Halichonadins K and L, new dimeric sesquiterpenoids from a sponge Halichondria sp

Org Lett. 2012 Jul 6;14(13):3498-501. doi: 10.1021/ol3014705. Epub 2012 Jun 21.

Abstract

Two new structurally unique dimeric sesquiterpenoids, halichonadins K (1) and L (2), were isolated from an Okinawan marine sponge Halichondria sp. The structures of 1 and 2 were elucidated on the basis of spectroscopic analysis including a single crystal X-ray diffraction analysis and chemical conversion. Halichonadins K (1) and L (2) are homodimers of the eudesmane sesquiterpene linked with a piperidine ring through amide bonds. Halichonadin K (1) showed moderate cytotoxicity against KB cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Crystallography, X-Ray
  • Models, Molecular
  • Molecular Conformation
  • Porifera / chemistry*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Stereoisomerism

Substances

  • Sesquiterpenes
  • halichonadin K
  • halichonadin L