Synthesis of novel 1,4-disubstituted 1,2,3-triazolo-bosentan derivatives – evaluation of antimicrobial and anticancer activities and molecular docking

Abstract

One pot synthesis with good yields. Good antimicrobial activity against 4EMV receptor. Prominent anticancer activity against A549 and SKOV-3 cell lines. Significantin vitrocytotoxicity at 7.81 μg mL−1. Docking mode of1hwith 2XP2 receptor.

A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies

“…Thus, PNE 1 received treatment with thionyl chloride under refluxing condition in chloroform and was converted into its chloro derivative 2 , which upon treatment with sodium azide in N,N-dimethylformamide (DMF) at ambient temperature for 12 h, produced the azide 3 in quantitative yield (Scheme 1). Finally, the terminal alkynes 4a – l (except 4a – b and 4f [15]) were allowed to react with azide 3 employing copper-catalyzed 1,3-dipolar cycloaddition (also known as CuAAC—copper catalyzed azide-alkyne-cycloaddition), which produced the target novel 1,4-disubstituted β-pyrrolidino-1,2,3-triazoles 5a-l as an application of click chemistry (Scheme 2).…”

“…Anticancer activity studies were performed for the synthesized compounds 5a , 5e , and 5g – j (which showed higher antimicrobial activity than the others) against A549 and HepG-2 cells [15,21]. All the tested compounds showed good cytotoxic activity against A549 cells.…”

“…The synthesized compounds were subjected to molecular docking studies [15] with the DNA topoisomerase IV [21,22,23] and anaplastic lymphoma kinase [24] receptors in order to rationalize the biological studies. The docking study of the synthesized compounds was performed using AutoDock Tools (ADT) version 1.5.6 and AutoDock version 4.2.5.1 docking program [25,26] with the crystal structure of DNA topoisomerase IV (PDB ID: 4EMV) and anaplastic lymphoma kinase (PDB ID: 2XP2) [27].…”

Selective Synthesis of 3‐(α,α‐Dibromoacetyl)‐4‐hydroxy‐6‐methyl‐2H‐pyran‐2‐one as an Excellent Precursor for the Synthesis of 2‐Substituted 4‐(4‐Hydroxy‐6‐methyl‐2H‐2‐oxopyran‐3‐yl)thiazoles as Antimicrobial and Antifungal Agents

“…The molecular docking study of the series was performed using AutoDockVina program , and the 2D structure of all the ligand molecules was prepared in MarvinSketch 6.2.2 (ChemAxon, Budapest, Hungary) and then converted into 3D for energy minimization and saved in pdbqt format using AutoDock Tools 1.5.6. The crystal structure of 4EMV was retrieved from protein data bank (http://www.rcsb.org) for docking simulations . As protein preparation, the water of crystallization was removed and polar hydrogens were added.…”

Synthesis and evaluation of [N-(Substituted phenyl)-2-(3-substituted) sulfamoyl) phenyl)] acetamide derivatives as anticancer agents

“…The compounds like some esters and amide coupled compounds act as anti-inflammatory drugs as cyclooxygenase-2-inhibitors [8] while some act as antimalarials [9]. The sulfonamide coupled with pyrimidine shows antimicrobial and anticancer activities [10]. Inhibitors of 5-Lipoxygenase [11], Yersinia enteroclitica Y opH tyrosine phosphatase inhibitors [12], antimalassezia [13], antiamoebic and antimalarial activities [14], inhibitor of phosphodiesterase type 4 [15], antihypertensive [16].…”