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Triterpene Constituents of Euphorbia Erythradenia Bioss. and Their Anti-Hiv Activity



Ayatollahi AM1 ; Zarei SM1 ; Memarnejadian A2 ; Ghanadian M3 ; Moghadam MH4 ; Kobarfard F5
Authors
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Authors Affiliations
  1. 1. Phytochemistry Research Center and School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
  2. 2. Department of hepatitis and AIDS, Institute Pasture of Iran, Tehran, Iran
  3. 3. Department of Pharmacognosy, Isfahan University of Medical Sciences, Isfahan, Iran
  4. 4. Department of Audiology, School of Rehabilitation, Shahid Beheshti University of Medical Sciences, Tehran, Iran
  5. 5. Department of Medicinal chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran

Source: Iranian Journal of Pharmaceutical Research Published:2016

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 spectrometric 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. © 2016 by School of Pharmacy Shaheed Beheshti University of Medical Sciences and Health Services.
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