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

  • J Med Chem. 2001 Jul 5;44(14):2357-61. doi: 10.1021/jm010026g.
H S Kim  1 ,  Y Nagai ,  K Ono ,  K Begum ,  Y Wataya ,  Y Hamada ,  K Tsuchiya ,  A Masuyama ,  M Nojima ,  K J McCullough
Affiliations
  • 1. Faculty of Pharmaceutical Sciences, Okayama University, Tsushima, Okayama 700-8530, Japan.
PMID: 11428929 DOI: 10.1021/jm010026g
Abstract

CsOH- or Ag(2)O-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.