The heterocyclic compounds naming tetrahydrocarbazoles having the significant biological properties. The newly substituted tetrahydrocarbazole derivatives were prepared from substituted phenylhydrazine and cyclohexanone in glacial acetic acid under reflux. These intermediates on reaction with substituted aromatic acid chlorides in alkaline media finally converted to N-Substituted tetrahydrocarbazoles. Fifteen compounds are synthesized and charaterized by their melting point (MP), IR, NMR, MS and elemental analysis. All the compounds were subjected to molecular docking studies for Gln-6-p enzyme (1XFF) inhibition. The in silico molecular docking study results showed that, all the synthesized compounds having good binding energy. It showed the good affinity with active pocket and it may be reflected as a good inhibitor of GlcN-6-P synthase. The anti-microbial activity was assessed by agar cup plate method and the result showed 8 compounds having the better
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Scheme-1-Synthesis of substituted tetrahydrocarbazole Dissolve 8.8gm (0.08mol) of cyclohexanone in 50 ml of glacial acetic acid add 8.8 gm (0.08mol) of substituted phenyl hydrazine and boil the solution under reflux for 15 min, cooled the solution, where the product was crystallised out. Filtered it with vacuum pump, then drained well and recrystallised using Ethanol.
Scheme-2: Synthesis of N-substituted Tetrahydrocarbazoles
Suspended 1 gm (0.07 mol) of substituted tetrahydrocarbazole in 20 mL of 10% NaOH solution into a well corked conical flask and add 2 mL of substituted acid chloride with constant shaking for 10 min. until the odour has disappeared and then it was cooled. Filtered and washed the synthesized N-Substituted derivative using water and recrystallized with ethanol.
Computational
Scheme-1-Synthesis of substituted tetrahydrocarbazole Dissolve 8.8gm (0.08mol) of cyclohexanone in 50 ml of glacial acetic acid add 8.8 gm (0.08mol) of substituted phenyl hydrazine and boil the solution under reflux for 15 min, cooled the solution, where the product was crystallised out. Filtered it with vacuum pump, then drained well and recrystallised using Ethanol.
Scheme-2: Synthesis of N-substituted Tetrahydrocarbazoles
Suspended 1 gm (0.07 mol) of substituted tetrahydrocarbazole in 20 mL of 10% NaOH solution into a well corked conical flask and add 2 mL of substituted acid chloride with constant shaking for 10 min. until the odour has disappeared and then it was cooled. Filtered and washed the synthesized N-Substituted derivative using water and recrystallized with ethanol.
Computational