Monascustin, an Unusual γ-Lactam from Red Yeast Rice

J Nat Prod. 2017 Jan 27;80(1):201-204. doi: 10.1021/acs.jnatprod.6b00493. Epub 2016 Dec 27.

Abstract

Monascustin (1), an unusual γ-lactam, was isolated from an ethanol extract of the Monascus purpureus fermented rice. Its structure including the absolute configuration was determined by spectroscopic data analysis and confirmed by X-ray crystallography. A plausible biosynthetic pathway is discussed on the basis of amino acid derivatization. Compound 1 showed inhibitory activity against histone deacetylase 1.

MeSH terms

  • Biological Products / chemistry*
  • Crystallography, X-Ray
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology
  • Fermentation
  • Histone Deacetylases / chemistry
  • Histone Deacetylases / drug effects*
  • Lactams / chemistry
  • Lactams / isolation & purification*
  • Lactams / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Monascus / chemistry*

Substances

  • Biological Products
  • Enzyme Inhibitors
  • Lactams
  • monascustin
  • red yeast rice
  • Histone Deacetylases