Structure, absolute configuration, and antidiarrheal activity of a thymol derivative from Ageratina cylindrica
Celia Bustos-Brito1, Mariano Sánchez-Castellanos, Baldomero Esquivel
1Instituto de Química, Universidad Nacional Autónoma de México , Circuito Exterior, Ciudad Universitaria, D.F., 04510 México.
Abstract:
The leaves of Ageratina cylindrica afforded a thymol derivative that was characterized by physical and spectroscopical methods as (8S)-8,9-epoxy-6-hydroxy-l0-benzoyloxy-7-oxothymol isobutyrate (1). The absolute configuration of 1 was established as 8S by vibrational circular dichroism spectroscopy in combination with density functional theory calculations and by evaluation of the Flack and Hooft X-ray parameters. Compound 1 showed weak antiprotozoal activity against Entamoeba histolytica and Giardia lamblia trophozoites and a high inhibitory effect on hyperpropulsive movement of the small intestine in rats.
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