SYNTHESIS OF (S)-ALANYL-(S)-β-(THIAZOL-2-YL-CARBAMOYL)-α- ALANINE, DIPEPTIDE CONTAINING IT AND IN VITRO INVESTIGATION OF THE ANTIFUNGAL ACTIVITY
HEGHINE HAKOBYAN 1, ZORAYR MARDIYAN 1, NUNE KHACHATURYAN 1, SONA
GEVORGYAN 1, SILVA JAMGARYAN 1, ENZHENA GYULUMYAN 1, YURI DANGHYAN 1, TATEVIK SARGSYAN 1,2*, ASHOT SAGHYAN 1,2
1Scientific and Production Center “Armbiotechnology” NAS RA, 14 Gyurjyan Street, Yerevan, 0056, Armenia 2Yerevan State University, 1 A. Manoukyan Street, Yerevan, 0025, Armenia
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Enantiomerically enriched (S)-β-(thiazol-2-yl-carbamoyl)-α-alanine amino acid was synthesized by the method of asymmetric synthesis, Ni(II) planar complex of glycine was used as an initial complex. After purification and cleavage of the metal complexes, an amino acid with high enantiomeric purity (> 99%) was isolated. Using the activated ester method for the peptide synthesis by the synthesized non-protein amino acid, N-tertbutoxycarbonyl-(S)-alanyl-(S)-β-(thiazol-2-yl-carbamoyl)-αalanine dipeptide was synthesized. As a result of studying the antifungal activity of the obtained compounds, it was found that the synthesized compounds suppressed the growth of all investigated fungal strains, and the antifungal activity of Ntertbutoxycarbonyl-(S)-alanyl-(S)-β-(thiazol-2-yl-carbamoyl)-α-alanine dipeptide was more pronounced compared to the initial non-protein amino acid, when using a 0.1 M solution in the case of Aspergillus flavus ATCC 10567 strains.
