Palmaenones A and B, two new antimicrobial chlorinated cyclopentenones from discomycete Lachnum palmae

Chem Pharm Bull (Tokyo). 2011;59(12):1559-61. doi: 10.1248/cpb.59.1559.

Abstract

Two new antimicrobial chlorinated cyclopentenones, palmaenones A (1) and B (2) were isolated from the culture broth of discomycete Lachnum palmae (NBRC-106495), and the structures of 1 and 2 were elucidated by spectroscopic data and the stereochemistry of 1 was directly determined by a single-crystal X-ray diffraction analysis. Palmaenones A (1) and B (2) are cyclopentenones containing three chlorines. Compound 1 exhibited potent antimicrobial activity against Micrococcus luteus, Mycobacterium smegmatis, Escherichia coli, Xanthomonas campestris, and Mucor racemosus, while the activities of compound 2 were weaker than 1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology*
  • Ascomycota / chemistry*
  • Bacteria / drug effects
  • Bacterial Infections / drug therapy
  • Crystallography, X-Ray
  • Cyclopentanes / chemistry*
  • Cyclopentanes / isolation & purification
  • Cyclopentanes / pharmacology*
  • Escherichia coli / drug effects
  • Halogenation
  • Humans
  • Micrococcus luteus / drug effects
  • Models, Molecular
  • Mucor / drug effects
  • Mucormycosis / drug therapy
  • Mycobacterium smegmatis / drug effects
  • Xanthomonas campestris / drug effects

Substances

  • Anti-Infective Agents
  • Cyclopentanes
  • cyclopentenone