Title:Synthesis, Biological Evaluation and QSAR Studies of Newer Isoxazole Derivatives
VOLUME: 14 ISSUE: 2
Author(s):Sahaya Asirvatham and Supriya Mahajan
Affiliation:Department of Pharmaceutical Chemistry, St. John Institute of Pharmacy and Research, Vevoor, Palghar (E), India.
Keywords:Anti-inflammatory activity, carrageenan, chalcone, 4-methoxyacetophenone, QSAR.
Abstract:A series of newer 3-(4'-methoxyphenyl)-5-substituted phenylisoxazoles derivatives
have been synthesized by reacting hydroxylamine hydrochloride with chalcones. The chalcones
were formed by reacting different aromatic aldehydes with 4-methoxyacetophenone in
presence of aqueos potassium hydroxide (KOH). The purity of all the synthesized compounds
was checked by recording their melting points and the retention Factors (Rf) values
from thin layer chromatography. The structures of the compounds were characterized by recording their infrared
(IR) spectra and confirmed by recording their nuclear magnetic resonance (1H NMR) spectra. The acute
toxicity study was carried out on all the synthesized compounds and they were screened for their antiinflammatory
activity by carrageenan induced rat paw edema method. Anti-inflammatory studies showed statistically
significant activity when compared to the control, indomethacin. The two most potent compounds
giving good anti-inflammatory activity were further evaluated for their antiulcer activity. The compounds
were subjected to quantitative structure activity relationships (QSAR) studies. A close correlation between the
observed and the predicted anti-inflammatory activity (Log % inhibition) for the compounds indicated the development
of the best QSAR model. The synthesized compounds were found to be non-ulcerogenic as compared
to the standard, aspirin.
