Synthesis of Triazoles with Natural Amino Acid Fragments

被引：0

作者：

Harutyunyan, A. A. ^{[1
]}

Hakobyan, M. R. ^{[1
]}

Sargsyan, A. S. ^{[2
]}

Hambardzumyan, A. A. ^{[2
]}

Stepanyan, H. M. ^{[1
]}

Grigoryan, A. S. ^{[1
]}

Panosyan, H. A. ^{[1
]}

机构：

[1] Natl Acad Sci Armenia, Sci Technol Ctr Organ & Pharmaceut Chem, Yerevan 0014, Armenia

[2] Natl Acad Sci Armenia, Armbiotechnol Sci & Prod Ctr, Yerevan 0056, Armenia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 61卷 / 01期

关键词：

N-tosyl amino acids; N-substituted; 2-tosyl(glycine; DL-valine; DL-leucine)hydrazine-1-carbothioamides; 3,4-disubstituted 5-sulfanyl-1,2,4-triazoles; 3,4-disubstituted 5-hydroxy-1,2,4-triazoles; S-alkyl- and S,N-dialkyl-3,4,5-substituted 1,2,4-triazoles; molecular docking; antibacterial activity; anti-monoamine oxidase activity; DERIVATIVES;

D O I：

10.1134/S1070428024601894

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of N-toluenesulfonyl glycine, DL-valine, and DL-leucine hydrazides with isothiocyanates gave substituted thiosemicarbazides containing N-Ts-amino acid fragments, which underwent base-catalyzed cyclization to 3,4-substituted 5-sulfanyl-1,2,4-triazoles. The latter were subjected to alkylation and oxidation to the corresponding 5-hydroxy derivatives. The alkylation with propyl bromide, chloroacetamide, and 5-acetyl-2-methoxybenzyl chloride involved both sulfur and nitrogen nucleophilic centers of the triazole derivatives containing a glycine residue and only the sulfur atom of valine and leucine analogues. The synthesized compounds were screened for antibacterial and anti-monoamine oxidase activities, and docking analysis against relevant protein targets was performed.

引用

页码：1 / 15

页数：15

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