[Electrochemical reduction of pentaerythrityltetranitrate (PETN) and metabolites].
The reduction-cascade of PETN is described as a combination of cyclic-voltammetric measurements and analytical results together with synthesis of PETN-metabolites; furthermore the electroreduction of pentaerythityldinitrate (PEDN) in the presence and absence of cystine as well as cystine and electrogenerated superoxide-radicalanions to elucidate the interaction of PETN with thiol-species. PETN was recognized as precursor for a initial radicalic process, followed by intermediate formation of pentaerythityltrinitratealdehyde (PENA) inside a self-reducing nitrate-system with NO as final product, which may explain its special position in comparison with other pharmaceutically applied nitratestructures. It could be proved, that a cystine-pool reacts as a selective moderator inside the reduction of PEDN without being interfered by O2.-, yielding pentaerythitylmononitrate (PEMN) meanwhile in the absence of cystine only pentaerythrite (PE) is formed.
Hess
U
U
Institut für Pharmazie, Humboldt-Universität zu Berlin, Germany.
Brosig
H
H
König
G
G
Stoeter
M
M
Stalleicken
D
D
D003553:Cystine / Q000737:chemistry; D004563:Electrochemistry; D007202:Indicators and Reagents; D010084:Oxidation-Reduction; D010417:Pentaerythritol Tetranitrate / Q000737:chemistry*; D013481:Superoxides / Q000737:chemistry
D007202:Indicators and Reagents; D010417:Pentaerythritol Tetranitrate; D013481:Superoxides; D003553:Cystine