Synthesis, Cytotoxicity, Molecular Docking and ADME Assay of Novel Morpholine appended 1,2,3‐Triazole Analogues

Abstract

Synthesis of novel 4‐(1‐(2‐cyclopropylphenyl)‐2‐(4‐substituted‐1H‐1,2,3‐triazol‐1‐yl)ethyl)morpholine analogues were demonstrated by conventional synthetic procedures. The structure of all the newly synthesized compounds were determined by 1H‐NMR, 13C‐NMR, HRMS and CHN analysis. Cytotoxicity of all synthesized compounds were tested against MCF‐7 Cell lines in different concentrations. The IC50 value of compounds was calculated using graph Pad Prism Version5.1. 4‐chloro substituted analogue exhibited superior result than the standard reference Doxorubicin drug. Compounds which are containing 3‐methoxy, 2‐methoxy and 4‐methoxy substituents showed a moderate effect, and 2‐chloro, 3‐triflouromethyl and 2‐methyl substituted analogues showed lower results. Molecular docking studies performed on the crystal structure of human estrogen receptor alpha ligand‐binding domain with all molecules and are well in agreement with cell line studies. The predicted pharmacokinetics support that these compounds have more drug‐likeness properties.

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

“…K 2 CO 3 base, undergone nucleophilic substitution reaction with 3-bromoprop-1-yne (4) to afford 1-(2,4-bis(prop-2-yn-1-yloxy)phenyl)-2-phenylethan-1-one intermediates 5(a-d). Finally, the intermediates 5(a-d) were treated with different aryl azides by thermal CuAAC click reaction [24][25][26] to accomplish 1-(2,4-bis((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-2-phenylethan-1-ones 7(a-l). Target compound's structure was established by spectral analysis.…”

Design, Synthesis and Cytotoxicity of New Coumarin‐1,2,3‐triazole Derivatives: Evaluation of Anticancer Activity and Molecular Docking Studies

“…[39] As a reason we have chosen the crystal structure of MST3 (PDB ID: 4QMP) as in silico target. The novel coumarin -triazole hybrids were docked into the cavity of crystal structure of MST3 using Autodock Vina integrated PyRx virtual screening tool, [32,40,41] and presented the docking scores and binding interactions in Table 1. The docking results were validated by re-docking the co-crystalized ligand 5amino-3-{[4-(aminosulfonyl)phenyl]amino}-n-(2,6-difluorophenyl)-1h-1,2,4-triazole-1-carbothioamide (DKI), it produced an RMSD value of 1.025 Å and scored binding energy value of À 8.8 kcal/mole.…”

New 2‐Phenylquinoline‐Based Bis‐Methoxymethyl‐1,2,3‐Triazoles as Potential Antimicrobial Agents: Synthesis and Molecular Docking Studies against COVID‐19

“…In the recent years, it has become an integral part of drug discovery process [21] . In present study, Autodock Vina integrated PyRx virtual screening tool used [22–26] …”

“…[21] In present study, Autodock Vina integrated PyRx virtual screening tool used. [22][23][24][25][26] Considering the individual biological and medicinal importance of quinoline, mono and bis-1,2,3-triazoles, we wanted to explore novel chemical entities based on quinoline and triazole moieties towards their biological significance. Hence, in the present study we focused our interest on the synthesis, characterization and in silico assessment of drug ability of 2-Phenylquinoline fused-bis(methoxymethyl-1,2,3-triazole) derivatives 8(a-n).…”