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Abstract

PEG-MEDIATED ONE POT SYNTHESIS OF 1,2,3-BISTRIAZOLE DERIVATIVES BY 1,3-DIPOLAR CYCLOADDITION REACTION AND THEIR BIOLOGICAL EVALUATION

Mahesh G. Hublikar, Sachin P. Shirame, Dattatraya G. Raut, Raghunath B. Bhosale*

ABSTRACT

A series of 1,2,3-bistriazole derivatives 4a-i were synthesized by the treatment of 1, 3 dibromopropane with sodium azide and substituted alkynes by 1,3-dipolar cycloaddition reaction. Solvent PEG-400 is used as a green solvent and potentially reusable. The 1,2,3-bistriazole derivatives have shown good yields and high purity. All the synthesized compounds were characterized by IR, 1H NMR, and Mass spectroscopy and these molecules were evaluated for their S. aureus, S. epidermidis, S.marscesens, P.aeruginosa and Bacillus substilis in which 1,2,3-bistriazole derivatives 4a, 4c, 4d, and 4f have shown significant zone of inhibition as compared to streptomycin as a standard drug and MIC values were reported. Also in carcinogenicity study of 1,2,3-bistriazoles, except 4e (only at 1 and 2 mg concentrations) none of the compound shown zone of inhibition in different concentrations like 0.125, 0.250, 0.500, 1.0 and 2.0mg, which put forward that the study of all other i.e. 4a, 4b, 4c, 4d and 4f compounds do not reveal any deleterious effect or toxicity to the E. coli (AB 1157) bacterial cell, in this study, Stannous chloride is used as a standard for carcinogenicity study.

Keywords: Click chemistry, Bistriazole, PEG-400, Sodium ascorbate, 1,3 dipolar cycloaddition reaction, Antibacterial activity and Carcinogenicity study.


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