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Timothy A Vortherms

Department of Biochemistry, Case Western Reserve University School of Medicine, Cleveland, Ohio 44106, USA.

3 papers in the library · 222 citations · publishing 2005-2007

Papers

Salvinorin A: from natural product to human therapeutics.

Molecular interventions October 1, 2006 Timothy A Vortherms, Bryan L Roth 91 citations

The hallucinogenic plant Salvia divinorum, used traditionally by the Mazatecs for divination and shamanism, has seen increased recreational use in the past decade. Its active component, the neoclerodane diterpene salvinorin A, has been identified as acting through the kappa opioid receptor (KOR) in both in vitro and in vivo studies. This discovery creates opportunities for drug discovery and development targeting a range of psychiatric and non-psychiatric disorders.

Identification of the molecular mechanisms by which the diterpenoid salvinorin A binds to kappa-opioid receptors.

Biochemistry June 21, 2005 Feng Yan, Philip D Mosier, Richard B Westkaemper et al. 91 citations

Salvinorin A, a hallucinogenic compound from the plant Salvia divinorum, selectively and potently activates kappa-opioid receptors (KORs), making it the only known lipid-like molecule to do so and the only non-nitrogenous opioid receptor agonist. Key residues in KORs responsible for its high binding affinity and agonist efficacy were identified: interactions with tyrosine residues in helix 7 (Tyr313 and Tyr320) and helix 2 (Tyr119) stabilize salvinorin A in the binding pocket, while activation requires interactions with helix 7 tyrosines Tyr312, Tyr313, and Tyr320 and with Tyr139 in helix 3.

Differential helical orientations among related G protein-coupled receptors provide a novel mechanism for selectivity. Studies with salvinorin A and the kappa-opioid receptor.

The Journal of biological chemistry February 2, 2007 Timothy A Vortherms, Philip D Mosier, Richard B Westkaemper et al. 40 citations

Salvinorin A, the active compound in the hallucinogenic plant Salvia divinorum, binds selectively and potently to the kappa-opioid receptor (KOR). Unlike most ligands for peptide-binding receptors, it is non-nitrogenous and lipid-like. Using chimeric receptors, mutagenesis, accessibility methods, and modeling, the study found that helix 2 of KOR is essential for binding, with two valine residues (Val-108 and Val-118) conferring selectivity. Modeling suggested these residues indirectly affect binding by rotating helix 2. Accessibility experiments comparing KOR and the delta-opioid receptor, which does not bind salvinorin A, showed differential water accessibility of key residues, indicating that differences in helix 2 orientation are critical for salvinorin A's selective binding to KOR.