Synthesis and antifilarial evaluation of 7-O-acetamidyl-4-alkyl-2H-1-benzopyran-2-ones.
A series of 7-O-acetamidyl-4-alkyl-2H-1-benzopyran-2-ones (5-23) has been synthesized by amidation of 7-O-(carbethoxymethyl)-4-alkyl-2H-1-benzopyran-2-ones (2a, 2b) with different primary and secondary amines in fair to good yield. The resulting compounds were screened for their filarial DNA topoisomerase inhibitory activity under in vivo condition in Setaria cervi. The compounds were tested in vitro against Brugia malayi. A few of the compounds possess promising antifilarial activity.
Katiyar
Diksha
D
Medicinal Chemistry Division, Central Drug Research Institute, Lucknow, India.
Tiwari
Vinod Kumar
VK
Tripathi
Rama Pati
RP
Reddy
Velurijagan Mohan
VM
Bhattacharya
Shailza Mishra
SM
Saxena
Jitendra Kumar
JK
D000081:Acetamides / Q000138:chemical synthesis* / Q000627:therapeutic use*; D000818:Animals; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000627:therapeutic use*; D017178:Brugia malayi / Q000187:drug effects; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004791:Enzyme Inhibitors / Q000494:pharmacology; D005260:Female; D005369:Filaricides / Q000138:chemical synthesis* / Q000627:therapeutic use*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D017182:Setaria Nematode / Q000187:drug effects; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D059005:Topoisomerase II Inhibitors
D000081:Acetamides; D001578:Benzopyrans; D004791:Enzyme Inhibitors; D005369:Filaricides; D007202:Indicators and Reagents; D059005:Topoisomerase II Inhibitors