Acute and subacute antidiabetic studies of ENP-9, a new 1,5-diarylpyrazole derivative

J Pharm Pharmacol. 2018 Aug;70(8):1031-1039. doi: 10.1111/jphp.12933. Epub 2018 May 17.

Abstract

Objectives: To explore the antihyperglycaemic and antidiabetic effects and to determine the acute toxicity of 5-(4-chlorophenyl)-1-(2,4-dichloro-phenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide (ENP-9).

Methods: The antihyperglycaemic effect of ENP-9 (50 mg/kg) was determined by oral glucose tolerance test (OGTT). Also, the acute (16, 50 and 160 mg/kg) and subacute (50 mg/kg/day for 10 days) antidiabetic effects of ENP-9 were determined. After subacute treatment, blood samples were analysed to determine glucose and lipid profiles. Also, an acute toxicity determination of ENP-9 was conducted followed the OECD recommendation. Molecular docking was performed using AutoDock 4.2.6 at human cannabinoid receptor 1 (PDB code 5TGZ).

Key findings: Acute Administration of ENP-9 showed significant antidiabetic effect and decreased the maximum OGTT peak, compared to the control group (P < 0.05). Moreover, the 10 days treatment induced a decrease in plasma glucose levels, being significant at the end of the experiments (P < 0.05); however, triacylglycerols and cholesterol were not modified. Finally, LD50 of ENP-9 was estimated to be greater than 2000 mg/kg. Molecular docking suggests that ENP-9 may act as rimonabant does.

Conclusions: ENP-9 showed significant antihyperglycaemic and antidiabetic properties and also was demonstrated to be safety in the studied doses, which might allow future studies for its potential development as antidiabetic agent.

Keywords: ENP-9; acute toxicological studies; antidiabetic effect; cannabinoid receptor 1 antagonist; rimonabant analogue.

MeSH terms

  • Animals
  • Blood Glucose / analysis
  • Cholesterol / blood
  • Diabetes Mellitus, Experimental / blood
  • Diabetes Mellitus, Experimental / drug therapy*
  • Dose-Response Relationship, Drug
  • Drug Administration Schedule
  • Glucose Tolerance Test
  • Humans
  • Hypoglycemic Agents / administration & dosage
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / therapeutic use*
  • Mice, Inbred Strains
  • Molecular Docking Simulation
  • Piperidines / chemistry
  • Piperidines / pharmacology
  • Protein Binding
  • Pyrazoles / administration & dosage
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology
  • Pyrazoles / therapeutic use*
  • Receptor, Cannabinoid, CB1 / metabolism
  • Rimonabant
  • Structure-Activity Relationship
  • Toxicity Tests, Acute
  • Triglycerides / blood

Substances

  • Blood Glucose
  • Hypoglycemic Agents
  • Piperidines
  • Pyrazoles
  • Receptor, Cannabinoid, CB1
  • Triglycerides
  • Cholesterol
  • Rimonabant