プロスシラリジン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/05/13 14:37:08」(JST)
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Proscillaridin
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Systematic (IUPAC) name |
5-[(3S,8R,9S,10R,13R,14S,17R)- 14-hydroxy- 10,13-dimethyl- 3-((2R,3R,4R,5R,6R)- 3,4,5-trihydroxy- 6-methyltetrahydro- 2H-pyran-2-yloxy)- 2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro- 1H-cyclopenta[a]phenanthren- 17-yl]- 2H-pyran- 2-one
OR
3β-Rhamnosido- 14β-hydroxybufa- 4,20,22-trienolide |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Legal status |
? |
Identifiers |
CAS number |
466-06-8 N |
ATC code |
C01AB01 |
PubChem |
CID 5284613 |
ChemSpider |
4447658 Y |
UNII |
KC6BL281EN Y |
ChEMBL |
CHEMBL600325 Y |
Chemical data |
Formula |
C30H42O8 |
Mol. mass |
530.650 |
SMILES
- O=C\1O\C=C(/C=C/1)[C@H]2CC[C@@]6(O)[C@]2(C)CC[C@H]5[C@H]6CC/C4=C/[C@@H](O[C@@H]3O[C@H]([C@H](O)[C@@H](O)[C@H]3O)C)CC[C@@]45C
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InChI
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InChI=1S/C30H42O8/c1-16-24(32)25(33)26(34)27(37-16)38-19-8-11-28(2)18(14-19)5-6-22-21(28)9-12-29(3)20(10-13-30(22,29)35)17-4-7-23(31)36-15-17/h4,7,14-16,19-22,24-27,32-35H,5-6,8-13H2,1-3H3/t16-,19-,20+,21-,22+,24-,25+,26+,27-,28-,29+,30-/m0/s1 Y
Key:MYEJFUXQJGHEQK-ALRJYLEOSA-N Y
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N (what is this?) (verify) |
Proscillaridin is a cardiac glycoside, a kind of drug that can be used in the treatment of congestive heart failure and cardiac arrhythmia (irregular heartbeat). It is of the bufanolide type and can be obtained from plants of the genus Scilla, notably Scilla maritima.[1]
References
- ^ Kedra, M.; Kedrowa, S. (1968). "Clinical evaluation of Proscillaridin A, a glycoside of Scilla maritima". Polski tygodnik lekarski (Warsaw, Poland : 1960) 23 (19): 714–716. PMID 4876207. edit
Cardiac glycosides (C01A)
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Bufadienolides |
Bufo
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- Arenobufagin
- Bufotalin
- Cinobufagin
- Marinobufagin
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Scilla
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- Proscillaridin
- Scilliroside
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Cardenolides |
Digitalis
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- Acetyldigitoxin
- Acetyldigoxin
- Digitoxin#
- Digoxin#
- Lanatoside C
- Deslanoside
- Metildigoxin
- Gitoformate
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Kalanchoe
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Strophanthus
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- Ouabain (g-Strophanthin)
- k-Strophanthin
- Cymarin
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Thevetia
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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noco/cong/tumr, sysi/epon, injr
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proc, drug (C1A/1B/1C/1D), blte
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English Journal
- Inhibition of DNA topoisomerases I and II by G3 PAMAM-NH2 dendrimer-modified digoxin and proscillaridin A conjugates in a cell free system.
- Winnicka K, Bielawska A, Bielawski K.SourceDepartment of Pharmaceutical Technology, Medical University of Białystok, Kilińskiego 1, 15-089 Białystok, Poland. kwin@umwb.edu.pl
- Acta poloniae pharmaceutica.Acta Pol Pharm.2010 Nov-Dec;67(6):630-4.
- Two modified glycosides--digoxin and proscillaridin A conjugated to a generation 3 of polyamidoamine dendrimer (G3 PAMAM-NH2) were evaluated as DNA topoisomerase II inhibitors. The ability of these compounds (PAMAM-Dig and PAMAM-Prosc) to inhibit topoisomerase I and II activity was quantified by mea
- PMID 21229879
- Synthesis and cytotoxic activity of G3 PAMAM-NH(2) dendrimer-modified digoxin and proscillaridin A conjugates in breast cancer cells.
- Winnicka K, Bielawski K, Bielawska A.SourceDepartment of Pharmaceutical Technology, Medical University of Białystok, Kilińskiego 1, PL 15-089 Białystok, Poland. kwin@umwb.edu.pl
- Pharmacological reports : PR.Pharmacol Rep.2010 Mar-Apr;62(2):414-23.
- The objective of this study was to determine the cytotoxicity, antiproliferative activity, and apoptosis induction activity of two modified glycosides - digoxin and proscillaridin A - conjugated to a generation 3 polyamidoamine dendrimer (G3 PAMAM-NH(2)) in human breast cancer cells. The results sug
- PMID 20508299
Japanese Journal
- Antiproliferative Activity of Derivatives of Ouabain, Digoxin and Proscillaridin A in Human MCF-7 and MDA-MB-231 Breast Cancer Cells(Pharmacology)
- Inhibition of DNA Topoisomerases I and II, and Growth Inhibition of Breast Cancer MCF-7 Cells by Ouabain, Digoxin and Proscillaridin A(Pharmacology)
- 薬剤による高度な徐脈を誘因として右心不全が増悪した高齢者特発性右房拡張症の1例
Related Links
- References for "Proscillaridin" online, at universities and in literature... cyclopaedia.net ... Many medications have been developed for one purpose but then are found to have other clinical activities. There is tremendous interest in ...
- Buy Proscillaridin A (CAS 466-06-8), a cardiac glycoside and sodium/potassium ATPase inhibitor, from Santa Cruz. Purity ≥90%, MF C30H42O8, MW 530.66 ... Synonym: 3-(6-Deoxy-α-L-mannopyranosyloxyl)-14-hydroxybufa-4,20 ...
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