Antioxidant properties of propargylamine derivatives: assessment of their ability to scavenge peroxynitrite

被引:21
作者
Dragoni, S
Porcari, V
Travagli, M
Castagnolo, D
Valoti, M
机构
[1] Univ Siena, Dipartimento Sci Biomed, Sez Farmacol, I-53100 Siena, Italy
[2] Univ Siena, Dipartimento Farm Chim Tecnol, I-53100 Siena, Italy
关键词
D O I
10.1211/jpp.58.4.0016
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
A series of arylpropargylamines, variously substituted in the hydrogen in p-position and in the propargyl moiety, were studied as potential peroxynitrite scavengers. The scavenging activity of these compounds was evaluated through peroxynitrite (ONOO-)-mediated oxidation of dichlorofluorescin and linoleic acid by measuring the dichlorofluorescein formation and oxygen consumption, respectively. Among tested compounds, only 1-phenylpropargylamine (AP3) promoted concentration-dependent inhibition of ONOO--induced dichlorofluorescin and linoleic acid oxidation with IC50 values of 637 and 63 mu m, respectively. The AP3 spectral changes in UV-visible absorbance properties in the presence of peroxynitrite suggested the formation of a new compound. This was identified by gas-chromatograph-mass spectrometer analysis as phenylpropargyl alcohol. Structure-activity relationship analysis indicated that the scavenging activity of AP3 was due to the aminopropargyl moiety and availability of the nitrogen electron pair. This data suggested that AP3 could be considered a lead compound for the synthesis of new ONOO- scavenger derivatives.
引用
收藏
页码:561 / 565
页数:5
相关论文
共 26 条
[21]   Evaluation of quantitative ultrasound and dual X-ray absorptiometry measurements in women with and without fractures [J].
Peretz, A ;
De Maertelaer, V ;
Moris, M ;
Wouters, M ;
Bergmann, P .
JOURNAL OF CLINICAL DENSITOMETRY, 1999, 2 (02) :127-133
[22]  
Sowa Bernard N., 2004, Current Neuropharmacology, V2, P153, DOI 10.2174/1570159043476800
[23]   Protective effect of L-deprenyl against apoptosis induced by okadaic acid in cultured neuronal cells [J].
Suuronen, T ;
Kolehmainen, P ;
Salminen, A .
BIOCHEMICAL PHARMACOLOGY, 2000, 59 (12) :1589-1595
[24]  
Szende B., 2000, Neurobiology (Budapest), V8, P249
[25]   Propargylamines induce antiapoptotic new protein synthesis in serum- and nerve growth factor (NGF)-withdrawn, NGF-differentiated PC-12 cells [J].
Tatton, WG ;
Chalmers-Redman, RME ;
Ju, WJH ;
Mammen, M ;
Carlile, GW ;
Pong, AW ;
Tatton, NA .
JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 2002, 301 (02) :753-764
[26]  
THOMASA CE, 1996, FREE RADIC BIOL MED, V22, P733