Sintokamides A to E, chlorinated peptides from the sponge Dysidea sp. that inhibit transactivation of the N-terminus of the androgen receptor in prostate cancer cells

Org Lett. 2008 Nov 6;10(21):4947-50. doi: 10.1021/ol802021w. Epub 2008 Oct 4.

Abstract

The new chlorinated peptides sintokamides A to E (1-5) have been isolated from specimens of the marine sponge Dysidea sp. collected in Indonesia. Their structures were elucidated by a combination of spectroscopic and single-crystal X-ray diffraction analyses. Sintokamide A (1) is an inhibitor of N-terminus transactivation of the androgen receptor in prostate cancer cells.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Chlorine Compounds / chemistry*
  • Chlorine Compounds / pharmacology*
  • Dysidea / chemistry*
  • Humans
  • Magnetic Resonance Spectroscopy
  • Male
  • Models, Molecular
  • Molecular Structure
  • Peptides / chemistry*
  • Peptides / pharmacology*
  • Prostatic Neoplasms / genetics
  • Prostatic Neoplasms / metabolism*
  • Receptors, Androgen / genetics
  • Receptors, Androgen / metabolism*
  • Transcriptional Activation / drug effects

Substances

  • Chlorine Compounds
  • Peptides
  • Receptors, Androgen