Stereospecific pharmacodynamics and chiral inversion of NG-nitro-arginine in the beagle dogs

Chirality. 2010 Nov;22(10):896-900. doi: 10.1002/chir.20848.

Abstract

In the present study, we analyzed the stereospecific pharmacodynamics and inversion of N(G)-nitro-arginine by an intravenous blous injection of L-N(G)-nitro-arginine (L-NNA) or D-N(G)-nitro-arginine (D-NNA) (10 mg/kg) in beagle dogs. Significant pressor responses were observed for both substances, though a similar maximum response induced by L-NNA was reached at 120 min slower as compared with D-NNA. The rise in mean arterial pressure (MAP) of D-NNA dogs was also shown to be slower than the L-NNA group. Our data showed that D-NNA had no impact on MAP within 60 min after its injection. Plasma L-NNA started to appear after 45 min posterior to the i.v. bolus injection of D-NNA. This chiral inversion is unidirectional because no D-NNA was not produced from L-NNA. The pressor response in the D-NNA-injected dogs was well parallel to the plasma L-NNA concentration. Similar disposition of N(G)-nitro-arginine enantiomers and 4% of chiral inversion ratio from D-NNA to L-NNA was found in the beagle dogs. Given that D-amino acid oxidase (DAAO) is the essential enzyme in chiral inversion of D-NNA, we further compared the enzymatic activity of the renal DAAO between dogs and rats. Our data showed that dogs had a significantly lower enzymatic activity than rats, thus supported a lower inversion ratio of D-NNA in dogs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Algorithms
  • Amino Acid Oxidoreductases / metabolism
  • Animals
  • Area Under Curve
  • Blood Pressure / drug effects
  • Catalysis
  • Chromatography, High Pressure Liquid
  • Dogs
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Heart Rate / drug effects
  • Indicators and Reagents
  • Kidney / metabolism
  • Nitric Oxide Synthase / antagonists & inhibitors
  • Nitroarginine / chemistry*
  • Nitroarginine / pharmacology*
  • Stereoisomerism

Substances

  • Enzyme Inhibitors
  • Indicators and Reagents
  • Nitroarginine
  • Nitric Oxide Synthase
  • Amino Acid Oxidoreductases