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Bungsteroid A: One Unusual C34 Pentacyclic Steroid Analogue from Zanthoxylum bungeanum Maxim.

Xian-Hua MengTian ChaiYan-Ping ShiJun-Li Yang
Published in: The Journal of organic chemistry (2020)
Bungsteroid A (1), possessing an unreported carbon skeleton, was isolated from the pericarps of Zanthoxylum bungeanum Maxim. It represents the first carbon skeleton of a C34 steroid analogue featuring a unique 6/6/6/6/5-fused pentacyclic skeleton, which has been determined by spectroscopic methods, quantum-chemical 13C NMR, ECD calculations, and calculations of optical rotations. Bungsteroid A showed the antiproliferative effects against HepG2, MCF-7, and HeLa cell lines with the IC50 values of 56.3 ± 1.1, 64.2 ± 0.9, and 74.2 ± 1.3 μM, respectively.
Keyphrases
  • molecular dynamics
  • density functional theory
  • high resolution
  • monte carlo
  • molecular dynamics simulations
  • molecular docking
  • magnetic resonance
  • mass spectrometry
  • cell cycle arrest