FORMATION OF S-NITROSO COMPOUNDS FROM SODIUM-NITROPRUSSIDE, NITRIC-OXIDE OR NITRITE AND REDUCED THIOLS - ANALYSIS BY CAPILLARY ISOTACHOPHORESIS

被引:13
作者
TSIKAS, D [1 ]
BOGER, RH [1 ]
BODEBOGER, SM [1 ]
BRUNNER, G [1 ]
FROLICH, JC [1 ]
机构
[1] HANNOVER MED SCH,DEPT GASTROENTEROL & HEPATOL,D-30623 HANNOVER,GERMANY
关键词
D O I
10.1016/0021-9673(95)00119-8
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Sodium nitroprusside (SNP) is a potent, rapidly acting intravenous hypotensive agent. The direct action on blood vessels is thought to be due to its nitroso (NO) group. This suggestion is supported by the discovery of an endothelial relaxing factor, most probably being the radical nitric oxide (NO.) or a S-nitroso compound. In this paper we describe for the first time an analytical capillary isotachophoretic (ITP) method for the determination of SNP, of some potent vasodilating and platelet anti-aggregatory S-nitroso compounds from biological and pharmacological precursors, and of their final metabolites nitrite and nitrate. ITP was applied to study SNP stability in aqueous solutions and chemical formation of S-nitroso compounds by the reaction of reduced thiols such as N-acetyl-L-cysteine, glutathione and N-acetyl-D,L-penicillamine with SNP at pH 7.4. We found that these thiols react spontaneously with SNP to give the corresponding S-nitroso compounds. This result suggests that the vasodilating and anti-aggregatory properties of SNP may be in part due to the formation of S-nitroso compounds from SNP.
引用
收藏
页码:363 / 369
页数:7
相关论文
共 17 条
[11]   VASORELAXANT PROPERTIES OF THE ENDOTHELIUM-DERIVED RELAXING FACTOR MORE CLOSELY RESEMBLE S-NITROSOCYSTEINE THAN NITRIC-OXIDE [J].
MYERS, PR ;
MINOR, RL ;
GUERRA, R ;
BATES, JN ;
HARRISON, DG .
NATURE, 1990, 345 (6271) :161-163
[12]  
RUCKI R, 1977, ANAL PROFILES DRUG S, P487
[13]  
SHAFFER JE, 1992, J PHARMACOL EXP THER, V260, P286
[14]   NITRIC-OXIDE CIRCULATES IN MAMMALIAN PLASMA PRIMARILY AS AN S-NITROSO ADDUCT OF SERUM-ALBUMIN [J].
STAMLER, JS ;
JARAKI, O ;
OSBORNE, J ;
SIMON, DI ;
KEANEY, J ;
VITA, J ;
SINGEL, D ;
VALERI, CR ;
LOSCALZO, J .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1992, 89 (16) :7674-7677
[15]   CAPILLARY ZONE ELECTROPHORETIC DETECTION OF BIOLOGICAL THIOLS AND THEIR S-NITROSATED DERIVATIVES [J].
STAMLER, JS ;
LOSCALZO, J .
ANALYTICAL CHEMISTRY, 1992, 64 (07) :779-785
[16]   APPLICATION OF CAPILLARY ISOTACHOPHORESIS TO THE ANALYSIS OF GLUTATHIONE CONJUGATES [J].
TSIKAS, D ;
BRUNNER, G .
JOURNAL OF CHROMATOGRAPHY, 1989, 470 (01) :191-199
[17]   SYNTHESIS OF NITRIC-OXIDE RELEASING, VASODILATING AND PLATELET-AGGREGATION INHIBITING S-[N-15]NITROSO COMPOUNDS [J].
TSIKAS, D ;
STICHTENOTH, DO ;
BOGER, RH ;
BODEBOGER, SM ;
FROLICH, JC .
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1994, 34 (11) :1055-1062