Aigialomycins A-E, new resorcylic macrolides from the marine mangrove fungus Aigialus parvus

J Org Chem. 2002 Mar 8;67(5):1561-6. doi: 10.1021/jo010930g.

Abstract

Aigialomycins A-E (2-6), new 14-membered resorcylic macrolides, were isolated together with a known hypothemycin (1) from the mangrove fungus, Aigialus parvus BCC 5311. Structures of these compounds, including absolute configuration, were elucidated by spectroscopic methods, chemical conversions, and X-ray crystallographic analysis. Hypothemycin and aigialomycin D (5) exhibited in vitro antimalarial activity with IC(50) values of 2.2 and 6.6 microg/mL, respectively, while other analogues were inactive. Cytotoxicities of these compounds were also evaluated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Antimalarials / chemistry
  • Antimalarials / isolation & purification*
  • Antimalarials / pharmacology
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / isolation & purification*
  • Antiprotozoal Agents / pharmacology
  • Ascomycota / chemistry*
  • Botrytis / drug effects
  • Breast Neoplasms
  • Chlorocebus aethiops
  • Chromatography, High Pressure Liquid
  • Colonic Neoplasms
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Female
  • Humans
  • Inhibitory Concentration 50
  • KB Cells / drug effects
  • Kidney / cytology
  • Leukemia
  • Leukemia P388
  • Macrolides*
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plasmodium falciparum / drug effects
  • Tetrahymena / drug effects
  • Thailand
  • Ustilago / drug effects
  • Vero Cells / drug effects
  • Zearalenone / analogs & derivatives

Substances

  • Anti-Bacterial Agents
  • Antimalarials
  • Antineoplastic Agents
  • Antiprotozoal Agents
  • Macrolides
  • aigialomycin D
  • hypothemycin
  • Zearalenone