Synthesis, Conformation, and Biological Characterization of a Sugar Derivative of Morphine that is a Potent, Long-Lasting, and Nontolerant Antinociceptive
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- 作者：Gemma Arsequell ; Mariona Salvatella ; Gregorio Valencia ; Alfonso Ferná ; ndez-Mayoralas ; Marco Fontanella ; Chiara Venturi ; Jess Jimnez-Barbero ; Ezequiel Marrn ; Raquel E. Rodrguez
- 刊名：Journal of Medicinal Chemistry
- 出版年：2009
- 出版时间：May 14, 2009
- 年：2009
- 卷：52
- 期：9
- 页码：2656-2666
- 全文大小：380K
- 年卷期：v.52,no.9(May 14, 2009)
- ISSN：1520-4804
文摘
A synthetic mannoside derivative, namely, 6-morphinyl-α-d-mannopyranoside, shows a naloxone-reversible antinociception that is 100-fold more potent and twice as long lasting compared to morphine when administered intraperitoneally to rats in paw pressure and tail flick tests. The compound does not produce tolerance and binds to rat μ opioid receptors with twice the affinity of morphine. NMR studies suggest that differences of activity between the derivative and its parent compound M6G might be related to their differing molecular dynamic behavior.