Modifications of the alpha,beta-double bond in chalcones only marginally affect the antiprotozoal activities.
Methods for selective alkylation of chalcones in the alpha- or beta-position and for selective reduction of the alpha,beta-double bond have been developed. The antiparasitic potencies of the alpha,beta-double bond modified chalcones only differ marginally from the potencies of the parent chalcones indicating that the propenone residue only functions as a spacer between the two benzene rings, which are the true pharmacophore.
Nielsen
S F
SF
Department of Medicinal Chemistry, Royal Danish School of Pharmacy, and State Serum Institute, Copenhagen.
Kharazmi
A
A
Christensen
S B
SB
D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology; D002599:Chalcone / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000494:pharmacology; D004912:Erythrocytes / Q000187:drug effects / Q000469:parasitology; D018320:Leishmania major / Q000187:drug effects; D010963:Plasmodium falciparum / Q000187:drug effects; D013329:Structure-Activity Relationship; D014344:Trypanocidal Agents / Q000737:chemistry* / Q000494:pharmacology
D000962:Antimalarials; D014344:Trypanocidal Agents; D002599:Chalcone