Synthesis, antimicrobial activity and structure–activity relationship study of N,N-dibenzyl-cyclohexane-1,2-diamine derivatives

We report herein synthesis and antimicrobial activity of a series of N,N-dibenzyl-cyclohexane-1,2-diamine derivatives. In order to study the structure–activity relationship of substituted dibenzyl-cyclohexane-1,2-diamine derivatives, 44 structurally diverse compounds were synthesized and tested against Gram-positive and Gram-negative bacterial strains. Among them, compounds 17-20, 26, 37, 38 were found to be more active than tetracycline with MIC value ranging 0.0005–0.032 μg/mL and no hemolysis upto 1024 μg/mL in mammalian erythrocytes was observed. Some of the compounds have also shown very promising antifungal activity against Candida albicans, Candida glabrata and Geotrichum candidium.

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► A series of novel N,N-dibenzyl-cyclohexane-1,2-diamine derivatives were synthesized, characterized and evaluated for their antibacterial and antifungal activity.
► Many of the compounds have shown better antibacterial and antifungal activity and some of them were found to be 37-6200 fold more active than reference compound against C. albicans, C. Glabrata and G. candidum.
► All the compounds found to be non-toxic against mammalian erythrocytes.