title: Quantitative structure-activity relationship study of orally active cyclooxygenase-2 (COX-2) inhibitors of derivatives of 3-phenoxypyran-4-one.
abstract: The cyclooxygenase (COX) inhibition activities of the derivatives of 3-phenoxypyran-4-one were analyzed through multiple-regression analysis (MRA). Appropriate physicochemical parameters, identified for the substitutents of phenyl ring, attached to 3-phenoxypyran-4-one moiety were quantitatively correlated with COX-2 and COX-1 inhibition activities of these compounds. The derived significant correlation equation for COX-2 inhibition suggested that the ortho-substituent with negative resonance parameter, the para-substituent with lower dipole moment and the meta-substituent having higher resonance parameter were advantageous for the activity. The derived correlation equation for COX-1 inhibition suggested the significance of resonance effect for ortho-substituents and electron-donating effect for para-substituent. A few potential congeners were also suggested for further synthesis.
authors: Department of Chemistry, S. K. Government College, Sikar, India.
authors: Manju
authors: M
authors: Shekhawat
authors: P
authors: P
authors: Singh
authors: R
authors: R
authors: Kumar
mesh_terms: D000284:Administration, Oral; D051546:Cyclooxygenase 2 / Q000378:metabolism; D052246:Cyclooxygenase 2 Inhibitors / Q000008:administration & dosage / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D006801:Humans; D066298:In Vitro Techniques; D011753:Pyrones / Q000008:administration & dosage / Q000737:chemistry* / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship
chemical_list: D052246:Cyclooxygenase 2 Inhibitors; D011753:Pyrones; D051546:Cyclooxygenase 2