Compounds > antofine
Page last updated: 2024-12-09

antofine

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Description

antofine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

(-)-antofine : An organic heteropentacyclic compound that is (13aR)-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline substituted at positions 2, 3 and 6 by methoxy groups. It is an alkaloid produced by relatives of the milkweed family and exhibits antiviral, anti-inflammatory, antiadipogenic and antitumorigenic activities. [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]

Cross-References

ID SourceID
PubMed CID639288
CHEMBL ID228286
CHEBI ID143911
SCHEMBL ID12780400
MeSH IDM0448651

Synonyms (20)

Synonym
2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline
dibenzo[f,h]pyrrolo[1,2-b]isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,6-trimethoxy-, (13ar)-
inchi=1/c23h25no3/c1-25-15-6-7-16-18(10-15)20-12-23(27-3)22(26-2)11-19(20)17-9-14-5-4-8-24(14)13-21(16)17/h6-7,10-12,14h,4-5,8-9,13h2,1-3h3/t14-/m1/s
7-demethoxytylophorine
CHEMBL228286
32671-82-2
9,11,12,13,13a,14-hexahydro-2,3,6-trimethoxydibenzo[f,h]pyrrolo[1,2-b]isoquinoline
2,3,6-trimethoxy-9,10,11,12,12a,13-hexahydro-9a-aza-cyclopenta[b]triphenylene
(13ar)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline
(-)-antofine
(r)-(-)-antofine
antofine
CHEBI:143911
(r)-antofine
(r)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline
(13ar)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine
SCHEMBL12780400
DTXSID301318734
CS-0139037
HY-N8052

Research Excerpts

Overview

Antofine is a phenanthroindolizidine alkaloid isolated from the root of Cynanchum paniculatum Kitagawa (Asclepiadaceae) It is used as an herbal remedy for pain and inflammation.

ExcerptReferenceRelevance
"Antofine (ANTF) is a phenanthroindolizidine alkaloid isolated from the root of Cynanchum paniculatum Kitagawa (Asclepiadaceae), which is used as an herbal remedy for pain and inflammation. "( Anti-adipogenic activity of the naturally occurring phenanthroindolizidine alkaloid antofine via direct suppression of PPARγ expression.
Bae, SJ; Hwang, ES; Jang, EJ; Jeong, H; Jeong, MG; Kim, HK; Kim, S; Lee, SK; Lee, YS, 2014)		2.07

Treatment

ExcerptReferenceRelevance
"Treatment with antofine for 24h did not result in the induction of apoptotic cell death but moderately induced cell cycle arrest at G0/G1 phase and inhibited the expression of cyclin D1, cyclin E, and CDK4."( Inhibition of cell growth and potentiation of tumor necrosis factor-α (TNF-α)-induced apoptosis by a phenanthroindolizidine alkaloid antofine in human colon cancer cells.
Chung, HJ; Kim, EH; Kim, S; Lee, SK; Min, HY; Park, EJ, 2010)		0.9

Bioavailability

ExcerptReferenceRelevance
" In particular, a methanesulfonamide analogue of cryptopleurine (5b) exhibited improved bioavailability and significant antitumor activity, which suggests that 5b is a promising new anticancer agent."( Design, Synthesis, and Biological Activity of Sulfonamide Analogues of Antofine and Cryptopleurine as Potent and Orally Active Antitumor Agents.
Kim, EY; Kim, S; Kwon, Y; Lee, H; Lee, K; Lee, SK; Song, J, 2015)		0.65
"Many lead compounds fail to reach clinical trials despite being potent because of low bioavailability attributed to their insufficient solubility making solubility a primary and crucial factor in early phase drug discovery."( Structural modification aimed for improving solubility of lead compounds in early phase drug discovery.
Baidya, ATK; Das, B; Kumar, R; Mathew, AT; Yadav, AK, 2022)		0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (7)

RoleDescription
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
phytotoxinAny toxin produced by a plant.
antimicrobial agentA substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
anti-inflammatory agentAny compound that has anti-inflammatory effects.
antiviral agentA substance that destroys or inhibits replication of viruses.
angiogenesis inhibitorAn agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
[role 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]

Drug Classes (4)

ClassDescription
organic heteropentacyclic compound
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
alkaloidAny of the naturally occurring, basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom, but also found in bacteria, fungi, and animals. By extension, certain neutral compounds biogenetically related to basic alkaloids are also classed as alkaloids. Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. Compounds in which the nitrogen is exocyclic (dopamine, mescaline, serotonin, etc.) are usually classed as amines rather than alkaloids.
alkaloid antibioticAny alkaloid that has significant antibiotic properties.
[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]

Bioassays (87)

Assay IDTitleYearJournalArticle
AID1092199Antiviral activity against Tobacco mosaic virus (TMV) inoculated in 5-6 growth stage leaf assessed as inhibition effect at 100 ug/mL at 25 degC after 72 hr by half-leaf method2012Journal of agricultural and food chemistry, Oct-17, Volume: 60, Issue:41
Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of phenanthroindolizidines and their analogues.
AID610922Upregulation of CDC6 expression in human CL1-5 cells by cDNA microarray2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID336105Cytotoxicity against drug-resistant human KB-3-1 cells by MTS/PMS assay2002Journal of natural products, Sep, Volume: 65, Issue:9
In vitro cytotoxic activity of phenanthroindolizidine alkaloids from Cynanchum vincetoxicum and Tylophora tanakae against drug-sensitive and multidrug-resistant cancer cells.
AID1092196In vivo antiviral activity against Tobacco mosaic virus (TMV) pre-inoculated Nicotiana tabacum L. leaves assessed as curative effect at 500 ug/mL measured after 3 to 4 days2012Journal of agricultural and food chemistry, Oct-17, Volume: 60, Issue:41
Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of phenanthroindolizidines and their analogues.
AID698605Cytotoxicity against human A549 cells after 2 hrs by methylene blue staining-based spectrophotometric analysis2012Journal of medicinal chemistry, Aug-09, Volume: 55, Issue:15
Antitumor agents 295. E-ring hydroxylated antofine and cryptopleurine analogues as antiproliferative agents: design, synthesis, and mechanistic studies.
AID1866030Antiproliferative activity against human A549 cells2022Bioorganic & medicinal chemistry, 02-15, Volume: 56Structural modification aimed for improving solubility of lead compounds in early phase drug discovery.
AID292718Cytotoxicity against human HT1080 cells by SRB assay2007Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1
Synthesis and structure-activity studies of antofine analogues as potential anticancer agents.
AID610918Anticancer activity against human KB cells after 72 hrs by sulforhodamine B assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID1082994Antiviral activity against Tobacco mosaic virus (TMV) assessed as inhibition of viral growth at 1 ug/mL2012Journal of agricultural and food chemistry, Sep-05, Volume: 60, Issue:35
Design, synthesis, and antiviral activity evaluation of phenanthrene-based antofine derivatives.
AID316835Inhibition of RNA synthesis in human HepG cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID316826Inhibition of CRE-mediated transcription in human HepG cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID1112990Antiviral activity against Tobacco mosaic virus (TMV) in tobacco plant leaf assessed as protection effect at 500 ug/ml after 3 to 4 days2013Journal of agricultural and food chemistry, Feb-06, Volume: 61, Issue:5
Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.
AID421643Anticancer activity against human DU145 cells after 72 hrs by SRB assay2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Antitumor agents 268. Design, synthesis, and mechanistic studies of new 9-substituted phenanthrene-based tylophorine analogues as potent cytotoxic agents.
AID1474884Cytotoxicity against human A549 cells after 48 hrs by MTT assay2017Bioorganic & medicinal chemistry letters, 06-01, Volume: 27, Issue:11
Design and synthesis of 1,2,3-triazolo-phenanthrene hybrids as cytotoxic agents.
AID421642Anticancer activity against human A549 cells after 72 hrs by SRB assay2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Antitumor agents 268. Design, synthesis, and mechanistic studies of new 9-substituted phenanthrene-based tylophorine analogues as potent cytotoxic agents.
AID741185Thermodynamic solubility of the compound in 1:1 mixture of phosphate buffer:ethanol2013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID1112988Antiviral activity against Tobacco mosaic virus (TMV) in tobacco plant leaf assessed as inactivation effect at 100 ug/ml after 3 to 4 days2013Journal of agricultural and food chemistry, Feb-06, Volume: 61, Issue:5
Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.
AID1251629Cytotoxicity against human Caki1 cells assessed as growth inhibition after 72 hrs by SRB assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Design, Synthesis, and Biological Activity of Sulfonamide Analogues of Antofine and Cryptopleurine as Potent and Orally Active Antitumor Agents.
AID698602Cytotoxicity against human KB cells after 2 hrs by methylene blue staining-based spectrophotometric analysis2012Journal of medicinal chemistry, Aug-09, Volume: 55, Issue:15
Antitumor agents 295. E-ring hydroxylated antofine and cryptopleurine analogues as antiproliferative agents: design, synthesis, and mechanistic studies.
AID1092194In vivo antiviral activity against Tobacco mosaic virus (TMV) inoculated right side of Nicotiana tabacum L. leaves assessed as protection effect at 500 ug/mL preincubated 12 hr before viral challenge measured after 3 to 4 days2012Journal of agricultural and food chemistry, Oct-17, Volume: 60, Issue:41
Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of phenanthroindolizidines and their analogues.
AID610925Upregulation of CDC6 expression in human CL1-5 cells at 0.01 ug/mL by RT-PCR analysis after 24 to 48 hrs2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID741186Thermodynamic solubility of the compound in phosphate buffer at pH 7.42013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID1092198In vivo antiviral activity against Tobacco mosaic virus (TMV) inoculated left side of Nicotiana tabacum L. leaves assessed as inactivation effect at 500 ug/mL co-incubated with virus measured after 3 to 4 days2012Journal of agricultural and food chemistry, Oct-17, Volume: 60, Issue:41
Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of phenanthroindolizidines and their analogues.
AID741430Cytotoxicity against human SNU638 cells after 72 hrs by SRB assay2013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID1103442Antiviral activity against Tobacco mosaic virus (TMV) inoculated in left side of Nicotiana tabacum L. leaves assessed as inhibition of local lesion number at 50 mg/l measured after 3 to 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Synthesis and antiviral activity of novel chiral cyanoacrylate derivatives.
AID1112992Antiviral activity against Tobacco mosaic virus (TMV) in tobacco leaf juice at 100 ug/ml after 72 hr by half-leaf method2013Journal of agricultural and food chemistry, Feb-06, Volume: 61, Issue:5
Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.
AID316824Growth inhibition of human CEM cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID291931Cytotoxicity against multidrug resistant human KB-Vin cells by SRB microtiter plate assay2007Journal of medicinal chemistry, Jul-26, Volume: 50, Issue:15
Antitumor agents 253. Design, synthesis, and antitumor evaluation of novel 9-substituted phenanthrene-based tylophorine derivatives as potential anticancer agents.
AID1092195In vivo antiviral activity against Tobacco mosaic virus (TMV) pre-inoculated Nicotiana tabacum L. leaves assessed as curative effect at 100 ug/mL measured after 3 to 4 days2012Journal of agricultural and food chemistry, Oct-17, Volume: 60, Issue:41
Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of phenanthroindolizidines and their analogues.
AID316834Inhibition of protein synthesis in human HepG cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID1082871Antiviral activity against Tobacco mosaic virus (TMV) assessed as inhibition effect at 1 ug/mL2012Journal of agricultural and food chemistry, Jun-13, Volume: 60, Issue:23
Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.
AID316833Inhibition of DNA synthesis in human HepG cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID741237Cytotoxicity against human A549 cells after 72 hrs by SRB assay2013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID1112989Antiviral activity against Tobacco mosaic virus (TMV) in tobacco plant leaf assessed as inactivation effect at 500 ug/ml after 3 to 4 days2013Journal of agricultural and food chemistry, Feb-06, Volume: 61, Issue:5
Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.
AID1112993Antiviral activity against Tobacco mosaic virus (TMV) in tobacco leaf juice at 500 ug/ml after 72 hr by half-leaf method2013Journal of agricultural and food chemistry, Feb-06, Volume: 61, Issue:5
Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.
AID316827Inhibition of AP1-mediated transcription in human HepG cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID1092193In vivo antiviral activity against Tobacco mosaic virus (TMV) inoculated right side of Nicotiana tabacum L. leaves assessed as protection effect at 100 ug/mL preincubated 12 hr before viral challenge measured after 3 to 4 days2012Journal of agricultural and food chemistry, Oct-17, Volume: 60, Issue:41
Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of phenanthroindolizidines and their analogues.
AID610917Anticancer activity against human DU145 cells after 72 hrs by sulforhodamine B assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID291927Cytotoxicity against human A549 cells by SRB microtiter plate assay2007Journal of medicinal chemistry, Jul-26, Volume: 50, Issue:15
Antitumor agents 253. Design, synthesis, and antitumor evaluation of novel 9-substituted phenanthrene-based tylophorine derivatives as potential anticancer agents.
AID1092200Antiviral activity against Tobacco mosaic virus (TMV) inoculated in 5-6 growth stage leaf assessed as inhibition effect at 500 ug/mL at 25 degC after 72 hr by half-leaf method2012Journal of agricultural and food chemistry, Oct-17, Volume: 60, Issue:41
Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of phenanthroindolizidines and their analogues.
AID316832Ratio of IC50 for GRE-mediated transcription in human HepG cells to GI50 for human HepG2 cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID1474890Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay2017Bioorganic & medicinal chemistry letters, 06-01, Volume: 27, Issue:11
Design and synthesis of 1,2,3-triazolo-phenanthrene hybrids as cytotoxic agents.
AID1474886Cytotoxicity against human DU145 cells after 48 hrs by MTT assay2017Bioorganic & medicinal chemistry letters, 06-01, Volume: 27, Issue:11
Design and synthesis of 1,2,3-triazolo-phenanthrene hybrids as cytotoxic agents.
AID1866020Thermodynamic aqueous solubility of the compound2022Bioorganic & medicinal chemistry, 02-15, Volume: 56Structural modification aimed for improving solubility of lead compounds in early phase drug discovery.
AID316830Ratio of IC50 for CRE-mediated transcription in human HepG cells to GI50 for human HepG2 cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID1251627Cytotoxicity against human SKHEP1 cells assessed as growth inhibition after 72 hrs by SRB assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Design, Synthesis, and Biological Activity of Sulfonamide Analogues of Antofine and Cryptopleurine as Potent and Orally Active Antitumor Agents.
AID741196Inhibition of P-gp activity in human paclitaxel-resistant A549 cells assessed as rhodamine 123 accumulation at 10 nM after 72 hrs by FACS analysis (Rvb = 14.4 %)2013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID1251625Cytotoxicity against human SNU638 cells assessed as growth inhibition after 72 hrs by SRB assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Design, Synthesis, and Biological Activity of Sulfonamide Analogues of Antofine and Cryptopleurine as Potent and Orally Active Antitumor Agents.
AID1377601Inhibition of P-gp in human A549/PA cells assessed as synergistic cytotoxicity with paclitaxel after 48 hrs by SRB assay2017European journal of medicinal chemistry, Sep-29, Volume: 138Natural alkaloids as P-gp inhibitors for multidrug resistance reversal in cancer.
AID1103440Antiviral activity against Tobacco mosaic virus (TMV) inoculated in whole leaves of Nicotiana tabacum L. assessed as curative effect measured as local lesion number at 50 mg/l after 3 to 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Synthesis and antiviral activity of novel chiral cyanoacrylate derivatives.
AID1251624Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by SRB assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Design, Synthesis, and Biological Activity of Sulfonamide Analogues of Antofine and Cryptopleurine as Potent and Orally Active Antitumor Agents.
AID741431Cytotoxicity against human HCT15 cells after 72 hrs by SRB assay2013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID316822Growth inhibition of human HepG cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID610920Upregulation of CDT1 expression in human CL1-5 cells by cDNA microarray2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID610916Anticancer activity against human A549 cells after 72 hrs by sulforhodamine B assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID1092197In vivo antiviral activity against Tobacco mosaic virus (TMV) inoculated left side of Nicotiana tabacum L. leaves assessed as inactivation effect at 100 ug/mL co-incubated with virus measured after 3 to 4 days2012Journal of agricultural and food chemistry, Oct-17, Volume: 60, Issue:41
Design, synthesis, and anti-tobacco mosaic virus (TMV) activity of phenanthroindolizidines and their analogues.
AID291929Cytotoxicity against human DU145 cells by SRB microtiter plate assay2007Journal of medicinal chemistry, Jul-26, Volume: 50, Issue:15
Antitumor agents 253. Design, synthesis, and antitumor evaluation of novel 9-substituted phenanthrene-based tylophorine derivatives as potential anticancer agents.
AID421641Anticancer activity against human KBVIN cells after 72 hrs by SRB assay2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Antitumor agents 268. Design, synthesis, and mechanistic studies of new 9-substituted phenanthrene-based tylophorine analogues as potent cytotoxic agents.
AID610923Upregulation of Cdt1 expression in human CL1-5 cells at 0.01 ug/mL by RT-PCR analysis after 24 to 48 hrs by Western blot2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID316828Inhibition of GRE-mediated transcription in human HepG cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID1112987Antiviral activity against Tobacco mosaic virus (TMV) in tobacco plant leaf assessed as curative effect at 500 ug/ml after 3 to 4 days2013Journal of agricultural and food chemistry, Feb-06, Volume: 61, Issue:5
Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.
AID291928Cytotoxicity against human KB cells by SRB microtiter plate assay2007Journal of medicinal chemistry, Jul-26, Volume: 50, Issue:15
Antitumor agents 253. Design, synthesis, and antitumor evaluation of novel 9-substituted phenanthrene-based tylophorine derivatives as potential anticancer agents.
AID291930Cytotoxicity against human ZR751cells by SRB microtiter plate assay2007Journal of medicinal chemistry, Jul-26, Volume: 50, Issue:15
Antitumor agents 253. Design, synthesis, and antitumor evaluation of novel 9-substituted phenanthrene-based tylophorine derivatives as potential anticancer agents.
AID316829Ratio of IC50 for NF-kappaB-mediated transcription in human HepG cells to GI50 for human HepG2 cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID1251623Cytotoxicity against human A549 cells assessed as growth inhibition after 72 hrs by SRB assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Design, Synthesis, and Biological Activity of Sulfonamide Analogues of Antofine and Cryptopleurine as Potent and Orally Active Antitumor Agents.
AID698604Cytotoxicity against human DU145 cells after 2 hrs by methylene blue staining-based spectrophotometric analysis2012Journal of medicinal chemistry, Aug-09, Volume: 55, Issue:15
Antitumor agents 295. E-ring hydroxylated antofine and cryptopleurine analogues as antiproliferative agents: design, synthesis, and mechanistic studies.
AID741238Cytotoxicity against human HCT116 cells after 72 hrs by SRB assay2013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID311340Antiviral activity against Tobacco mosaic virus U1 at 1 ug/mL after 72 hrs by half leaf method2007Journal of natural products, Sep, Volume: 70, Issue:9
Benzylphenethylamine alkaloids from Hosta plantaginea with inhibitory activity against tobacco mosaic virus and acetylcholinesterase.
AID316825Inhibition of NF-kappaB-mediated transcription in human HepG cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID741429Cytotoxicity against human SKHEP1 cells after 72 hrs by SRB assay2013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID316823Growth inhibition of human PANC1 cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID1251628Cytotoxicity against human PC3 cells assessed as growth inhibition after 72 hrs by SRB assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Design, Synthesis, and Biological Activity of Sulfonamide Analogues of Antofine and Cryptopleurine as Potent and Orally Active Antitumor Agents.
AID1112991Antiviral activity against Tobacco mosaic virus (TMV) in tobacco plant leaf assessed as protection effect at 100 ug/ml after 3 to 4 days2013Journal of agricultural and food chemistry, Feb-06, Volume: 61, Issue:5
Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.
AID1112986Antiviral activity against Tobacco mosaic virus (TMV) in tobacco plant leaf assessed as curative effect at 100 ug/ml after 3 to 4 days2013Journal of agricultural and food chemistry, Feb-06, Volume: 61, Issue:5
Synthesis and antiviral activities of antofine analogues with different C-6 substituent groups.
AID336106Cytotoxicity against multidrug-resistant human KBV1 cells by MTS/PMS assay2002Journal of natural products, Sep, Volume: 65, Issue:9
In vitro cytotoxic activity of phenanthroindolizidine alkaloids from Cynanchum vincetoxicum and Tylophora tanakae against drug-sensitive and multidrug-resistant cancer cells.
AID292719Cytotoxicity against human A549 cells by SRB assay2007Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1
Synthesis and structure-activity studies of antofine analogues as potential anticancer agents.
AID1176191Antiproliferative activity against human A549 cells after 72 hrs by ATPlite assay2015Bioorganic & medicinal chemistry letters, Jan-15, Volume: 25, Issue:2
Synthesis and biological evaluation of (-)-6-O-desmethylcryptopleurine and analogs.
AID741210Cytotoxicity against human paclitaxel-resistant A549 cells after 72 hrs by SRB assay2013Bioorganic & medicinal chemistry, Feb-15, Volume: 21, Issue:4
Design, synthesis, and evaluation of a water-soluble antofine analogue with high antiproliferative and antitumor activity.
AID698603Cytotoxicity against human KBVIN cells overexpressing P-gp after 2 hrs by methylene blue staining-based spectrophotometric analysis2012Journal of medicinal chemistry, Aug-09, Volume: 55, Issue:15
Antitumor agents 295. E-ring hydroxylated antofine and cryptopleurine analogues as antiproliferative agents: design, synthesis, and mechanistic studies.
AID648632Antiproliferative activity against human A549 cells after 72 hrs by MTT assay2012European journal of medicinal chemistry, May, Volume: 51Synthesis and SAR studies of phenanthroindolizidine and phenanthroquinolizidine alkaloids as potent anti-tumor agents.
AID421640Anticancer activity against human KB cells after 72 hrs by SRB assay2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Antitumor agents 268. Design, synthesis, and mechanistic studies of new 9-substituted phenanthrene-based tylophorine analogues as potent cytotoxic agents.
AID610921Upregulation of Cdt1 expression in human CL1-5 cells at 0.01 ug/mL by RT-PCR analysis after 24 to 48 hrs by Western blot2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID648628Antiproliferative activity against human HL60 cells after 72 hrs by SRB assay2012European journal of medicinal chemistry, May, Volume: 51Synthesis and SAR studies of phenanthroindolizidine and phenanthroquinolizidine alkaloids as potent anti-tumor agents.
AID316831Ratio of IC50 for AP1-mediated transcription in human HepG cells to GI50 for human HepG2 cells2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Structural analogs of tylophora alkaloids may not be functional analogs.
AID292717Cytotoxicity against human HCT116 cells by SRB assay2007Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1
Synthesis and structure-activity studies of antofine analogues as potential anticancer agents.
AID610924Upregulation of Cdt1 expression in human CL1-5 cells at 0.01 ug/mL by RT-PCR analysis after 24 to 48 hrs2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Antitumor agents 288: design, synthesis, SAR, and biological studies of novel heteroatom-incorporated antofine and cryptopleurine analogues as potent and selective antitumor agents.
AID1251626Cytotoxicity against human MDA-MB-231 cells assessed as growth inhibition after 72 hrs by SRB assay2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Design, Synthesis, and Biological Activity of Sulfonamide Analogues of Antofine and Cryptopleurine as Potent and Orally Active Antitumor Agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (54)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's14 (25.93)29.6817
2010's35 (64.81)24.3611
2020's5 (9.26)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.36

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 Index25.36 (24.57)
Research Supply Index4.01 (2.92)
Research Growth Index4.70 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (3.70%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other52 (96.30%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
bromide
Bromides: Salts of hydrobromic acid, HBr, with the bromine atom in the 1- oxidation state. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)		2.0410halide anion;
monoatomic bromine
1-butanol
1-Butanol: A four carbon linear hydrocarbon that has a hydroxy group at position 1.. butan-1-ol : A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes.		2.0210alkyl alcohol;
primary alcohol;
short-chain primary fatty alcohol		human metabolite;
mouse metabolite;
protic solvent
methane
Methane: The simplest saturated hydrocarbon. It is a colorless, flammable gas, slightly soluble in water. It is one of the chief constituents of natural gas and is formed in the decomposition of organic matter. (Grant & Hackh's Chemical Dictionary, 5th ed). methane : A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC).		2.4620alkane;
gas molecular entity;
mononuclear parent hydride;
one-carbon compound		bacterial metabolite;
fossil fuel;
greenhouse gas
chlorine
chloride : A halide anion formed when chlorine picks up an electron to form an an anion.		2.0410halide anion;
monoatomic chlorine		cofactor;
Escherichia coli metabolite;
human metabolite
hydrogen
Hydrogen: The first chemical element in the periodic table with atomic symbol H, and atomic number 1. Protium (atomic weight 1) is by far the most common hydrogen isotope. Hydrogen also exists as the stable isotope DEUTERIUM (atomic weight 2) and the radioactive isotope TRITIUM (atomic weight 3). Hydrogen forms into a diatomic molecule at room temperature and appears as a highly flammable colorless and odorless gas.. dihydrogen : An elemental molecule consisting of two hydrogens joined by a single bond.		2.0710elemental hydrogen;
elemental molecule;
gas molecular entity		antioxidant;
electron donor;
food packaging gas;
fuel;
human metabolite
phenanthrene
phenanthrene : A polycyclic aromatic hydrocarbon composed of three fused benzene rings which takes its name from the two terms 'phenyl' and 'anthracene.'		3.0140ortho-fused polycyclic arene;
ortho-fused tricyclic hydrocarbon;
phenanthrenes		environmental contaminant;
mouse metabolite
phenytoin
[no description available]		3.5110imidazolidine-2,4-dioneanticonvulsant;
drug allergen;
sodium channel blocker;
teratogenic agent
tacrine
Tacrine: A cholinesterase inhibitor that crosses the blood-brain barrier. Tacrine has been used to counter the effects of muscle relaxants, as a respiratory stimulant, and in the treatment of Alzheimer's disease and other central nervous system disorders.. tacrine : A member of the class of acridines that is 1,2,3,4-tetrahydroacridine substituted by an amino group at position 9. It is used in the treatment of Alzheimer's disease.		2.0310acridines;
aromatic amine		EC 3.1.1.7 (acetylcholinesterase) inhibitor
beta-naphthoflavone
beta-Naphthoflavone: A polyaromatic hydrocarbon inducer of P4501A1 and P4501A2 cytochromes. (Proc Soc Exp Biol Med 1994 Dec:207(3):302-308). beta-naphthoflavone : An extended flavonoid resulting from the formal fusion of a benzene ring with the f side of flavone.		3.5110extended flavonoid;
naphtho-gamma-pyrone;
organic heterotricyclic compound		aryl hydrocarbon receptor agonist
verapamil
Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.		3.2510aromatic ether;
nitrile;
polyether;
tertiary amino compound
platinum tetrachloride
platinum chloride: RN given refers to cpd with unspecified MF; structure in first source: K2PtCl; see also platinum tetrachloride. platinum dichloride : A platinum coordination entity consisting of platinum(II) bound to two chlorine atoms.		2.110platinum coordination entitycatalyst;
reagent
fluorouracil
Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.		2.4720nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
beta-lapachone
beta-lapachone: antineoplastic inhibitor of reverse transcriptase, DNA topoisomerase, and DNA polymerase. beta-lapachone : A benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activities.		3.5110benzochromenone;
orthoquinones		anti-inflammatory agent;
antineoplastic agent;
plant metabolite
mebendazole
Mebendazole: A benzimidazole that acts by interfering with CARBOHYDRATE METABOLISM and inhibiting polymerization of MICROTUBULES.. mebendazole : A carbamate ester that is methyl 1H-benzimidazol-2-ylcarbamate substituted by a benzoyl group at position 5.		3.5110aromatic ketone;
benzimidazoles;
carbamate ester		antinematodal drug;
microtubule-destabilising agent;
tubulin modulator
sanguinarine
benzophenanthridine alkaloid : A specific group of isoquinoline alkaloids that occur only in higher plants and are constituents mainly of the Papaveraceae family.		3.2510alkaloid antibiotic;
benzophenanthridine alkaloid;
botanical anti-fungal agent
thalidomide
Thalidomide: A piperidinyl isoindole originally introduced as a non-barbiturate hypnotic, but withdrawn from the market due to teratogenic effects. It has been reintroduced and used for a number of immunological and inflammatory disorders. Thalidomide displays immunosuppressive and anti-angiogenic activity. It inhibits release of TUMOR NECROSIS FACTOR-ALPHA from monocytes, and modulates other cytokine action.. thalidomide : A racemate comprising equimolar amounts of R- and S-thalidomide.. 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione : A dicarboximide that is isoindole-1,3(2H)-dione in which the hydrogen attached to the nitrogen is substituted by a 2,6-dioxopiperidin-3-yl group.		3.5110phthalimides;
piperidones
reserpine
Reserpine: An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria. Reserpine inhibits the uptake of norepinephrine into storage vesicles resulting in depletion of catecholamines and serotonin from central and peripheral axon terminals. It has been used as an antihypertensive and an antipsychotic as well as a research tool, but its adverse effects limit its clinical use.. reserpine : An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria.		3.2510alkaloid ester;
methyl ester;
yohimban alkaloid		adrenergic uptake inhibitor;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
first generation antipsychotic;
plant metabolite;
xenobiotic
vincristine
[no description available]		2.0310acetate ester;
formamides;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
tertiary alcohol;
tertiary amino compound;
vinca alkaloid		antineoplastic agent;
drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
cytidine
[no description available]		2.1310cytidinesEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
propargyl alcohol
propargyl alcohol: irreversibly inactivates alcohol oxidase; RN given refers to parent cpd. prop-2-yn-1-ol : A terminal acetylenic compound that is prop-2-yne substituted by a hydroxy group at position 1.		2.110propynol;
terminal acetylenic compound;
volatile organic compound		antifungal agent;
Saccharomyces cerevisiae metabolite
galantamine
Galantamine: A benzazepine derived from norbelladine. It is found in GALANTHUS and other AMARYLLIDACEAE. It is a cholinesterase inhibitor that has been used to reverse the muscular effects of GALLAMINE TRIETHIODIDE and TUBOCURARINE and has been studied as a treatment for ALZHEIMER DISEASE and other central nervous system disorders.. galanthamine : A benzazepine alkaloid isolated from certain species of daffodils.		2.0310benzazepine alkaloid fundamental parent;
benzazepine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound		antidote to curare poisoning;
cholinergic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant metabolite
emetine
Emetine: The principal alkaloid of ipecac, from the ground roots of Uragoga (or Cephaelis) ipecacuanha or U. acuminata, of the Rubiaceae. It is used as an amebicide in many different preparations and may cause serious cardiac, hepatic, or renal damage and violent diarrhea and vomiting. Emetine inhibits protein synthesis in EUKARYOTIC CELLS but not PROKARYOTIC CELLS.. emetine : A pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions. It is an antiprotozoal agent and emetic. It inhibits SARS-CoV2, Zika and Ebola virus replication and displays antimalarial, antineoplastic and antiamoebic properties.		2.0310isoquinoline alkaloid;
pyridoisoquinoline		antiamoebic agent;
anticoronaviral agent;
antiinfective agent;
antimalarial;
antineoplastic agent;
antiprotozoal drug;
antiviral agent;
autophagy inhibitor;
emetic;
expectorant;
plant metabolite;
protein synthesis inhibitor
vinblastine
[no description available]		2.0110
glaucine
glaucine: RN given refers to (+-)-isomer		3.2510aporphine alkaloid;
organic heterotetracyclic compound;
polyether;
tertiary amino compound		antibacterial agent;
antineoplastic agent;
antitussive;
muscle relaxant;
NF-kappaB inhibitor;
plant metabolite;
platelet aggregation inhibitor;
rat metabolite
rhodium
Rhodium: A hard and rare metal of the platinum group, atomic number 45, atomic weight 102.905, symbol Rh.. rhodium atom : A cobalt group element atom of atomic number 45.		7.0710cobalt group element atom
gold
Gold: A yellow metallic element with the atomic symbol Au, atomic number 79, and atomic weight 197. It is used in jewelry, goldplating of other metals, as currency, and in dental restoration. Many of its clinical applications, such as ANTIRHEUMATIC AGENTS, are in the form of its salts.		7.5820copper group element atom;
elemental gold
dioxohexahydrotriazine
[no description available]		2.7730
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		7.0710taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
etoposide
[no description available]		2.0310beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
enilconazole
enilconazole: RN given refers to parent cpd. enilconazole : A racemate comprising equimolar amounts of (R)- and (S)-enilconazole. A fungicide used to control a wide range of fungi including Tilletia and Helminthosporium spp. on fruit, vegetables and ornamentals. In veterinary medicine, it is used topically for the treatment of fungal skin infections in cattle, dogs, and horses; it is also used by inhalation for the treatment of aspergillosis in ostriches.. 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole : A member of the class of imidazoles in which the hydrogen at position 1 is replaced by a 2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl group.		2.3110dichlorobenzene;
ether;
imidazoles
ribavirin
Rebetron: Rebetron is tradename		3.17501-ribosyltriazole;
aromatic amide;
monocarboxylic acid amide;
primary carboxamide		anticoronaviral agent;
antiinfective agent;
antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
staurosporine
[no description available]		3.2510indolocarbazole alkaloid;
organic heterooctacyclic compound		apoptosis inducer;
bacterial metabolite;
EC 2.7.11.13 (protein kinase C) inhibitor;
geroprotector
1,7-phenanthroline
[no description available]		5.14420phenanthroline
lycorine
lycorine: from bulbs of LYCORIS & other plants; RN given refers to (1 alpha,2 beta)-isomer; structure in Merck Index, 9th ed, #5444. lycorine : An indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity.		2.0310indolizidine alkaloidanticoronaviral agent;
antimalarial;
plant metabolite;
protein synthesis inhibitor
methanesulfonamide
[no description available]		2.1110
tryptanthrine
tryptanthrine: minor constituent of traditional Chinese medicine qing dai		3.2510alkaloid antibiotic;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound
matrine
[no description available]		3.2510alkaloid
tylophorine
tylophorine: phenanthroindolizidine alkaloid		3.6890organic heteropentacyclic compound;
organonitrogen heterocyclic compound
cryptopleurine
cryptopleurine: plant bark alkaloid shown to inhibit protein synthesis; RN given refers to (R)-isomer; structure. cryptopleurine : An organic heteropentacyclic compound that is (14aR)-11,12,13,14,14a,15-hexahydro-9H-dibenzo[f,h]pyrido[1,2-b]isoquinoline substituted at positions 2, 3 and 6 by methoxy groups.		3.85110alkaloid antibiotic;
alkaloid;
aromatic ether;
organic heteropentacyclic compound		antineoplastic agent;
antiviral agent;
protein synthesis inhibitor
3-heptyl-4-hydroxy-7-methoxy-2-methylquinoline
3-heptyl-4-hydroxy-7-methoxy-2-methylquinoline: structure given in first source		3.5110
ecteinascidin 743
[no description available]		3.2510acetate ester;
azaspiro compound;
bridged compound;
hemiaminal;
isoquinoline alkaloid;
lactone;
organic heteropolycyclic compound;
organic sulfide;
oxaspiro compound;
polyphenol;
tertiary amino compound		alkylating agent;
angiogenesis modulating agent;
anti-inflammatory agent;
antineoplastic agent;
marine metabolite
carbene
carbene: electrically neutral species H2C: and its derivatives, in which the carbon is covalently bonded to two univalent groups of any kind or a divalent group and bears two nonbonding electrons; carbene is the name of the parent hydride :CH2 ; hence, the name dichlorocarbene for :CCl2. However, names for acyclic and cyclic hydrocarbons containing one or more divalent carbon atoms are derived from the name of the corresponding all-4-hydrocarbon using the suffix -ylidene; methylene carbene also available. carbene : The electrically neutral species H2C(2.) and its derivatives, in which the carbon is covalently bonded to two univalent groups of any kind or a divalent group and bears two nonbonding electrons, which may be spin-paired (singlet state) or spin-non-paired (triplet state).		7.4620carbene;
methanediyl
5'-(sulfonylbenzoyl)adenosine
5'-(sulfonylbenzoyl)adenosine: covalently binds to platelet membrane		3.2510
proline
Proline: A non-essential amino acid that is synthesized from GLUTAMIC ACID. It is an essential component of COLLAGEN and is important for proper functioning of joints and tendons.. proline : An alpha-amino acid that is pyrrolidine bearing a carboxy substituent at position 2.		7.0510amino acid zwitterion;
glutamine family amino acid;
L-alpha-amino acid;
proline;
proteinogenic amino acid		algal metabolite;
compatible osmolytes;
Escherichia coli metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
ipalbidine
ipalbidine: photoalkaloid isolated from seeds of Ipomoea hardwickii Hemsl.; structure given in first source; RR from Chemical Abstracts Index Guide; RN given refers to (+-)-isomer		7.0510
etravirine
[no description available]		3.5110aminopyrimidine;
aromatic ether;
dinitrile;
organobromine compound		antiviral agent;
HIV-1 reverse transcriptase inhibitor
dcb 3503
[no description available]		2.4820
quinidine
Quinidine: An optical isomer of quinine, extracted from the bark of the CHINCHONA tree and similar plant species. This alkaloid dampens the excitability of cardiac and skeletal muscles by blocking sodium and potassium currents across cellular membranes. It prolongs cellular ACTION POTENTIALS, and decreases automaticity. Quinidine also blocks muscarinic and alpha-adrenergic neurotransmission.. quinidine : A cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy.		3.2510cinchona alkaloidalpha-adrenergic antagonist;
anti-arrhythmia drug;
antimalarial;
drug allergen;
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor;
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor;
muscarinic antagonist;
P450 inhibitor;
potassium channel blocker;
sodium channel blocker
linezolid
[no description available]		3.5110acetamides;
morpholines;
organofluorine compound;
oxazolidinone		antibacterial drug;
protein synthesis inhibitor
hemanthamine
[no description available]		2.0310alkaloid
1-O-Acetyllycorine
1-acetyllycorine: has antiviral activity; structure in first source		2.0310alkaloid
sanguinine
sanguinine: from Amaryllidaceae; structure in first source		2.0310benzazepine
7-deoxy-trans-dihydronarciclasine
7-deoxy-trans-dihydronarciclasine: structure in first source		2.0310
pergularinine
pergularinine: RN refers to (13aS-cis)-isomer; structure in first source		7.0410
piperine
piperine : A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum.		3.2510benzodioxoles;
N-acylpiperidine;
piperidine alkaloid;
tertiary carboxamide		food component;
human blood serum metabolite;
NF-kappaB inhibitor;
plant metabolite
prolinol
prolinol: RN given refers to cpd without isomeric designation; structure. prolinol : An amino alcohol formed by reduction of the amino acid proline.		2.1310
discodermolide
[no description available]		3.2510diterpenoid
tiamulin
tiamulin: 81723 HFU and tiamutin are for fumarate salt; prevents senescence in ascomycete; pleuromutilin derivative; RN given refers to ((3aS-(3aalpha,4beta,5alpha,6alpha,8beta,9alpha,9abeta,10S*))-isomer. tiamulin : A carbotricyclic compound that is pleuromutilin in which the hydroxyacetate group is replaced by a 2-{[2-(diethylamino)ethyl]sulfanyl}acetate group. An antibacterial drug, tiamulin is used in veterinary medicine (generally as its hydrogen fumarate salt) for the treatment of swine dysentery caused by Serpulina hyodysenteriae.		3.2510carbotricyclic compound;
carboxylic ester;
cyclic ketone;
organic sulfide;
secondary alcohol;
semisynthetic derivative;
tertiary amino compound;
tetracyclic diterpenoid		antibacterial drug
ac 55649
4'-octyl-4-biphenylcarboxylic acid: an RAR beta2 agonist; structure in first source		3.5110biphenyls;
carboxybiphenyl
tert-butanesulfinamide
tert-butanesulfinamide: structure in first source		7.110
ungeremine
[no description available]		2.0310organic molecular entitymetabolite
diosmin
[no description available]		3.5110dihydroxyflavanone;
disaccharide derivative;
glycosyloxyflavone;
monomethoxyflavone;
rutinoside		anti-inflammatory agent;
antioxidant
tylophorine b
tylophorine B: isolated from Albizzia julibrissin; structure in first source		2.4620
oridonin
[no description available]		3.5110cyclic hemiketal;
enone;
ent-kaurane diterpenoid;
organic heteropentacyclic compound;
secondary alcohol		angiogenesis inhibitor;
anti-asthmatic agent;
antibacterial agent;
antineoplastic agent;
apoptosis inducer;
plant metabolite
rilpivirine
[no description available]		3.5110aminopyrimidine;
nitrile		EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor;
HIV-1 reverse transcriptase inhibitor
a 286982
A 286982: inhibits the interaction between leukocyte function-associated antigen-1 and intracellular adhesion molecule-1; structure in first source		3.5110
rhodamine 123
[no description available]		2.0110organic chloride salt;
xanthene dye		fluorochrome
SIS3 free base
SIS3 free base : An enamide resulting from the formal condensation of the amino group of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline with the carboxy group of (2E)-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acrylic acid.		3.5110aromatic ether;
enamide;
isoquinolines;
monocarboxylic acid amide;
pyrrolopyridine;
tertiary carboxamide		Smad3 inhibitor
septicine
septicine: structure in first source		2.5320
bms-585248
[no description available]		3.5110
tedizolid
DA 7157: an anti-infective agent; structure in first source. tedizolid : A member of the class of pyridines that is pyridine which is substituted by a 2-methyl-2H-tetrazol-5-yl group at position 2 and by a 2-fluoro-4-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl group at position 5. It is used as its phosphate pro-drug used for the treatment of acute bacterial skin and skin structure infections caused by certain susceptible bacteria, including Staphylococcus aureus (including methicillin-resistant strains (MRSA) and methicillin-susceptible strains), various Streptococcus species, and Enterococcus faecalis.		3.5110carbamate ester;
organofluorine compound;
oxazolidinone;
primary alcohol;
pyridines;
tetrazoles		antimicrobial agent;
drug metabolite;
protein synthesis inhibitor
bms-626529
[no description available]		3.5110
bms-663068
fostemsavir: an HIV-1 attachment inhibitor; structure in first source		3.5110
tedizolid phosphate
tedizolid phosphate: a prodrug of DA-7157; structure in first source. tedizolid phosphate : A phosphate monoester resulting from the formal condensation of equimolar amounts of phosphoric acid with the hydroxy group of tedizolid . It is a prodrug of tedizolid, used for the treatment of acute bacterial skin infections caused by certain susceptible bacteria, including Staphylococcus aureus (including methicillin-resistant strains (MRSA) and methicillin-susceptible strains), various Streptococcus species, and Enterococcus faecalis.		3.5110carbamate ester;
organofluorine compound;
oxazolidinone;
phosphate monoester;
pyridines;
tetrazoles		antimicrobial agent;
prodrug;
protein synthesis inhibitor
psi 697
2-(4-chlorobenzyl)-3-hydroxy-7,8,9,10-tetrahydrobenzo(H)quinoline-4-carboxylic acid: inhibitor of P selectin that decreases vein wall injury in a rat stenosis model of venous thrombosis		3.5110
amg 517
[no description available]		3.5110
azd1283
[no description available]		3.5110
rosettacin
rosettacin: structure in first source		7.0710
piperidines
Piperidines: A family of hexahydropyridines.		2.4420
dufulin
dufulin: structure in first source		2.1310
ningnanmycin
ningnanmycin: isolated from Strepcomces noursei		3.1750
(3R)-4-[2-(1H-indol-4-yl)-6-(1-methylsulfonylcyclopropyl)-4-pyrimidinyl]-3-methylmorpholine
[no description available]		3.5110indoles
7-chloro-3-methyl-2-(4-(4-(trifluoromethoxy)benzyl)phenyl)quinolin-4(1h)-one
7-chloro-3-methyl-2-(4-(4-(trifluoromethoxy)benzyl)phenyl)quinolin-4(1H)-one: an antimalarial; structure in first source		3.5110
gs-9973
[no description available]		3.5110
stemofoline
stemofoline: RN given for (2S-(2alpha,3beta,4beta,5alpha,5abeta,6beta,8abeta,9S*))-isomer; structure in first source		3.2510
ddd107498
DDD107498: has antimalarial activity; structure in first source		3.5110
cyclin d1
Cyclin D1: Protein encoded by the bcl-1 gene which plays a critical role in regulating the cell cycle. Overexpression of cyclin D1 is the result of bcl-1 rearrangement, a t(11;14) translocation, and is implicated in various neoplasms.		2.0510
phenanthroindolizidine
phenanthroindolizidine: structure in first source		3.250
phenanthrenes
Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.		3.79100
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of Cervix
[description not available]		02.0110
Uterine Cervical Neoplasms
Tumors or cancer of the UTERINE CERVIX.		02.0110
Adenocarcinoma, Basal Cell
[description not available]		02.0710
Carcinoma, Non-Small Cell Lung
[description not available]		02.0710
Cancer of Lung
[description not available]		02.7730
Adenocarcinoma
A malignant epithelial tumor with a glandular organization.		02.0710
Carcinoma, Non-Small-Cell Lung
A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL CARCINOMA. They are dealt with collectively because of their shared treatment strategy.		02.0710
Lung Neoplasms
Tumors or cancer of the LUNG.		02.7730
Benign Neoplasms
[description not available]		03.0610
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		03.0610
Angiogenesis, Pathologic
[description not available]		02.1510
Breast Cancer
[description not available]		07.0810
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.0810
Cancer of Kidney
[description not available]		02.1110
Kidney Neoplasms
Tumors or cancers of the KIDNEY.		02.1110
Cancer of Colon
[description not available]		02.0510
Colonic Neoplasms
Tumors or cancer of the COLON.		02.0510