Kiamycin, a unique cytotoxic angucyclinone derivative from a marine Streptomyces sp

Mar Drugs. 2012 Mar;10(3):551-558. doi: 10.3390/md10030551. Epub 2012 Feb 27.

Abstract

Kiamycin (1), a new angucyclinone derivative possessing an 1,12-epoxybenz[a]anthracene ring system, was isolated from the marine Streptomyces sp. strain M268 along with the known compounds 8-O-methyltetrangomycin (3) and 8-O-methylrabelomycin (4). Their structures were elucidated by detailed spectroscopic analysis and comparison with literature data. The new angucyclinone derivative showed inhibitory activities against the human cell lines HL-60 (leukemia), A549 (lung adenocarcinoma), and BEL-7402 (hepatoma) with inhibition rates of 68.2%, 55.9%, and 31.7%, respectively, at 100 µM. It appears to have potential as an anticancer agent with selective activity.

Keywords: angucyclinone; cytotoxicity; epoxybenz[a]anthracene; marine Streptomyces.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthraquinones / isolation & purification
  • Anthraquinones / pharmacology*
  • Antibiotics, Antineoplastic / isolation & purification
  • Antibiotics, Antineoplastic / pharmacology*
  • Aquatic Organisms
  • Cell Line, Tumor
  • Chromatography, Thin Layer
  • Drug Screening Assays, Antitumor
  • Fermentation
  • HL-60 Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Seawater
  • Spectrophotometry, Ultraviolet
  • Streptomyces / metabolism*

Substances

  • Anthraquinones
  • Antibiotics, Antineoplastic
  • angucyclinone
  • kiamycin