Spectroscopic investigation (FT-IR, FT-Raman and SERS), vibrational assignments, HOMO-LUMO analysis and molecular docking study of Opipramol

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 137, Issue , 2015, Pages 547-559

  Mary, Y Sheena ^a   Panicker, C Yohannan ^b   Kavitha, C N ^c   Yathirajan, H S ^c   Siddegowda, M S ^d   Cruz, Sandra M A ^e   Nogueira, Helena I S ^e   Al Saadi, Abdulaziz A ^f   Van Alsenoy, Christian ^g   War, Javeed Ahmad ^h  

^a FATIMA MATA NATIONAL COLLEGE   (India)

^b TKM COLLEGE OF ARTS AND SCIENCE   (India)

^c UNIVERSITY OF MYSORE   (India)

^d R L Fine Chem   (India)

^e UNIVERSITY OF AVEIRO   (Portugal)

^f KING FAHD UNIVERSITY OF PETROLEUM AND MINERALS   (Saudi Arabia)

^g UNIVERSITY OF ANTWERP   (Belgium)

^h DR H S GOUR UNIVERSITY   (India)

Author keywords

Molecular docking; Opipramol; Piperazine; SERS

Indexed keywords

GEOMETRY; MOLECULAR MODELING; POTENTIAL ENERGY; QUANTUM CHEMISTRY; RAMAN SCATTERING; RAMAN SPECTROSCOPY; SILVER;

LIGAND-RECEPTOR INTERACTIONS; MOLECULAR DOCKING; MOLECULAR ELECTROSTATIC POTENTIALS; OPIPRAMOL; PIPERAZINE; POTENTIAL ENERGY DISTRIBUTION; QUANTUM CHEMICAL CALCULATIONS; SERS;

SPECTROSCOPIC ANALYSIS;

CYTOCHROME P450; LIGAND; OPIPRAMOL;

CHEMISTRY; ENZYME ACTIVE SITE; HYDROGEN BOND; INFRARED SPECTROSCOPY; METABOLISM; MOLECULAR DOCKING; PROTEIN CONFORMATION; QUANTUM THEORY; RAMAN SPECTROMETRY; SPECTROSCOPY; STATIC ELECTRICITY; VIBRATION; X RAY DIFFRACTION;

CATALYTIC DOMAIN; CYTOCHROME P-450 ENZYME SYSTEM; HYDROGEN BONDING; LIGANDS; MOLECULAR DOCKING SIMULATION; OPIPRAMOL; PROTEIN CONFORMATION; QUANTUM THEORY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SPECTRUM ANALYSIS; SPECTRUM ANALYSIS, RAMAN; STATIC ELECTRICITY; VIBRATION; X-RAY DIFFRACTION;

EID: 84907205700     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2014.08.106     Document Type: Article

References (83)

1. E.Y. Yi, E.J. Jeong, H.S. Song, M.S. Lee, D.W. Kang, J.H. Joo, H.S. Kwon, S.H. Lee, S.K. Park, S.G. Chung, E.H. Cho, and Y.J. Kim Int. J. Oncol. 25 2004 365 372
2. J.J. Sampson, I.O. Donkor, R.L. Huang, and S.E. Adunyah Int. J. Biochem. Mol. Biol. 2 2011 78 88
3. R.N. Sharma, and R. Ravani Med. Chem. Res. 22 2013 2788 2794
4. G.D. Hatnapure, A.P. Keche, A.H. Rodge, S.S. Birajdar, R.H. Tale, and V.M. Kamble Bioorg. Med. Chem. Lett. 22 2012 6385 6390
5. Y. Osa, S. Kobayashi, Y. Sato, Y. Suzuki, K. Takino, T. Takeuchi, Y. Miyata, M. Sakaguchi, and H. Takayanagi J. Med. Chem. 46 2003 1948 1956
6. H.J. Moller, H.P. Volz, I.W. Reimann, and K.D. Stoll J. Clin. Psychopharmacol. 21 2001 59 65
7. W. Schindler, and H. Blattner Helv. Chim. Acta 44 1961 753 762
8. H.K. Fun, W.S. Loh, M.S. Siddegowda, H.S. Yathirajan, and B. Narayana Acta Cryst. E67 2011 o1598
9. J.P. Jasinski, A.E. Pek, B.P. Siddaraju, H.S. Yathirajan, and B. Narayana Acta Cryst. E66 2010 o1979 o1980
10. R. Betz, T. Geber, E. Hosten, B.P. Siddaraju, and H.S. Yathirajan Acta Cryst. E67 2011 o2994 o2995
11. M.S. Siddegowda, J.P. Jasinski, J.A. Golen, H.S. Yathirajan, and M.T. Swamy Acta Cryst. E67 2011 o2296
12. R. Mishra, A.A. Siddiqui, M. Rashid, A.R. Ramesha, R.M. Rohini, and S. Khaidem Der Pharma Chem. 2 2010 185 194
13. S. Mohapatra, N.M. Rath, A. Agarwal, and J. Verma Delhi Psych. J. 16 2013 409 411
14. D. Cremer, and J.A. Pople J. Am. Chem. Soc. 97 1975 1354 1358
15. B. Nagaraj, H.S. Yathirajan, and D.E. Lynch Acta Cryst. E61 2005 o1757 o1759
16. P.C. Lee, and D.J. Meisel J. Phys. Chem. 86 1982 3391 3395
17. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, and D.J. Fox Gaussian 09, Revision D.01 2013 Gaussian, Inc. Wallingford, CT
18. J.B. Foresman E. Frisch, Exploring Chemistry with Electronic Structure Methods: A Guide to Using Gaussian 1996 Gaussian Inc. Pittsburg, PA
19. R. Dennington, T. Keith, and J. Millam GaussView, Version 5 2009 Semichem Inc. Shawnee Missions, KS
20. J.M.L. Martin, C. Van Alsenoy, GAR2PED, A Program to Obtain a Potential Energy Distribution form a Gaussian Archive Record, University of Antwerp, Belgium, 2007.
21. J. Coates R.A. Meyers, Interpretation of Infrared Spectra, A Practical Approach 2000 John Wiley & Sons Inc. Chichester
22. N.P.G. Roeges A Guide to Complete Interpretation of IR Spectra of Organic Structures 1994 Wiles New York
23. G. Varsanyi Assignments of Vibrational Spectra of Seven Hundred Benzene Derivatives 1974 Wiley New York
24. M. Kaur, Y.S. Mary, C.Y. Panicker, H.T. Varghese, H.S. Yathirajan, K. Byrappa, and C. Van Alsenoy Spectrochim. Acta 120 2014 445 455
25. O. Alver, C. Parlak, and M. Senyel Spectrochim. Acta 67A 2007 793 801
26. V. Krishnakumar, and S. Seshadri Spectrochim. Acta 68A 2007 833 838
27. P.J. Hendra, and D.B. Powell Spectrochim. Acta 18 1962 299 306
28. H.L. Spell Anal. Chem. 41 1969 902 905
29. M.A.S. da Silva, S. deo Pinheiro, T. doss Francisco, F.O.N. da Silva, A.A. Batista, J. Ellena, I.M.M. Carvalho, J.R. de Sousa, F.A. Dias-Filho, E. Longhinotti, and I.C.N. Diogenes J. Braz. Chem. Soc. 21 2010 1754 1759
30. A.A. El-Emam, Abdul-Malek S. Al-Tamimi, K.A. Al-Rashood, H.N. Misra, V. Narayan, O. Prasad, and L. Sinha J. Mol. Struct. 1022 2012 49 60
31. I. Sidir, Y.G. Sidir, E. Tasal, and C. Ogretir J. Mol. Struct. 980 2010 230 244
32. S. Gunasekaran, and B. Anita Indian J. Pure Appl. Phys. 46 2008 833 838
33. N.B. Colthup, L.H. Daly, and S.E. Wiberly Introduction to Infrared and Raman Spectroscopy second ed. 1975 Academic Press New York
34. R.M. Silverstein, G.C. Bassler, and T.C. Morril Spectrometric Identification of Organic Compounds fifth ed. 1991 John Wiley & Sons Inc. Singapore
35. A.S. El-Shahawy, S.M. Ahmed, and N.K. Sayed Spectrochim. Acta 66A 2007 143 162
36. C.Y. Panicker, M.R. Anoop, P.S. Binil, Y.S. Mary, H.T. Varghese, and T.K. Manojkumar Int. J. Ind. Chem. 2 2011 33 44
37. S. Nie, and S.R. Emory Science 275 1997 1102 1106
38. J.A. Creighton Spectroscopy of Surfaces - Advances in Spectroscopy vol. 16 1988 Wiley New York
39. H.T. Varghese, C.Y. Panicker, D. Philip, J.R. Mannekutla, and S.R. Inamdar Spectrochim. Acta 66 2007 959 963
40. C.Y. Panicker, H.T. Varghese, D. Philip, H.I.S. Nogueira, and K. Castkova Spectrochim. Acta 67 2007 1313 1320
41. C.Y. Panicker, H.T. Varghese, A. Raj, K. Raju, T.E. Bolelli, I. Yildiz, O. Temiz-Arpaci, C.M. Granadeiro, and H.I.S. Nogueira Spectrochim. Acta 74 2009 132 139
42. A. Raj, Y.S. Mary, C.Y. Panicker, H.T. Varghese, and K. Raju Spectrochim. Acta 113 2013 28 36
43. M. Moskovits, and J.S. Suh J. Phys. Chem. 92 1988 6327 6329
44. Y.S. Mary, P.J. Jojo, C. Van Alsenoy, M. Kaur, M.S. Siddegowda, H.S. Yathirajan, H.I.S. Nogueira, and S.M.A. Cruz Spectrochim. Acta 120 2014 340 350
45. J.A. Creighton Surf. Sci. 124 1983 209 221
46. C.Y. Panicker, H.T. Varghese, and L. Ushakumary J. Raman Spectrosc. 40 2009 2023 2030
47. H.T. Varghese, C.Y. Panicker, and D. Philip J. Raman Spectrosc. 38 2007 309 315
48. J.F. Arenas, S.P. Centeno, I. Lopez-Tocon, and J.C. Otero Vib. Spectrosc. 35 2004 39 44
49. X.Y. Li, Q.J. Huang, V.I. Petrov, Y.T. Xie, Q. Luo, X. Yu, and Y.J. Yan J. Raman Spectrosc. 36 2005 555 573
50. Y.S. Mary, C.Y. Panicker, H.T. Varghese, K. Raju, T.E. Bolelli, I. Yidiz, C.M. Granadeiro, and H.I.S. Nogueira J. Mol. Struct. 994 2011 223 231
51. A. Campion, and P. Kambhampati Chem. Soc. Rev. 27 1998 241 250
52. J.F. Arenas, J. Soto, I. Lopez-Tocon, D.J. Fernandez, J.C. Otero, and J.I. Marcos J. Chem. Phys. 116 2002 7207 7216
53. R.L. Garrell, J.E. Chadwick, D.L. Severance, N.A. McDonald, and D.C. Myles J. Am. Chem. Soc. 117 1995 11563 11571
54. J. Sarkar, J. Chowdhury, M. Ghosh, R. De, and G.B. Talapatra J. Phys. Chem. 109B 2005 22536 22544
55. C. Kittel Introduction to Solid State Physics fifth ed. 1976 John Wiley & Sons Inc. New York
56. E.D. Glendening, A.E. Reed, J.E. Carpenter, F. Weinhold, NBO Version 3.1, TCI, University of Wisconsin, Madison, 1998.
57. M. Szafran, A. Komasa, and E.D. Adamska J. Mol. Struct. 827 2007 101 107
58. J. Choo, S. Kim, H. Joo, and Y. Kwon J. Mol. Struct. Theochem. 587 2002 1 8
59. C. Andraud, T. Brotin, C. Garcia, F. Pelle, P. Goldner, B. Bigot, and A. Collet J. Am. Chem. Soc. 116 1994 2094 2102
60. M. Nakano, H. Fujita, M. Takahata, and K. Yamaguchi J. Am. Chem. Soc. 124 2002 9648 9655
61. V.M. Geskin, C. Lambert, and J.L. Bredas J. Am. Chem. Soc. 125 2003 15651 15658
62. D.A. Kleinman Phys. Rev. 126 1962 1977 1979
63. R. Renjith, Y.S. Mary, C.Y. Panicker, H.T. Varghese, M. Pakosinska-Parys, C. Van Alsenoy, and A.A. Al-Saadi Spectrochim. Acta 129 2014 438 450
64. M. Adant, L. Dupuis, and L. Bredas Int. J. Quantum. Chem. 56 2004 497 507
65. I. Fleming Frontier Orbitals and Organic Chemical Reactions 1976 John Wiley & Sons New York
66. T.A. Koopamans Physica 1 1993 104 113
67. P. Politzer, P.R. Laurence, and K. Jayasuriya Health Perspect. 61 1985 191 202
68. P. Politzer, and P. Lane Struct. Chem. 61 1990 159 164
69. E. Scrocco, and J. Omasi Adv. Quantum. Chem. 103 1978 115 193
70. F.J. Luque, J.M. Lopez, and M. Orozco Theor. Chem. Acc. 103 2000 343 345
71. P. Politzer, and J.S. Murry D.L. Beveridge, R. Lavery, Theoretical Biochemistry and Molecular BioPhysics; A Comprehensive Survey, Protein vol. 2 1991 Adenine Press Schenectady, New York
72. E. Scrocco, and J. Tomasi Top. Curr. Chem. 42 1973 95 170
73. Y.H. Gao, X.J. Liu, L. Sun, and W.J. Le Acta Cryst. E67 2011 o1688
74. Y.S. Mary, K. Raju, I. Yildiz, O. Temiz-Arpaci, H.I.S. Nogueira, C.M. Grandadeiro, and C. Van Alsenoy Spectrochim. Acta 96 2012 617 625
75. F.H. Allen, O. Kennard, D.G. Watson, L. Brammer, A.C. Orpen, and R. Taylor J. Chem. Soc. Perkin Trans. 2 1987 S01 S19
76. Y.S. Mary, C.Y. Panicker, T.S. Yamuna, M.S. Siddegowda, H.S. Yathirajan, A.A. Al-Saadi, C. Van Alsenoy, Spectrochim. Acta, doi: http://dx.doi.org/10.10.16/j.saa/2014.05.016.
77. A. Lagunin, A. Stepanchikova, D. Filimonov, and V. Poroikov Bioinformatics 16 2000 747 748
78. O. Trott, and A.J. Olson J. Comput. Chem. 31 2010 455 461
79. M.R. Wester, J.K. Yano, G.A. Schoch, C. Yang, K.J. Griffin, C.D. Stout, and E.F. Johnson J. Biol. Chem. 279 2004 35630 35637
80. G.M. Morris, D.S. Goodsell, R.S. Halliday, R. Huey, W.E. Hart, R.K. Belew, and A.J. Olson J. Comput. Chem. 19 1998 1639 1662
81. R. Huey, G.M. Morris, A.J. Olson, and D.S. Goodsell J. Comput. Chem. 28 2007 1145 1152
82. Accelrys Software Inc. Discovery Studio Modeling Environment, Release 4.0 2013 Accelrys Software Inc. San Diego
83. D.J. Kempf, K.C. Marsh, J.F. Denissen, E. McDonald, S. Vasavanonda, C.A. Flentge, B.E. Green, L. Fino, C.H. Park, X.P. Kong, N.E. Wideburg, A. Saldivar, L. Ruiz, W.M. Kati, H.L. Sham, T. Robins, K.D. Stewart, A. Hsu, J.J. Plattner, J.M. Leonard, and D.W. Norbeck Proc. Natl. Acad. Sci. USA 92 1995 2484 2488