A bioactive secosterol with an unusual A- and B-ring oxygenation pattern isolated from an Indonesian soft coral Lobophytum sp

J Nat Prod. 1998 Apr;61(4):538-41. doi: 10.1021/np9705118.

Abstract

A secosterol with a gorgosterol side chain and an unusual oxygenation pattern on the A and B rings was isolated from an Indonesian soft coral Lobophytum sp. The A and B rings of the reported compound 1 have hydroxyl groups at C-3 and C-7 and an epoxide ring at C-5-C-6. The structures of 1 was solved by 2D NMR methods and by chemical shift analogy to the known secogorgosterol 2. Compound 1 was found to have activity against human ovarian tumor and human leukemia cell lines.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Cnidaria / chemistry*
  • Drug Screening Assays, Antitumor
  • Female
  • Humans
  • Indonesia
  • Magnetic Resonance Spectroscopy
  • Ovarian Neoplasms / drug therapy
  • Secosteroids / isolation & purification*
  • Secosteroids / pharmacology
  • Tumor Cells, Cultured

Substances

  • 3,7,11-trihydroxy-5,6-epoxy-9,11-secogorgostan-9-one
  • Antineoplastic Agents
  • Secosteroids