Synthesis, Spectral Studies, Pharmacological and Insect Antifeedant Activities of some (E)-1-(2-(2-Benzyloxy-3-Methacrylate))-1-Naphthyl Enones

Thirunarayanan, G.; Dineshkumar, S.; Arulkumaran, R.; Sundararajan, R.; Kamalakkannan, D.; Suresh, R.; Sakthinathan, S.P.; Manikandan, V.; Vanangamudi, Ganesan

doi:10.18052/www.scipress.com/ILCPA.57.51

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Synthesis, Spectral Studies, Pharmacological and Insect Antifeedant Activities of some (E)-1-(2-(2-Benzyloxy-3-Methacrylate))-1-Naphthyl Enones

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Abstract:

Totally twelve title compounds have been synthesized by Claisen-Schmidt condensation of (E)-methyl 2-(2-(((1-acetylnaphthalen-2-yl) oxy) methyl) phenyl)-3-methoxy acrylate and substituted benzaldehydes in presence of catalytic quantity of LiOH.H₂O catalyst under stirring in room temperature. The yields of the compounds are more than 92%. The synthesized titled compounds were characterized by their physical constants, IR, NMR and Mass spectral data. The spectral data such as infrared ν CO_s-cis, _s-trans, CO_ester, NMR chemical shifts (δ, ppm) of H_α, H_β, C_α, C_β, CO of enone moiety, H_βʹ and CO of acrylate moieties have been correlated with Hammett substituent constants, F and R parameters. The antimicrobial, antioxidant and insect antifeedant activities of all synthesized compounds have been evaluated using corresponding bacterial and fungal strains, DPPH radical scavenging and Disc diffusion bio-assay of 4^th instar larvae Achoea Janata L with castor-leaf discs.

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Periodical:

International Letters of Chemistry, Physics and Astronomy (Volume 57)

Pages:

51-65

DOI:

https://doi.org/10.18052/www.scipress.com/ILCPA.57.51

Citation:

G. Thirunarayanan et al., "Synthesis, Spectral Studies, Pharmacological and Insect Antifeedant Activities of some (E)-1-(2-(2-Benzyloxy-3-Methacrylate))-1-Naphthyl Enones", International Letters of Chemistry, Physics and Astronomy, Vol. 57, pp. 51-65, 2015

Online since:

August 2015

Authors:

G. Thirunarayanan, S. Dineshkumar, R. Arulkumaran, R. Sundararajan, D. Kamalakkannan, R. Suresh, S.P. Sakthinathan, V. Manikandan, Ganesan Vanangamudi

Keywords:

(E)- 2-Benzyloxy-(3-Methoxy Acrylate)-1-Naphthyl Enones, Antimicrobial Activity, Antioxidant Activity, Hammett Equation, Insect Antifeedant Activity

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