New Thiazoline-Tetralin Derivatives and Biological Activity Evaluation

Molecules. 2018 Jan 10;23(1):135. doi: 10.3390/molecules23010135.

Abstract

In this study, novel N'-(3-cyclohexyl/phenyl-4-(substituted phenyl)thiazole-2(3H)-ylidene)-2-[(5,6,7,8-tetrahydronaphthalen-2-yl)oxy]acetohydrazide (4a-4k) derivatives were synthesized and their anticancer potency were evaluated on human breast adenocarcinoma cell line (MCF-7), human lung carcinoma cell line (A549) and mouse embryoblast cell line (NIH/3T3) using the MTT method, DNA synthesis inhibition and flow cytometric analysis. Compound 4e bearing 4-methoxyphenyl moiety exhibited the highest antitumor efficiency against MCF-7 cell line with higher DNA synthesis inhibition and apoptotic cell percentages (ealy+late apoptotic cell). On the other hand, compounds 4f, 4g, and 4h bearing 4-bromo, 4-chloro and 4-florophenyl moieties, respectively caused excellent apoptosis levels against A549 cell line when treated with lower concentration even than cisplatin. Anticholinesterase activity of the compounds were also tested, compound 4h showed 49.92% inhibition of acetylcholinesterase (AChE).

Keywords: DNA synthesis inhibition; anticholinesterase activity; apoptosis; cytotoxicity; tetralin (tetrahydronaftalene); thiazoline.

Publication types

  • Evaluation Study

MeSH terms

  • A549 Cells
  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Apoptosis
  • Cell Survival
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacology
  • Cisplatin / chemistry
  • Cisplatin / pharmacology
  • Drug Screening Assays, Antitumor / methods
  • Humans
  • Hydrazines / chemistry*
  • Hydrazines / pharmacology
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy / methods
  • Mass Spectrometry / methods
  • Mice
  • Molecular Structure
  • NIH 3T3 Cells
  • Nucleic Acid Synthesis Inhibitors / chemistry
  • Nucleic Acid Synthesis Inhibitors / pharmacology
  • Structure-Activity Relationship
  • Triazoles / chemistry*
  • Triazoles / pharmacology

Substances

  • Antineoplastic Agents
  • Cholinesterase Inhibitors
  • Hydrazines
  • Nucleic Acid Synthesis Inhibitors
  • Triazoles
  • Cisplatin