Mycophenolic derivatives from Eupenicillium parvum

J Nat Prod. 2008 Nov;71(11):1915-8. doi: 10.1021/np8003497. Epub 2008 Nov 7.

Abstract

A new compound, euparvic acid (1, C(14)H(16)O(6)), and the known compounds 5,7-dihydroxy-4-methylphthalide (2), 6-(3-carboxybutyl)-7-hydroxy-5-methoxy-4-methylphthalan-1-one (3), 6-(5-carboxy-3-methylpent-2-enyl)-7-hydroxy-5-methoxy-4-methylphthalan-1-one (4), and 6-(5-carboxy-4-hydroxy-3-methylpent-2-enyl)-7-hydroxy-5-methoxy-4-methylphthalan-1-one (5) were isolated from the EtOAc extract of Eupenicillium parvum. The structure of 1 was determined by interpretation of MS and homo- and heteronuclear 2D NMR spectroscopic data and confirmed by X-ray crystallography. The absolute configuration of 5 was determined via MPA ester derivatization.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Aspergillus fumigatus / drug effects
  • Candida albicans / drug effects
  • Cryptococcus neoformans / drug effects
  • Crystallography, X-Ray
  • Escherichia coli / drug effects
  • Eupenicillium / chemistry*
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Molecular Structure
  • Mycophenolic Acid* / analogs & derivatives
  • Mycophenolic Acid* / chemistry
  • Mycophenolic Acid* / isolation & purification
  • Pseudomonas aeruginosa / drug effects

Substances

  • Anti-Bacterial Agents
  • euparvic acid
  • Mycophenolic Acid