Design, synthesis and evaluation of 9-hydroxy-7H-furo[3,2-g]chromen-7-one derivatives as new potential vasodilatory agents

J Asian Nat Prod Res. 2014;16(3):304-11. doi: 10.1080/10286020.2013.874345. Epub 2014 Jan 8.

Abstract

Two new 9-hydroxy-7H-furo[3,2-g]chromen-7-one derivatives were designed, synthesized and evaluated for their in vitro vasodilatory activity. The structures of two compounds were elucidated by infrared, ¹H NMR, and mass spectral data. The in vitro pharmacological evaluation indicated that both of them possessed well vasodilatory activity compared with imperatorin. The molecule docking also showed two target compounds docked well with L-calcium channel (PDB code: 3G43). The result suggested that they would be potential vasodilatory agents for hypertension.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzopyrans / chemical synthesis*
  • Benzopyrans / chemistry
  • Benzopyrans / pharmacology*
  • Coumarins
  • Crystallography, X-Ray
  • Disease Models, Animal
  • Drug Design
  • Furocoumarins
  • Hypertension / drug therapy
  • Male
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Rats
  • Rats, Sprague-Dawley
  • Structure-Activity Relationship
  • Vasodilator Agents / chemical synthesis*
  • Vasodilator Agents / chemistry
  • Vasodilator Agents / pharmacology*

Substances

  • 2-(3,4-dimethoxyphenyl)-2-isopropyl-5-((2-((7-oxo-7H-furo(3,2-g)chromen-9-yl)oxy)ethyl)amino)pentanenitrile
  • 2-(3,4-dimethoxyphenyl)-2-isopropyl-5-(methyl-(2-((7-oxo-7H-furo(3,2-g)chromen-9-yl)oxy)ethyl)amino)pentanenitrile
  • Benzopyrans
  • Coumarins
  • Furocoumarins
  • Vasodilator Agents
  • coumarin
  • imperatorin

Associated data

  • PDB/3G43