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).
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Antineoplastic Agents, Phytogenic* / chemistry
-
Antineoplastic Agents, Phytogenic* / isolation & purification
-
Antineoplastic Agents, Phytogenic* / pharmacology
-
Cell Line, Tumor
-
Drug Screening Assays, Antitumor
-
Humans
-
Jatropha / chemistry*
-
Mexico
-
Molecular Structure
-
Plants, Medicinal / chemistry*
-
Sesquiterpenes, Eudesmane* / chemistry
-
Sesquiterpenes, Eudesmane* / isolation & purification
-
Sesquiterpenes, Eudesmane* / pharmacology
-
Stereoisomerism
Substances
-
(1R,2R,5S,6S,7R,10S)*-ax-4(15)-ene-1alpha,2beta,7beta-triol
-
(1R,2R,5S,6S,7S,10S)*-5-epi-eudesm-4(15)-ene-1alpha,2beta,6alpha-triol
-
Antineoplastic Agents, Phytogenic
-
Sesquiterpenes, Eudesmane