Document Detail


Lupane triterpenoids from Acacia mellifera with cytotoxic activity.
MedLine Citation:
PMID:  17873838     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Three new pentacyclic triterpenoids: (20R)-3-oxolupan-30-al (1), (20S)-3-oxolupan-30-al (2) and (20R)-28-hydroxylupen-30-al-3-one (3), along with (20S)-3beta-hydroxylupan-30-al (4), the latter previously described as a constituent of an epimeric mixture, were isolated from Acacia mellifera. In addition, the known metabolites 30-hydroxylup-20-(29)-en-3-one (5), 30-hydroxylup-20-(29)-en-3beta-ol (6), atranorin, methyl 2,4-dihydroxy-3,6 dimethyl benzoate, sitosterol-3beta-O-glucoside and linoleic acid were found in the analyzed plant species for the first time. The structures of the new metabolites were elucidated by extensive spectroscopic analyses and their relative stereochemistry was determined by NOESY experiments. The new metabolite 3 exhibited significant cytotoxic activity against the NSCLC-N6 cell line, derived from a human non-small-cell bronchopulmonary carcinoma.
Authors:
Charles Mutai; Dennis Abatis; Constantinos Vagias; Dimitri Moreau; Christos Roussakis; Vassilios Roussis
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2007-05-15
Journal Detail:
Title:  Molecules (Basel, Switzerland)     Volume:  12     ISSN:  1420-3049     ISO Abbreviation:  Molecules     Publication Date:  2007  
Date Detail:
Created Date:  2007-09-17     Completed Date:  2007-12-06     Revised Date:  2009-10-27    
Medline Journal Info:
Nlm Unique ID:  100964009     Medline TA:  Molecules     Country:  Switzerland    
Other Details:
Languages:  eng     Pagination:  1035-44     Citation Subset:  IM    
Affiliation:
University of Athens, Department of Pharmacy, Division of Pharmacognosy and Chemistry of Natural Products, Panepistimiopolis Zografou, Athens 157 71, Greece. CMutai@kemri.org
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MeSH Terms
Descriptor/Qualifier:
Acacia / chemistry*
Antineoplastic Agents / isolation & purification*,  pharmacology
Carcinoma, Non-Small-Cell Lung / pathology
Cell Line, Tumor
Humans
Lung Neoplasms / pathology
Magnetic Resonance Spectroscopy
Triterpenes / isolation & purification*,  pharmacology
Chemical
Reg. No./Substance:
0/Antineoplastic Agents; 0/Triterpenes; 464-99-3/lupane

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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