Novel Synthesis, Reactions, and Biological Study of New Morpholino-Thieno[2,3-c][2,7]Naphthyridines as Anti-Cancer and Anti-Microbial Agents.

Autor: Adel M. Kamal El-Dean, Geies, Ahmed A., Hassanien, Reda, Abdel-Wadood, Fatma K., El-Naeem, Eman E. Abd
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Zdroj: Russian Journal of Bioorganic Chemistry; Aug2022, Vol. 48 Issue 4, p821-834, 14p
Abstrakt: The biological uses of 2,7-naphthyridines have sparked great attention in recent years. For this reason, we synthesized a series of novel 2,7-naphthyridines derivatives and explored their spectrum and biological properties in this study. Substituted tetrahydro-1H-thiopyrano [3,4-c] pyridine-4-carbonitrile (III) was prepared by the reaction of 1-methyl piperidin-4-one (I) with CS2, malononitrile, and triethylamine. The condensed thiopyrane (III) be converted to three-mercapto-7-methyl-1-morpholino-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carbonitrile (IV) by reaction with morpholine. Composite (IV) was used as a starter in heterocyclic compound a series, such as the thieno[2,3-c][2,7]naphthyridines moiety (VIa–i). We used 1рamino-7-methyl-5-morpholino-6,7,8,9-tetrahydrothieno[2,3-c][2,7]naphthyrid ine-2-substituted (VIb, VIe, VIi) compounds as a precursor to create original heterocyclic moieties, namely: pyrimidothienonaphthyridino and pyridothieno naphthyridino in compounds (VII, VIII, IX, X, and XIa, b). Elemental analysis and spectral techniques (Fourier Transform Infrared (FT-IR), Nuclear magnetic resonance (1H NMR, 13C NMR, and mass spectrum)) were affirmed to validate chemical constructions for the recent synthesized compounds. A number of compounds for antimicrobial activity were examined against a variety of bacterial and fungal strains. In addition, some of these compounds showed anticancer activity in liver and cells of breast cancer. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index