title: Antioxidant, anti-inflammatory and anti-hyperglycaemic activities of heterocyclic homoprostanoid derivatives.
abstract: A series of 19 heterocyclic homoprostanoids were synthesized from easily available oleic and ricinoleic acids and evaluated for their possible antioxidant, anti-inflammatory and anti-hyperlipidaemic activities. Compounds with thioxo- and oxoimidazole ring (1) and (2) have shown potent antioxidant activity with IC(50) values 0.23±0.09 and 0.41±0.01mM comparable with standard ascorbic acid. Compound (3) with a quinoxaline ring showed maximum inhibition of BSA denaturation at 1mM concentration and comparable with standard diclofenac. Incorporation of electron withdrawing substitutions like chloro- and nitro-groups in the quinoxaline ring has resulted in an increase anti-inflammatory activity. Test compounds (3), (3a) and (3c) showed modest inhibition of DPP-IV in vitro. However, the unsubstituted quinoxaline (3) and substituted quinoxalines (3b and 3c) reduced plasma glucose levels indicating the presence of hypoglycemic activity.
authors.affiliation: Department of Pharmacology, Manipal College of Pharmaceutical Sciences, Manipal University, Madhav Nagar, Manipal 576 104, Karnataka, India. manohar_sou@yahoo.co.in
authors.forename: S A
authors.initials: SA
authors.lastname: Manohara Reddy
authors.forename: Jayesh
authors.initials: J
authors.lastname: Mudgal
authors.forename: Punit
authors.initials: P
authors.lastname: Bansal
authors.forename: S G
authors.initials: SG
authors.lastname: Vasanthraju
authors.forename: K K
authors.initials: KK
authors.lastname: Srinivasan
authors.forename: C Mallikarjuna
authors.initials: CM
authors.lastname: Rao
authors.forename: N
authors.initials: N
authors.lastname: Gopalan Kutty
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology*; D005951:Glucose Tolerance Test; D006571:Heterocyclic Compounds / Q000737:chemistry / Q000494:pharmacology*; D007004:Hypoglycemic Agents / Q000737:chemistry / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D011453:Prostaglandins / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D006571:Heterocyclic Compounds; D007004:Hypoglycemic Agents; D011453:Prostaglandins