title: Synthesis and anti-inflammatory activity of novel (4-hydroxyphenyl)(2,4-dimethoxyphenyl) methanone derivatives.
abstract: In the scope of the research program aiming to perform the synthesis and pharmacological evaluation of novel possible anti-inflammatory compounds, in this manuscript, we report the synthesis of novel carboxamide 9a-d and thioamide 10a-d derivatives from the benzophenone and piperidine nucleus. Variation in the functional group at the N-terminal of piperidine led to two sets of compounds, bearing the carboxamide and thioamide, respectively. The characterization of this new class of compounds was performed with (1)H-NMR, LC-MS, IR, and elemental analysis. The newly synthesized compounds were screened for their anti-inflammatory activity by carrageenan-induced foot pad oedema assay and were compared with a standard drug. All the compounds exhibited anti-inflammatory activity at the dose of 30 mg/kg p.o. with varying degree from 52 to 67% inhibition of oedema. The compounds 9d and 10d with dichloro and fluoro substitution showed more potent activity at 30 mg/kg p.o. than the standard drug.
authors.affiliation: Department of Studies in Chemistry, University of Mysore, Mysore, India.
authors.forename: Kambappa
authors.initials: K
authors.lastname: Vinaya
authors.forename: Raja
authors.initials: R
authors.lastname: Naika
authors.forename: Channappillekoppal S Ananda
authors.initials: CS
authors.lastname: Kumar
authors.forename: Somasagara R
authors.initials: SR
authors.lastname: Ranganath
authors.forename: Salekoppal B Benaka
authors.initials: SB
authors.lastname: Prasad
authors.forename: Venkatarangaiah
authors.initials: V
authors.lastname: Krishna
authors.forename: Kanchugarakoppal S
authors.initials: KS
authors.lastname: Rangappa
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001577:Benzophenones / Q000138:chemical synthesis* / Q000494:pharmacology*; D002351:Carrageenan; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D008297:Male; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
chemical_list: D000893:Anti-Inflammatory Agents; D001577:Benzophenones; D010880:Piperidines; C032727:piperidine; C047723:benzophenone; D002351:Carrageenan