Douglas M Ho

2 papers in the library · publishing 2009-2012

Papers

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Salvinorin B meth-oxy-methyl ether.

Acta crystallographica. Section E, Structure reports online November 1, 2012 Thomas A Munro, Douglas M Ho, Bruce M Cohen

The title compound [MOM-SalB; systematic name: methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(3-fur-yl)-9-meth-oxy-meth-oxy-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octa-hydro-1H-benzo[f]isochromene-7-carboxyl-ate], C(23)H(30)O(8), is a deriv-ative of the κ-opioid salvinorin A with enhanced potency, selectivity, and duration of action. Superimposition of their crystal structures reveals,...

DOI: 10.1107/s1600536812043449 Full text

Modification of the furan ring of salvinorin A: identification of a selective partial agonist at the kappa opioid receptor.

Bioorganic & Medicinal Chemistry February 1, 2009 Cécile Béguin, Katharine K Duncan, Thomas A Munro et al.

In an effort to find novel agents which selectively target the kappa opioid receptor (KOPR), we modified the furan ring of the highly potent and selective KOPR agonist salvinorin A. Introduction of small substituents at C-16 was well tolerated. 12-epi-Salvinorin A, synthesized in four steps from salvinorin A, was a selective partial agonist at the KOPR. No clear SAR patterns were observed for...

DOI: 10.1016/j.bmc.2008.12.012 Full text