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A new series of 2-(4,5,6,7-tetrahydrobenzo[ c ]isoxazol-3-yl)-4 H -chromen-4-ones  5a-e  were synthesized from 1-(2-hydroxyphenyl)-3-(4,5,6,7-tetrahydrobenzo[ c ]isoxazol-3-yl)propane-1,3-diones  4a-e  in presence of acetic acid and conc. HCl. Compounds  4a-e  were synthesized by Baker-Venkataraman rearrangement from 2-acetylphenyl 4,5,6,7-tetrahydrobenzo[c]isoxazole-3-carboxylate  3a-e  in presence of pyridine and KOH and compounds  3a-e  were synthesized from 4,5,6,7-tetrahydrobenzo[ c ]isoxazole-3-carboxylic acid  1  and substituted 2-hydroxy acetophenone  2a-e . All the synthesized compounds were characterized with the help of IR,  1 H NMR,  13 C NMR and mass spectroscopic techniques. All the compounds were screened for their  in vitro  anti-inflammatory activities. Furthermore, molecular docking study against COX-2 enzyme could provide valuable insight into the binding affinity of these molecules and the type of thermodynamic interactions governing their binding.

Synthesis and Biological Evaluation of 2-(4,5,6,7-Tetrahydrobenzo[ c ]Isoxazol-3-yl)-4 H -Chromen-4-Ones