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

Veerabhadraiah Mallikanti, Vishnu Thumma, Krishna Chaitanya Veeranki, Srinivas Gali, Jalapathi Pochampally

2022ChemistrySelect29 citationsDOI

Abstract

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 1 H‐NMR, 13 C‐NMR, HRMS and CHN analysis. Cytotoxicity of all synthesized compounds were tested against MCF‐7 Cell lines in different concentrations. The IC 50 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.

Topics & Concepts

MorpholineChemistryCytotoxicityDocking (animal)StereochemistryADMEMolecular modelProton NMRMoleculeCombinatorial chemistryIn vitroOrganic chemistryBiochemistryMedicineNursingClick Chemistry and ApplicationsSynthesis and biological activitySynthesis and Biological Evaluation
Synthesis, Cytotoxicity, Molecular Docking and ADME Assay of Novel Morpholine appended 1,2,3‐Triazole Analogues | Litcius