| Lupane triterpenoids from Acacia mellifera with cytotoxic activity. | |
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MedLine Citation:
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PMID: 17873838 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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Charles Mutai; Dennis Abatis; Constantinos Vagias; Dimitri Moreau; Christos Roussakis; Vassilios Roussis |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2007-05-15 |
Journal Detail:
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Title: Molecules (Basel, Switzerland) Volume: 12 ISSN: 1420-3049 ISO Abbreviation: Molecules Publication Date: 2007 |
Date Detail:
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Created Date: 2007-09-17 Completed Date: 2007-12-06 Revised Date: 2009-10-27 |
Medline Journal Info:
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Nlm Unique ID: 100964009 Medline TA: Molecules Country: Switzerland |
Other Details:
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Languages: eng Pagination: 1035-44 Citation Subset: IM |
Affiliation:
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University of Athens, Department of Pharmacy, Division of Pharmacognosy and Chemistry of Natural Products, Panepistimiopolis Zografou, Athens 157 71, Greece. CMutai@kemri.org |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Acacia
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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:
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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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