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Tandem allylic oxidation–condensation/esterification catalyzed by silica gel: an expeditious approach towards antimalarial diaryldienones and enones from natural methoxylated phenylpropenes

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Title Tandem allylic oxidation–condensation/esterification catalyzed by silica gel:
an expeditious approach towards antimalarial diaryldienones and enones from
natural methoxylated phenylpropenes
 
Creator Sharma , A
Sharma, N
Shard, A
Kumar, R
Mohanakrishan, Dinesh
---, Saima
Sinha, Arun K
Sahal, D
 
Subject Plant sciences
Natural Product Chemistry
 
Description A new one-pot strategy has been developed, wherein abundantly available methoxylated
phenylpropenes are directly transformed into corresponding dienones (1,5-diarylpenta-2,4-dien-1-ones)
and enones (chalcones and cinnamic esters) via allylic oxidation–condensation or allylic
oxidation–esterification sequences. Preliminary antimalarial activity studies of the above synthesized
diaryldienones and enones against Plasmodium falciparum (Pf 3D7) have shown them to be promising
lead candidates for developing newer and economical antimalarial agents. In particular, two enones
(12b and 13b) were found to possess comparatively better activity (IC50 = 4.0 and 3.4 mM, respectively)
than licochalcone (IC50 = 4.1 mM), a well known natural antimalarial compound.
 
Date 2011
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://ihbt.csircentral.net/955/1/tandem_allylic_oxidation.pdf
Sharma , A and Sharma, N and Shard, A and Kumar, R and Mohanakrishan, Dinesh and ---, Saima and Sinha, Arun K and Sahal, D (2011) Tandem allylic oxidation–condensation/esterification catalyzed by silica gel: an expeditious approach towards antimalarial diaryldienones and enones from natural methoxylated phenylpropenes. Journal of Organic Biomolecular Chemistry, 9. pp. 5211-5219.
 
Relation http://ihbt.csircentral.net/955/