Alternariasin A, new pentacyclic cytochalasin from the fungus Alternaria alternate

J Antibiot (Tokyo). 2021 Sep;74(9):596-600. doi: 10.1038/s41429-021-00443-0. Epub 2021 Jul 12.

Abstract

Alternariasin A (1), one new cytochalasin possessing the benzo[4,5]indeno[2,1-d]isoindole-1,3,13(2H,3aH)-trione skeleton, and five known compounds 2-6 were isolated from the solid cultures of the Midui Glacier-derived fungus Alternaria alternata. Their structures were elucidated by NMR and MS spectroscopic analyses and by a comparison with data from the literature. The absolute configuration of 1 was assigned by combination of experimental and calculated electronic circular dichroism (ECD) spectra. Compound 1 displayed antibacterial activity against the S. aureus, B. subtilis and E. coli with MIC values of 16.7, 16.7 and 33.3 μΜ, respectively. While compound 3 showed potent cytotoxicity against a small panel of human tumour cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alternaria / metabolism*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Bacteria / drug effects
  • Cell Line, Tumor
  • Cytochalasins / chemistry
  • Cytochalasins / isolation & purification
  • Cytochalasins / pharmacology*
  • Humans
  • Magnetic Resonance Spectroscopy / methods
  • Mass Spectrometry / methods
  • Microbial Sensitivity Tests
  • Neoplasms / drug therapy

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Cytochalasins

Supplementary concepts

  • Alternaria alternata