The composition of Ehrlich's salvarsan: Resolution of a century-old debate

被引:169
作者
Lloyd, NC
Morgan, HW
Nicholson, BK
Ronimus, RS
机构
[1] Univ Waikato, Dept Chem, Hamilton, New Zealand
[2] Univ Waikato, Dept Biol Sci, Hamilton, New Zealand
关键词
arsenic; arsphenamine; mass spectrometry; salvarsan; structure elucidation;
D O I
10.1002/anie.200461471
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Elusive molecular structure revealed: The primary components of the historically important pharmaceutical compound salvarsan (arsphenamine, Ehrlich 606) have been shown by ESI mass spectrometry to be cyclopolyarsines [RAs] n (see structure; n = 3-6 and R = 3-amino-4-hydroxyphenyl).
引用
收藏
页码:941 / 944
页数:4
相关论文
共 30 条
[1]  
Bertheim A., 1911, US Patent, Patent No. [98,61,48, 986148]
[2]   A cyclotristibane:: Synthesis and crystal structure of cyclo-[(Me3Si)2CH]3Sb3 [J].
Breunig, HJ ;
Rösler, R ;
Lork, E .
ORGANOMETALLICS, 1998, 17 (26) :5594-5595
[3]   Practical implications of some recent studies in electrospray ionization fundamentals [J].
Cech, NB ;
Enke, CG .
MASS SPECTROMETRY REVIEWS, 2001, 20 (06) :362-387
[4]   The sulfur content of arsphenamine and its relation to the mode of synthesis and the toxicity I [J].
Christiansen, WG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1922, 44 :847-854
[5]   The relation between the mode of synthesis and toxicity of arsphenamine and related compounds [J].
Christiansen, WG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1921, 43 :2202-2210
[7]  
Cole R.B., 1997, Electrospray Ionization Mass Spectrometry
[8]   Electrospray mass spectrometry applied inorganic and organometallic chemistry [J].
Colton, R ;
DAgostino, A ;
Traeger, JC .
MASS SPECTROMETRY REVIEWS, 1995, 14 (02) :79-106
[9]  
Doak G.O., 1941, J AM CHEM SOC, V63, P99, DOI 10.1021/ja01846a019
[10]   On the salty acid 3.3 diamino-4.4 dioxy-arsenobenzoil and its next relatives. [J].
Ehrlich, P ;
Bertheim, A .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1912, 45 :756-766