Synthesis, Characterization and in vitro Antioxidant Activity of New Chiral N-boc Organotellurium Compounds, (CH3)3OC(O) NHCH(R)C(O)NHCH2-CH2Te-C6H4-4-OCH3, Containing Carbamate and Peptide Groups

被引:11
|
作者
Revanna, Rajegowda H. [1 ]
Panchangam, Raghavendra K. [1 ]
Bhanu, Udaya [1 ]
Doddavenkatanna, Suresh [1 ]
机构
[1] Tumkur Univ, UCS, Dept Chem, Tumkur 572103, Karnataka, India
关键词
organochalcogen; aminoacid derivative; antioxidant; THIOL PEROXIDASE-ACTIVITY; LIPID-PEROXIDATION; DIARYL TELLURIDES; OXIDATIVE STRESS; SELENIUM; TE; ORGANOSELENIUM; DITELLURIDES; MECHANISMS; TOXICOLOGY;
D O I
10.5935/0103-5053.20160011
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Synthesis, characterization and antioxidant activity of a new series of chiral N-boc oraganotellurium compounds, (CH3)(3)OC(O)NHCH(R)C(O)NHCH2CH2Te-C6H4-4-OCH3, containing carbamate and peptide groups have been reported in this paper. These chiral peptides were synthesized in good to excellent yields, via acid-amine coupling reaction of N-boc L-amino acids with 2-(4-methoxyphenyltelluro) ethylamine in presence of dicyclohexyl carbodimide (DCC) at room temperature. The elemental analyses, Fourier transform infrared (FTIR), H-1 and C-13 {H-1} nuclear magnetic resonance (NMR) spectra and mass spectra were characteristic. Specific optical rotation (SOR) was also determined. In vitro antioxidant activity of these multi-functional compounds in methanol has been evaluated against 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals with 2,6-di-tert-butyl-4-methylphenol (BHT) as a standard reference compound. The IC50 (inhibitory concentration 50) values of these chiral peptides revealed significant inhibition against DPPH radicals and found to be effective antioxidants.
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页码:1157 / 1164
页数:8
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