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Vol. 32 No. 8 (2020): Vol 32 Issue 8, 2020

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Synthesis, in vitro and in silico Studies of Naphthalene Pyrazoline Prop-2-en-1-one Derivatives

https://doi.org/10.14233/ajchem.2020.22654
B. Prabha
Department of Chemistry, Karpagam Academy of Higher Education, Coimbatore-641021, India
C. Raja
Department of Chemistry, Karpagam Academy of Higher Education, Coimbatore-641021, India
S. Nathiya
Department of Chemistry, Karpagam Academy of Higher Education, Coimbatore-641021, India
M.R. Ezhilarasi
Department of Chemistry, Karpagam Academy of Higher Education, Coimbatore-641021, India
https://orcid.org/0000-0002-5084-9446

Corresponding Author(s) : M.R. Ezhilarasi

mrezhilarasi@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 8 (2020): Vol 32 Issue 8, 2020

Abstract

The synthesized new naphthalene pyrazoline prop-2-en-1-one derivatives (NDPP 1-8) were obtained by the Michael addition reaction of ethyl propanoate, hydrazine hydrate with NPD as a multicomponent scaffold. (E)-1-(naphthalen-3-yl)-3-phenylprop-2-en-1-one (NPD) was formed from 2-acetyl naphthalene and substituted aldehyde via Claisen-Schmidt condensation reaction. The NDPP skeleton structures were confirmed by infrared, 1H & 13C NMR spectral data and elemental analysis. The structure of NDPP compounds was subjected to molecular docking and ADME studies. The result of ADME prediction, compound NDPP 2, which contains electron withdrawing -Cl group has high drug-likeness value 4.21 than the compounds NDPP 4 and 7 which had electron donating CH3 and OCH3 group shows the drug-likeness value 2.62. The NDPP 2 also has high drug score 0.63 than NDPP 4 and NDPP 7 have drug score 0.60  and 0.69, respectively. Docking studies shows that compound NDPP 5 which also contain electron withdrawing NO2 group has good binding affinity value -8.8 Kcal/mol were docked with  1UAG protein. These compounds showed good drug-likeness value 2.25 and drug score 0.65. in vitro Studies have a high inhibition value for the same NO2 substituted derivative. All the  compounds have higher binding affinity value than standards binding affinity value. 

Keywords

Naphthalene pyrazoline Prop-2-en-1-one ADME
Prabha, B. ., Raja, C. ., Nathiya, S. ., & Ezhilarasi, M. . (2020). Synthesis, in vitro and in silico Studies of Naphthalene Pyrazoline Prop-2-en-1-one Derivatives. Asian Journal of Chemistry, 32(8), 1849–1856. https://doi.org/10.14233/ajchem.2020.22654
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