaminophen; Acetylcysteine; Benzoquinones; Chemical and Drug Induced Liver Injury; Clinical Protocols; Drug Overdose; Humans; Imines | 1993 |
Mechanism of protection of ebselen against paracetamol-induced toxicity in rat hepatocytes.
Topics: 7-Alkoxycoumarin O-Dealkylase; Acetaminophen; Animals; Anti-Inflammatory Agents, Non-Steroidal; Azoles; Benzoflavones; Benzoquinones; beta-Naphthoflavone; Cells, Cultured; Drug Interactions; Glutathione; Imines; Isoindoles; L-Lactate Dehydrogenase; Liver; Male; Organoselenium Compounds; Rats; Rats, Wistar; Thiobarbituric Acid Reactive Substances | 1994 |
Interaction of caffeine with acetaminophen. 1. Correlation of the effect of caffeine on acetaminophen hepatotoxicity and acetaminophen bioactivation following treatment of mice with various cytochrome P450 inducing agents.
Topics: Acetaminophen; Acetone; Aminopyrine N-Demethylase; Animals; Aryl Hydrocarbon Hydroxylases; Benzoflavones; Benzoquinones; beta-Naphthoflavone; Biotransformation; Caffeine; Chemical and Drug Induced Liver Injury; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Dexamethasone; Drug Interactions; Enzyme Activation; Female; Imines; Isoenzymes; Kinetics; Liver Diseases; Mice; Microsomes, Liver; Oxidoreductases, N-Demethylating; Phenobarbital | 1993 |
Oxidation of acetaminophen to N-acetyl-p-aminobenzoquinone imine by human CYP3A4.
Topics: Acetaminophen; Benzoquinones; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme Inhibitors; Cytochrome P-450 Enzyme System; Ditiocarb; Dose-Response Relationship, Drug; Humans; Imines; Intestines; Isoenzymes; Kinetics; Liver; Microsomes, Liver; Mixed Function Oxygenases | 1993 |
Effects of caffeine and theophylline on acetaminophen pharmacokinetics: P450 inhibition and activation.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Caffeine; Cytochrome P-450 Enzyme Inhibitors; Cytochrome P-450 Enzyme System; Drug Interactions; Enzyme Activation; Glutathione; Imines; Male; Metabolic Clearance Rate; Rats; Rats, Sprague-Dawley; Theophylline | 1996 |
Protective effect of diallyl sulfone against acetaminophen-induced hepatotoxicity in mice.
Topics: Acetaminophen; Administration, Oral; Allyl Compounds; Analgesics, Non-Narcotic; Animals; Benzoquinones; Chromatography, High Pressure Liquid; Cytochrome P-450 CYP2E1 Inhibitors; Dose-Response Relationship, Drug; Glutathione; Imines; In Vitro Techniques; L-Lactate Dehydrogenase; Liver; Male; Mice; Microsomes, Liver; Oxidation-Reduction; Sulfones | 1996 |
Rat liver microsomal cytochrome P450-dependent oxidation of 3,5-disubstituted analogues of paracetamol.
Topics: Acetaminophen; Animals; Benzoquinones; beta-Naphthoflavone; Cytochrome P-450 Enzyme System; Gas Chromatography-Mass Spectrometry; Glutathione; Imines; Kinetics; Male; Microsomes, Liver; Oxidation-Reduction; Rats; Rats, Wistar; Spectrophotometry, Ultraviolet | 1996 |
Effects of acetaminophen on the ultrastructure of isolated rat hepatocytes.
Topics: Acetaminophen; Animals; Benzoquinones; Cells, Cultured; Imines; Liver; Male; Rats; Rats, Sprague-Dawley | 1995 |
Inactivation of glyceraldehyde-3-phosphate dehydrogenase by a reactive metabolite of acetaminophen and mass spectral characterization of an arylated active site peptide.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Binding Sites; Glyceraldehyde-3-Phosphate Dehydrogenases; Imines; Mass Spectrometry; Mice; Rabbits; Swine | 1997 |
Rat liver ADP-ribose pyrophosphatase-I as an in vitro target of the acetaminophen metabolite N-acetyl-p-benzoquinoneimine.
Topics: Acetaminophen; Animals; Benzoquinones; Chromatography, Gel; Cytosol; Dithiothreitol; Imines; Kinetics; Liver; Pyrophosphatases; Rats | 1997 |
2-Methyl-thiazolidine-2,4-dicarboxylic acid protects against paracetamol induced toxicity in human liver derived HepG2 cells.
Topics: Acetaminophen; Antidotes; Benzoquinones; Cell Line; Cysteine; Glutathione; Humans; Imines; Liver; Malondialdehyde; Oxidation-Reduction; Prodrugs; Reactive Oxygen Species; Thiazoles; Thiazolidines | 1997 |
Prevention of acetaminophen-induced cataract by a combination of diallyl disulfide and N-acetylcysteine.
Topics: Acetaminophen; Acetylcysteine; Alanine Transaminase; Allyl Compounds; Animals; Antimutagenic Agents; Benzoquinones; Cataract; Ciliary Body; Cytochrome P-450 CYP1A1; Cytochrome P-450 CYP2B1; Disulfides; Drug Therapy, Combination; Garlic; Glutathione; Imines; Lens, Crystalline; Liver; Male; Mice; Mice, Inbred C57BL; Microsomes, Liver; Plants, Medicinal | 1998 |
Acetaminophen toxicity. Opposite effects of two forms of glutathione peroxidase.
Topics: Acetaminophen; Animals; Benzoquinones; Glutathione Disulfide; Glutathione Peroxidase; Humans; Imines; Isoenzymes; Lipid Peroxidation; Liver; Mice; Mice, Inbred C57BL; Mice, Inbred CBA; Mice, Transgenic; Oxidation-Reduction; Superoxide Dismutase | 1999 |
Inhibition of Fas receptor (CD95)-induced hepatic caspase activation and apoptosis by acetaminophen in mice.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Apoptosis; Benzoquinones; Blotting, Western; Caspases; DNA Fragmentation; Enzyme Activation; Enzyme-Linked Immunosorbent Assay; fas Receptor; Imines; In Situ Nick-End Labeling; Liver; Male; Mice; Mice, Inbred C3H | 1999 |
Metabolites of acetaminophen trigger Ca2+ release from liver microsomes.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Ca(2+) Mg(2+)-ATPase; Calcium; Imines; Male; Microsomes, Liver; Rats; Rats, Sprague-Dawley; Ryanodine | 1999 |
Protein and nonprotein cysteinyl thiol modification by N-acetyl-p-benzoquinone imine via a novel ipso adduct.
Topics: Acetaminophen; Ascorbic Acid; Benzoquinones; Cysteine; Glutathione; Half-Life; Imines; Macromolecular Substances; Papain; Proteins; Sulfhydryl Compounds | 1999 |
Divergent effects of paracetamol on reactive oxygen intermediate and reactive nitrogen intermediate production by U937 cells.
Topics: Acetaminophen; Benzoquinones; Free Radicals; Humans; Hydrogen Peroxide; Imines; Monocytes; Nitrites; Reactive Oxygen Species; Superoxides; Tetradecanoylphorbol Acetate; U937 Cells | 1999 |
Resistance of three immortalized human hepatocyte cell lines to acetaminophen and N-acetyl-p-benzoquinoneimine toxicity.
Topics: Acetaminophen; Animals; Benzoquinones; Cell Line, Transformed; Cells, Cultured; Cytochrome P-450 CYP1A1; Cytochrome P-450 Enzyme System; DNA; Drug Resistance; Glutathione; Humans; Imines; Kinetics; L-Lactate Dehydrogenase; Liver; Male; Mitochondria, Liver; Oxidoreductases; Rats; Rats, Wistar; Serum Albumin | 1999 |
Cytotoxic metabolite of acetaminophen, N-acetyl-p-benzoquinone imine, produces cataract in DBA2 mice.
Topics: Acetaminophen; Administration, Topical; Animals; Benzoquinones; Cataract; Chromatin; Cilia; Cytochrome P-450 Enzyme System; Dose-Response Relationship, Drug; Endothelium; Epithelium; Imines; Lens Diseases; Male; Mice; Mice, Inbred DBA; Microscopy, Electron; Mitochondria; Propylene Glycol; Time Factors | 1999 |
Short-term treatment with alcohols causes hepatic steatosis and enhances acetaminophen hepatotoxicity in Cyp2e1(-/-) mice.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Biotransformation; Chemical and Drug Induced Liver Injury; Cytochrome P-450 CYP2E1; Drug Synergism; Ethanol; Fatty Liver, Alcoholic; Female; Imines; Liver; Liver Diseases; Male; Mice; Mice, Inbred C57BL; Pentanols; Sex Factors | 2000 |
Hepatotoxicity of acetaminophen and N-acetyl-p-benzoquinone imine and enhancement by fructose.
Topics: Acetaminophen; Alanine Transaminase; Allopurinol; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytochrome P-450 Enzyme System; Drug Synergism; Enzyme Inhibitors; Fructose; Glucose; Imines; L-Iditol 2-Dehydrogenase; L-Lactate Dehydrogenase; Liver; Liver Diseases; Male; Portal Vein; Rats; Rats, Sprague-Dawley; Sucrose; Xanthine Oxidase | 2000 |
Increased resistance to acetaminophen hepatotoxicity in mice lacking glutathione S-transferase Pi.
Topics: Acetaminophen; Alanine Transaminase; Analgesics, Non-Narcotic; Animals; Benzoquinones; Glutathione; Glutathione S-Transferase pi; Glutathione Transferase; Imines; Isoenzymes; Liver; Male; Mice; Mice, Knockout | 2000 |
Inhibition of macrophage migration inhibitory factor (MIF) tautomerase and biological activities by acetaminophen metabolites.
Topics: Acetaminophen; Animals; Benzoquinones; Dose-Response Relationship, Drug; Electrophoresis, Polyacrylamide Gel; Enzyme-Linked Immunosorbent Assay; Fructosediphosphates; Glucocorticoids; Humans; Imines; Intramolecular Oxidoreductases; Macrophage Migration-Inhibitory Factors; Mice; Mice, Inbred C57BL; Models, Chemical; Protein Binding; Recombinant Proteins; Time Factors; Tumor Necrosis Factor-alpha | 2002 |
Reduction of toxic metabolite formation of acetaminophen.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Benzoquinones; Cimetidine; Cytochrome P-450 Enzyme Inhibitors; Disulfiram; Ditiocarb; Enzyme Inhibitors; Fomepizole; Humans; Imines; Microsomes, Liver; Pyrazoles | 2002 |
Selective mitochondrial glutathione depletion by ethanol enhances acetaminophen toxicity in rat liver.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Central Nervous System Depressants; Chemical and Drug Induced Liver Injury; Cytochrome P-450 CYP2E1; Drug Synergism; Ethanol; Glutathione; Imines; In Vitro Techniques; Liver; Liver Diseases; Male; Mitochondria, Liver; Rats; Rats, Sprague-Dawley | 2002 |
Toxicology. Protecting liver from painkiller's lethal dose.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Androstanols; Animals; Benzoquinones; Constitutive Androstane Receptor; Cytochrome P-450 Enzyme System; Drug Overdose; Glutathione; Glutathione S-Transferase pi; Glutathione Transferase; Humans; Imines; Isoenzymes; Liver; Liver Failure, Acute; Mice; Mice, Transgenic; Phenobarbital; Receptors, Cytoplasmic and Nuclear; Transcription Factors | 2002 |
Modulation of acetaminophen-induced hepatotoxicity by the xenobiotic receptor CAR.
Topics: Acetaminophen; Acetylcysteine; Alanine Transaminase; Analgesics, Non-Narcotic; Androstanols; Animals; Aryl Hydrocarbon Hydroxylases; Benzoquinones; Constitutive Androstane Receptor; Cytochrome P-450 CYP1A2; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Glutathione; Glutathione S-Transferase pi; Glutathione Transferase; Humans; Imines; Isoenzymes; Liver; Mice; Mice, Knockout; Mice, Transgenic; Oxidoreductases, N-Demethylating; Phenobarbital; Pyridines; Receptors, Cytoplasmic and Nuclear; RNA, Messenger; Time Factors; Transcription Factors | 2002 |
Autoprotection against acetaminophen toxicity in cultured rat hepatocytes: the effect of pretreatment and growth factors.
Topics: Acetaminophen; Adenosine Triphosphate; Analgesics, Non-Narcotic; Animals; Benzoquinones; Cell Cycle Proteins; Cell Division; Cells, Cultured; Cytochrome P-450 CYP1A2; DNA; Glutathione; Glutathione S-Transferase pi; Glutathione Transferase; Growth Substances; Imines; Isoenzymes; L-Lactate Dehydrogenase; Liver; Male; Rats; Rats, Wistar; Thymidine; Time Factors | 2003 |
N-acetyl-p-benzoquinone imine, the toxic metabolite of acetaminophen, is a topoisomerase II poison.
Topics: Acetaminophen; Antigens, Neoplasm; Antineoplastic Agents; Benzoquinones; Cell Line, Tumor; Chromosome Breakage; DNA Damage; DNA Topoisomerases, Type I; DNA Topoisomerases, Type II; DNA-Binding Proteins; Etoposide; Humans; Imines; Mutagens; Topoisomerase II Inhibitors | 2004 |
Use of horseradish peroxidase for gene-directed enzyme prodrug therapy with paracetamol.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Apoptosis; Benzoquinones; Carcinoma, Squamous Cell; Cell Hypoxia; Cell Survival; Combined Modality Therapy; Genetic Therapy; Glutathione; Horseradish Peroxidase; Humans; Imines; Mitosis; Nasopharyngeal Neoplasms; Prodrugs; Tumor Cells, Cultured | 2004 |
Influence of feeding schedule on 24-h rhythm of hepatotoxicity induced by acetaminophen in mice.
Topics: Acetaminophen; Activities of Daily Living; Animals; Benzoquinones; Cytochrome P-450 CYP2E1; Dose-Response Relationship, Drug; Feeding Behavior; Glutathione; Hepatocytes; Imines; Male; Mice; Mice, Inbred ICR | 2004 |
Paracetamol (acetaminophen) warfarin interaction: NAPQI, the toxic metabolite of paracetamol, is an inhibitor of enzymes in the vitamin K cycle.
Topics: Acetaminophen; Aged; Benzoquinones; Carbon-Carbon Ligases; Drug Interactions; Enzyme Inhibitors; Female; Humans; Imines; Kinetics; Mixed Function Oxygenases; Vitamin K; Vitamin K Epoxide Reductases; Warfarin | 2004 |
Involvement of mitochondrial permeability transition in acetaminophen-induced liver injury in mice.
Topics: Acetaminophen; Adenosine Triphosphate; Animals; Benzoquinones; Calcium; Cyclosporine; Glutathione Disulfide; Imines; Liver; Male; Membrane Potentials; Mice; Mitochondria, Liver; Permeability | 2005 |
A new predictor of toxicity following acetaminophen overdose based on pretreatment exposure.
Topics: Acetaminophen; Algorithms; Analgesics, Non-Narcotic; Benzoquinones; Chemical and Drug Induced Liver Injury; Computer Simulation; Drug Overdose; Glutathione; Humans; Imines; Models, Statistical; Predictive Value of Tests | 2005 |
Protection against paracetamol-induced hepatic injury by prazosin pre-treatment in CD-1 mice.
Topics: Acetaminophen; Adrenergic alpha-Agonists; Adrenergic alpha-Antagonists; Alanine Transaminase; Analgesics, Non-Narcotic; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Dose-Response Relationship, Drug; Glucuronosyltransferase; Glutathione; Imines; Liver; Liver Diseases; Male; Mice; Mice, Inbred Strains; Prazosin; Protective Agents | 2005 |
Role of the nuclear receptor pregnane X receptor in acetaminophen hepatotoxicity.
Topics: Acetaminophen; Animals; ATP Binding Cassette Transporter, Subfamily B, Member 1; Benzoquinones; Biological Transport; Caffeine; Cytochrome P-450 CYP1A2; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Glutathione; Hepatocytes; Imines; Intestinal Absorption; Liver; Mice; Mice, Inbred C57BL; Pregnane X Receptor; Receptors, Cytoplasmic and Nuclear; Receptors, Steroid; Transcription, Genetic | 2005 |
Transformation of acetaminophen by chlorination produces the toxicants 1,4-benzoquinone and N-acetyl-p-benzoquinone imine.
Topics: Acetaminophen; Benzoquinones; Biotransformation; Chlorine; Chromatography, Liquid; Imines; Mass Spectrometry; Spectrophotometry, Ultraviolet | 2006 |
Double null of selenium-glutathione peroxidase-1 and copper, zinc-superoxide dismutase enhances resistance of mouse primary hepatocytes to acetaminophen toxicity.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Cell Death; Cells, Cultured; Glutathione Peroxidase; Glutathione Peroxidase GPX1; Hepatocytes; Imines; Mice; Mice, Inbred C57BL; Mice, Knockout; Nitric Oxide; Peroxynitrous Acid; Superoxide Dismutase; Tyrosine | 2006 |
Defensive nature of Sargassum polycystum (Brown alga) against acetaminophen-induced toxic hepatitis in rats: role of drug metabolizing microsomal enzyme system, tumor necrosis factor-alpha and fate of liver cell structural integrity.
Topics: Acetaminophen; Animals; Anti-Inflammatory Agents, Non-Steroidal; Benzoquinones; Chemical and Drug Induced Liver Injury; Chromatography, High Pressure Liquid; Cytochrome P-450 Enzyme System; Cytochrome-B(5) Reductase; Endoplasmic Reticulum; Imines; Inactivation, Metabolic; Liver; Magnetic Resonance Spectroscopy; Male; Microscopy, Electron; Microsomes, Liver; Mitochondria; NADP; NADPH-Ferrihemoprotein Reductase; Plant Extracts; Random Allocation; Rats; Rats, Wistar; Sargassum; Tumor Necrosis Factor-alpha | 2006 |
Mice deficient in Cu,Zn-superoxide dismutase are resistant to acetaminophen toxicity.
Topics: Acetaminophen; Alanine Transaminase; Animals; Benzoquinones; Biotransformation; Body Weight; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP2E1 Inhibitors; Drug Resistance; Enzyme Induction; Glutathione; Glutathione Peroxidase; Glutathione Peroxidase GPX1; Imines; Liver Failure; Male; Mice; Mice, Inbred C57BL; Mice, Knockout; Oxidation-Reduction; Oxidative Stress; Peroxynitrous Acid; Superoxide Dismutase; Tyrosine | 2006 |
Role of NAD(P)H:quinone oxidoreductase 1 in clofibrate-mediated hepatoprotection from acetaminophen.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Blotting, Western; Chemical and Drug Induced Liver Injury; Clofibrate; Drug Interactions; Enzyme Inhibitors; Hepatocytes; Imines; Indolequinones; L-Lactate Dehydrogenase; Male; Mice; Microsomes, Liver; NAD(P)H Dehydrogenase (Quinone); Peroxisome Proliferators | 2007 |
Role of CYP3A and CYP2E1 in alcohol-mediated increases in acetaminophen hepatotoxicity: comparison of wild-type and Cyp2e1(-/-) mice.
Topics: Acetaminophen; Alanine Transaminase; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytochrome P-450 CYP1A2; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme Inhibitors; Cytochrome P-450 Enzyme System; Disease Models, Animal; Drug Synergism; Enzyme Induction; Enzyme Inhibitors; Ethanol; Glucuronides; Glutathione; Hydroxylation; Imines; Liver; Liver Diseases; Male; Mice; Mice, Knockout; Pentanols; Severity of Illness Index; Testosterone; Troleandomycin | 2007 |
Liquid chromatography/tandem mass spectrometry detection of covalent binding of acetaminophen to human serum albumin.
Topics: Acetaminophen; Acetylcysteine; Animals; Benzoquinones; Chromatography, Liquid; Cysteine; Humans; Imines; Microsomes, Liver; Models, Biological; Molecular Structure; Oligopeptides; Protein Binding; Rats; Reproducibility of Results; Serum Albumin; Tandem Mass Spectrometry | 2007 |
Glutathione-S-transferase pi as a model protein for the characterisation of chemically reactive metabolites.
Topics: Acetaminophen; Amino Acid Sequence; Benzoquinones; Cells, Cultured; Cysteine; Glutathione S-Transferase pi; Humans; Imines; Models, Molecular; Molecular Sequence Data; Proteomics | 2008 |
Prevention of acetaminophen (APAP)-induced hepatotoxicity by leflunomide via inhibition of APAP biotransformation to N-acetyl-p-benzoquinone imine.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Antirheumatic Agents; Benzoquinones; Biotransformation; Chemical and Drug Induced Liver Injury; Chromatography, High Pressure Liquid; Cytochrome P-450 Enzyme System; Data Interpretation, Statistical; Glutathione; Humans; Imines; Isoxazoles; Leflunomide; Mass Spectrometry; Mice; Microsomes, Liver; Phenacetin; Recombinant Proteins | 2008 |
The hepatotoxic metabolite of acetaminophen directly activates the Keap1-Nrf2 cell defense system.
Topics: Acetaminophen; Adaptor Proteins, Signal Transducing; Animals; Benzoquinones; Carcinoma, Hepatocellular; Cell Line; Cell Line, Tumor; Cytoskeletal Proteins; Glutathione; Humans; Imines; Kelch-Like ECH-Associated Protein 1; Liver; Liver Neoplasms; Mice; NF-E2-Related Factor 2; RNA Interference; Signal Transduction | 2008 |
Acetaminophen bioactivation by human cytochrome P450 enzymes and animal microsomes.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Cytochrome P-450 CYP3A; Haplorhini; Humans; Imines; Kinetics; Liver; Mice; Microsomes, Liver; Oxidation-Reduction; Rabbits; Rats; Recombinant Proteins; Swine | 2009 |
Pharmacokinetics of acetaminophen-protein adducts in adults with acetaminophen overdose and acute liver failure.
Topics: Acetaminophen; Acetylcysteine; Adult; Analgesics, Non-Narcotic; Antidotes; Bayes Theorem; Benzoquinones; Biomarkers; Biotransformation; Databases as Topic; Drug Overdose; Female; Half-Life; Humans; Imines; Liver Failure, Acute; Male; Metabolic Clearance Rate; Middle Aged; Models, Biological; Models, Statistical; Nonlinear Dynamics; Young Adult | 2009 |
Fluorescence-based liver microsomal assay for screening of pharmaceutical reactive metabolites using a glutathione conjugated 96-well plate.
Topics: Acetaminophen; Animals; Benzoquinones; Biological Assay; Drug Evaluation, Preclinical; Fluorescence; Glutathione; Imines; Luminescent Measurements; Mice; Microsomes, Liver; Pharmaceutical Preparations; Photoelectron Spectroscopy; Reproducibility of Results; Spectrometry, Mass, Electrospray Ionization; X-Rays | 2010 |
Reactive nitrogen species in acetaminophen-induced mitochondrial damage and toxicity in mouse hepatocytes.
Topics: Acetaminophen; Animals; Benzoquinones; Glutathione; Hepatocytes; Imines; Indazoles; Lysine; Mice; Mitochondria; Oxidative Stress; Reactive Nitrogen Species | 2010 |
Acetaminophen, via its reactive metabolite N-acetyl-p-benzo-quinoneimine and transient receptor potential ankyrin-1 stimulation, causes neurogenic inflammation in the airways and other tissues in rodents.
Topics: Acetaminophen; Acrolein; Analgesics, Non-Narcotic; Animals; Asthma; Benzoquinones; Bronchoalveolar Lavage; Calcium; Cell Line; Chromatography, Liquid; Guinea Pigs; Humans; Imines; Immunohistochemistry; Male; Mice; Pulmonary Disease, Chronic Obstructive; Spectrometry, Mass, Electrospray Ionization; Tandem Mass Spectrometry; Transient Receptor Potential Channels; TRPA1 Cation Channel | 2010 |
A reliable method of liquid chromatography for the quantification of acetaminophen and identification of its toxic metabolite N-acetyl-p-benzoquinoneimine for application in pediatric studies.
Topics: Acetaminophen; Adolescent; Benzoquinones; Child; Child, Preschool; Chromatography, High Pressure Liquid; Chromatography, Reverse-Phase; Drug Monitoring; Drug Stability; Female; Humans; Imines; Infant; Male; Reproducibility of Results; Sensitivity and Specificity | 2011 |
A novel approach for the determination of paracetamol based on the reduction of N-acetyl-p-benzoquinoneimine formed on the electrochemically treated pencil graphite electrode.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Antipyretics; Benzoquinones; Calibration; Electrochemistry; Electrodes; Graphite; Humans; Imines; Limit of Detection; Oxidation-Reduction | 2011 |
Acetaminophen-NAPQI hepatotoxicity: a cell line model system genome-wide association study.
Topics: Acetaminophen; Benzoquinones; Cell Line; Cell Survival; Chemical and Drug Induced Liver Injury; Chromatin Immunoprecipitation; Dose-Response Relationship, Drug; Genome-Wide Association Study; Glutathione; Humans; Imines; Oligonucleotide Array Sequence Analysis; Polymorphism, Single Nucleotide; Predictive Value of Tests; RNA, Messenger | 2011 |
In-source formation of N-acetyl-p-benzoquinone imine (NAPQI), the putatively toxic acetaminophen (paracetamol) metabolite, after derivatization with pentafluorobenzyl bromide and GC-ECNICI-MS analysis.
Topics: Acetaminophen; Acetonitriles; Analgesics, Non-Narcotic; Benzoquinones; Fluorobenzenes; Gas Chromatography-Mass Spectrometry; Imines; Methane | 2011 |
A 1H NMR-based metabolomics approach for mechanistic insight into acetaminophen-induced hepatotoxicity.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Enzyme Induction; Glutathione; Imines; Liver; Liver Diseases; Magnetic Resonance Imaging; Male; Metabolomics; Oxidation-Reduction; Oxidative Stress; Phenobarbital; Rats; Rats, Inbred F344 | 2011 |
SIRT3-dependent deacetylation exacerbates acetaminophen hepatotoxicity.
Topics: Acetaminophen; Acetylation; Alanine Transaminase; Aldehyde Dehydrogenase; Aldehyde Dehydrogenase, Mitochondrial; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Imines; Liver; Mice; Mice, Inbred C57BL; Mice, Knockout; Mitochondria; Mitochondrial Proteins; Protein Binding; Sirtuin 3 | 2011 |
Plasmid DNA linearization in the antibacterial action of a new fluorescent Ag nanoparticle-paracetamol dimer composite.
Topics: Acetaminophen; Anti-Bacterial Agents; Benzoquinones; Dimerization; DNA; DNA Damage; DNA Gyrase; Fluorescent Dyes; Imines; Metal Nanoparticles; Microbial Sensitivity Tests; Oxidation-Reduction; Plasmids; Reactive Oxygen Species; Silver; Topoisomerase II Inhibitors | 2011 |
TRPA1 mediates spinal antinociception induced by acetaminophen and the cannabinoid Δ(9)-tetrahydrocannabiorcol.
Topics: Acetaminophen; Acrolein; Analgesics; Animals; Benzoquinones; Calcium; Cannabinoids; Cell Line; CHO Cells; Cricetinae; Electrophysiology; Female; Humans; Imines; Immunohistochemistry; Male; Mice; Mice, Inbred C57BL; Mice, Knockout; Rats; Rats, Sprague-Dawley; Real-Time Polymerase Chain Reaction; Receptor, Cannabinoid, CB1; Receptor, Cannabinoid, CB2; Transient Receptor Potential Channels; TRPA1 Cation Channel | 2011 |
Predictive toxicology using systemic biology and liver microfluidic "on chip" approaches: application to acetaminophen injury.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytoprotection; Gene Expression Profiling; Hep G2 Cells; Humans; Imines; Metabolomics; Microfluidic Analytical Techniques; Oxidative Stress; Proteomics | 2012 |
An analysis of N-acetylcysteine treatment for acetaminophen overdose using a systems model of drug-induced liver injury.
Topics: Acetaminophen; Acetylcysteine; Administration, Oral; Alanine Transaminase; Benzoquinones; Chemical and Drug Induced Liver Injury; Cohort Studies; Computer Simulation; Hepatocytes; Humans; Imines; Infusions, Intravenous; Liver; Prescription Drug Misuse; Risk Factors | 2012 |
An investigation of the bioactivation potential and metabolism profile of Zebrafish versus human.
Topics: Acetaminophen; Animals; Aryl Hydrocarbon Hydroxylases; Benzoquinones; Biotransformation; Cytochrome P-450 CYP3A; Drug Evaluation, Preclinical; Glucuronosyltransferase; Glutathione; Humans; Imines; Metabolome; Microsomes, Liver; Oxidoreductases, N-Demethylating; Testosterone; Zebrafish; Zebrafish Proteins | 2012 |
Resistance to acetaminophen-induced hepatotoxicity in glutathione S-transferase Mu 1-null mice.
Topics: Acetaminophen; Administration, Oral; Alanine Transaminase; Animals; Benzoquinones; Blotting, Western; Chemical and Drug Induced Liver Injury; Female; Glutathione; Glutathione Transferase; Glycogen Synthase Kinase 3; Glycogen Synthase Kinase 3 beta; Imines; JNK Mitogen-Activated Protein Kinases; Liver; Male; MAP Kinase Kinase 4; Mice; Mice, Knockout; Phosphorylation | 2012 |
Combination of electrochemistry and nuclear magnetic resonance spectroscopy for metabolism studies.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Benzoquinones; Drug Evaluation, Preclinical; Electrochemical Techniques; Equipment Design; Humans; Imines; Liver; Magnetic Resonance Spectroscopy; Oxidation-Reduction | 2012 |
An indole derivative protects against acetaminophen-induced liver injury by directly binding to N-acetyl-p-benzoquinone imine in mice.
Topics: Acetaminophen; Animals; Antioxidants; Benzoquinones; Cell Death; Chemical and Drug Induced Liver Injury; Hepatocytes; Imines; JNK Mitogen-Activated Protein Kinases; Male; Mice; Organic Chemicals; Phosphorylation; Reactive Nitrogen Species; Reactive Oxygen Species | 2013 |
A Txnrd1-dependent metabolic switch alters hepatic lipogenesis, glycogen storage, and detoxification.
Topics: Acetaminophen; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Gene Expression Regulation; Glutathione; Glycogen; Hepatocytes; Imines; Inactivation, Metabolic; Lipogenesis; Liver; Mice; Thioredoxin Reductase 1; Thioredoxins | 2013 |
Understanding the degradation of electrochemically-generated reactive drug metabolites by quantitative NMR.
Topics: Acetaminophen; Benzoquinones; Biotransformation; Electrolysis; Humans; Imines; Nuclear Magnetic Resonance, Biomolecular; Phenacetin; Solutions | 2013 |
Abrogation by Trifolium alexandrinum root extract on hepatotoxicity induced by acetaminophen in rats.
Topics: Acetaminophen; Animals; Benzoquinones; Biotransformation; Chemical and Drug Induced Liver Injury; DNA Fragmentation; Drug Evaluation, Preclinical; Imines; Lipid Peroxidation; Liver; Liver Function Tests; Methanol; Phytotherapy; Plant Extracts; Plant Roots; Rats; Solvents; Trifolium; Water | 2014 |
Hepatoprotective action of Panaxatriol saponins against acetaminophen-induced liver injury: what is the mechanism?
Topics: Acetaminophen; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytochrome P-450 Enzyme Inhibitors; Ginsenosides; Humans; Imines; Thioredoxins; Tumor Necrosis Factor-alpha | 2014 |
Detection and follow-up, after partial liver resection, of the urinary paracetamol metabolites by proton NMR spectroscopy.
Topics: Acetaminophen; Analgesics; Benzoquinones; Female; Humans; Imines; Liver; Magnetic Resonance Spectroscopy; Male; Middle Aged | 2014 |
Fennel and raspberry leaf as possible inhibitors of acetaminophen oxidation.
Topics: Acetaminophen; Benzoquinones; Chlorzoxazone; Cytochrome P-450 CYP1A2; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP2E1 Inhibitors; Foeniculum; Humans; Imines; Inactivation, Metabolic; Inhibitory Concentration 50; Oxidation-Reduction; Plant Leaves; Rubus | 2014 |
Use of a systems model of drug-induced liver injury (DILIsym(®)) to elucidate the mechanistic differences between acetaminophen and its less-toxic isomer, AMAP, in mice.
Topics: Acetaminophen; Acetanilides; Animals; Benzoquinones; Biotransformation; Chemical and Drug Induced Liver Injury; Computer Simulation; Cytochrome P-450 CYP2E1; Imines; Isomerism; Liver; Mice; Models, Biological; Systems Biology | 2014 |
Acetaminophen reactive intermediates target hepatic thioredoxin reductase.
Topics: Acetaminophen; Amino Acid Sequence; Analgesics, Non-Narcotic; Animals; Benzoquinones; Humans; Imines; Liver; Male; Mice; Mice, Inbred C57BL; Models, Molecular; Molecular Sequence Data; Oxidation-Reduction; Rats; Selenocysteine; Thioredoxin-Disulfide Reductase; Thioredoxins | 2014 |
Acetaminophen and NAPQI are toxic to auditory cells via oxidative and endoplasmic reticulum stress-dependent pathways.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Cell Line; Dose-Response Relationship, Drug; Endoplasmic Reticulum; Endoplasmic Reticulum Stress; Eukaryotic Initiation Factor-2; Gene Expression Regulation; Gene Regulatory Networks; Hair Cells, Auditory, Outer; Imines; Mice; Oxidative Stress; Protein Folding; Protein Interaction Mapping; Reactive Oxygen Species; Signal Transduction; Time Factors; Transcription Factor CHOP | 2014 |
Trapping of NAPQI, the intermediate toxic paracetamol metabolite, by aqueous sulfide (S²⁻) and analysis by GC-MS/MS.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Cyclooxygenase 1; Dogs; Gas Chromatography-Mass Spectrometry; Imines; Liver; Male; Mice; Mice, Inbred C57BL; Recombinant Proteins; Sulfides; Tandem Mass Spectrometry; Water | 2014 |
Targeting mitochondria with methylene blue protects mice against acetaminophen-induced liver injury.
Topics: Acetaminophen; Analgesics, Non-Narcotic; Animals; Benzoquinones; Cell Death; Cells, Cultured; Chemical and Drug Induced Liver Injury; Drug Evaluation, Preclinical; Electron Transport Complex II; Enzyme Inhibitors; Hepatocytes; Imines; Liver; Male; Methylene Blue; Mice, Inbred C57BL; Mitochondria, Liver; Necrosis; Peroxynitrous Acid; Succinate Dehydrogenase | 2015 |
Absolute quantitation of NAPQI-modified rat serum albumin by LC-MS/MS: monitoring acetaminophen covalent binding in vivo.
Topics: Acetaminophen; Amino Acid Sequence; Animals; Benzoquinones; Catalytic Domain; Chromatography, High Pressure Liquid; Imines; Pepsin A; Peptides; Protein Binding; Rats; Rats, Sprague-Dawley; Serum Albumin; Tandem Mass Spectrometry | 2014 |
Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration.
Topics: Acetaminophen; Activation, Metabolic; Animals; Apoptosis Regulatory Proteins; Benzoquinones; Binding Sites; Biomarkers; Catalytic Domain; Chemical and Drug Induced Liver Injury; Cyclooctanes; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP2E1 Inhibitors; Cytochrome P-450 CYP3A; Cytochrome P-450 CYP3A Inhibitors; Cytoprotection; Dioxoles; Disease Models, Animal; Dose-Response Relationship, Drug; Drugs, Chinese Herbal; Glutathione; Imines; Lignans; Liver; Liver Regeneration; Male; Membrane Proteins; Mice, Inbred C57BL; Mitochondria, Liver; Molecular Docking Simulation; Protein Binding; Protein Conformation; Signal Transduction | 2015 |
Systemic exposure of Paracetamol (acetaminophen) was enhanced by quercetin and chrysin co-administration in Wistar rats and in vitro model: risk of liver toxicity.
Topics: Acetaminophen; Administration, Oral; Animals; Area Under Curve; ATP Binding Cassette Transporter, Subfamily B, Member 1; Benzoquinones; Chemical and Drug Induced Liver Injury; Chromatography, High Pressure Liquid; Cytochrome P-450 CYP2E1; Dose-Response Relationship, Drug; Drug Interactions; Flavonoids; Imines; Intestinal Absorption; Male; Quercetin; Rats; Rats, Wistar | 2015 |
Acetaminophen Adducts Detected in Serum of Pediatric Patients With Acute Liver Failure.
Topics: Acetaminophen; Adolescent; Alanine Transaminase; Aspartate Aminotransferases; Benzoquinones; Chemical and Drug Induced Liver Injury; Child; Child, Preschool; Chromatography, High Pressure Liquid; Drug Overdose; Female; Humans; Imines; Infant; Liver; Liver Failure, Acute; Male; Prognosis; Proteins | 2015 |
Ferroptosis is Involved in Acetaminophen Induced Cell Death.
Topics: Acetaminophen; Animals; Apoptosis; Benzoquinones; Cell Death; Cell Line, Tumor; Cell Survival; Cyclohexylamines; Cytochrome P-450 CYP2E1; Glutathione; Glutathione Peroxidase; GTPase-Activating Proteins; Hep G2 Cells; Hepatocytes; Humans; Imidazoles; Imines; Indoles; Male; Mice; Phenylenediamines | 2015 |
TRPA1 mediates the hypothermic action of acetaminophen.
Topics: Acetaminophen; Acrolein; Animals; Antipyretics; Benzoquinones; Diterpenes; Female; Hypothermia; Hypothermia, Induced; Imines; Injections, Intraperitoneal; Injections, Subcutaneous; Male; Mice, Inbred C57BL; Mice, Mutant Strains; Sensory Receptor Cells; Transient Receptor Potential Channels; TRPA1 Cation Channel; TRPV Cation Channels | 2015 |
Formation of sulfur adducts of N-acetyl-p-benzoquinoneimine, an electrophilic metabolite of acetaminophen in vivo: participation of reactive persulfides.
Topics: Acetaminophen; Animals; Benzoquinones; Chromatography, Liquid; Imines; Mice; Mice, Inbred C57BL; Sulfides; Sulfur; Tandem Mass Spectrometry | 2015 |
Immobilised UGT1A9 may be used to treat paracetamol overdose.
Topics: Acetaminophen; Benzoquinones; Drug Overdose; Enzymes, Immobilized; Glucuronosyltransferase; Hepatocytes; Humans; Imines; Liver, Artificial; UDP-Glucuronosyltransferase 1A9 | 2015 |
A quantum chemical study of the reactivity of acetaminophen (paracetamol) toxic metabolite N-acetyl-p-benzoquinone imine with deoxyguanosine and glutathione.
Topics: Acetaminophen; Benzoquinones; Deoxyguanosine; Glutathione; Imines; Models, Molecular; Molecular Conformation; Quantum Theory | 2015 |
Protective effects of hydrogen sulfide anions against acetaminophen-induced hepatotoxicity in mice.
Topics: Acetaminophen; Acute Disease; Animals; Benzoquinones; Cytochrome P-450 Enzyme System; Female; Glutathione; Humans; Imines; Liver; Male; Malondialdehyde; Mice, Inbred C57BL; Mice, Knockout; Sulfides | 2015 |
Potential adjunct treatment for high-risk acetaminophen overdose.
Topics: Acetaminophen; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytochrome P-450 CYP2E1 Inhibitors; Drug Overdose; Fomepizole; Humans; Imines; Liver; Pyrazoles | 2016 |
Enolate-Forming Phloretin Pharmacophores: Hepatoprotection in an Experimental Model of Drug-Induced Toxicity.
Topics: Acetaminophen; Animals; Benzoquinones; Cytoprotection; Imines; Liver; Male; Mice; Phloretin | 2016 |
The acetaminophen metabolite N-acetyl-p-benzoquinone imine (NAPQI) inhibits glutathione synthetase in vitro; a clue to the mechanism of 5-oxoprolinuric acidosis?
Topics: Acetaminophen; Acidosis; Benzoquinones; Glutathione; Glutathione Synthase; Imines | 2017 |
A monkey model of acetaminophen-induced hepatotoxicity; phenotypic similarity to human.
Topics: Acetaminophen; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Disease Models, Animal; Female; Humans; Imines; Liver; Macaca fascicularis; Male; MicroRNAs; Phenotype | 2017 |
Acetaminophen analog N-acetyl-m-aminophenol, but not its reactive metabolite, N-acetyl-p-benzoquinone imine induces CYP3A activity via inhibition of protein degradation.
Topics: Acetaminophen; Acetylcysteine; Animals; Benzoquinones; Cytochrome P-450 CYP3A; Cytochrome P-450 CYP3A Inducers; Cytochrome P-450 CYP3A Inhibitors; Gene Expression Regulation; Glutathione; Hepatocytes; Imines; Male; Primary Cell Culture; Protein Stability; Proteolysis; Rats; Rats, Sprague-Dawley; Stereoisomerism; Structure-Activity Relationship; Triazoles | 2017 |
Glutathione peroxidase 3 is a protective factor against acetaminophen‑induced hepatotoxicity in vivo and in vitro.
Topics: Acetaminophen; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Female; Glutathione Peroxidase; Hepatocytes; Humans; Imines; K562 Cells; Male; Mice | 2017 |
Reactive metabolites of acetaminophen activate and sensitize the capsaicin receptor TRPV1.
Topics: Acetaminophen; Animals; Benzoquinones; Calcium; Capsaicin; Cell Death; Cysteine; Ganglia, Spinal; HEK293 Cells; Hepatocytes; Humans; Imines; Intracellular Space; Ion Channel Gating; Male; Metabolome; Mice, Inbred C57BL; Pain; Phosphorylation; Reducing Agents; Reflex; Regional Blood Flow; Skin; TRPV Cation Channels | 2017 |
Activation of the capsaicin-receptor TRPV1 by the acetaminophen metabolite N-arachidonoylaminophenol results in cytotoxicity.
Topics: Acetaminophen; Analgesia; Analgesics, Non-Narcotic; Animals; Arachidonic Acids; Benzoquinones; Capsaicin; Ganglia, Spinal; HEK293 Cells; Humans; Imines; Mice, Inbred C57BL; Neurons; Rabbits; Rats, Sprague-Dawley; Sensory System Agents; TRPV Cation Channels | 2018 |
Novel approach for evaluating pharmaceuticals toxicity using Daphnia model: analysis of the mode of cytochrome P450-generated metabolite action after acetaminophen exposure.
Topics: Acetaminophen; Animals; Benzoquinones; Chromatography, High Pressure Liquid; Cytochrome P-450 Enzyme System; Daphnia; Gene Expression; Glutathione; Imines; Inactivation, Metabolic; Male; Reactive Oxygen Species; Thioredoxin-Disulfide Reductase; Water Pollutants, Chemical | 2018 |
Inter-individual and inter-organ variability in the bioactivation of paracetamol by human liver and kidney tissues.
Topics: Acetaminophen; Activation, Metabolic; Analgesics, Non-Narcotic; Benzoquinones; Cytochrome P-450 CYP2E1; Cytochrome P-450 CYP3A; Female; Humans; Imines; Kidney; Liver; Male; Microsomes | 2018 |
N,N'-Bis(2-mercaptoethyl)isophthalamide Binds Electrophilic Paracetamol Metabolites and Prevents Paracetamol-Induced Liver Toxicity.
Topics: Acetaminophen; Acetylcysteine; Administration, Oral; Analgesics, Non-Narcotic; Animals; Antidotes; Benzene Derivatives; Benzoquinones; Chelating Agents; Chemical and Drug Induced Liver Injury; Disease Models, Animal; Imines; Mice; Sulfhydryl Compounds | 2018 |
A reliable LC-MS/MS method for the quantification of N-acetyl-p-benzoquinoneimine, acetaminophen glutathione and acetaminophen glucuronide in mouse plasma, liver and kidney: Method validation and application to a pharmacokinetic study.
Topics: Acetaminophen; Animals; Benzoquinones; Chromatography, Liquid; Imines; Limit of Detection; Linear Models; Mice; Mice, Inbred ICR; Reproducibility of Results; Tandem Mass Spectrometry; Tissue Distribution | 2018 |
Spatio-temporal visualization of the distribution of acetaminophen as well as its metabolites and adducts in mouse livers by MALDI MSI.
Topics: Acetaminophen; Animals; Benzoquinones; Cytochrome P-450 CYP2E1; Dose-Response Relationship, Drug; Glutathione; Imines; Liver; Male; Mice, Inbred C57BL; Spatio-Temporal Analysis; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization | 2018 |
Acetaminophen Overdose as a Potential Risk Factor for Parkinson's Disease.
Topics: Acetaminophen; Adolescent; Adult; Benzoquinones; Circulating MicroRNA; Crystallography, X-Ray; Cytochrome P-450 CYP3A; Dopamine; Dopamine Plasma Membrane Transport Proteins; Drosophila Proteins; Drug Overdose; Female; Humans; Imines; Male; Middle Aged; Models, Animal; Molecular Docking Simulation; Molecular Structure; Parkinson Disease; Risk Factors; Sequence Alignment; Substantia Nigra; Young Adult | 2019 |
LC-MS analyses of N-acetyl-p-benzoquinone imine-adducts of glutathione, cysteine, N-acetylcysteine, and albumin in a plasma sample: A case study from a patient with a rare acetaminophen-induced acute swelling rash.
Topics: Acetaminophen; Acetylcysteine; Acute Disease; Adult; Benzoquinones; Chemical and Drug Induced Liver Injury; Chromatography, Liquid; Cysteine; Edema; Exanthema; Glutathione; Humans; Imines; Male; Protein Binding; Serum Albumin; Skin Diseases; Tandem Mass Spectrometry | 2019 |
Fatal liver failure after therapeutic doses of paracetamol in a patient with Duchenne muscular dystrophy and atypical pharmacogenetic profile of drug-metabolizing enzymes.
Topics: Acetaminophen; Adult; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytochrome P-450 CYP1A2; Cytochrome P-450 CYP2D6; Glucuronosyltransferase; Glutathione; Humans; Imines; Liver; Liver Failure; Male; Muscular Dystrophy, Duchenne; Pharmacogenomic Testing | 2020 |
Acetaminophen (Paracetamol) Metabolites Induce Vasodilation and Hypotension by Activating Kv7 Potassium Channels Directly and Indirectly.
Topics: Acetaminophen; Animals; Benzoquinones; Blood Pressure; Hypotension; Imines; KCNQ Potassium Channels; Male; Membrane Potentials; Mesenteric Arteries; Rats, Wistar; Signal Transduction; Vasodilation; Xenopus laevis | 2020 |
Isatidis Folium alleviates acetaminophen-induced liver injury in mice by enhancing the endogenous antioxidant system.
Topics: Acetaminophen; Animals; Antioxidants; Benzoquinones; Chemical and Drug Induced Liver Injury; Chemical and Drug Induced Liver Injury, Chronic; Cytochrome P-450 CYP1A2; Glutathione; Imines; Liver; Male; Mice; Plant Extracts; Plant Leaves | 2020 |
Tanshinone IIA attenuates acetaminophen-induced hepatotoxicity through HOTAIR-Nrf2-MRP2/4 signaling pathway.
Topics: Abietanes; Acetaminophen; Analgesics, Non-Narcotic; Animals; ATP Binding Cassette Transporter, Subfamily B; ATP-Binding Cassette Sub-Family B Member 4; Benzoquinones; Chemical and Drug Induced Liver Injury; Imines; Liver; Liver Function Tests; Male; Mice; Mice, Inbred C57BL; Mice, Knockout; Multidrug Resistance-Associated Proteins; NF-E2-Related Factor 2; RNA, Long Noncoding; Signal Transduction | 2020 |
Mitochondrial protein adduct and superoxide generation are prerequisites for early activation of c-jun N-terminal kinase within the cytosol after an acetaminophen overdose in mice.
Topics: Acetaminophen; Animals; Benzoquinones; Cells, Cultured; Chemical and Drug Induced Liver Injury; Cytosol; Disease Models, Animal; Drug Overdose; Enzyme Activation; Hepatocytes; Imines; JNK Mitogen-Activated Protein Kinases; Male; Mice, Inbred C57BL; Mitochondria, Liver; Mitochondrial Proteins; Oxidative Stress; Protein Transport; Superoxides; Time Factors | 2021 |
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Topics: Acetaminophen; Acetylcysteine; Benzoquinones; COVID-19 Drug Treatment; Humans; Hydrogen; Imines; Vitamin K; Vitamin K Epoxide Reductases | 2022 |
Metabolomic Evaluation of N-Acetyl-p-Benzoquinone Imine Protein Adduct Formation with Therapeutic Acetaminophen Administration: Sex-based Physiologic Differences.
Topics: Acetaminophen; Adult; Alanine Transaminase; Analgesics, Non-Narcotic; Benzoquinones; Female; Glutathione; Humans; Imines; Lactates; Lipids; Male; Metabolome; Retrospective Studies; Sex Factors | 2022 |
Metabolic Competency of Larval Zebrafish in Drug-Induced Liver Injury: A Case Study of Acetaminophen Poisoning.
Topics: Acetaminophen; Acetylcysteine; Animals; Benzoquinones; Chemical and Drug Induced Liver Injury; Cytochrome P-450 Enzyme System; Glutathione; Imines; Larva; Liver; Mammals; Sulfates; Zebrafish | 2022 |
Intracellular Quantum Sensing of Free-Radical Generation Induced by Acetaminophen (APAP) in the Cytosol, in Mitochondria and the Nucleus of Macrophages.
Topics: Acetaminophen; Cytosol; Free Radicals; Glutathione; Macrophages; Mitochondria; Nanodiamonds | 2022 |
Inhibition of mitochondrial function: An alternative explanation for the antipyretic and hypothermic actions of acetaminophen.
Topics: Acetaminophen; Adrenergic Agents; Animals; Antipyretics; Benzoquinones; Fatty Acids; Hypothermia; Mammals; Mitochondria; Palmitates | 2023 |
[Schisandrin C improves acetaminophen-induced liver injury in mice by regulating Nrf2 signaling pathway].
Topics: Acetaminophen; Animals; Bilirubin; Chemical and Drug Induced Liver Injury; Chemical and Drug Induced Liver Injury, Chronic; Liver; Mice; NF-E2-Related Factor 2; Oxidative Stress; Signal Transduction | 2022 |
Analgesic Action of Acetaminophen via Kv7 Channels.
Topics: Acetaminophen; Analgesics; Analgesics, Non-Narcotic; Animals; Imines; Liver | 2022 |
Acetaminophen Metabolites on Presentation Following an Acute Acetaminophen Overdose (ATOM-7).
Topics: Acetaminophen; Acetylcysteine; Analgesics, Non-Narcotic; Australia; Chemical and Drug Induced Liver Injury; Drug Overdose; Humans; Liver; Retrospective Studies | 2023 |
Rapid detection and quantification of paracetamol and its major metabolites using surface enhanced Raman scattering.
Topics: Acetaminophen; Glucuronides; Gold; Humans; Metal Nanoparticles; Sodium Chloride; Spectrum Analysis, Raman; Water; Young Adult | 2023 |
A Biomimetic Nanoparticle Exerting Protection against Acute Liver Failure by Suppressing CYP2E1 Activity and Scavenging Excessive ROS.
Topics: Acetaminophen; Animals; Bilirubin; Biomimetics; Cytochrome P-450 CYP2E1; Glutathione; Liver; Liver Failure, Acute; Mice; Reactive Oxygen Species | 2023 |
A systems approach reveals species differences in hepatic stress response capacity.
Topics: Acetaminophen; Animals; Chemical and Drug Induced Liver Injury; Humans; Liver; Mice; Oxidative Stress; Proteomics; Rats; Species Specificity; Systems Analysis | 2023 |
High-resolution mass spectrometry identifies delayed biomarkers for improved precision in acetaminophen/paracetamol human biomonitoring.
Topics: Acetaminophen; Biological Monitoring; Biomarkers; Humans; Liver; Mass Spectrometry; Sulfates | 2023 |