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Weak base dispiro-1,2,4-trioxolanes: potent antimalarial ozonides. 2007
Yuanqing Tang, and
Yuxiang Dong, and
Sergio Wittlin, and
Susan A Charman, and
Jacques Chollet, and
Francis C K Chiu, and
William N Charman, and
Hugues Matile, and
Heinrich Urwyler, and
Arnulf Dorn, and
Saroj Bajpai, and
Xiaofang Wang, and
Maniyan Padmanilayam, and
Jean M Karle, and
Reto Brun, and
Jonathan L Vennerstrom
College of Pharmacy, University of Nebraska Medical Center, 986025 Nebraska Medical Center, Omaha, NE, USA.
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.
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