Experimental and theoretical investigations of the antioxidant activity of 2,2′-methylenebis(4,6-dialkylphenol) compounds

被引:6
作者
Al Zoubi, Wail [1 ]
Karabet, Francois [2 ]
Al Bandakji, Rana [2 ]
Hussein, Khansaa [2 ]
机构
[1] Yeungnam Univ, Plast Control & Mech Modeling Lab, Sch Mat Sci & Engn, Gyongsan 38541, South Korea
[2] Damascus Univ, Fac Sci, Dept Chem, Damascus, Syria
关键词
antioxidants; dimethoxymethane; diphenylpicrylhydrazyl; DFT calculations; EXTRACTS;
D O I
10.1002/aoc.3562
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The antioxidant activity of two primary antioxidants, 2,2'-methylenebis(4-methyl-6-tert- butylphenol) (MMBPH2) and 2,2'-methylenebis(4,6-di-tert-butylphenol) (MDBPH2), has been studied using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) method. The synthesized compounds have been successfully characterized systematically using elemental analyses, infrared, H-1 NMR and C-13 NMR spectra and GC-MS. Importantly, it has been found that the compound MMBPH2 in particular is more active in DPPH radical scavenging. In addition, density functional theory calculations (B3LYP) have been used to predict the antioxidant activity and predict structural geometries of the compounds in the gas phase.
引用
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页数:5
相关论文
共 16 条
[1]   Analysis of flavonoids and other phenolic compounds using high-performance liquid chromatography with coulometric array detection: Relationship to antioxidant activity [J].
Aaby, K ;
Hvattum, E ;
Skrede, G .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2004, 52 (15) :4595-4603
[2]   New metal complexes of N3 tridentate ligand: Synthesis, spectral studies and biological activity [J].
Al-Hamdani, Abbas Ali Salih ;
Al Zoubi, Wail .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2015, 137 :75-89
[3]   DIETARY CARCINOGENS AND ANTICARCINOGENS - OXYGEN RADICALS AND DEGENERATIVE DISEASES [J].
AMES, BN .
SCIENCE, 1983, 221 (4617) :1256-1264
[4]   Synthesis and Antioxidant Activity Evaluation of New Compounds from Hydrazinecarbothioamide and 1,2,4-Triazole Class Containing Diarylsulfone and 2,4-Difluorophenyl Moieties [J].
Barbuceanu, Stefania-Felicia ;
Ilies, Diana Carolina ;
Saramet, Gabriel ;
Uivarosi, Valentina ;
Draghici, Constantin ;
Radulescu, Valeria .
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2014, 15 (06) :10908-10925
[5]   An investigation on the antioxidant status of the invasive alga Caulerpa racemosa var. cylindracea (Sonder) Verlaque, Huisman, et Boudouresque (Caulerpales, Chlorophyta) [J].
Cavas, L ;
Yurdakoc, K .
JOURNAL OF EXPERIMENTAL MARINE BIOLOGY AND ECOLOGY, 2005, 325 (02) :189-200
[6]   Antioxidant activity of some algerian medicinal plants extracts containing phenolic compounds [J].
Djeridane, A ;
Yousfi, M ;
Nadjemi, B ;
Boutassouna, D ;
Stocker, P ;
Vidal, N .
FOOD CHEMISTRY, 2006, 97 (04) :654-660
[7]   Antiradical and antioxidant activity of total anthocyanins from Perilla pankinensis decne [J].
Gülçin, I ;
Berashvili, D ;
Gepdiremen, A .
JOURNAL OF ETHNOPHARMACOLOGY, 2005, 101 (1-3) :287-293
[8]   Radical scavenging and antioxidant activity of tannic acid [J].
Gulcin, Ilhami ;
Huyut, Zubeyr ;
Elmastas, Mahfuz ;
Aboul-Enein, Hassan Y. .
ARABIAN JOURNAL OF CHEMISTRY, 2010, 3 (01) :43-53
[9]  
Gurvich Y. A., 1997, US Patent, Patent No. [US 4087469, 4087469]
[10]   Antioxidant activity of plant extracts containing phenolic compounds [J].
Kähkönen, MP ;
Hopia, AI ;
Vuorela, HJ ;
Rauha, JP ;
Pihlaja, K ;
Kujala, TS ;
Heinonen, M .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1999, 47 (10) :3954-3962