Evaluation of structure-reactivity descriptors and biological activity spectra of 4-(6-methoxy-2-naphthyl)-2-butanone using spectroscopic techniques.
The structure and several spectroscopic features along with reactivity parameters of the compound 4-(6-methoxy-2-naphthyl)-2-butanone (Nabumetone) have been studied using experimental techniques and tools derived from quantum chemical calculations. Structure optimization is followed by force field calculations based on density functional theory (DFT) at the B3LYP/6-311++G(d,p) level of theory. The vibrational spectra have been interpreted with the aid of normal coordinate analysis. UV-visible spectrum and the effect of solvent have been discussed. The electronic properties such as HOMO and LUMO energies have been determined by TD-DFT approach. In order to understand various aspects of pharmacological sciences several new chemical reactivity descriptors - chemical potential, global hardness and electrophilicity have been evaluated. Local reactivity descriptors - Fukui functions and local softnesses have also been calculated to find out the reactive sites within molecule. Aqueous solubility and lipophilicity have been calculated which are crucial for estimating transport properties of organic molecules in drug development. Estimation of biological effects, toxic/side effects has been made on the basis of prediction of activity spectra for substances (PASS) prediction results and their analysis by Pharma Expert software. Using the THz-TDS technique, the frequency-dependent absorptions of NBM have been measured in the frequency range up to 3THz.
Department of Applied Physics, Faculty of Engineering & Technology, M. J. P. Rohilkhand University, Bareilly, India.
Megha
M
Agrawal
Department of Applied Physics, Faculty of Engineering & Technology, M. J. P. Rohilkhand University, Bareilly, India.
Vipin
V
Deval
Department of Applied Physics, Faculty of Engineering & Technology, M. J. P. Rohilkhand University, Bareilly, India. Electronic address: drarchana.physics@gmail.com.
Archana
A
Gupta
Tata Institute of Fundamental Research, Homi Bhabha Road, Mumbai, India.
Bagvanth Reddy
BR
Sangala
Tata Institute of Fundamental Research, Homi Bhabha Road, Mumbai, India.
S S
SS
Prabhu
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry* / Q000494:pharmacology; D002074:Butanones / Q000737:chemistry* / Q000494:pharmacology; D052246:Cyclooxygenase 2 Inhibitors / Q000737:chemistry / Q000494:pharmacology; D019388:Cytochrome P-450 CYP1A2 / Q000378:metabolism; D006801:Humans; D008958:Models, Molecular; D008968:Molecular Conformation; D062105:Molecular Docking Simulation; D000077430:Nabumetone; D011485:Protein Binding; D011789:Quantum Theory; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D013816:Thermodynamics
D000894:Anti-Inflammatory Agents, Non-Steroidal; D002074:Butanones; D052246:Cyclooxygenase 2 Inhibitors; D019388:Cytochrome P-450 CYP1A2; D000077430:Nabumetone
4-(6-Methoxy-2-naphthyl)-2-butanone; Biological activity; DFT; Lipophilicity; Vibrational analysis