title: Antimalarial sulfide, sulfone, and sulfonamide trioxanes.
abstract: 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.
authors.affiliation: Department of Chemistry, School of Arts and Sciences, The Johns Hopkins University, Baltimore, MD 21218, USA.
authors.forename: G H
authors.initials: GH
authors.lastname: Posner
authors.forename: J P
authors.initials: JP
authors.lastname: Maxwell
authors.forename: H
authors.initials: H
authors.lastname: O'Dowd
authors.forename: M
authors.initials: M
authors.lastname: Krasavin
authors.forename: S
authors.initials: S
authors.lastname: Xie
authors.forename: T A
authors.initials: TA
authors.lastname: Shapiro
mesh_terms: D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D013057:Spectrum Analysis; D013329:Structure-Activity Relationship; D013440:Sulfides / Q000737:chemistry; D013449:Sulfonamides / Q000737:chemistry; D013450:Sulfones / Q000737:chemistry
chemical_list: D000962:Antimalarials; D013440:Sulfides; D013449:Sulfonamides; D013450:Sulfones