Bioorganic & medicinal chemistry

Synthesis of new 6-alkylvinyl/arylalkylvinyl substituted 1, 2, 4-trioxanes active against multidrug-resistant malaria in mice

C Singh, N Gupta, SK Puri

Index: Singh, Chandan; Gupta, Nitin; Puri, Sunil K. Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 21 p. 5553 - 5562

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Citation Number: 40

Abstract

3-Alkyl/arylalkyl substituted 2-butenols 9, 10, 23a–d undergo regiospecific photooxygenation to furnish β-hydroxyhydroperoxides 11, 12, 24a–d, respectively, in reasonable yields. Acid catalyzed condensation of 11, 12, 24a–d with various ketones furnish new 1, 2, 4-trioxanes 13–18, 25a–d, 26a–d, 27a–d in good yields. Several of these trioxanes show promising antimalarial activity against multidrug-resistant Plasmodium ...