Synthesis of novel amino and acetyl amino-4-methylcoumarins and evaluation of their antioxidant activity.
The six novel 4-methylcoumarins bearing different functionalities such as amino, hydroxy, N-acetyl, acetoxy and nitro have been synthesized and confirmed on the basis of their spectral data (1H-, 13C-NMR, UV, IR and EI mass). They were examined for the first time for their effect on NADPH dependent liver microsomal lipid peroxidation in vitro, and the results were compared with other model 4-methylcoumarin derivatives to establish the structure-activity relationship. Our studies demonstrated that amino group is an effective substitute for the hydroxyl group for antioxidant property and produced a dramatic inhibition of lipid peroxidation. Ortho dihydroxy and ortho hydroxy-amino coumarins were found to possess highest antioxidant and radical scavenging activities.
Tyagi
Yogesh K
YK
Department of Biochemistry, VP Chest Institute, University of Delhi, Delhi 110 007, India.
Kumar
Ajit
A
Raj
Hanumantharao G
HG
Vohra
Parag
P
Gupta
Garima
G
Kumari
Ranju
R
Kumar
Pankaj
P
Gupta
Rajinder K
RK
D000107:Acetylation; D000586:Amination; D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D015227:Lipid Peroxidation / Q000187:drug effects; D008099:Liver / Q000187:drug effects / Q000378:metabolism; D008297:Male; D008745:Methylation; D015394:Molecular Structure; D009249:NADP / Q000378:metabolism; D051381:Rats; D017208:Rats, Wistar; D013329:Structure-Activity Relationship
D000975:Antioxidants; D003374:Coumarins; D009249:NADP