We apologize for a recent technical issue with our email system, which temporarily affected account activations. Accounts have now been activated. Authors may proceed with paper submissions. PhDFocusTM
CFP last date
20 December 2024
Call for Paper
January Edition
IJCA solicits high quality original research papers for the upcoming January edition of the journal. The last date of research paper submission is 20 December 2024

Submit your paper
Know more
The week's pick
Responsive image
Improved Shuffled Frog Leaping Algorithm with Self-Adaptive Shuffling for Fuzzy Logic PD+G Controller Optimization in Robotic Manipulators

Duc Hoang Nguyen
Random Articles
Reseach Article

Electronic Description of Few Selected Flavonoids by Theoretical Study

by M. Rajendran, R. Ravichandran, D. Devapiriam
journal cover thumbnail

International Journal of Computer Applications
Foundation of Computer Science (FCS), NY, USA
Volume 77 - Number 4
Year of Publication: 2013
Authors: M. Rajendran, R. Ravichandran, D. Devapiriam
10.5120/13382-1003

M. Rajendran, R. Ravichandran, D. Devapiriam . Electronic Description of Few Selected Flavonoids by Theoretical Study. International Journal of Computer Applications. 77, 4 ( September 2013), 18-25. DOI=10.5120/13382-1003

@article{ 10.5120/13382-1003,
author = { M. Rajendran, R. Ravichandran, D. Devapiriam },
title = { Electronic Description of Few Selected Flavonoids by Theoretical Study },
journal = { International Journal of Computer Applications },
issue_date = { September 2013 },
volume = { 77 },
number = { 4 },
month = { September },
year = { 2013 },
issn = { 0975-8887 },
pages = { 18-25 },
numpages = {9},
url = { https://ijcaonline.org/archives/volume77/number4/13382-1003/ },
doi = { 10.5120/13382-1003 },
publisher = {Foundation of Computer Science (FCS), NY, USA},
address = {New York, USA}
}
%0 Journal Article
%1 2024-02-06T21:49:22.542572+05:30
%A M. Rajendran
%A R. Ravichandran
%A D. Devapiriam
%T Electronic Description of Few Selected Flavonoids by Theoretical Study
%J International Journal of Computer Applications
%@ 0975-8887
%V 77
%N 4
%P 18-25
%D 2013
%I Foundation of Computer Science (FCS), NY, USA
Abstract

The electronic properties responsible for free radical scavenging and metal chelation of a set of 7 flavonoids compounds were studied. Electronic parameters were calculated using semi empirical PM3 method. The structure activity relationship of OH substitution, C2-C3 double bond, chelation site of flavonoid and related property of antioxidant efficiency, BDE, mulliken atomic charge, electron current movement among A, B and C-rings were investigated. The relative change in energy (?Hf) associated with the formation of phenoxyl radicals and spin density distribution of phenoxyl radicals were determined. The complexation mechanism of seven flavonoids quercetin, morin, apigenin, naringenin, chrysin, taxifolin and fisetin with metal ions, by molecular mechanics (UFF) method was investigated. Flavonoids metal chelation site order on toxic metals Pb, Bi and Cd was investigated. The most likely chelation site for metal ion was 5-OH & 4=O group, followed by 4=O & 3-OH group and the 3'& 4' hydroxyl for all the flavonoid molecules studied. In the absence of C2-C3 double bond (taxifolin) the order of metal chelation site with metal was 3-OH & 4=O, followed by 5-OH & 4=O group and 3' & 4' hydroxyl.

References
  1. Guohua, C. , Emin, S. , and Ronald, L. 1997. Free Radic. Biol. Med. 22 (1997) 749-760
  2. Jovanovic, S. V. , Steenken, M S. , Tosic, M. , Marjanovic, B. , and Simic, M. G. 1994. Flavonoids as antioxidants. J. Am. Chem. Soc. 116 (1994) 4846-4851.
  3. Cotelle, N. , 2001. Role of flavonoids in oxidative stess. Curr. Top. Med. Chem. 1 (2001) 569-590.
  4. Antonczak, S. , 2008. Electronic description of four flavonoids revisited by DFT method. J. Mol. Struc. Theochem. 856 (2008)38-45.
  5. Lameira, J. , Alves, J. , Moliner, C. N. , and Silla, V. , 2006. A density functional study of flavonoi compounds with anti-HIVactivity. Eur. J. Med. Chem. 41 (2006) 616-623.
  6. Harborne. J. B. , and Grayer, R. , 1988. The flavonoids- Advances in Research since 1980, Chapman and Hall, London, 1988.
  7. Mira, L. , Fernandez, M. T. , Santos, M. , Rocha, R. , Florenico, M. H. , and Jennings, K. R. , 2002. Free Radic. Res. 36 (2002) 1199-1208
  8. Korkina, L. G. , and Ajanas'ev, I. B. , in: H. Sies (Ed. ) Antioxidants in Disease mechanisms and therapy vo. 38. Academic press, New York. 1997, p. 151.
  9. Pannola, A. , Rice-Evans, C. , Halliwell, B. , and Sing, S. , 1997. Biochem. Biophys. Res. Commun. 232 (1997) 164.
  10. Halliwell, B. A. , and Gutteridge, M. C. , 1984. Biochem,. J. 219 (1984) 1.
  11. Minotti, G. , and Aust, S. D. , 1989. Chem. Biol. Interact. 71 (1989) 1.
  12. Le Nest, G. , Caille, O. , Woudstra, M. , Roche, S. , Burlat, B. , Belle, V. , Guigliarelli, B. , and Lexa, D. , 2004. Inorg. Chim. Acta, 357 (2004) 2027.
  13. Ren, J. , Meng, S. , Lekka ChE, and Kaxiras E. , 2008. Complexation of flavonoids with iron: Structure and optical signaturese. J. Phys. Chem. B. , 112 (2008) 1845-1850.
  14. Rajendran, M. , Mahalakshmi, M. , Ramya, R. , and Devapiriam, D. , 2011. A semi-empirical study of flavone compounds with antioxidant efficiency, African Journal of Pharmacy and Pharmacology 5 (2011) 2140-2144.
  15. ArgusLab 4. 0. 1 Mark A. Thompson Planaria Software LLC, Seattle, WA. http://www. arguslab. com
  16. Dewar, M. J. S. , Zoobisch, E. G. , Healy, E. F. and Stewart, J. J. P. , 1985. AM1: A new general purpose Quantum mechanical molecular model. J. Am. Chem. Soc. 107 (1985) 3902-3910.
  17. Fernandez, M. T. , and Mira, L. , 2002. J. Inorg. Biochem. 92 (2002) 105-115.
  18. Wright, J. S. , Johnson, E. R. , and Dilabio, G. A. , 2001. Predicting the activity of phenolic antioxidants: theoretical method, analysis of substituent effects, and application to major families of antioxidants. J. Am. Chem. Soc. 123 (2001) 1173-1183.
  19. Anouar, E. H. , Giershner, J. , Duroux, J. , and Trouillas, P. , 2012. UV/Visible spectra of natural polyphenols: A time- dependent density functional theory study. Food Chemistry, 131 (2012) 79-89.
  20. Harborne, J. B. , Mabry, T. J. , and Mabry, H. , 1975 The flavonoids. London: Chapman and Hall.
  21. Rice-Evans, C. , Miller, N. , and Paganga, G. , 1996. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radical Biology and Medicine , 20 (1996) 933-956.
  22. Gece, G. , and Bilgic, S. , 2009. Corros. Sci. , 51 (2009) 1876.
  23. Awad, M. K. , Mustafa, M. R. , and Abo Elnga, M. M. , 2010. J. Mol. Struct. (Theochem) 959 (2010) 66.
  24. Obot, I. B. , Obi-Egbedi, N. O. , Umoren, S. A. , 2009. Int. J. Electrochem. Sci. 4 (2009) 863.
  25. Fleming, I. , 1976 Frontier orbitals and organic chemical reactions, John Wiley and sons, New York, 1976.
  26. Chakraborty, T. , and Ghosh, D. C. , 2010. Mol. Phys. 108 (2010) 2081.
  27. Geerlings, P. , and De Profit, F. , 2002. Int. J. Mol. Sci. 3 (2002) 276.
  28. Liu, S. , 2005. J. Chem. Sci. 117 (2005) 477.
  29. Ren, J. , Meng, S. , ChE Lekka, Kaxiras, E. , 2008. Complexation of flavonoids with iron: Structure and optical signatures, J. Phys. Chem. B, 112 (2008) 1845-1850.
  30. Pawlak, K. , Bylwa, W. , Jazurek, B. , Matlawska, I. , Sikorska, M. , Manikowski, H. , and Bialek-Bylka, G. , 2010. Antioxidant activity of different polarity flavonoids by modified ABTS cation radical decolourization assay and EPR technique, Acta Biologica Cracoviensia Series Botanica, 52 (2010) 97-104.
  31. Aparicio, S. , 2010. A systematic computational study of flavonoids, Int. J. Mol. Sci. 11 (2010) 2017-2038.
  32. Parkinson, C. J. , Mayer, P. M. , & Radom, L. , 1999. Assesement of theoretical procedures for the calculation of reliable radical stabilization energies. J. Chem. Soc. Perkin Trans. 2, 11 (1999) 2305-2313.
  33. Szabo, A. , and Oslund, N. S. , 1982 Modern quantum chemistry: Introduction to advanced electronic structure theory, New-York: Dover Publication.
  34. Leopoldini, M. , Marino, T. , Russo, N. , and Toscano, M. , 2004. Density functional computation of the energetic and spectroscopic parametes of quercetin and its radicals in the gas phase and in solvent, Theoretical Chemistry Accounts. 111 (2004) 210-216.
  35. Engelmann, M. D. , Hutcheson, R. , and Cheng, I. F. , 2005. Stability of ferric complexes with 3-Hydroxyflavone(flavonol),5,7-dihydroxyflavone (chrysin), and 3',4'-dihydroxyflavone. J. Agri. Food Chem. 53 (2005) 2953.
Index Terms

Computer Science
Information Sciences

Keywords

Free radical antioxidants flavonoid-Metal complex PM3 method.

Powered by PhDFocusTM