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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

  • Alla Zablotskaya*
  • , Izolda Segal
  • , Athina Geronikaki
  • , Tatiana Eremkina
  • , Sergey Belyakov
  • , Marina Petrova
  • , Irina Shestakova
  • , Liga Zvejniece
  • , Vizma Nikolajeva
  • *Corresponding author for this work
  • Latvian Institute of Organic Synthesis
  • Aristotle University of Thessaloniki

Research output: Contribution to journal › Article › peer-review

85 Citations (Scopus)

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 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.

Original languageEnglish
Pages (from-to)846-856
Number of pages11
JournalEuropean Journal of Medicinal Chemistry
Volume70
DOIs
Publication statusPublished - 2013

Keywords

  • Anti-inflammatory activity
  • Antimicrobial activity
  • Cytotoxicity
  • Psychotropic activity
  • Tetrahydroisoquinoline
  • Thiazole

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