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Vol. 32 No. 10 (2020): Vol 32 Issue 10

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Density Functional Theory Calculation of Molecular Descriptors for Simple Coumarins in Gas and Different Solvents

https://doi.org/10.14233/ajchem.2020.22811
Poodari Sumalatha
Department of Chemistry, Acharya Nagarjuna University, Nagarjuna Nagar-522510, India
Mannam Subbarao
Department of Chemistry, Acharya Nagarjuna University, Nagarjuna Nagar-522510, India

Corresponding Author(s) : Mannam Subbarao

mannamsrao@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 10 (2020): Vol 32 Issue 10

Abstract

The primary aim of this study is to show the importance of molecular structure analysis of pharmaceutical active coumarins compounds using quantum chemistry methods based on density functional theory. To explore the theoretical calculations for global descriptors, the standard Gaussian 09W program was used for coumarins compounds. The full geometry optimization was carried out by the B3LYP/6-311G level of theory. The octanol-water and air-water partition coefficients were also estimated using functional density theory. The order of the HOMO-LUMO energy gap for studied coumarins in the gas phase is umbelliferone (UBA) < (herniarin) HNR ~ (crenulatin) CNT < (scopoletin) SCT < (scoparone) SCO < (isoscopoletin) IST < (4-methylesculetin) MST < (umbelliferone-2-carboxylic acid) UCA < (isofraxidin) IFD < (fraxetin) FXT < (aesculetine) ACT < (dapnetine) DPT. Therefore, UBA molecule in gas phase is less stable. Compared to the measured index of electrophilicity (DE). The MST molecule is stronger, more reactive, nucleophile electrophile at the gas phase and in solvents. In all solvent phases, CNT and UCA molecules have lower values, which mean they are strong nucleophiles. From the log P values of ACT and MST coumarins are in between 1.35-1.8, so ACT and MST coumarins use oral and intestinal absorptions.

Keywords

Coumarins DFT method HOMO-LUMO energies Global descriptors Partition coefficients
Sumalatha, P., & Subbarao, M. (2020). Density Functional Theory Calculation of Molecular Descriptors for Simple Coumarins in Gas and Different Solvents. Asian Journal of Chemistry, 32(10), 2545–2552. https://doi.org/10.14233/ajchem.2020.22811
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