Synthesis, Physicochemical Characterization, Cytotoxicity, Antimicrobial, Anti-Inflammatory and Psychotropic Activity of New N-[1,3-(Benzo)Thiazol-2-Yl]-Omega-[3,4-Dihydroisoquinolin-2(1H)-Yl]Alkanamides
European Journal of Medicinal Chemistry
A series of new N-[(benzo)thiazol-2-yl]-2/3-[3,4-dihydroisoquinolin-2(1H)-yl]ethan/propanamide derivatives was synthesized and characterized by 1H, 13C NMR and IR spectroscopy and mass-spectrometry. A single crystal X-ray study of N-(1,3-benzothiazol-2-yl)-2-[3,4-dihydroisoquinolin-2(1H)-yl]ethanamide is reported to determine its conformational feature. The investigated compounds were found to be active in psychotropic in vivo, anti-inflammatory in vivo and cytotoxicity in vitro screening. They possess marked sedative action, reveal high anti-inflammatory activity, have selective cytotoxic effects and NO-induction ability concerning tumour cell lines. Some of the compounds synthesized demonstrate antimicrobial action. An attempt was made to correlate the biological results with their structural characteristics and physicochemical parameters. Some specific combinations of types of activities for the synthesized compounds have been revealed.
Tetrahydroisoquinoline; Thiazole; Cytotoxicity; Psychotropic activity; Anti-inflammatory activity; Antimicrobial activity
Zablotskaya, A., Segal, I., Geronikaki, A., Eremkina, T., Beļakovs, S., Petrova, M., Shestakova, I., Zvejniece, L., Nikolajeva, V. Synthesis, Physicochemical Characterization, Cytotoxicity, Antimicrobial, Anti-Inflammatory and Psychotropic Activity of New N-[1,3-(Benzo)Thiazol-2-Yl]-Omega-[3,4-Dihydroisoquinolin-2(1H)-Yl]Alkanamides. European Journal of Medicinal Chemistry, 2013, Vol.70, 846.-856.lpp. ISSN 0223-5234. Pieejams: doi:10.1016/j.ejmech.2013.10.008