Antiradical potential of phenolic compounds fingerprints of propolis extracts: DFT approach
作者： RD Vargas-Sánchez , AM Mendoza-Wilson , GR Torrescano-Urrutia , A Sánchez-Escalante , None
DOI: 10.1016/J.COMPTC.2015.05.003
关键词:
摘要: Abstract Phenolic compounds are the major chemical constituents of propolis extracts (PE) and characterized by possessing antiradical activity. In this work structure-antiradical properties relationship flavonoids (chrysin, galangin, pinocembrin pinostrobin) phenolic acid (caffeic phenethyl ester) commonly found in PE was investigated trough M05-2X functional conjunction with 6-31G(d,p) 6-31+G(d,p) basis sets, considering structural properties, free-radical inhibition mechanism: H-atom transfer (HAT), stepwise electron-transfer–proton-transfer (SPLET) sequential proton loss electron (SET–PT). To complement ability to act as indexes Fukui were analyzed. Thermodynamically, HAT mechanism contributes much activity reactive group (O–H C–H) compounds. All present a greater tendency give electrons than attract them. We different sites for nucleophilic, electrophilic radical attack molecules, which could mark differences their
elsevier.com
sci-hub.se 参考文章(50)
V. I. Yamovoi, E. A. Kul'magambetova, A. T. Kulyyasov, K. M. Turdybekov, S. M. Adekenov, MOLECULAR STRUCTURE OF A NOVEL POLYMORPHIC MODIFICATION OF PINOSTROBIN Chemistry of Natural Compounds. ,vol. 37, pp. 424- 427 ,(2001) , 10.1023/A:1014407007160
James B. Foresman, Æleen Frisch, Exploring chemistry with electronic structure methods ,(1993)
José L. Gázquez, Perspectives on the Density Functional Theory of Chemical Reactivity Revista de la Sociedad Química de Mexico. ,vol. 52, pp. 3- 10 ,(2008)
Ana Martínez, Donator-acceptor map and work function for linear polyene-conjugated molecules. A density functional approximation study. Journal of Physical Chemistry B. ,vol. 113, pp. 3212- 3217 ,(2009) , 10.1021/JP8106364
Yau-Hung Chen, Zhi-Shiang Yang, Chi-Chung Wen, Yeong-Sheng Chang, Bo-Cheng Wang, Chih-Ang Hsiao, Tzenge-Lien Shih, Evaluation of the structure–activity relationship of flavonoids as antioxidants and toxicants of zebrafish larvae Food Chemistry. ,vol. 134, pp. 717- 724 ,(2012) , 10.1016/J.FOODCHEM.2012.02.166
Kelly L. Wolfe, Rui Hai Liu, Structure−Activity Relationships of Flavonoids in the Cellular Antioxidant Activity Assay Journal of Agricultural and Food Chemistry. ,vol. 56, pp. 8404- 8411 ,(2008) , 10.1021/JF8013074
R. Praveena, K. Sadasivam, V. Deepha, Raman Sivakumar, Antioxidant potential of orientin: A combined experimental and DFT approach Journal of Molecular Structure. ,vol. 1061, pp. 114- 123 ,(2014) , 10.1016/J.MOLSTRUC.2014.01.002
Ana Martínez, Rubicelia Vargas, Annia Galano, What is important to prevent oxidative stress? A theoretical study on electron-transfer reactions between carotenoids and free radicals Journal of Physical Chemistry B. ,vol. 113, pp. 12113- 12120 ,(2009) , 10.1021/JP903958H
M. Viuda-Martos, Y. Ruiz-Navajas, J. Fernández-López, J.A. Pérez-Álvarez, Functional Properties of Honey, Propolis, and Royal Jelly Journal of Food Science. ,vol. 73, ,(2008) , 10.1111/J.1750-3841.2008.00966.X
Keyumars Hassanzadeh, Keivan Akhtari, Halaleh Hassanzadeh, Seyed Amir Zarei, Nahid Fakhraei, Katayoun Hassanzadeh, The role of structural CH compared with phenolic OH sites on the antioxidant activity of oleuropein and its derivatives as a great non-flavonoid family of the olive components: A DFT study Food Chemistry. ,vol. 164, pp. 251- 258 ,(2014) , 10.1016/J.FOODCHEM.2014.05.015