title: Weak base dispiro-1,2,4-trioxolanes: potent antimalarial ozonides.
abstract: Thirty weak base 1,2,4-dispiro trioxolanes (secondary ozonides) were synthesized. Amino amide trioxolanes had the best combination of antimalarial and biopharmaceutical properties. Guanidine, aminoxy, and amino acid trioxolanes had poor antimalarial activity. Lipophilic trioxolanes were less stable metabolically than their more polar counterparts.
authors.affiliation: College of Pharmacy, University of Nebraska Medical Center, 986025 Nebraska Medical Center, Omaha, NE, USA.
authors.forename: Yuanqing
authors.initials: Y
authors.lastname: Tang
authors.forename: Yuxiang
authors.initials: Y
authors.lastname: Dong
authors.forename: Sergio
authors.initials: S
authors.lastname: Wittlin
authors.forename: Susan A
authors.initials: SA
authors.lastname: Charman
authors.forename: Jacques
authors.initials: J
authors.lastname: Chollet
authors.forename: Francis C K
authors.initials: FC
authors.lastname: Chiu
authors.forename: William N
authors.initials: WN
authors.lastname: Charman
authors.forename: Hugues
authors.initials: H
authors.lastname: Matile
authors.forename: Heinrich
authors.initials: H
authors.lastname: Urwyler
authors.forename: Arnulf
authors.initials: A
authors.lastname: Dorn
authors.forename: Saroj
authors.initials: S
authors.lastname: Bajpai
authors.forename: Xiaofang
authors.initials: X
authors.lastname: Wang
authors.forename: Maniyan
authors.initials: M
authors.lastname: Padmanilayam
authors.forename: Jean M
authors.initials: JM
authors.lastname: Karle
authors.forename: Reto
authors.initials: R
authors.lastname: Brun
authors.forename: Jonathan L
authors.initials: JL
authors.lastname: Vennerstrom
mesh_terms: D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: C503429:1,2,4-trioxane; D000962:Antimalarials; D006571:Heterocyclic Compounds