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Synthesis of quinolinomorphinan-4-ol derivatives as δ opioid receptor agonists.

Abstract：

:The previously reported morphinan derivative SN-28 showed high selectivity and agonist activity for the δ opioid receptor. In the course of examining the structure-activity relationship of SN-28 derivatives, the derivatives with the 4-hydroxy group (SN-24, 26, 27) showed higher selectivities for the δ receptor over the μ receptor than the corresponding SN-28 derivatives with the 3-hydroxy group (SN-11, 23, 28). Derivatives with the 4-hydroxy group showed potent agonist activities for the δ receptor in the [(35)S]GTPγS binding assay. Although the 17-cyclopropylmethyl derivative (SN-11) with a 3-hydroxy group showed the lowest selectivity for the δ receptor among the morphinan derivatives, the agonist activity toward the δ receptor was the most potent for candidates with the 3-hydroxy group.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Ida Y,Nemoto T,Hirayama S,Fujii H,Osa Y,Imai M,Nakamura T,Kanemasa T,Kato A,Nagase H

doi

10.1016/j.bmc.2011.11.047

subject

Has Abstract

pub_date

2012-01-15 00:00:00

pages

949-61

issue

2

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(11)00983-7

journal_volume

20

pub_type

杂志文章

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