Cytotoxic cis-fused bicyclic sesquiterpenoids from Jatropha neopauciflora.

Full Abstract

Analysis of polar fractions of the bark extract of Jatropha neopauciflora provided two uncommon cis-fused bicyclic sesquiterpenoids, which were characterized as (1R,2R,5S,6S,7S,10S)*-5-epi-eudesm-4(15)-ene-1alpha,2beta,6alpha-triol (1) and (1R,2R,5S,6S,7R,10S)*-ax-4(15)-ene-1alpha,2beta,7beta-triol (2). Their absolute configuration and biogenesis were derived by correlations with congeners of known absolute configurations. Biological investigation of less polar fractions of the bark extract led to the isolation of moderately cytotoxic triterpenes, calenduladiol (3) and (3beta,16beta)-16-hydroxylup-20(29)-en-3-yl (E)-3-(4-hydroxyphenyl)prop-2-enoate (4).

Author information

Author/s: García, Abraham (A); Delgado, Guillermo (G);

Affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Circuito Exterior, Coyoacán 04510, México, DF.

Journal and publication information

Publication Type: Journal Article; Research Support, Non-U.S. Gov't

Journal: Journal of natural products (J Nat Prod), published in United States. (Language: eng)

Reference: 2006-Nov; vol 69 (issue 11) : pp 1618-21

Dates: Created 2006/11/27; Completed 2007/02/12;

PMID: 17125233, status: MEDLINE (last retrieval date: 2/18/2009, IMS Date: )

Sourced from the National Library of Medicine. Abstract text and other information may be subject to copyright.

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MeSH headings (categories)

This article was linked to the MESH Headings shown below.

Mexico
Molecular Structure
Plants, Medicinal - chemistry
Sesquiterpenes, Eudesmane - chemistry; isolation & purification; pharmacology
Stereoisomerism

Associated Chemicals: (1R,2R,5S,6S,7R,10S)*-ax-4(15)-ene-1alpha,2beta,7beta-triol (0) ; (1R,2R,5S,6S,7S,10S)*-5-epi-eudesm-4(15)-ene-1alpha,2beta,6alpha-triol (0) ; Antineoplastic Agents, Phytogenic (0) ; Sesquiterpenes, Eudesmane (0)

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