A novel sesquiterpene quinone from Hainan sponge Dysidea villosa

Bioorg Med Chem Lett. 2009 Jan 15;19(2):390-2. doi: 10.1016/j.bmcl.2008.11.068. Epub 2008 Nov 24.

Abstract

A new sesquiterpene quinone, 21-dehydroxybolinaquinone (5), together with two known related analogues, bolinaquinone (6) and dysidine (7), had been isolated from the Hainan sponge Dysidea villosa. The structure of the new compound 5 was elucidated on the basis of detailed analysis of spectroscopic data and by comparison with related model compounds. Compounds 5-7 were evaluated for the inhibitory activity against hPTP1B, a potential drug target for treatment of type-II diabetes and obesity, and cytotoxic activity against Hela cell line. The results showed that dysidine (7) had the strongest hPTP1B inhibitory activity with an IC(50) value of 6.70microM and 6 had significant cytotoxic activity against Hela cell line with an IC(50) value of 5.45microM. New compound 5 showed moderate PTP1B inhibitory activity and cytotoxicity with IC(50) values of 39.50 and 19.45microM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Drug Evaluation, Preclinical
  • HeLa Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Porifera / chemistry*
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors
  • Quinones / chemistry
  • Quinones / isolation & purification*
  • Quinones / pharmacology
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology

Substances

  • Quinones
  • Sesquiterpenes
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1