Bireticulol, a bioactive isocoumarin dimer from Streptomyces sp. BCC24731

J Antibiot (Tokyo). 2011 Mar;64(3):267-70. doi: 10.1038/ja.2010.171. Epub 2011 Jan 12.

Abstract

A new dimeric isocoumarin, bireticulol, was isolated from the terrestrial Streptomyces sp. and characterized as a 5-5' dimer of reticulol. In addition, reticulol and 8-hydroxy-6,7-dimethoxy-3-methyl isocoumarin, together with other known polyketides piericidin A, 2'-(2-hydroxyphenyl)-2,4'-bibenzoxazole-4-carboxylic acid methyl ester (UK-1) and 3-benzyl-4-hydroxy-5-methyldihydrofuran-2-one were also obtained. Bireticulol exhibited cytotoxic effects against KB (human epidermoid carcinoma, ATCC CCL-17) and NCI-H187 (human small cell lung cancer, ATCC CRL-5804) cell lines with IC(50) values of 24.4 and 8.31 μg ml(-1), respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antibiotics, Antineoplastic / isolation & purification*
  • Antibiotics, Antineoplastic / pharmacology
  • Cell Line, Tumor / drug effects
  • Chlorocebus aethiops
  • Dose-Response Relationship, Drug
  • Humans
  • Isocoumarins / isolation & purification*
  • Isocoumarins / pharmacology
  • Streptomyces / metabolism*
  • Vero Cells / drug effects

Substances

  • Antibiotics, Antineoplastic
  • Isocoumarins
  • bireticulol