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

• Autor(a) principal: Revanna,Rajegowda H.
• Data de Publicação: 2016
• Outros Autores: Panchangam,Raghavendra K., Bhanu,Udaya, Doddavenkatanna,Suresh
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Journal of the Brazilian Chemical Society (Online)
• Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000701157
• topic: organochalcogen; aminoacid derivative; antioxidante

Synthesis, characterization and antioxidant activity of a new series of chiral N-boc oraganotellurium compounds, (CH3)3OC(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), 1H and 13C {1H} 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.