One-pot synthesis of new triazole-sucrose derivatives via click chemistry and evaluation of their antitubercular activity

Heterocyclic communications

article

Khaoula Hajlaoui¹  Ahlem Guesmi²  Naoufel Ben Hamadi¹  Moncef Msaddek¹ 

[1] Laboratory of Synthesis of Heterocyclic and Natural Substances, Department of Chemistry, Faculty of Sciences of Monastir;Chemistry Department, College of Science, IMSIU (Al Imam Mohammad Ibn Saud Islamic University)

关键词: carbohydrates;    copper nanoparticles;    cycloaddition;    heterogeneous catalysis;    Mycobacterium tuberculosis;    triazoles;   

DOI  :  10.1515/hc-2016-0028

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

Readily prepared copper nanoparticles are an effective catalyst for 1,3-dipolar cycloaddition of carbohydrate azide and a variety of alkynes that furnishes the corresponding 1,2,3-triazole-sucrose derivatives in excellent yields. Products were screened for their antimycobacterial activity against Mycobacterium tuberculosis H37Rv strain. Two compounds, 3b , c , demonstrate significant growth inhibitory activity against the bacterial strain with a MIC of 3.125 mg/mL. The presence of an amide group on the 1,2,3-triazole ring enhances the inhibition activity of the molecules. The active compounds are not toxic to a normal cell line which signifies the lack of general cellular toxicity of these compounds.

【 授权许可】

CC BY|CC BY-NC-ND