Click inspired synthesis of p-tert-butyl calix[4]arene tethered benzotriazolyl dendrimers and their evaluation as anti-bacterial and anti-biofilm agents

Abstract

Calixarenes with their three-dimensional structural architecture and ease of functionalization at the upper and/or lower rim are well-known for their plethora of applications in chemical, physical, biological and other disciplines. Herein, CuAAC click inspired p-tert-butylcalix[4]arene tethered benzotriazolyl dendrimers, for example, N-1, N-2 type 2-fold compound 6 and 7 ‘G(0)’ and 6-fold compound 16 and 17 ‘G(1)’ generation benzotriazolyl dendrimer, were devised and also evaluated for their therapeutic potential both in vitro and in vivo. The developed calix[4]arene tethered benzotriazolyl dendrimers have been characterized by standard spectroscopic analysis including NMR (¹H and ¹³C), MS, and SEC. Among all the benzotriazolyl dendrimers developed, compound 7 was identified as the effective one which provided potential anti-bacterial and anti-biofilm activities against drug-resistant and slime producing organisms without imparting cytotoxicity to the eukaryotic systems.