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Journal
2013 | 11 | 3 | 430-437
Article title

First synthesis of important secondary oxidative metabolites of morphine and codeine with the Michael addition

Content
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Languages of publication
EN
Abstracts
EN
Abstract Morphine (1) and codeine (2) are two representatives of medically important, frequently used natural opiates, therefore the exploration of their metabolic pathways and the exact characterization of the metabolites are main targets of their pharmacological studies. These morphinans also play a crucial role in drug abuse; therefore, the analysis and preparation of the metabolites for identification and quantitation in human samples are considered important aims. In order to allow the in-depth analysis of metabolites derived from the oxidative pathways through morphinone (3) and codeinone (4), synthetic procedures have been elaborated for the gram-scale preparation of glutathione and N-acetylcysteine adducts. Primary pharmacological studies revealed the inactive nature of these metabolites in opioid receptor binding tests. Graphical abstract [...]
Keywords
Publisher

Journal
Year
Volume
11
Issue
3
Pages
430-437
Physical description
Dates
published
1 - 3 - 2013
online
28 - 12 - 2012
Contributors
  • Department of Organic Chemistry, University of Debrecen, H-4032, Debrecen, Hungary
  • Department of Organic Chemistry, University of Debrecen, H-4032, Debrecen, Hungary
  • Department of Organic Chemistry, University of Debrecen, H-4032, Debrecen, Hungary
author
  • Department of Pharmaceutical Chemistry, Medical and Health Science Center, University of Debrecen, H-4032, Debrecen, Hungary, sipos.attila@pharm.unideb.hu
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Document Type
Publication order reference
Identifiers
YADDA identifier
bwmeta1.element.-psjd-doi-10_2478_s11532-012-0181-4
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