Conversion of antimalarial drug artemisinin to a new series of tricyclic 1,2,4-trioxanes1.
A highly efficient route for the conversion of the antimalarial drug artemisinin to a novel hydroxy-functionalized tricyclic 1,2,4-trioxane 6 is reported. Neither the trioxane 6 nor its derivatives 14-16, all of which lack the hydrolytically unstable acetal-lactone linkage, show antimalarial activity comparable with that of artemisinin.
Singh
Chandan
C
Division of Medicinal & Process Chemistry and Division of Parasitology, Central Drug Research Institute, Lucknow-226001, India. chandancdri@yahoo.com
Chaudhary
Sandeep
S
Kanchan
Rani
R
Puri
Sunil K
SK
D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology; D037621:Artemisinins / Q000737:chemistry* / Q000494:pharmacology; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000962:Antimalarials; D037621:Artemisinins; D006571:Heterocyclic Compounds; C031327:artemisinin