Antimalarial sulfide, sulfone, and sulfonamide trioxanes

Gary H. Posner, John P. Maxwell, Hardwin O'Dowd, Mikhail Krasavin, Suji Xie, Theresa A. Shapiro

Research output: Contribution to journalArticlepeer-review

37 Scopus citations


A series of trioxanes featuring sulfide, sulfone, and sulfonamide substituents in diverse positions has been prepared. Structure-activity relationship (SAR) generalizations highlight two major factors controlling the antimalarial potency of these new chemical entities: (1) the proximity of the sulfur-containing substituent to the crucial peroxide bond and (2) the oxidation state of the sulfur-containing substituent. Generally, sulfones are more antimalarially potent than the corresponding sulfides. Copyright (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)1361-1370
Number of pages10
JournalBioorganic and Medicinal Chemistry
Issue number6
StatePublished - Jun 2000

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry


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