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One‐Pot Synthesis of Some New Isatin‐1,2,4‐oxadiazole Hybrids as VEGFR‐2 Aiming Anticancer Agents

Sunitha Boda, Satheesh Kumar Nukala, Ravinder Manchal

2022ChemistrySelect18 citationsDOI

Abstract

Abstract The one‐pot synthesis of some new isatin‐1,2,4‐oxadiazole hybrids ( 3 a – n ) in moderate to good yields via reaction between 3‐((1‐methyl‐2‐oxoindolin‐3‐ylidene)amino)propane nitrile and several aromatic carboxylic acids using the key reagents like NH 2 OH.HCl, Et 3 N and POCl 3 /DMF was described herein. The synthesized compounds were screened for the cytotoxicity against three human cancer cell lines such as A549, PC3, DU145 and MCF7. Among them, three compounds ( 3 d , 3 e and 3 l ) were exhibited superior activity than the standard 5‐fluorouracil against all the cell lines. In vitro VGEFR‐2 tyrosine kinase assay on 3 d , 3 e and 3 l indicates that 3 l has more inhibiting power than the standard sorafenib.Further, in silico studies like molecular docking studies on VEGFRs and ADMET performed to know binding affinity towards VEGFRs and drug likeness properties.

Topics & Concepts

IsatinDU145ChemistryCytotoxicityOxadiazoleStereochemistryIn vitroCombinatorial chemistrySorafenibBiochemistryCancer cellOrganic chemistryCancer researchBiologyCancerLNCaPGeneticsHepatocellular carcinomaSynthesis and biological activityQuinazolinone synthesis and applicationsClick Chemistry and Applications
One‐Pot Synthesis of Some New Isatin‐1,2,4‐oxadiazole Hybrids as VEGFR‐2 Aiming Anticancer Agents | Litcius