Sarocladione, a unique 5,10:8,9-diseco-steroid from the deep-sea-derived fungus Sarocladium kiliense

Org Biomol Chem. 2019 Jun 18;17(24):5925-5928. doi: 10.1039/c9ob01159e.

Abstract

A novel ergostane, sarocladione (1), was isolated from the deep-sea-derived fungus Sarocladium kiliense, along with 20 known compounds. The structure of 1 was determined mainly by a detailed analysis of its experimental and calculated NMR spectroscopic data. It is worth noting that 1 was the first steroid bearing a 5,10:8,9-diseco moiety. All 21 compounds were tested for in vitro antitumor activities against five cancer cell lines. β-Sitostenone (7) and 4,6-dihydroxyeudesmane (20) showed significant effects on HeLa-S3 cells with the IC50 values of 9.2 μM and 9.3 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acremonium / chemistry*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • Molecular Conformation
  • Secosteroids / chemistry
  • Secosteroids / isolation & purification
  • Secosteroids / pharmacology*
  • Steroids / chemistry
  • Steroids / isolation & purification
  • Steroids / pharmacology*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Secosteroids
  • Steroids
  • sarocladione