Synthesis, antioxidant and toxicological study of novel pyrimido quinoline derivatives from 4-hydroxy-3-acyl quinolin-2-one.
A series of novel pyrimido and other fused quinoline derivatives like 4-methyl pyrimido [5,4-c]quinoline-2,5(1H,6H)-dione (4a), 4-methyl-2-thioxo-1,2-dihydropyrimido [5,4-c]quinoline-5(6H)-one (4b), 2-amino-4-methyl-1,2-dihydropyrimido [5,4-c]quinolin-5(6H)-one (4c), 3-methylisoxazolo [4,5-c]quinolin-4(5H)-one (4d), 3-methyl-1H-pyrazolo [4,3-c]quinoline-4(5H)-one (5e), 5-methyl-1H-[1,2,4] triazepino [6,5-c]quinoline-2,6(3H,7H)-dione (5f), 5-methyl-2-thioxo-2,3-dihydro-1H-[1,2,4]triazepino [6,5-c]quinolin-6(7H)-one (5 g) were synthesized regioselectively from 4-hydroxy-3-acyl quinolin-2-one 3. They were screened for their in vitro antioxidant activities against radical scavenging capacity using DPPH(), Trolox equivalent antioxidant capacity (TEAC), total antioxidant activity by FRAP, superoxide radical (O(2)(°-)) scavenging activity, metal chelating activity and nitric oxide scavenging activity. Among the compounds screened, 4c and 5 g exhibited significant antioxidant activities.
Department of Chemistry, School of Chemical Sciences, Bharathiar University, Coimbatore, Tamil Nadu, India.
Mathan
M
Sankaran
Chandraprakash
C
Kumarasamy
Uvarani
U
Chokkalingam
Palathurai Subramaniam
PS
Mohan
D000975:Antioxidants / Q000138:chemical synthesis*; D002614:Chelating Agents / Q000138:chemical synthesis; D004353:Drug Evaluation, Preclinical / Q000379:methods; D016166:Free Radical Scavengers / Q000138:chemical synthesis*; D005609:Free Radicals / Q000037:antagonists & inhibitors; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000975:Antioxidants; D002614:Chelating Agents; D016166:Free Radical Scavengers; D005609:Free Radicals; D011804:Quinolines