Document Detail

Cucurbitane-type triterpenes with anti-proliferative effects on U937 cells from an egyptian natural medicine, Bryonia cretica: structures of new triterpene glycosides, bryoniaosides A and B.
MedLine Citation:
PMID:  20460809     Owner:  NLM     Status:  MEDLINE    
The 90% aqueous ethanol extract of an Egyptian natural medicine, the roots of Bryonia cretica L., was found to exhibit a strong inhibitory effect on the proliferation of human leukemia U937 cells. By bioassay-guided fractionation, we isolated two new cucurbitane-type triterpene glycosides, bryoniaosides A and B, were isolated from the roots of Bryonia cretica L. together with 16 known cucurbitane-type triterpenes and glycosides. The chemical structures of bryoniaosides A and B were determined on the basis of chemical and spectroscopic evidence. Effects of principal cucurbitane-type triterpenes (cucurbitacins B, D, E, and J, 23,24-dihydrocucurbitacins B and E, and hexanorcucurbitacin D) on proliferation of the cells were examined. Cucurbitacins B and E showed the greater cytotoxic effects with IC(50) values of 9.2 and 16 nM after 72 h, and their IC(50) values were equivalent to that of camptothecin. An alpha,beta-conjugated ketone moiety at the 22-24-positions and an acetoxy group at the 25-position are essential for the strong activity.
Hisashi Matsuda; Souichi Nakashima; Osama Bashir Abdel-Halim; Toshio Morikawa; Masayuki Yoshikawa
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chemical & pharmaceutical bulletin     Volume:  58     ISSN:  1347-5223     ISO Abbreviation:  Chem. Pharm. Bull.     Publication Date:  2010 May 
Date Detail:
Created Date:  2010-05-12     Completed Date:  2010-09-01     Revised Date:  2011-03-08    
Medline Journal Info:
Nlm Unique ID:  0377775     Medline TA:  Chem Pharm Bull (Tokyo)     Country:  Japan    
Other Details:
Languages:  eng     Pagination:  747-51     Citation Subset:  IM    
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan.
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MeSH Terms
Antineoplastic Agents, Phytogenic / pharmacology*
Bryonia / chemistry*
Cell Proliferation / drug effects
Glycosides / chemistry*,  isolation & purification,  pharmacology
Inhibitory Concentration 50
Leukemia / drug therapy
Magnetic Resonance Spectroscopy
Molecular Structure
Plant Extracts / chemistry*,  pharmacology
Plant Roots / chemistry*
Triterpenes / chemistry*,  isolation & purification,  pharmacology
U937 Cells
Reg. No./Substance:
0/Antineoplastic Agents, Phytogenic; 0/Glycosides; 0/Plant Extracts; 0/Triterpenes; 0/bryoniaoside A; 0/bryoniaoside B; 0/cucurbitane

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