Synthesis and structure-activity relationships for cytotoxicity and apoptosis-inducing activity of (+)-halichonine B

Ichiro Hayakawa, Tomomi Nakamura, Osamu Ohno, Kiyotake Suenaga, Hideo Kigoshi

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

Halichonine B is a sesquiterpene alkaloid isolated from the marine sponge Halichondria okadai Kadota. Halichonine B has exhibited cytotoxicity against mammalian cancer cells and induced apoptosis in the human leukemia cell line HL60. Here we established a practical route for the synthesis of halichonine B and its analogues, and we evaluated their biological activities. It was revealed that the secondary amino groups in the side chain portion are important for the strong cytotoxicity of halichonine B and that the N11-prenyl group is unimportant. Halichonine B and its analogues were also observed to induce apoptosis in HL60 cells.

Original languageEnglish
Pages (from-to)9969-9976
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume13
Issue number39
DOIs
Publication statusPublished - Aug 11 2015

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis and structure-activity relationships for cytotoxicity and apoptosis-inducing activity of (+)-halichonine B'. Together they form a unique fingerprint.

Cite this