Nomofungin: a new microfilament disrupting agent

J Org Chem. 2001 Dec 28;66(26):8717-21. doi: 10.1021/jo010335e.

Abstract

A new alkaloid, nomofungin, has been isolated from the fermentation broth of an unidentified endophytic fungus obtained from the bark of Ficus microcarpa L. The structure of nomofungin was determined by application of spectroscopic methods. The absolute stereochemistry of nomofungin was assigned by using the exciton chirality method. Nomofungin disrupts microfilaments in cultured mammalian cells and is moderately cytotoxic with minimum inhibitory concentrations (MICs) of 2 and 4.5 microg/mL against LoVo and KB cells, respectively. The ring system of nomofungin is unprecedented.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / pharmacology*
  • Animals
  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / pharmacology*
  • Cells, Cultured
  • Drug Screening Assays, Antitumor
  • Epoxy Compounds / chemistry
  • Epoxy Compounds / pharmacology*
  • Fermentation
  • Ficus / microbiology*
  • Fluorescent Antibody Technique
  • Fungi / chemistry
  • Fungi / metabolism*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Microfilament Proteins / metabolism*
  • Models, Molecular
  • Muscle, Smooth / cytology
  • Muscle, Smooth / metabolism
  • Plant Bark / microbiology
  • Rats
  • Tumor Cells, Cultured

Substances

  • Alkaloids
  • Antibiotics, Antineoplastic
  • Epoxy Compounds
  • Microfilament Proteins
  • nomofungin