TY - JOUR
T1 - Tandem allylic oxidation-condensation/esterification catalyzed by silica gel
T2 - An expeditious approach towards antimalarial diaryldienones and enones from natural methoxylated phenylpropenes
AU - Sharma, Abhishek
AU - Sharma, Naina
AU - Shard, Amit
AU - Kumar, Rakesh
AU - Mohanakrishnan, Dinesh
AU - Saima,
AU - Sinha, Arun K.
AU - Sahal, Dinkar
PY - 2011/7/21
Y1 - 2011/7/21
N2 - 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 (Pf3D7) 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 μM, respectively) than licochalcone (IC50 = 4.1 μM), a well known natural antimalarial compound.
AB - 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 (Pf3D7) 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 μM, respectively) than licochalcone (IC50 = 4.1 μM), a well known natural antimalarial compound.
UR - http://www.scopus.com/inward/record.url?scp=79959789304&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=79959789304&partnerID=8YFLogxK
U2 - 10.1039/c1ob05293d
DO - 10.1039/c1ob05293d
M3 - Article
C2 - 21625717
AN - SCOPUS:79959789304
SN - 1477-0520
VL - 9
SP - 5211
EP - 5219
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 14
ER -