Triterpene Constituents of Euphorbia Erythradenia Bioss. and their Anti-HIV Activity

Document Type: Research article

Authors

1 Phytochemistry Research Center and School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, I.R. Iran.

2 Department of Pharmacognosy, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, I.R. Iran.

3 Department of hepatitis and AIDS, Institute Pasture of Iran, Tehran, I.R. Iran.

4 Department of Pharmacognosy, Isfahan Faculty of Pharmacy, Isfahan University of Medical Sciences, Isfahan, I.R. Iran.

5 Department of Audiology, school of Rehabilitation, Shahid Beheshti University of Medical Sciences, Tehran, I.R. Iran.

6 Department of Medicinal chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, I.R. Iran.

Abstract

Phytochemical investigation of the aerial parts of Euphorbia erythradenia Bioss. (Euphorbiaceae), one of Iranian endemic Euphorbias, with particular attention to triterpene constituents, using methanol solvent extraction was carried out. Five known triterpenes, including four cycloartanes and oleanolic acid, were isolated for the first time and identified using NMR and Mass techniques. Anti HIV activity of the isolated triterpenes and ingenoid diterpenes was evaluated using single cycle replicable HIV-1 (SCR HIV-1) virions. Molecular features of the most active compound (IC50 = 0.008 μM, CC50 = 3.264 μM, TI = 380.64), which showed higher therapeutic index than nevirapine, was assessed using molecular docking. Docking studies demonstrated three hydrogen bonds between HIV-1 virion protease active site and this compound with a distance less than 3 A° which can be responsible for the observed anti HIV-1 activity.

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