Computational Study of Solvation Free Energy, Dipole Moment, Polarizability, Hyperpolarizability and Molecular Properties of Betulin, a Constituent of Corypha taliera (Roxb.)

Authors

  • Mohammad Firoz Khan Computational Chemistry and Bioinformatics Laboratory, Department of Pharmacy, State University of Bangladesh, Dhaka- 1205
  • Ridwan Bin Rashid Computational Chemistry and Bioinformatics Laboratory, Department of Pharmacy, State University of Bangladesh, Dhaka- 1205
  • Md Aslam Hossain Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Dhaka-1000
  • Mohammad A Rashid Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Dhaka-1000

DOI:

https://doi.org/10.3329/dujps.v16i1.33376

Keywords:

Betulin, Solvation free energy, Dipole moment, Polarizability, Solvation model

Abstract

Ab initio calculations were carried out to studysolvation free energy, dipole moment, molecular electrostatic potential (MESP), Mulliken charge distribution, polarizability, hyperpolarizability and different molecular properties like global reactivity descriptors (chemical hardness, softness, chemical potential, electronegativity, electrophilicity index) of betulin. B3LYP/6-31G(d,p) level of theory was used to optimize the structure both in gas phase and in solution. The solvation free energy, dipole moment and molecular properties were calculated by applying the Solvation Model on Density (SMD) in six solvent systems namely water, dimethyl sulfoxide (DMSO), acetonitrile, n-octanol, chloroform and carbontetrachloride. The solvation free energy of betulin increases with decreasing polarity of the solvent. No systematic trend of hyperpolarizability with solvent polarity is found. Molecular electrostatic potential (MESP) and Mulliken population analysis (MPA) reveal that the most possible sites for nucleophilic attack are C30, H76 and H77 and electrophilic attack are O1 and O2 among the atoms in betulin. However, the dipole moment, polarizability, chemical potential, electronegativity and electrophilicity index of betulin increase on going from non-polar to polar solvents. Chemical hardness was also increased with decreasing polarity of the solvent and opposite relation was found in the case of softness. These results provide better understanding of the stability and reactivity of betulin in different solvent systems.

Dhaka Univ. J. Pharm. Sci. 16(1): 1-9, 2017 (June)

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Author Biography

Mohammad Firoz Khan, Computational Chemistry and Bioinformatics Laboratory, Department of Pharmacy, State University of Bangladesh, Dhaka- 1205



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Published

2017-07-30

How to Cite

Khan, M. F., Rashid, R. B., Hossain, M. A., & Rashid, M. A. (2017). Computational Study of Solvation Free Energy, Dipole Moment, Polarizability, Hyperpolarizability and Molecular Properties of Betulin, a Constituent of Corypha taliera (Roxb.). Dhaka University Journal of Pharmaceutical Sciences, 16(1), 1–9. https://doi.org/10.3329/dujps.v16i1.33376

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