Page last updated: 2024-11-07

cynaropicrin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Cynaropicrin is a bitter sesquiterpene lactone found in artichoke (Cynara scolymus) and other plants of the Asteraceae family. It exhibits a range of biological activities, including anti-inflammatory, anti-proliferative, and antioxidant effects. Its unique structure and biological properties make it a promising target for research in the development of new drugs for the treatment of various diseases. Notably, cynaropicrin has been shown to inhibit the growth of cancer cells and to protect against liver damage. The compound's synthesis is complex and involves several steps, including the formation of a sesquiterpene lactone ring system. Studies on cynaropicrin are ongoing to better understand its mechanisms of action and its potential therapeutic applications.'

cynaropicrin: structure given in first source; RN given for ((3aR-(3aalpha,4alpha,6aalpha,8beta,9aalpha,9bbeta)))-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID119093
CHEMBL ID374146
CHEBI ID4038
SCHEMBL ID1711811
MeSH IDM0203869

Synonyms (29)

Synonym
MEGXP0_001095
ACON1_000045
C09385
35730-78-0
cynaropicrin
NCGC00168845-01
bdbm50194430
chebi:4038 ,
CHEMBL374146 ,
BRD-K51428447-001-01-5
[(3ar,4s,6ar,8s,9ar,9br)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
2-propenoic acid, 2-(hydroxymethyl)-, (3ar,4s,6ar,8s,9ar,9br)-dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno(4,5-b)furan-4-yl ester
2-propenoic acid, 2-(hydroxymethyl)-, dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno(4,5-b)furan-4-yl ester, (3ar-(3aalpha,4alpha,6aalpha,8beta,9aalpha,9bbeta))-
m9233789i9 ,
unii-m9233789i9
cynaropikrin
2-propenoic acid, 2-(hydroxymethyl)-, dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno(4,5-b)furan-4-yl ester, (3ar-(3a.alpha.,4.alpha.,6a.alpha.,8.beta.,9a.alpha.,9b.beta.))-
SCHEMBL1711811
CS-8041
HY-N2350
NCGC00168845-02
AKOS032971358
Q15410905
DTXSID20957143
8-hydroxy-3,6,9-trimethylidene-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)prop-2-enoate
A901510
cynaropicrin - cynara cardunculus (artichoke)
XC160151
FS-8077

Research Excerpts

Overview

Cynaropicrin is a guaianolide sesquiterpene lactone. It has potent inhibitory activity against Trypanosoma brucei, the protozoan parasite that causes human African trypanosomiasis (HAT; sleeping sickness)

ExcerptReferenceRelevance
"Cynaropicrin is a guaianolide sesquiterpene lactone with a 5-7-5 tricyclic skeleton, four exo-olefins, and two hydroxyl groups. "( Antitrypanosomal structure-activity-relationship study of synthetic cynaropicrin derivatives.
Adams, M; Brun, R; Hamburger, M; Hara, S; Kaiser, M; Kondo, R; Sato, M; Usuki, T; Yoshimoto, Y; Zimmermann, S, 2014
)
2.08
"Cynaropicrin is a guaianolide sesquiterpene lactone with a 5-7-5 tricyclic skeleton, four exo-olefins, and two hydroxyl groups. "( Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study.
Kurita, M; Li, J; Usuki, T; Yoshida, Y, 2019
)
3.4
"Cynaropicrin is a guaianolide sesquiterpene lactone, which has potent in vitro and in vivo inhibitory activity against Trypanosoma brucei, the protozoan parasite that causes human African trypanosomiasis (HAT; sleeping sickness). "( Synthesis of cynaropicrin-d(4).
Adams, M; Hara, S; Ogawa, K; Sato, M; Sato, T; Usuki, T, 2015
)
2.23
"Cynaropicrin is a sesquiterpene lactone displaying immunomodulatory effects on the production of cytokine and nitric oxide from macrophages/monocytes. "( Cynaropicrin, a sesquiterpene lactone, as a new strong regulator of CD29 and CD98 functions.
Chain, BM; Cho, JY; Joo, HG; Jung, JH; Katz, DR; Kim, AR; Kim, BH; Rhee, MH; Yoo, ES, 2004
)
3.21

Treatment

Cynaropicrin treatment improved the survival rate of the rats with AKI. Treatment increased the level of antioxidant enzymes, IL-10, Nrf-2, and Bcl-2.

ExcerptReferenceRelevance
"Cynaropicrin treatment improved the survival rate of the rats with AKI."( Renal Tissue Damage Induced by Acute Kidney Injury in Sepsis Rat Model Is Inhibited by Cynaropicrin via IL-1β and TNF-α Down-Regulation.
Cai, D; Cheng, Z; Duan, H; Fu, Y, 2021
)
1.57
"Treatment with cynaropicrin in dosage-based manner increased the level of antioxidant enzymes, IL-10, Nrf-2, and Bcl-2 in the animals which indicates the antioxidative effect of cynaropicrin."( Cynaropicrin Averts the Oxidative Stress and Neuroinflammation in Ischemic/Reperfusion Injury Through the Modulation of NF-kB.
Jin, T; Leng, B, 2023
)
2.69
"Treatment with cynaropicrin suppressed AKI induced urea nitrogen and creatinine in the rat serum in dose-dependent manner."( Renal Tissue Damage Induced by Acute Kidney Injury in Sepsis Rat Model Is Inhibited by Cynaropicrin via IL-1β and TNF-α Down-Regulation.
Cai, D; Cheng, Z; Duan, H; Fu, Y, 2021
)
1.18

Toxicity

ExcerptReferenceRelevance
" Fractions 5, 6, 7 and 8 caused concentration-dependent cell death in the culture of substantia nigra, the other fractions were not toxic at the concentrations used."( Toxic effects of solstitialin A 13-acetate and cynaropicrin from Centaurea solstitialis L. (Asteraceae) in cell cultures of foetal rat brain.
Cheng, CH; Costall, B; Hamburger, M; Hostettmann, K; Jenner, P; Naylor, RJ; Wang, Y, 1992
)
0.54

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51

Dosage Studied

ExcerptRelevanceReference
" However, the PenCDF dose-response relationship on the wasting syndrome has been superficial."( [Effect of Cynaropicrin on 2,3,4,7,8-Pentachlorodibenzofuran-induced Wasting Syndrome and Oxidative Stress].
Furue, M; Ishii, Y; Kuroki, H; Mitoma, C; Takeda, T; Uchi, H; Yamada, H; Yamada, K, 2015
)
0.81
" The results can be interpreted with respect to a reference model by considering dose-response analyses and isobolograms with linear regression analyses."( The Joint Action of Sesquiterpene Lactones from Leaves as an Explanation for the Activity of Cynara cardunculus.
García, BF; Macías, FA; Molinillo, JM; Rial, C; Torres, A; Varela, RM, 2016
)
0.43
" Antioxidant effects were analyzed by measuring the reactive oxygen species and malonyldialdehyde dosage was used to check the presence of lipid peroxidation."( Antiproliferative Effects of Cynaropicrin on Anaplastic Thyroid Cancer Cells.
Bulotta, S; Celano, M; Lepore, SM; Lombardo, GE; Maggisano, V; Maiuolo, J; Mollace, V; Russo, D, 2019
)
0.81
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
sesquiterpene lactoneAny member of a diverse class of complex, multicyclic phytochemicals showing a variety of skeleton arrangements and bioactivities, and having in common a sesquiterpenoid structure including a lactone ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
UDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12IC50 (µMol)19.50000.10004.21698.8000AID276339
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
peptidoglycan biosynthetic processUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
regulation of cell shapeUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
peptidoglycan biosynthetic processUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
UDP-N-acetylgalactosamine biosynthetic processUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
cell divisionUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
cell wall organizationUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (2)

Processvia Protein(s)Taxonomy
UDP-N-acetylglucosamine 1-carboxyvinyltransferase activityUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
transferase activityUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
cytoplasmUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
cytosolUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (56)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID725399Inhibition of NF-kappaB-65 (unknown origin) expressed in human keratinocytes assessed as inhibition of bFGF production at 4 uM by EIA2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID780229Reduction of T(SH)2 level in Trypanosoma brucei rhodesiense at 50 uM after 40 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID276342Inhibition of MurA at 5 uM2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
Sesquiterpene lactones are potent and irreversible inhibitors of the antibacterial target enzyme MurA.
AID276340Inhibition of Pseudomonas aeruginosa PAO1293 MurA in presence of UNAG2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
Sesquiterpene lactones are potent and irreversible inhibitors of the antibacterial target enzyme MurA.
AID780214Induction of CYN-thiol adduct formation in Trypanosoma brucei rhodesiense assessed as extracellular CYN level at 50 uM after 20 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID1069399Antitrypanosomal activity against bloodstream form of Trypanosoma brucei rhodesiense STIB 900 after 70 hrs by alamar blue assay2014Bioorganic & medicinal chemistry letters, Feb-01, Volume: 24, Issue:3
Antitrypanosomal structure-activity-relationship study of synthetic cynaropicrin derivatives.
AID780212Induction of CYN-thiol adduct formation in Trypanosoma brucei rhodesiense assessed as extracellular CYN level at 50 uM after 40 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID1544460Inhibition of TNFalpha-induced NFkappaB activation in human HEK293 cells expressing pGL4.32 [luc2p/NF-kBRE/Hygro] at 2.5 uM to 10 uM incubated for 2 hrs followed by TNFalpha addition and measured after 5 hrs by luciferase reporter gene assay2019Bioorganic & medicinal chemistry letters, 06-15, Volume: 29, Issue:12
Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study.
AID385429Cytotoxicity against human SKOV3 cells by SRB assay2008Journal of natural products, Apr, Volume: 71, Issue:4
Guaiane sesquiterpene lactones and amino acid-sesquiterpene lactone conjugates from the aerial parts of Saussurea pulchella.
AID385428Cytotoxicity against human A549 cells by SRB assay2008Journal of natural products, Apr, Volume: 71, Issue:4
Guaiane sesquiterpene lactones and amino acid-sesquiterpene lactone conjugates from the aerial parts of Saussurea pulchella.
AID725402Inhibition of NF-kappaB (unknown origin) expressed in TNFalpha-stimulated HEK293 cells expressing pGL3-Luc assessed inhibition of transactivation activity after 24 hrs by luciferase assay2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID1069397Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma brucei rhodesiense STIB 9002014Bioorganic & medicinal chemistry letters, Feb-01, Volume: 24, Issue:3
Antitrypanosomal structure-activity-relationship study of synthetic cynaropicrin derivatives.
AID780222Inhibition of trypanothione reductase in Trypanosoma cruzi using T(S)2 as substrate at 100 to 200 uM after 240 mins by spectrophotometry in presence of NADPH2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID780217Induction of CYN-thiol adduct formation in Trypanosoma brucei rhodesiense assessed as GS-CYN monoadduct level at 50 uM after 5 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID276339Inhibition of Escherichia coli K12 Mur A in presence of UNAG2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
Sesquiterpene lactones are potent and irreversible inhibitors of the antibacterial target enzyme MurA.
AID780216Induction of CYN-thiol adduct formation in Trypanosoma brucei rhodesiense assessed as T(S-CYN)2 bisadduct level at 50 uM after 5 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID780220Induction of T(SH)2-CYN adduct formation by HPLC-MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID725396Antiphotoaging activity in DBA-2 mouse assessed as reduction of UVB-induced epidermal hyperproliferation in ear tissue at 462.2 mg/kg, po as powder qd for 12 days relative to untreated control2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID725395Antiphotoaging activity in DBA-2 mouse assessed as reduction of UVB-induced epidermal hyperproliferation in ear tissue administered as po as powder qd for 12 days relative to untreated control2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID780228Antitrypanosomal activity against Trypanosoma brucei assessed as intermediate phenotype at 50 uM after 5 to 10 mins by Giemsa staining-based light microscopy2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID1544462Cytotoxicity against human HEK293 cells at 3 uM after 7 hrs by WST-8 assay2019Bioorganic & medicinal chemistry letters, 06-15, Volume: 29, Issue:12
Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study.
AID780218Induction of CYN-thiol adduct formation in Trypanosoma brucei rhodesiense assessed as intracellular CYN level at 50 uM after 5 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID1069398Cytotoxicity against rat L6 cells after 70 hrs by alamar blue assay2014Bioorganic & medicinal chemistry letters, Feb-01, Volume: 24, Issue:3
Antitrypanosomal structure-activity-relationship study of synthetic cynaropicrin derivatives.
AID780213Induction of CYN-thiol adduct formation in Trypanosoma brucei rhodesiense assessed as extracellular CYN level at 50 uM after 30 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID725401Inhibition of NF-kappaB-65 (unknown origin)-mediated transactivation in TNFalpha-stimulated HEK293 cells assessed inhibition of I-kappaB phosphorylation and degradation after 24 hrs2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID725400Inhibition of NF-kappaB-65 (unknown origin) expressed in TNFalpha-stimulated HEK293 cells assessed inhibition of nuclear translocation at 8 uM after 3 hrs2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID1544457Inhibition of TNFalpha-induced NFkappaB activation in human HEK293 cells expressing pGL4.32 [luc2p/NF-kBRE/Hygro] assessed as NFkappaB activity by measuring relative light units at 1.5 uM incubated for 2 hrs followed by TNFalpha addition and measured afte2019Bioorganic & medicinal chemistry letters, 06-15, Volume: 29, Issue:12
Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study.
AID725397Inhibition of NF-kappaB p65 expressed in human keratinocytes co-cultured with human epidermal melanocytes assessed as inhibition of melanocyte proliferation at 4 uM by WST-1 assay2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID1544459Inhibition of TNFalpha-induced NFkappaB activation in human HEK293 cells expressing pGL4.32 [luc2p/NF-kBRE/Hygro] assessed as NFkappaB activity by measuring relative light units at 3 uM incubated for 2 hrs followed by TNFalpha addition and measured after 2019Bioorganic & medicinal chemistry letters, 06-15, Volume: 29, Issue:12
Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study.
AID402670Cytotoxicity against human A549 cells after 3 days by SRB assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Cytotoxic activity of some natural and synthetic guaianolides.
AID725162Antiphotoaging activity in DBA-2 mouse assessed as reduction of UVB-induced melanocyte proliferation in ear tissue at 92.4 to 462.2 mg/kg, po as powder qd for 12 days relative to untreated control2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID725393Antiphotoaging activity in DBA-2 mouse assessed as reduction of UVB-induced PCNA-positive cell in ear tissue at 92.4 to 462.2 mg/kg, po as powder qd for 12 days2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID402676Cytotoxicity against human SK-MEL-2 cells after 3 days by SRB assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Cytotoxic activity of some natural and synthetic guaianolides.
AID780221Induction of GS-CYN monoadduct formation by HPLC-MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID402671Cytotoxicity against human MCF7 cells after 3 days by SRB assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Cytotoxic activity of some natural and synthetic guaianolides.
AID385430Cytotoxicity against human SK-MEL-2 cells by SRB assay2008Journal of natural products, Apr, Volume: 71, Issue:4
Guaiane sesquiterpene lactones and amino acid-sesquiterpene lactone conjugates from the aerial parts of Saussurea pulchella.
AID402673Cytotoxicity against human KB cells after 3 days by SRB assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Cytotoxic activity of some natural and synthetic guaianolides.
AID780225Reduction of GSH level in Trypanosoma brucei rhodesiense at 50 uM after 40 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID780224Inhibition of trypanothione synthatase in Trypanosoma brucei using GSH as substrate at 200 uM2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID780219Induction of CYN-thiol adduct formation in Trypanosoma brucei rhodesiense assessed as extracellular CYN level at 50 uM after 5 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID725398Inhibition of NF-kappaB-65 (unknown origin) expressed in human dermal fibroblasts assessed as inhibition of MMP1 production at 4 uM by EIA2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID1544458Inhibition of TNFalpha-induced NFkappaB activation in human HEK293 cells expressing pGL4.32 [luc2p/NF-kBRE/Hygro] assessed as NFkappaB activity by measuring relative light units at 0.75 uM incubated for 2 hrs followed by TNFalpha addition and measured aft2019Bioorganic & medicinal chemistry letters, 06-15, Volume: 29, Issue:12
Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study.
AID780215Induction of CYN-thiol adduct formation in Trypanosoma brucei rhodesiense assessed as extracellular CYN level at 50 uM after 10 mins by UHPLC-MS/MS analysis2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID725394Antiphotoaging activity in DBA-2 mouse assessed as reduction of UVB-induced epidermal hyperproliferation in ear tissue at 92.4 mg/kg, po as powder qd for 12 days relative to untreated control2013Bioorganic & medicinal chemistry letters, Jan-15, Volume: 23, Issue:2
Cynaropicrin from Cynara scolymus L. suppresses photoaging of skin by inhibiting the transcription activity of nuclear factor-kappa B.
AID1293873Inhibition of HDAC in mouse C127-LT cells assessed as activation of EGFP expression at 10 uM after 24 hrs by fluorescence microscopy2016Bioorganic & medicinal chemistry letters, May-01, Volume: 26, Issue:9
Identification of new quinic acid derivatives as histone deacetylase inhibitors by fluorescence-based cellular assay.
AID780223Irreversible inhibition of trypanothione synthatase in Trypanosoma brucei using GSH as substrate at 200 uM after 240 mins2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID780226Inhibition of ornithine decarboxylase in Trypanosoma brucei rhodesiense STIB900 assessed as intracellular ornithine level at 50 uM after 20 mins (Rvb = 4 +/- 1 uM)2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID1544456Cytotoxicity against human HEK293 cells at 0.75 uM to 3 uM after 7 hrs by WST-8 assay2019Bioorganic & medicinal chemistry letters, 06-15, Volume: 29, Issue:12
Cynaropicrin and inhibition of NF-κB activation: A structure activity relationship study.
AID780227Antitrypanosomal activity against Trypanosoma brucei assessed as stumpy phenotype at 50 uM after 40 mins by Giemsa staining-based light microscopy2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
Cynaropicrin targets the trypanothione redox system in Trypanosoma brucei.
AID382836Cytotoxicity against human HCT15 cells by SRB assay2008Journal of natural products, Apr, Volume: 71, Issue:4
Guaiane sesquiterpene lactones and amino acid-sesquiterpene lactone conjugates from the aerial parts of Saussurea pulchella.
AID276341Inhibition of Escherichia coli K12 Mur A C115D at 50 uM in presence of UNAG2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
Sesquiterpene lactones are potent and irreversible inhibitors of the antibacterial target enzyme MurA.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (53)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (5.66)18.2507
2000's9 (16.98)29.6817
2010's31 (58.49)24.3611
2020's10 (18.87)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.29

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index32.29 (24.57)
Research Supply Index3.99 (2.92)
Research Growth Index5.23 (4.65)
Search Engine Demand Index42.09 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (32.29)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other53 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]