Synthesis and antimalarial activity of febrifugine derivatives

Y. Takeuchi, M. Koike, K. Azuma, H. Nishioka, H. Abe, H. S. Kim, Y. Wataya, T. Harayama

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

The regioisomers (2a,b) of the piperidine ring of febrifugine (1a) and isofebrifugine (1b) were synthesized from 4-allyl-3-piperidone (5). Reduction of 5 afforded a mixture of the trans and cis alcohols (6a,b) without diastereoselectivity; this result differentiated it from the reduction of 2-allyl-3-piperidone (14). The antimalarial di-activity of 2a,b and related compounds was tested.

Original languageEnglish
Pages (from-to)721-725
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume49
Issue number6
DOIs
Publication statusPublished - 2001

Keywords

  • Antimalarial activity
  • Febrifugine
  • Structure-activity relationship
  • Synthesis

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

Fingerprint Dive into the research topics of 'Synthesis and antimalarial activity of febrifugine derivatives'. Together they form a unique fingerprint.

Cite this