Synthesis, Anticancer Activity and Molecular Docking Studies of Hybrid Molecules Containing Indole‐Thiazolidinedione‐Triazole Moieties

Abstract

A library of twelve hybrid molecules containing Indole-Thiazolidinedione-Triazole moieties were synthesized by following a series of N-benzylation, Knoevenagel condensation and click chemistry reactions. The structure of novel molecules confirmed by spectral analysis data of 1 H-NMR, 13 C-NMR and LC-MS. All the compounds screened for their anticancer activity against the human liver cancer HePG-2, human colorectal cancer HCT-116, human prostate cancer PC-3, and human breast cancer MCF7 cell lines. MTT assay protocol was em-ployed and calculated IC 50 value of all compounds. Doxorubicin was used as standard drug. m-acetylphenyl substituted compound 9 i specified outstanding activity against four cell lines compared to doxorubicin. The p-acetylphenyl and p-nitrophenyl substituted compounds showed moderate activity against the same. Molecular docking studies were performed on EGFR, CDK2 and sorcin using Autodock Vina of PyRx tool. The binding energies and interactions acquired from docking results of compounds supported the investigational data.

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

“…Autodock Vina integrated PyRx tool was employed for docking simulations [54–56] . The crystal structure of Serine/threonine‐protein kinase 24 (MST3) (PDB ID: 4QMP) [57] were retrieved from Protein Data Bank (www.rcsb.org).…”

“…Autodock Vina integrated PyRx tool was employed for docking simulations. [54][55][56] The crystal structure of Serine/threonine-protein kinase 24 (MST3) (PDB ID: 4QMP) [57] were retrieved from Protein Data Bank (www.rcsb.org). Initially, water molecules and heteroatoms of protein were removed and added polar hydrogens ), 3.37 (q, J = 7.22, 4H), 1.19 (t, J = 7.22, 6.92, 6H).…”

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.…”

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).…”