Photo-oxygenation of geraniol: synthesis of a novel series of hydroxy-functionalized anti-malarial 1,2,4-trioxanes.
Photo-oxygenation of geraniol 2, an abundantly available allylic alcohol, furnished a mixture of mono- and di-hydroperoxy products; the latter have been used for the preparation of a novel series of hydroxy-functionalized anti-malarial 1,2,4-trioxanes (7a-d, 8a-d).
Singh
Chandan
C
Division of Medicinal Chemistry, Central Drug Research Institute, Lucknow-226001, India. chandancdri@yahoo.com
Gupta
Nitin
N
Puri
Sunil K
SK
D000080462:Acyclic Monoterpenes; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology*; D018432:Drug Resistance, Multiple; D051379:Mice; D010084:Oxidation-Reduction; D021261:Parasitic Sensitivity Tests; D010545:Peroxides / Q000737:chemistry* / Q000494:pharmacology*; D010777:Photochemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D010967:Plasmodium yoelii / Q000187:drug effects; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry*
D000080462:Acyclic Monoterpenes; D000962:Antimalarials; D010545:Peroxides; D013729:Terpenes; C007836:geraniol