Bis 1, 2, 3‐ Triazoles Linked Deoxybenzoin Hybrids as Antimicrobial Agents: Synthesis, In Vitro and In Silico Screening

Abstract

A series of new deoxybenzoin based bis 1,2,3‐triazole analogues were synthesized and reported in the present communication. Synthesis of analogues were accomplished by a convenient 3 step protocol incorporating Friedel craft acetylation, propargylation and copper‐catalyzed click chemistry in final step to afford 1,2,3‐triazole moiety. The title compounds were screened for antimicrobial activity against two gram positive bacteria viz. S. aureus, B. cereus and two gram negative bacteria viz. E. coli, P. aeruginosa, and three fungus viz. C. albicans, A. niger, A. flavus strains. Compound containing 4‐fluoro substitution (7a) showed slightly superior in‐vitro antimicrobial activity than reference drugs Ciprofloxacin and Fluconazole. SAR of developed hybrids with reference to antimicrobial activity was predicted and presented. In‐silico bioactivity is investigated by molecular docking studies against the crystal structures of glucosamine‐6‐phospate synthase (PDB ID: 2VF5) and secreted aspartic proteinase (PDB ID: 2QZW) which endorsed good binding interactions.

Design, Synthesis, and Cytotoxicity of 1H‐1,2,3‐Triazole Tethered‐Benzophenone Based Derivatives as Potent Candidate Anti‐Breast Cancer Agents

“…The ligands were sketched using Chemdraw Professional 16.0 in MDL file format, loaded into PyRx, minimized their energies. The active site pocket of EZH2 was determined using CASTp web serever [35,36] . The 3D box was configured with dimensions of center_x=20.83, center_y=33.83, center_z=6.72, size_x=20.51, size_y=23.28 and size_z=19.52.…”

“…The active site pocket of EZH2 was determined using CASTp web serever. [35,36] The 3D box was configured with dimensions of center_x = 20.83, center_y = 33.83, center_z = 6.72, size_x = 20.51, size_y = 23.28 and size_z = 19.52. Docking simulations were performed after assigning the exhaustiveness of 8.…”

Design, synthesis, and cytotoxicity of ibuprofen-appended benzoxazole analogues against human breast adenocarcinoma

“…In comparison to their respective components, these new hybrids are always endowed with increased activity or novel biological features. 66,67 With an extension to our research work, 65 the broad spectrum of pharmacological activities of benzoxazoles and enhanced biological activities of ibuprofen hybrids inspired us to design and synthesize novel ibuprofentethered benzoxazole scaffolds (Fig. 3).…”

Design, Synthesis of Novel 1,2,3‐Triazole Pendent Quinazolinones and Their Cytotoxicity against MCF‐7 Cell Line

“…In comparison to their respective components, these new hybrids are always endowed with increased activity or novel biological features. [40] Several quinazolinone -1,2,3-triazole hybrids are reported in the literature which are eventually produced significant pharmacological activities such as phosphoinositide 3-kinase inhibition, [41] α-glucosidase inhibition, [42] lipoxygenase inhibition [43] antitubercular, [44] antibacterial [45] and anticancer activities. [46] Our research group recently published the anticancer activity of hybrid compounds in which triazole tethered at 2-position of quinazolinone against C6 glioma cell lines [47] and other bio-active hybrids containing quinazolines -triazoles with methoxy linkers as anti-cancer agents and kinase inhibitors.…”

“…The process of joining two or more bioactive fragments into a single molecule using the proper linkers is known as molecular hybridization. In comparison to their respective components, these new hybrids are always endowed with increased activity or novel biological features [40] . Several quinazolinone – 1,2,3‐triazole hybrids are reported in the literature which are eventually produced significant pharmacological activities such as phosphoinositide 3‐kinase inhibition, [41] α‐glucosidase inhibition, [42] lipoxygenase inhibition [43] antitubercular, [44] antibacterial [45] and anticancer activities [46] .…”