Novel ursane-type triterpene from the fresh leaves of Carissa carandas and evaluation of cytotoxicity

J Asian Nat Prod Res. 2021 Sep;23(9):892-898. doi: 10.1080/10286020.2020.1791098. Epub 2020 Jul 10.

Abstract

One novel ursolic acid derivative sabiracin 1 (11,25-epoxy-3β-hydroxy-urs-12-en-28-oic acid) was isolated from the leaves of Carissa carandas, together with five known compounds para hydroxy benzaldehyde (2), ursolic acid (3), carissin (4), 22α-hydroxyursolic acid (5) and β-sitosterol-3-O-β-D-glucopyranoside (6). Compounds 2 and 5 were isolated for the first time from this genus. Structure elucidation was done by the help of spectroscopic techniques. Compounds 1-3, 5 and 6 were examined against oral cancer (CAL-27) and lung cancer (NCI-H460) cell lines. 6 showed good activity against oral cancer (IC50 18.69 µM), moderate activity against lung cancer (IC50 63.34 µM) and no cytotoxicity against normal cell lines.

Keywords: 11,25-epoxyursolic acid; Apocynaceae; Carissa carandas; cytotoxicity; novel ursolic acid derivative.

MeSH terms

  • Apocynaceae*
  • Molecular Structure
  • Plant Leaves
  • Triterpenes* / pharmacology

Substances

  • Triterpenes
  • ursane