The spectroscopic properties of anticancer drug Apigenin investigated by using DFT calculations, FT-IR, FT-Raman and NMR analysis

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 95, Issue , 2012, Pages 86-99

  Mariappan, G ^a   Sundaraganesan, N ^a   Manoharan, S ^a  

^a ANNAMALAI UNIVERSITY   (India)

Author keywords

Apigenin; HOMO LUMO; NBO; NMR; UV vis; Vibrational spectra

Indexed keywords

ANTICANCER DRUG; APIGENIN; ATOMIC CHARGE; ATOMIC ORBITAL; B3LYP/6-31G; DFT CALCULATION; ELECTRONIC ABSORPTION SPECTRA; FRONTIER MOLECULAR ORBITALS; FT-RAMAN; HOMO-LUMO; MOLECULAR ELECTROSTATIC POTENTIALS; NATURAL BOND ORBITAL ANALYSIS; NBO; NMR ANALYSIS; NMR SPECTRUM; POLARIZABLE CONTINUUM MODEL; SPECTRAL MEASUREMENT; SPECTRAL RANGE; SPECTRAL SIMULATIONS; SPECTROSCOPIC PROPERTY; STRUCTURAL PARAMETER; THEORETICAL CALCULATIONS; TITLE COMPOUNDS; UV VISIBLE ABSORPTION SPECTRUM; UV-VIS;

CONTINUUM MECHANICS; DENSITY FUNCTIONAL THEORY; ELECTROMAGNETIC WAVE ABSORPTION; ETHANOL; HYDROGEN BONDS; METHANOL; MOLECULAR ORBITALS; MOLECULES; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; VIBRATIONAL SPECTRA;

SPECTROSCOPIC ANALYSIS;

ANTINEOPLASTIC AGENT; APIGENIN;

ABSORPTION; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; ELECTRON; GAS; INFRARED SPECTROSCOPY; KINETICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM THEORY; RAMAN SPECTROMETRY; SOLUTION AND SOLUBILITY; STATIC ELECTRICITY; THERMODYNAMICS; ULTRAVIOLET SPECTROPHOTOMETRY; VIBRATION;

ABSORPTION; ANTINEOPLASTIC AGENTS; APIGENIN; ELECTRONS; GASES; KINETICS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; QUANTUM THEORY; SOLUTIONS; SPECTROPHOTOMETRY, ULTRAVIOLET; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SPECTRUM ANALYSIS, RAMAN; STATIC ELECTRICITY; THERMODYNAMICS; VIBRATION;

EID: 84862164786     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2012.04.089     Document Type: Article

References (63)

1. J.B. Harborne The Flavonoids: Advances in Research since 1986 1994 Chapman and Hall London
2. E.S.B. Ferreira, A.N. Hulme, H. McNab, and A. Quye Chem. Soc. Rev. 33 2004 329 336
3. J.B. Harborne, T.J. Marby, and H. Marby The Flavonoids 1975 Chapman and Hall London
4. J.W. McClure V. Cody, E. Middleton, J.B. Harborne, Plant flavonoids in biology and medicine: Biochemical, pharmacological and structure-activity relationships 1986 Alan R. Liss New York 77 85
5. T. A. Geissman, The chemistry of flavonoid compounds, The Macmillan Company, 1962.
6. D.A. Smith, and S.W. Banks V. Cody, E. Middleton, J.B. Harborne, Plant flavonoids in biology and medicine: Biochemical, pharmacological and structure-activity relationships 1986 Alan R. Liss New York 113 124
7. M. Gabor The pharmacology of benzopyrone derivatives and related compounds 1986 Akademiai Kiado Budapest
8. L.H. Cazarolli, L. Zanatta, E.H. Alberton, M.S.R.B. Figueiredo, P. Folador, R.G. Damazio, M.G. Pizzolatti, and F.R.M.B. Silva Mini Rev. Med. Chem. 8 2008 1429 1440
9. K.A. Steinmetz, and J.D. Potter J. Am. Diet. Assoc. 96 1996 1027 1039
10. J.D. Potter, and K.A. Steinmetz IARC ScL Pub. 139 1996 61 90
11. Y. Erdogdu, O. Unsalan, and M.T. Gulluoglu Turk. J. Phys. 33 2009 249 259
12. Y. Erdogdu, O. Unsalan, D. Sajan, and M.T. Gulluoglu Spectrochim. Acta A 76 2010 130 136
13. Y. Erdogdu, O. Unsalan, and M.T. Gulluoglu J. Raman Spectrosc. 41 2010 820 828
14. O. Unsalan, Y. Erdogdu, and M.T. Gulluoglu J. Raman Spectrosc. 40 2009 562 570
15. C. Corredor, T. Teslova, M.V. Canamares, Zhanguochen, J. Zhang, J.R. Lombardi, and M. Leona Vib. Spectrosc. 49 2009 190 195
16. D. Romanova, and A. Vachalkova Arch. Pharm. Res. 2 122 1999 173 178
17. A. Amat, C. Clementi, C. Miliani, A. Romani, A. Sgamellottiab, and S. Fantacci Phys. Chem. Chem. Phys. 12 2010 6672 6684
18. N. Sundaraganesan, G. Mariappan, and S. Manoharan Spectrochim. Acta A 87 2011 67 76
19. R.S. Lebedev Russ. Phys. J. 45 2002 822 830
20. I. Kostova, I.H. Joe, and S.C. Pinzaru J. Optoelectron. Biomed. Matter. 1 2009 188 199
21. Gaussian Inc., Gaussian03 Program, Gaussian Inc.: Wallingford, 2004.
22. H.B. Schlegel J. Comput. Chem. 3 1982 214 218
23. M.H. Jamr oz, Vibrational Enegy Distribution Analysis, VEDA 4 Computer Program, Poland, 2004.
24. E.D. Glendening, A.E. Reed, J.E. Carpenter, F. Weinhold, NBO Version 3.1, TCI, University of Wisconsin, Madison, 1998.
25. R. Ditchfield J. Chem. Phys. 56 1972 5688 5691
26. K. Wolinski, J.F. Hinton, and P. Pulay J. Am. Chem. Soc. 112 1990 8251 8260
27. A. Frisch, A.B. Nielson, and A.J. Holder Gaussview User Manual 2000 Gaussian Inc Pittsburgh, PA
28. G. Kereztury, S. Holly, J. Varga, G. Besenyei, A.Y. Wang, and J.R. Durig Specrochim. Acta 49A 2007 1993 2019
29. G. Kereztury J.M. Chalmers, P.R. Griffith, Raman Spectroscopy: Theory, in Hand book of Vibrational Spectroscopy vol. 1 2002 John Wiley & Sons Ltd New York
30. L.Q. Kou, X.L. Cheng, and Z.T. Zhang J. Chem. Crystallogr. 38 2008 21 25
31. K. Sadasivam, and R. Kumaresan Mol. Phys. 109 2011 839 852
32. H. Sato, J. Dybal, R. Murakami, I. Noda, and Y. Ozaki J. Mol. Struct. 744 2005 35 46
33. M. Sarafran, A. Komasa, and E.B. Adamska J. Mol. Struc. (Theochem.) 827 2007 101
34. H.W. Thomson, and P. Torkington J. Chem. Soc. 171 1945 640 645
35. E.D. Glendening, J.K. Badenhoop, A.E. Reed, J.E. Carpenter, J.A. Bohmann, C.M. Morales, F. Weinhold, NBO 5.0, Theoretical Chemistry Institute, University of Wisconsin, Madison, 2001.
36. C. James, A. AmalRaj, R. Reghunathan, I.H. Joe, and V.S. JayaKumar J. Raman Spectrosc. 37 2007 1381 1392
37. L.J. Na, C.Z. Rang, Y.S. Fang, and J. Zhejiang Univ Science 6B 2005 584 589
38. G. Rauhut, and P. Pulay J. Phys. Chem. 99 1995 3093 3100
39. J.A. Pople, H.B. Schlegel, R. Krishnan, D.J. Defrees, J.S. Binkley, M.J. Frish, R.A. Whiteside, R.H. Hout, and W.J. Hehre Int. J. Quant. Chem. Symp. 15 1981 269 278
40. N.B. Colthup, L.H. Daly, S.E. Wiberley, Introduction to infrared and Raman Spectroscopy, Academic press; New York, 1990.
41. B.C. Smith Infrared Spectral Interpretation 1996 CRC press Boca Raton, FL
42. D. Sajan, I.H. Joe, V.S. Jayakumar, and J. Zaleski J. Mol. Struct. 785 2006 43 53
43. J. Coates R.A. Meyers, Interpretation of Infrared Spectra: A Practical Approach 2000 John Wiley and Sons Ltd. Chichester
44. D. Sajan, J. Binoy, I. Hubert Joe, V.S. Jayakumar, and J. Zaleski J. Raman Spectrosc. 36 2005 221 236
45. Samanth. D. M. Allen, Matthe. J. Almond, Peter Hollins, Joelle Mascetti, Spectrochim. Acta A 56 (2000) 2423-2430.
46. K. Hanai, A. Kuwae, T. Takai, H. Senda, and K.K. Kunimoto Spectrochim. Acta A 57 2001 513 519
47. S.S. Cortes, and J.V.G. Ramos Spectrochim. Acta A 55 1999 2935 2941
48. J.L. Castro, M.R. Lopez Ramirez, I. Lopez Tocon, and J.C. Otero J. Raman Spectrosc. 33 2002 455 459
49. V. Sortur, J. Yenagi, J. Tonannavar, V.B. Jadhav, and M.V. Kulkarni Spectrochim. Acta A 64 2006 301 307
50. V. Sortur, J. Yenagi, J. Tonannavar, V.B. Jadhav, and M.V. Kulkarni Spectrochim. Acta 71 2008 688 694
51. A. Ramoji, J. Yenagi, J. Tonannavar, V.B. Jadhav, and M.V. Kulkarni Spectrochim. Acta 68 2007 504 509
52. B.C. Smith Infrared Spectral Interpretation: A Systematic Approach 1998 CRC Press Boca Raton, FL
53. G. Socrates, Infrared and Raman Characteristic Group Frequencies - Tables and Charts, 3rd ed., J. Wiley & Sons, Chichester, 2001.
54. I. Fleming Frontier Orbitals and Organic Chemical Reactions 1976 John Wiley and Sons New York
55. M.W. Wong, M.J. Frisch, and K.B. Wiberg J. Am. Chem. Soc. 113 1991 4776 4782
56. E. Cances, B. Mennucci, and J. Tomasi J. Chem. Phys. 107 8 1997 3032 3041
57. E. Scrocco, and J. Tomasi Adv. Quant. Chem. 11 1979 115 121
58. F.J. Luque, J.M. Lopez, and M. Orozco Theor. Chem. Acc. 103 2000 343 345
59. N. Okulik, and A.H. Jubert Int. Electron. J. Mol. Des. 4 2005 17 30
60. P. Politzer, and D.G. Truhlar Chemical Applications of Atomic and Molecular Electrostatic Potentials 1981 Plenum New York
61. P.V. Loo, A.D. Bruyn, and M. Budesinsky Mag. Resona. in Chem. 24 1986 879 882
62. H.O. Kalinowski, S. Berger, and S. Braun Carbon-13 NMR spectroscopy 1988 John Wiley & Sons Chichester
63. K. Pihlaja, and E. Kleinpeter Carbon-13 chemical shifts in Structural and Sterochemical Analysis 1994 VCH Publishers Deerfield Beach