Donghaesulfins A and B, Dimeric Benz[ a]anthracene Thioethers from Volcanic Island Derived Streptomyces sp

Org Lett. 2019 May 17;21(10):3635-3639. doi: 10.1021/acs.orglett.9b01057. Epub 2019 Apr 29.

Abstract

The chemical analysis of a Streptomyces strain, from a Korean volcanic island, discovered new benz[ a]anthracene dimers linked by a thioether bond. The structures of donghaesulfins A and B (1 and 2) were elucidated by spectroscopic analysis including energy-dispersive X-ray. Their configurations were determined by ROESY NMR data, DP4 calculations, the modified Mosher's method, and ECD calculations. Donghaesulfins A (1) induced quinone reductase, whereas donghaesulfin B (2) displayed antiangiogenesis activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemistry*
  • Islands
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Streptomyces / chemistry*
  • Sulfides / chemistry*

Substances

  • Anthracenes
  • Sulfides