Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes

Hye-Sook Kim, Y. Nagai, K. Ono, K. Begum, Y. Wataya, Y. Hamada, K. Tsuchiya, A. Masuyama, M. Nojima, K. J. McCullough

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Abstract

CsOH- or Ag2O-mediated cycloalkylation of (alkylidene)bisperoxides 3 and 1,n-dihaloalkanes (n = 3-8) provided the corresponding medium-sized 1,2,4,5-tetraoxacycloalkanes 4-8 in moderate yields. Subsequent evaluation of the antimalarial activity of the cyclic peroxides 4-8 in vitro and in vivo revealed that 1,2,6,7-tetraoxaspiro[7.11]nonadecane 4a has considerable potential as a new, inexpensive, and potent antimalarial drug.

Original languageEnglish
Pages (from-to)2357-2361
Number of pages5
JournalJournal of Medicinal Chemistry
Volume44
Issue number14
DOIs
Publication statusPublished - Jul 5 2001

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ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Kim, H-S., Nagai, Y., Ono, K., Begum, K., Wataya, Y., Hamada, Y., Tsuchiya, K., Masuyama, A., Nojima, M., & McCullough, K. J. (2001). Synthesis and antimalarial activity of novel medium-sized 1,2,4,5-tetraoxacycloalkanes. Journal of Medicinal Chemistry, 44(14), 2357-2361. https://doi.org/10.1021/jm010026g