Antimicrobial Spirotetronate Metabolites from Marine-Derived Micromonospora harpali SCSIO GJ089

J Nat Prod. 2017 May 26;80(5):1594-1603. doi: 10.1021/acs.jnatprod.7b00176. Epub 2017 May 10.

Abstract

Two new spirotetronate aglycones, 22-dehydroxymethyl-kijanolide (1) and 8-hydroxy-22-dehydroxymethyl-kijanolide (2), along with seven new spirotetronate glycosides, microsporanates A-F (3-8) and tetrocarcin P (9), together with three known tetrocarcins [tetrocarcins A (10), B (11), and AC6H (12)], were isolated from fermentation broths of the marine-derived Micromonospora harpali SCSIO GJ089. The structures of 1-9 were elucidated on the basis of 1D and 2D NMR and MS spectroscopic data. Compounds 3-8 feature an α,β-unsaturated carbonyl moiety within their spirotetronate skeletons. Moreover, compounds 3-12 displayed strong to moderate antibacterial activities against Gram positive bacteria Bacillus thuringiensis BT01 and B. subtilis BS01 with MIC values ranging from 0.016 to 8.0 μg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminoglycosides / chemistry
  • Aminoglycosides / isolation & purification*
  • Aminoglycosides / pharmacology*
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology*
  • Bacillus subtilis / chemistry*
  • Glycosides / chemistry*
  • Glycosides / metabolism
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Micromonospora / chemistry*

Substances

  • Aminoglycosides
  • Anti-Infective Agents
  • Glycosides
  • tetrocarcin A