Synthesis and antimalarial activity of febrifugine derivatives

Yasuo Takeuchi, M. Koike, K. Azuma, Hiromi Nishioka, H. Abe, Hye-Sook Kim, Y. Wataya, T. Harayama

Research output: Contribution to journalArticle

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

Fingerprint

Piperidones
Antimalarials
Derivatives
Alcohols
febrifugine

Keywords

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

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Pharmacology

Cite this

Synthesis and antimalarial activity of febrifugine derivatives. / Takeuchi, Yasuo; Koike, M.; Azuma, K.; Nishioka, Hiromi; Abe, H.; Kim, Hye-Sook; Wataya, Y.; Harayama, T.

In: Chemical and Pharmaceutical Bulletin, Vol. 49, No. 6, 2001, p. 721-725.

Research output: Contribution to journalArticle

Takeuchi, Yasuo ; Koike, M. ; Azuma, K. ; Nishioka, Hiromi ; Abe, H. ; Kim, Hye-Sook ; Wataya, Y. ; Harayama, T. / Synthesis and antimalarial activity of febrifugine derivatives. In: Chemical and Pharmaceutical Bulletin. 2001 ; Vol. 49, No. 6. pp. 721-725.
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AU - Koike, M.

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AU - Kim, Hye-Sook

AU - Wataya, Y.

AU - Harayama, T.

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