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Cited by 572

The DOI matches its Crossref record; 22 of the 22 references it cites were found in a registry or an index.

Antagonistic action of imidazolineoxyl N-oxides against endothelium-derived relaxing factor/.bul.NO (nitric oxide) through a radical reaction

Akaike, Takaaki, Yoshida, Masaki, Miyamoto, Yoichi, Sato, Keizo, Kohno, Masahiro, Sasamoto, Kazumi, Miyazaki, Kiminori, Ueda, Shoichi, Maeda, Hiroshi·1993·Biochemistry
DOI 10.1021/bi00054a013
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Abstract

A labile inorganic free radical, nitric oxide (.NO), is produced by nitric oxide synthase from the substrate L-arginine in various cells and tissues. It acts as an endothelium-derived relaxing factor (EDRF) or as a neurotransmitter in vivo. We investigated the reactivity of stable radical compounds, imidazolineoxyl N-oxides such as 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide (PTIO), carboxy-PTIO, and carboxymethoxy-PTIO against .NO/EDRF in both chemical and biological systems. By using electron spin resonance (ESR) spectroscopy, imidazolineoxyl N-oxides were found to react with .NO in a stoichiometric manner (PTIO/.NO = 1.0) in a neutral solution (sodium phosphate buffer, pH 7.4) with rate constants of approximately 10(4) M-1 s-1, resulting in the generation of NO2-/NO3- and imidazolineoxyls such as 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl (PTI), carboxy-PTI, or carboxymethoxy-PTI. Furthermore, the effects of imidazolineoxyl N-oxides on acetylcholine- or ATP-induced relaxation of the smooth muscle of rabbit aorta were tested. The vasorelaxations were inhibited by all three imidazolineoxyl N-oxides markedly. The inhibitory effects of carboxy-PTIO was almost 2-fold stronger than those of .NO synthesis inhibitors, N omega-nitro-L-arginine and N omega-monomethyl-L-arginine. Generation of EDRF/.NO was identified by reacting the PTIO in aortic strips and quantitating the reaction product with ESR spectroscopy. Thus, it was clarified that imidazolineoxyl N-oxide antagonize EDRF/.NO via a unique radical-radical reaction with .NO.

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Metadata

Authors
Akaike, T., Yoshida, M., Miyamoto, Y., Sato, K., Kohno, M., Sasamoto, K., Miyazaki, K., Ueda, S., & Maeda, H.
Venue
Biochemistry
Publisher
American Chemical Society (ACS)
Published
1993-01-26
Volume
32
Issue
3
Pages
827-832
ISSN
  • 0006-2960 (ISSN-L)
  • 1520-4995
DOI
10.1021/bi00054a013
OpenAlex
W1493899800
Cited by
572
References
22
FWCI
12.69
Type
journal article
Language
en
Open access
closed

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