Triterpenes and Steroids from Euphorbia denticulata Lam. With Anti-Herpes Symplex Virus Activity

Iran J Pharm Res. 2013 Fall;12(4):759-67.

Abstract

In this research, dried acetone:chloroform extract of aerial parts of E. denticulata as one of the endemic plants to Iran, afforded a number of triterpenes and steroids including: betulin, 24-methylene-cycloart-3-ol, cycloart-23Z-ene-3β,25-diol, cycloart-23E-ene-3β,25- diol, ergosta-8,24-dien-3-ol (obtusifoliol) and beta-sitosterol which were reported for the first time from this plant. The structure of these compounds was elucidated by NMR and mass spectroscopic methods. The MTS assay was used to determine the toxicity and antiviral activity of betulin and (3β,23E)-cycloarta-23-ene-3,25-diol. Betulin showed anti-HSV-1 activity with EC50 value of 84.37±0.02 μg/mL, and toxicity on normal vero cells with CC50 value of 660.718±0.072 μg/mL. (3β,23E)-Cycloarta-23-ene-3,25-diol showed antiviral effect with EC50 value of 86.63±0.03 μg/mL, and toxicity with CC50 value of 1089.21±0.25 μg/mL. The results revealed that these two compounds have the antiviral activity far below the CC50 value with selectivity index (CC50/EC50) values of 7.83, and 12.57, respectively.

Keywords: Euphorboa denticulate; anti- HSV-1 activity; cycloartanes; steroids; toxicity; triterpenes.