Nakijiquinones J--R, sesquiterpenoid quinones with an amine residue from okinawan marine sponges

J Nat Prod. 2010 Mar 26;73(3):467-71. doi: 10.1021/np900470e.

Abstract

Nine new sesquiterpenoid quinones, nakijiquinones J-R (1-9), have been isolated from three collections of Okinawan marine sponges of the family Spongiidae, and the structures and configurations were elucidated from the spectroscopic data and chemical correlations. Nakijiquinones J-L (1-3), M and N (4 and 5, respectively), O (6), P and Q (7 and 8, respectively), and R (9) are new sesquiterpenoid quinones possessing (S)-2-methylbutylamine, isopentylamine, isobutylamine, phenethylamine, and taurine residues, respectively, attached to each quinone ring.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Marine Biology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*
  • Quinones / chemistry
  • Quinones / isolation & purification*
  • Quinones / pharmacology
  • Receptor, ErbB-2 / antagonists & inhibitors
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology

Substances

  • Quinones
  • Sesquiterpenes
  • Receptor, ErbB-2