Abstract

GARCIA, Abraham  and  DELGADO, Guillermo. Constituents from Tithonia diversifolia: Stereochemical Revision of 2α-Hydroxytirotundin. J. Mex. Chem. Soc [online]. 2006, vol.50, n.4, pp.180-183. ISSN 1870-249X.

A chemical study of the aerial parts of Tithonia diversifolia led to the isolation and stereostructural characterization of tagitinins A (1), C (2) and F (3), and a mixture of sterols. Tagitinin A (1) underwent spontaneous dehydration to 4 during the course of its 'H NMR measurement in CDCl₃. The stereochemical analysis of 2α-hydrox-ytirotundin (5), an isomer of 1 previously reported by Kinghorn et al, led to the correction of its 3S,10S configuration to the 3S,10R stereochemistry. In addition, bioactivity evaluation of isolates showed them to exhibit moderate anti-inflammatory and cytotoxic activity.

Keywords : Tagitinins; 2α-hydroxytirotundin Compositae; Tithonia diversifolia; sesquiterpene lactones; furan-heliangolides; stereochemical revision.

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