SYNTHESIS AND MICROBIAL EVALUATION OF SOME NOVEL ETHYL-4-(SUBSTITUTED PHENYL-5-YL)-6-(6-METHOXYNAPTHALEN)-2-OXO-CYCLOHEXA-3-ENE-1-ETHYL CARBOXYLATE DERIVATIVES

  • SATISH B. JADHAV Department of Chemistry, Balbhim Arts, Science and Commerce College, Beed 431122Maharashtra, India.
  • PRASHANT K. VIBHUTE Department of Chemistry, Balbhim Arts, Science and Commerce College, Beed 431122Maharashtra, India.
  • YOGESH N. BHARATE Department of Chemistry, Balbhim Arts, Science and Commerce College, Beed 431122Maharashtra, India.
  • ARVIND K. AGHAO Department of Chemistry, Balbhim Arts, Science and Commerce College, Beed 431122Maharashtra, India.

Abstract

Objective:A series of some novel pharmacological active moleculeEthyl-4-(substituted phenyl-5-yl)-6-(6-methoxynapthalen)-2 oxo-cyclohexa-3-ene- 1-ethyl carboxylate derivatives were synthesized and evaluated in vitro for Antibacterial activity against staphylococcus aureus, Escherichia coli, Salmonella Typhi, Bacillus subtilis and antifungal activity against Aspergillusniger, Aspergillusflavus and Penicilliumchrysogenum,Fusariummoneliforme.


Methods: The present research work describes the synthesis of Cyclohexenones by Michael addition. In the present investigation first Chalcones and their derivatives have been synthesized. Chalcones, 3-(6-methoxynaphthalen-1-yl)-1-phenylprop-2-en-1-one(3a-f) were prepared by the Aldol condensation of substituted acetophenone and 6-methoxy-1-napthaldehyde. Base catalyzed condensation of 3-(6-methoxynaphthalen-1-yl)-1-phenyl prop-2-en-1-one (3a-f) with ethyl acetoacetate (4) yields corresponding Ethyl-4-(substituted phenyl-5-yl)-6-(6-methoxynapthalen)-2-oxocyclohexa- 3-ene-1-ethyl carboxylate (5a-f).The newly synthesized compounds were characterized on the basis of elemental analysis, spectroscopic studies viz, FT-IR, 1H NMR and mass.


Results: Literature survey reveals that the synthesized pharmacological active molecule i.e. substituted Ethyl-4-(substituted phenyl-5-yl)-6-(6- methoxynapthalen)-2-oxo-cyclohexa-3-ene-1-ethyl carboxylate (5a-f)was not reported.


Conclusion:All these newly synthesized compounds were evaluated for their in vitro antimicrobial activity. Most of the compounds showed potent activity.

Keywords: Cyclohexenones, Michael addition, ethyl acetoacetate, Chalcones

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B. JADHAV, S., K. VIBHUTE, P., N. BHARATE, Y., & K. AGHAO, A. (2020). SYNTHESIS AND MICROBIAL EVALUATION OF SOME NOVEL ETHYL-4-(SUBSTITUTED PHENYL-5-YL)-6-(6-METHOXYNAPTHALEN)-2-OXO-CYCLOHEXA-3-ENE-1-ETHYL CARBOXYLATE DERIVATIVES. Innovare Journal of Sciences, 8(7), 92-95. Retrieved from https://innovareacademics.in/journals/index.php/ijs/article/view/38546
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