title: Synthesis, physicochemical characterization, cytotoxicity, antimicrobial, anti-inflammatory and psychotropic activity of new N-[1,3-(benzo)thiazol-2-yl]-ω-[3,4-dihydroisoquinolin-2(1H)-yl]alkanamides.
abstract: 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 (1)H, (13)C 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.
authors.affiliation: Latvian Institute of Organic Synthesis, 21 Aizkraukles Street, Riga LV-1006, Latvia. Electronic address: aez@osi.lv.
authors.forename: Alla
authors.initials: A
authors.lastname: Zablotskaya
authors.forename: Izolda
authors.initials: I
authors.lastname: Segal
authors.forename: Athina
authors.initials: A
authors.lastname: Geronikaki
authors.forename: Tatiana
authors.initials: T
authors.lastname: Eremkina
authors.forename: Sergey
authors.initials: S
authors.lastname: Belyakov
authors.forename: Marina
authors.initials: M
authors.lastname: Petrova
authors.forename: Irina
authors.initials: I
authors.lastname: Shestakova
authors.forename: Liga
authors.initials: L
authors.lastname: Zvejniece
authors.forename: Vizma
authors.initials: V
authors.lastname: Nikolajeva
mesh_terms: D000769:Anesthesia, Inhalation; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002351:Carrageenan; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002627:Chemistry, Physical; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D005658:Fungi / Q000187:drug effects; D006801:Humans; D000860:Hypoxia / Q000188:drug therapy; D007546:Isoquinolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051379:Mice; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D041681:NIH 3T3 Cells; D011595:Psychomotor Agitation / Q000188:drug therapy; D011619:Psychotropic Drugs / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D012640:Seizures / Q000188:drug therapy; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D000935:Antifungal Agents; D000970:Antineoplastic Agents; D052160:Benzothiazoles; D007546:Isoquinolines; D011619:Psychotropic Drugs; D002351:Carrageenan
keywords: Anti-inflammatory activity; Antimicrobial activity; Cytotoxicity; Psychotropic activity; Tetrahydroisoquinoline; Thiazole