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Short Paper | Regular issue | Vol 91, No. 7, 2015, pp.1417-1422
Published online, 4th June, 2015
DOI: 10.3987/COM-15-13216
■ Structure and Absolute Configuration of the 11-Noriridoid “Chapingolide”

Matilde Villa-García, María Amparo Borja-De-La-Rosa, Holber Zuleta-Prada, Rubén A. Toscano, and Benito Reyes-Trejo*

*Laboratorio de Productos Naturales, Área de Química, Departamento de Preparatoria Agrícola, Universidad Autónoma Chapingo, Apartado Postal 74, Oficina de Correos Chapingo, Km 38.5 Carretera México-Texcoco, Chapingo, México 56230, México

Abstract

The natural product chapingolide {systematic name: (4aS, 7R, 7aR)-7-hydroxy-7-(hydroxymethyl)-4,4a,7,7a-tetrahydrocyclopenta[c]pyran-3(1H)-one}, C9H12O4, (1), is a new 11-nor-iridoid isolated from Calatola mollis Standl. The colourless compound has a bicyclic structure with an endo double bond in the five-membered ring. The absolute configuration was established by mean of the anomalous dispersion of the oxygen scatters present in the structure.