Nahuoic Acids B-E, Polyhydroxy Polyketides from the Marine-Derived Streptomyces sp. SCSGAA 0027

J Nat Prod. 2016 Jan 22;79(1):141-8. doi: 10.1021/acs.jnatprod.5b00805. Epub 2015 Dec 18.

Abstract

Four new polyol polyketides containing a decalin ring, nahuoic acids B-E (1-4), together with a known analogue, nahuoic acid A (5), possessing an unprecedented carbon skeleton, were isolated from a culture broth of the marine-derived Streptomyces sp. SCSGAA 0027. Their structures were determined by detailed analysis of spectroscopic data and chemical transformations including acetonide formation and Mosher's ester method. Compounds 1-5 showed weak antibiofilm activity against Shewanella onedensis MR-1 biofilm. This is the first series of analogues of the novel selective SETD8 inhibitor nahuoic acid A.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biofilms / drug effects
  • Histone-Lysine N-Methyltransferase / antagonists & inhibitors
  • Marine Biology
  • Microbial Sensitivity Tests
  • Nuclear Magnetic Resonance, Biomolecular
  • Polyketides / chemistry
  • Polyketides / isolation & purification*
  • Polyketides / pharmacology
  • Shewanella / drug effects
  • Streptomyces / chemistry*

Substances

  • Polyketides
  • nahuoic acid A
  • Histone-Lysine N-Methyltransferase
  • KMT5A protein, human