Cytotoxic triterpenoids and steroids from the bark of Melia azedarach

  • Planta Med. 2011 Jun;77(9):922-8. doi: 10.1055/s-0030-1250673.
Shi-Biao Wu  1 ,  Qiu-Ying Bao ,  Wen-Xuan Wang ,  Yun Zhao ,  Gang Xia ,  Zheng Zhao ,  Huaqiang Zeng ,  Jin-Feng Hu
Affiliations
  • 1. Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics, Ministry of Education and Shanghai Key Laboratory of Brain Functional Genomics, East China Normal University, Shanghai, PR China.
PMID: 21243584 DOI: 10.1055/s-0030-1250673
Abstract

Two new triterpenoids (1, 2) and two new Steroids (3, 4) along with twelve related known compounds (5-16) were isolated from the bark of Melia azedarach. The new structures were elucidated by means of spectroscopic methods and molecular modeling studies and found to be 21,24-cycloeupha-7-ene-3 β,16 β,21 α,25-tetrol (1), 3 β-acetoxy-12 β-hydroxy-eupha-7,24-dien-21,16 β-olide (2), 29-hydroperoxy-stigmasta-7,24(28) E-dien-3 β-ol (3), and 24 ξ-hydroperoxy-24-vinyl-lathosterol (4). All isolated compounds were tested for their cytotoxic activity against three human Cancer cell lines (A549, H460, HGC27) using the CellTiter Glo™ luminescent cell viability assay. Among them, compounds 2- 4, 24 ξ-hydroperoxy-24-vinyl-cholesterol (6), kulinone (7), meliastatin 3 ( 8), 3-oxo-olean-12-en-28-oic acid (10), and (22 E,24 S)-5 α,8 α-epidioxy-24-methyl-cholesta-6,22-dien-3 β-ol (12) were found to have cytotoxic effects, with IC₅₀ values of 5.6-21.2 µg/mL.

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