Isolation of Nabscessin C from Nocardia abscessus IFM 10029T and a Study on Biosynthetic Pathway for Nabscessins

Chem Pharm Bull (Tokyo). 2018;66(10):976-982. doi: 10.1248/cpb.c18-00430.

Abstract

A new aminocyclitol derivative, designated nabscessin C (1), was isolated from Nocardia abscessus IFM 10029T. Nabcessin C is an isomer of nabscessins A (2) and B (3) with different positioning of the acyl group. Absolute configuration of nabscessin A was determined by conversion into the 2-deoxy-scyllo-inosamine pentaacetyl derivative (4) by hydrolysis and acetylation of 2. The biosynthetic pathway of nabscessins is proposed based on gene expression analysis.

Keywords: Nocardia; actinomycete; aminocyclitol; biosynthetic pathway.

MeSH terms

  • Acetylation
  • Animals
  • Cell Line
  • Cell Proliferation
  • Cyclitols / chemistry
  • Cyclitols / isolation & purification
  • Cyclitols / metabolism*
  • Hydrolysis
  • Mice
  • Molecular Structure
  • Nocardia asteroides / chemistry*
  • Nocardia asteroides / metabolism
  • Seeds / chemistry
  • Seeds / metabolism

Substances

  • Cyclitols
  • nabscessin A
  • nabscessin B
  • nabscessin C