Pentacyclic Triterpenes in Euphorbia microsciadia with Their T-cell Proliferation Activity

Document Type: Research article

Authors

1 Phytochemistry Research Center, Shahid Beheshti University of Medical Sciences, Tehran, Iran. Department of Pharmacognosy, Shool of Pharmacy and Pharmaceutical Sciences, Shahid Beheshti University of Medical Sciences, Tehran, Iran.

2 Isfahan Pharmaceutical Sciences Research Center, Isfahan University of Medical Sciences, Isfahan, Iran.

3 International Center for Chemical and Biological Sciences, Panjwani Center for Molecular Medicine and Drug Research, University of Karachi, Karachi, Pakistan.

4 Department of Nanotechnology Research Center, Shahid Beheshti University of Medical Sciences, Tehran, Iran.

5 Faculty of Health, Isfahan University of Medical Sciences, Isfahan, Iran.

Abstract

The ethyl acetate partition of dried methanolic extract of aerial parts of Euphorbia microsciadia (Euphorbiaceae) afforded three pentacyclic triterpenes, betulinic acid (1) from lupane type, oleanolic acid (2) from oleane type and ursolic acid (3) from ursane type triterpenes that are reported for the first time in this plant. These three compounds were structurally compared through their mass fragmentation pattern, nuclear magnetic resonance (NMR) data and their biologic immunomodulatory effects. The structures of the isolated compounds were elucidated by 13C- and 1H-NMR as well as 2D-NMR, IR and by the aid of mass fragmentation pattern and comparing with the literature. After running T-Cell proliferation assay, oleanolic acid stimulated proliferation of T-Cells at lower concentration 0.5 µg/mL, while betulinic acid and ursolic acid showed inhibitory activity against T-Cell proliferation with IC50- value > 50 µg/mL and 3.01 ± 0.47 µg/mL, respectively.

Keywords