Two new epoxysteroids from Helianthus tuberosus

Molecules. 2011 Oct 13;16(10):8646-53. doi: 10.3390/molecules16108646.

Abstract

Two new epoxy steroids, 5α,8α-epidioxy-22β,23β-epoxyergosta-6-en-3β-ol (1) and 5α,8α-epidioxy-22α,23α-epoxyergosta-6-en-3β-ol (2), and ten known steroids including (24R)-5α,8α-epidioxyergosta-6-en-3β-ol (3), (22E,24R)-5α,8α-epidioxyergosta-6,22-dien-3β-ol (4), (22E,24R)-5α,8α-epidioxyergosta-6,9(11),22-trien-3β-ol (5), β-sitosterol (6), sitost-5-en-3β-ol acetate (7), 7α-hydroxysitosterol (8), schleicheol 2 (9), (24R)-24-ethyl-5α-cholestane-3β,5α,6β-triol (10), 7α-hydroxystigmasterol (11), and stigmasterol (12) were isolated from Helianthus tuberosus grown in Laizhou salinized land of coastal zone of Bohai Sea, China. The structures of these compounds were unambiguously established by 1D, 2D NMR and mass spectroscopic techniques. The new compounds 1 and 2 exhibited weak antibacterial activity and no antifungal activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Infective Agents / chemistry*
  • Artemia / drug effects
  • Artemia / microbiology
  • China
  • Colletotrichum / drug effects
  • Ergosterol / analogs & derivatives*
  • Ergosterol / chemistry
  • Ergosterol / isolation & purification
  • Ergosterol / pharmacology
  • Escherichia coli / drug effects
  • Fusarium / drug effects
  • Helianthus / chemistry*
  • Magnetic Resonance Spectroscopy / methods
  • Mass Spectrometry / methods
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Sitosterols / chemistry
  • Staphylococcus aureus / drug effects
  • Steroids / chemistry
  • Steroids / isolation & purification*
  • Steroids / pharmacology
  • Stigmasterol / chemistry

Substances

  • 5alpha,8alpha-epidioxy-22beta,23beta-epoxyergosta-6-en-3beta-ol
  • Anti-Infective Agents
  • Plant Extracts
  • Sitosterols
  • Steroids
  • gamma-sitosterol
  • Stigmasterol
  • Ergosterol