morphinans and quinoline

morphinans has been researched along with quinoline* in 2 studies

Other Studies

2 other study(ies) available for morphinans and quinoline

Article	Year
Synthesis and evaluation of novel opioid ligands with a C-homomorphinan skeleton. Bioorganic & medicinal chemistry, 2016, 05-15, Volume: 24, Issue:10 As the reports about C-homomorphinans with the seven-membered C-ring are much fewer than those of morphinan derivatives with a six-membered C-ring, we attempted to synthesize C-homomorphinan derivatives and to evaluate their opioid activities. C-Homomorphinan 5 showed sufficient binding affinities to the opioid receptors. C-Homomorphinan derivatives possessing the δ address moiety such as indole (NTI-type), quinoline, or benzylidene (BNTX-type) functionalities showed the strongest binding affinities for the δ receptor among the three types of opioid receptors, which indicated that the C-homomorphinan skeleton sufficiently functions as a message-part in the ligand. Although NTI-type compound 8 and quinoline compound 9 with C-homomorphinan scaffold exhibited lower affinities and selectivities for the δ receptor than the corresponding morphinan derivatives did, both the binding affinity and selectivity for the δ receptor of BNTX-type compound 12 with a seven-membered C-ring were improved compared with the corresponding compounds with a six-membered C-ring including BNTX itself. BNTX-Type compound 12 was the most selective δ receptor antagonist among the tested compounds. Topics: Analgesics, Opioid; Animals; Benzylidene Compounds; CHO Cells; Cricetulus; Humans; Ligands; Models, Molecular; Morphinans; Naltrexone; Narcotic Antagonists; Quinolines; Receptors, Opioid; Receptors, Opioid, delta; Structure-Activity Relationship	2016
Synthesis of quinolinomorphinan-4-ol derivatives as δ opioid receptor agonists. Bioorganic & medicinal chemistry, 2012, Jan-15, Volume: 20, Issue:2 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. Topics: Analgesics; Animals; Cell Line; Cell Membrane; Guinea Pigs; Humans; Morphinans; Protein Binding; Quinolines; Rats; Receptors, Opioid, delta	2012

Article

Year

Synthesis and evaluation of novel opioid ligands with a C-homomorphinan skeleton.

Bioorganic & medicinal chemistry, 2016, 05-15, Volume: 24, Issue:10

As the reports about C-homomorphinans with the seven-membered C-ring are much fewer than those of morphinan derivatives with a six-membered C-ring, we attempted to synthesize C-homomorphinan derivatives and to evaluate their opioid activities. C-Homomorphinan 5 showed sufficient binding affinities to the opioid receptors. C-Homomorphinan derivatives possessing the δ address moiety such as indole (NTI-type), quinoline, or benzylidene (BNTX-type) functionalities showed the strongest binding affinities for the δ receptor among the three types of opioid receptors, which indicated that the C-homomorphinan skeleton sufficiently functions as a message-part in the ligand. Although NTI-type compound 8 and quinoline compound 9 with C-homomorphinan scaffold exhibited lower affinities and selectivities for the δ receptor than the corresponding morphinan derivatives did, both the binding affinity and selectivity for the δ receptor of BNTX-type compound 12 with a seven-membered C-ring were improved compared with the corresponding compounds with a six-membered C-ring including BNTX itself. BNTX-Type compound 12 was the most selective δ receptor antagonist among the tested compounds.

Topics: Analgesics, Opioid; Animals; Benzylidene Compounds; CHO Cells; Cricetulus; Humans; Ligands; Models, Molecular; Morphinans; Naltrexone; Narcotic Antagonists; Quinolines; Receptors, Opioid; Receptors, Opioid, delta; Structure-Activity Relationship

2016

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

Bioorganic & medicinal chemistry, 2012, Jan-15, Volume: 20, Issue:2

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.

Topics: Analgesics; Animals; Cell Line; Cell Membrane; Guinea Pigs; Humans; Morphinans; Protein Binding; Quinolines; Rats; Receptors, Opioid, delta

2012