title: Schiff's bases of quinazolinone derivatives: Synthesis and SAR studies of a novel series of potential anti-inflammatory and antioxidants.
abstract: A series of quinazolinone derived Schiff base derivatives 7-28 were synthesized and characterized as novel antioxidants and anti-inflammatory agents. The in vitro antioxidant activities of these compounds were evaluated and compared with commercial antioxidants ascorbic acid (AA), gallic acid (GA), butylatedhydroxytoluene (BHT), butylatedhydroxyanisole (BHA) employing 1,1-diphenyl-2-picryl-hydrazyl (DPPH) assay, 2,2-azinobis-(3-ethylbenzothiazoline-6-sufonic acid) (ABTS) assay and N,N-dimethyl-p-phenylenediamine dihydrochloride (DMPD) assay. The results revealed that IC50 of 17, 18, 23, 24, 25, 27 and 28 were lower than the IC50 of standards in all the three performed antioxidant assays indicating good activities of these compounds. In addition, in vitro anti-inflammatory activity of the synthesized compounds were evaluated and the results demonstrate that the compounds 9-12 exhibited excellent anti-inflammatory activity. Preliminary structure-activity relationship revealed that the compounds 17, 18, 23, 24, 25, 27 and 28 with electron donating moiety (OH, OCH3) were found to be excellent antioxidants and compounds 9, 10, 11 and 12 with electron withdrawing moiety (Cl, NO2) were found to be excellent anti-inflammatory agents.
authors: Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, Karnataka, India.
authors: K P
authors: KP
authors: Rakesh
authors: Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, Karnataka, India.
authors: H M
authors: HM
authors: Manukumar
authors: Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, Karnataka, India. Electronic address: dchannegowda@yahoo.co.in.
authors: D Channe
authors: DC
authors: Gowda
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000494:pharmacology; D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D052999:Quinazolinones / Q000737:chemistry* / Q000494:pharmacology; D012545:Schiff Bases / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D052999:Quinazolinones; D012545:Schiff Bases
keywords: Anti-inflammatory activity; Antioxidants; Electronic effect; Quinazolinones; Schiff’s bases