Analgesic, anti-pyretic and DNA cleavage studies of novel pyrimidine derivatives of coumarin moiety.
A novel series of 4-[4-(6-phenyl-pyrimidin-4-yl)-phenoxymethyl]-chromen-2-ones [5-7(a-e)] were synthesized from various 4-bromomethyl coumarins 1(a-e). The synthesized compounds were screened for in-vivo analgesic and anti-pyretic activities at a dose of 25 and 100 mg/kg body weight (b.w), respectively. Among them, compounds 5(d), 6(c) and 7(d) exhibited significant analgesic activity comparable with standard drug analgin using Tail-flick model. Compounds 5(a) and 7(a-d) showed significant anti-pyretic activities comparable with standard drug aspirin using yeast-induced pyrexia model. DNA cleavage study by agarose gel electrophoresis method was also studied. Qualitative SAR studies indicate that, compounds with amino group at 2-position of pyrimidine ring enhances analgesic and anti-pyretic activities and compounds with hydroxyl and thio group at 2-position of pyrimidine ring increase DNA cleavage activities.
Keri
Rangappa S
RS
P.G. Department of Studies in Chemistry, Karnatak University, Pavate Nagar, Dharwad 580 003, Karnataka, India.
Hosamani
Kallappa M
KM
Shingalapur
Ramya V
RV
Hugar
Mallinath H
MH
D000700:Analgesics / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D018712:Analgesics, Non-Narcotic / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D003374:Coumarins / Q000737:chemistry*; D004247:DNA / Q000378:metabolism*; D004353:Drug Evaluation, Preclinical; D004586:Electrophoresis; D005260:Female; D008297:Male; D051379:Mice; D011743:Pyrimidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D051381:Rats; D013329:Structure-Activity Relationship
D000700:Analgesics; D018712:Analgesics, Non-Narcotic; D003374:Coumarins; D011743:Pyrimidines; D004247:DNA; C030123:coumarin; C030986:pyrimidine