Vibrational spectroscopy and density functional theory analysis of 3-O-caffeoylquinic acid.

Soni Mishra, Poonam Tandon, Pinkie J Eravuchira, Rasha M El-Abassy, Arnulf Materny

Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560 012, India.

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 2013 Mar

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Density functional theory (DFT) calculations are being performed to investigate the geometric, vibrational, and electronic properties of the chlorogenic acid isomer 3-CQA (1R,3R,4S,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexanecarboxylic acid), a major phenolic compound in coffee. DFT calculations with the 6-311G(d,p) basis set produce very good results. The electrostatic potential mapped onto an isodensity surface has been obtained. A natural bond orbital analysis (NBO) has been performed in order to study intramolecular bonding, interactions among bonds, and delocalization of unpaired electrons. HOMO-LUMO studies give insights into the interaction of the molecule with other species. The calculated HOMO and LUMO energies indicate that a charge transfer occurs within the molecule. Copyright © 2012 Elsevier B.V. All rights reserved.

Citation

Soni Mishra, Poonam Tandon, Pinkie J Eravuchira, Rasha M El-Abassy, Arnulf Materny. Vibrational spectroscopy and density functional theory analysis of 3-O-caffeoylquinic acid. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2013 Mar;104:358-67