Opiate receptor binding properties of morphine-, dihydromorphine-, and codeine 6-O-sulfate ester congeners

被引：29

作者：

Crooks, Peter A. ^{[1
]}

Kottayil, Santosh G.

Al-Ghananeem, Abeer M.

Byrn, Stephen R.

Butterfield, D. Allan

机构：

[1] Univ Kentucky, Dept Pharmaceut Sci, Coll Pharm, Lexington, KY 40536 USA

[2] Univ Kentucky, Dept Chem, Lexington, KY 40536 USA

[3] Purdue Univ, Dept Ind & Phys Pharm, Sch Pharm & Pharmaceut Sci, W Lafayette, IN 47907 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 16期

关键词：

morphine analogs; sulfate conjugates; opiate receptors;

D O I：

10.1016/j.bmcl.2006.05.060

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 3-O-acyl-6-O-sulfate esters of morphine, dihydromorphine, N-methylmorphinium iodide, codeine, and dihydrocodeine were prepared and evaluated for their ability to bind to mu-, delta-, kappa(1)-, kappa(2)-, and kappa(3)-opiate receptors. Several compounds exhibited good affinity for the p-opiate receptor. Morphine-3-O-propionyl-6-O-sulfate had four times greater affinity than morphine at the mu-opiate receptor and was the most selective compound at this receptor subtype. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：4291 / 4295

页数：5

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