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■ Synthesis, Antimicrobial and Antitumor Study of New Pyrido[2,1-a]isoquinolines via Isoquinoline-1-acetonitrile

Mohamed A. M. Teleb, Hamdi M. Hassaneen,* Hyam A. Abdelhadi, Yara N. Laboud, and Fatma M. Saleh

*Department of chemistry, Faculty of science, University of Cairo, Giza 12613, Egypt

Abstract

Refluxing of enaminonitrile 3 with arylacetonitriles 2 in ethanol in the presence of piperidine afforded 4H-pyrido[2,1-a]isoquinoline-1-carbonitriles 6. Refluxing of 2-(6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)acetonitrile 1 with ethyl 3-aryl-2-cyanoacrylates 9 in acetonitrile in the presence of piperidine gave the corresponding 4H-pyrido[2,1-a]isoquinoline-1,3-dicarbonitriles 13. All the new synthesized compounds were identified by elemental analysis and spectral data. Cytotoxic assay was investigated for in vitro antitumor screening against MCF7, HepG2 and HCT-116 cell lines. Molecular docking using Mcule.com. software was carried out for the most potent compound 6b. The results are compared with doxorubicin standard anticancer drug. Antimicrobial activities were investigated, and all compounds revealed no antimicrobial activities against all tested strains except compounds 13b and 13e.