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 language | English |
|---|---|
| Pages (from-to) | 721-725 |
| Number of pages | 5 |
| Journal | Chemical and Pharmaceutical Bulletin |
| Volume | 49 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - Jul 9 2001 |
Keywords
- Antimalarial activity
- Febrifugine
- Structure-activity relationship
- Synthesis
ASJC Scopus subject areas
- Chemistry(all)
- Drug Discovery
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Cite this
Takeuchi, Y., Koike, M., Azuma, K., Nishioka, H., Abe, H., Kim, H. S., Wataya, Y., & Harayama, T. (2001). Synthesis and antimalarial activity of febrifugine derivatives. Chemical and Pharmaceutical Bulletin, 49(6), 721-725. https://doi.org/10.1248/cpb.49.721