Nitrosporeusines A and B, unprecedented thioester-bearing alkaloids from the Arctic Streptomyces nitrosporeus

Org Lett. 2013 Oct 18;15(20):5366-9. doi: 10.1021/ol4026809. Epub 2013 Oct 3.

Abstract

Chemical examination of an arctic actinomycete Streptomyces nitrosporeus resulted in the isolation of two new alkaloids named nitrosporeusines A (1) and B (2), an unprecedented skeleton containing benzenecarbothioc cyclopenta[c]pyrrole-1,3-dione. Their structures were determined through extensive spectroscopic analyses in association with X-ray single crystal diffraction. Both 1 and 2 exhibited inhibitory activities against the H1N1 virus in MDCK cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Crystallography, X-Ray
  • Models, Molecular
  • Molecular Conformation
  • Stereoisomerism
  • Streptomyces / chemistry*
  • Sulfhydryl Compounds / chemistry*

Substances

  • Alkaloids
  • Sulfhydryl Compounds
  • nitrosporeusine A
  • nitrosporeusine B