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Article ; Online: Suppression of superoxide/hydrogen peroxide production at mitochondrial site I

Watson, Mark A / Brar, Harmanmeet / Gibbs, Edwin T / Wong, Hoi-Shan / Dighe, Pratiksha A / McKibben, Bryan / Riedmaier, Stephan / Siu, Amy / Polakowski, James S / Segreti, Jason A / Liu, Xiaoqin / Chung, SeungWon / Pliushchev, Y Marina / Gesmundo, Nathan / Wang, Zhi / Vortherms, Timothy A / Brand, Martin D

Free radical biology & medicine

2023 Volume 204, Page(s) 276–286

Abstract: We developed S1QEL1.719, a novel bioavailable S1QEL (suppressor of site ... ...

Abstract	We developed S1QEL1.719, a novel bioavailable S1QEL (suppressor of site I
MeSH term(s)	Mice ; Male ; Animals ; Superoxides/metabolism ; Hydrogen Peroxide/metabolism ; Peroxides ; Insulin ; Diet, High-Fat/adverse effects ; Metabolic Syndrome ; Mice, Inbred C57BL ; Fasting ; Adipose Tissue/metabolism ; Glucose
Chemical Substances	Superoxides (11062-77-4) ; Hydrogen Peroxide (BBX060AN9V) ; Peroxides ; Insulin ; Glucose (IY9XDZ35W2)
Language	English
Publishing date	2023-05-20
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	807032-5
ISSN	1873-4596 ; 0891-5849
ISSN (online)	1873-4596
ISSN	0891-5849
DOI	10.1016/j.freeradbiomed.2023.05.022
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Article ; Online: Discovery and SAR of 4-aminopyrrolidine-2-carboxylic acid correctors of CFTR for the treatment of cystic fibrosis.

Bioorganic & medicinal chemistry letters

2022 Volume 72, Page(s) 128843

Abstract: Cystic fibrosis (CF) is an autosomal recessive disease resulting from mutations on both copies of the CFTR gene. Phenylalanine deletion at position 508 of the CFTR protein (F508del-CFTR) is the most frequent mutation in CF patients. Currently, the most ... ...

Abstract	Cystic fibrosis (CF) is an autosomal recessive disease resulting from mutations on both copies of the CFTR gene. Phenylalanine deletion at position 508 of the CFTR protein (F508del-CFTR) is the most frequent mutation in CF patients. Currently, the most effective treatments of CF use a dual or triple combination of CFTR correctors and potentiators. In triple therapy, two correctors (C1 and C2) and a potentiator are employed. Herein, we describe the identification and exploration of the SAR of a series of 4-aminopyrrolidine-2-carboxylic acid C2 correctors of CFTR to be used in conjunction with our existing C1 corrector series for the treatment of CF.
MeSH term(s)	Benzodioxoles ; Cystic Fibrosis/genetics ; Cystic Fibrosis Transmembrane Conductance Regulator/genetics ; Cystic Fibrosis Transmembrane Conductance Regulator/metabolism ; Humans ; Mutation ; Proline/analogs & derivatives ; Structure-Activity Relationship
Chemical Substances	Benzodioxoles ; CFTR protein, human ; Cystic Fibrosis Transmembrane Conductance Regulator (126880-72-6) ; 4-aminopyrrolidine-2-carboxylic acid (99146-69-7) ; Proline (9DLQ4CIU6V)
Language	English
Publishing date	2022-06-07
Publishing country	England
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	1063195-1
ISSN	1464-3405 ; 0960-894X
ISSN (online)	1464-3405
ISSN	0960-894X
DOI	10.1016/j.bmcl.2022.128843
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Article: Salvinorin A: from natural product to human therapeutics.

Vortherms, Timothy A / Roth, Bryan L

Molecular interventions

2006 Volume 6, Issue 5, Page(s) 257–265

Abstract: The hallucinogenic plant Salvia divinorum (i.e., "magic mint") is a member of the Sage family that has been used for divination and shamanism by the Mazatecs. Over the past decade or so, S. divinorum has been increasingly used recreationally. The ... ...

Abstract	The hallucinogenic plant Salvia divinorum (i.e., "magic mint") is a member of the Sage family that has been used for divination and shamanism by the Mazatecs. Over the past decade or so, S. divinorum has been increasingly used recreationally. The neoclerodane diterpene salvinorin A is the active component of S. divinorum, and recently, the kappa opioid receptor (KOR) has been identified, in vitro and in vivo, as its molecular target. The discovery of KOR as the molecular target of salvinorin A has opened up many opportunities for drug discovery and drug development for a number of psychiatric and non-psychiatric disorders.
MeSH term(s)	Animals ; Diterpenes/chemistry ; Diterpenes/metabolism ; Diterpenes/therapeutic use ; Diterpenes, Clerodane ; Drug Design ; Hallucinogens/chemistry ; Hallucinogens/therapeutic use ; Humans ; Models, Molecular ; Molecular Structure ; Nervous System Diseases/drug therapy ; Plant Extracts/chemistry ; Plant Extracts/metabolism ; Plant Extracts/therapeutic use ; Protein Binding ; Protein Conformation ; Receptors, Opioid, kappa/chemistry ; Receptors, Opioid, kappa/metabolism ; Salvia/chemistry ; Signal Transduction/physiology ; Structure-Activity Relationship
Chemical Substances	Diterpenes ; Diterpenes, Clerodane ; Hallucinogens ; Plant Extracts ; Receptors, Opioid, kappa ; salvinorin A (T56W91NG6J)
Language	English
Publishing date	2006-10
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Review
ZDB-ID	2108819-6
ISSN	1543-2548 ; 1534-0384
ISSN (online)	1543-2548
ISSN	1534-0384
DOI	10.1124/mi.6.5.7
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Zs.A 5844: Show issues			Location: Je nach Verfügbarkeit (siehe Angabe bei Bestand) bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular Jg. 1995 - 2021: Lesesall (2.OG) ab Jg. 2022: Lesesaal (EG)
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Article: Receptorome screening for CNS drug discovery.

Vortherms, Timothy A / Roth, Bryan L

IDrugs : the investigational drugs journal

2005 Volume 8, Issue 6, Page(s) 491–496

Abstract: An estimated 50% of currently marketed drugs target G protein-coupled receptors (GPCRs) for a wide variety of indications, including central nervous system (CNS) disorders. Although drug discovery efforts have focused on GPCRs, less than 10% of GPCRs are ...

Abstract	An estimated 50% of currently marketed drugs target G protein-coupled receptors (GPCRs) for a wide variety of indications, including central nervous system (CNS) disorders. Although drug discovery efforts have focused on GPCRs, less than 10% of GPCRs are currently used as drug targets. Thus, GPCRs continue to represent a significant opportunity for future CNS drug development. Identifying the molecular targets of psychoactive compounds may result in the elucidation of novel targets for CNS drug discovery. This commentary will describe discovery-based approaches and provide several recent examples of novel ligand-receptor interactions discovered through systematic screening of the 'receptorome'.
MeSH term(s)	Animals ; Central Nervous System Agents/pharmacology ; Drug Evaluation, Preclinical ; Genome, Human ; Humans ; Receptors, G-Protein-Coupled/drug effects ; Receptors, G-Protein-Coupled/genetics
Chemical Substances	Central Nervous System Agents ; Receptors, G-Protein-Coupled
Language	English
Publishing date	2005-06
Publishing country	England
Document type	Journal Article ; Review
ZDB-ID	2086568-5
ISSN	2040-3410 ; 1369-7056
ISSN (online)	2040-3410
ISSN	1369-7056
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Article: Sensitization of neuronal A2A adenosine receptors after persistent D2 dopamine receptor activation.

Vortherms, Timothy A / Watts, Val J

The Journal of pharmacology and experimental therapeutics

2004 Volume 308, Issue 1, Page(s) 221–227

Abstract: Acute activation of Galpha(i/o)-coupled D2 dopamine receptors inhibits A2A adenosine receptor stimulation of adenylate cyclase. This antagonistic interaction between D2 dopamine and A2A adenosine receptors has been well documented; however, the effects ... ...

Abstract	Acute activation of Galpha(i/o)-coupled D2 dopamine receptors inhibits A2A adenosine receptor stimulation of adenylate cyclase. This antagonistic interaction between D2 dopamine and A2A adenosine receptors has been well documented; however, the effects of persistent activation of D2 dopamine receptors on subsequent A2A adenosine receptor signaling have not been explored. The present study investigated the effects of short-term (3-h) and long-term (18-h) activation of D2L dopamine receptors on subsequent A2A adenosine receptor stimulation of adenylate cyclase in CAD-D2L and NS20Y-D2L neuroblastoma cells. Short- and long-term activation of D2L dopamine receptors markedly increased 5'-N-methylcarboxamidoadenosine (MECA)-stimulated cyclic AMP accumulation 1.4-fold and 1.7-fold, respectively. D2L receptor-induced sensitization of A2A-stimulated cyclic AMP accumulation was blocked by the D2 antagonist spiperone and pertussis toxin pretreatment. In addition, persistent activation of A2A adenosine receptors resulted in 50% desensitization of subsequent MECA-stimulated cyclic AMP accumulation; however, MECA-induced desensitization of A2A adenosine receptors did not prevent completely quinpirole-induced sensitization of adenylate cyclase. These studies revealed a novel mode of regulation between D2L dopamine and A2A adenosine receptors and suggest a cooperative interaction in the regulation of cyclic AMP signaling.
MeSH term(s)	Adenylyl Cyclases/metabolism ; Cyclic AMP/metabolism ; Dopamine/metabolism ; Dopamine Agonists/pharmacology ; Humans ; Receptor, Adenosine A2A/metabolism ; Receptors, Dopamine D2/metabolism ; Tumor Cells, Cultured
Chemical Substances	Dopamine Agonists ; Receptor, Adenosine A2A ; Receptors, Dopamine D2 ; Cyclic AMP (E0399OZS9N) ; Adenylyl Cyclases (EC 4.6.1.1) ; Dopamine (VTD58H1Z2X)
Language	English
Publishing date	2004-01
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, P.H.S.
ZDB-ID	3106-9
ISSN	1521-0103 ; 0022-3565
ISSN (online)	1521-0103
ISSN	0022-3565
DOI	10.1124/jpet.103.057083
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Article: Discovery of ABBV/GLPG-3221, a Potent Corrector of CFTR for the Treatment of Cystic Fibrosis.

ACS medicinal chemistry letters

2019 Volume 10, Issue 11, Page(s) 1543–1548

Abstract: Cystic fibrosis (CF) is a genetic disorder that affects multiple tissues and organs. CF is caused by mutations in ... ...

Abstract	Cystic fibrosis (CF) is a genetic disorder that affects multiple tissues and organs. CF is caused by mutations in the
Language	English
Publishing date	2019-10-31
Publishing country	United States
Document type	Journal Article
ISSN	1948-5875
ISSN	1948-5875
DOI	10.1021/acsmedchemlett.9b00377
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Article ; Online: Discovery of 4-[(2R,4R)-4-({[1-(2,2-Difluoro-1,3-benzodioxol-5-yl)cyclopropyl]carbonyl}amino)-7-(difluoromethoxy)-3,4-dihydro-2H-chromen-2-yl]benzoic Acid (ABBV/GLPG-2222), a Potent Cystic Fibrosis Transmembrane Conductance Regulator (CFTR) Corrector for the Treatment of Cystic Fibrosis.

Wang, Xueqing / Liu, Bo / Searle, Xenia / Yeung, Clinton / Bogdan, Andrew / Greszler, Stephen / Singh, Ashvani / Fan, Yihong / Swensen, Andrew M / Vortherms, Timothy / Balut, Corina / Jia, Ying / Desino, Kelly / Gao, Wenqing / Yong, Hong / Tse, Chris / Kym, Philip

Journal of medicinal chemistry

2018 Volume 61, Issue 4, Page(s) 1436–1449

Abstract: Cystic fibrosis (CF) is a multiorgan disease of the lungs, sinuses, pancreas, and gastrointestinal tract that is caused by a dysfunction or deficiency of the cystic fibrosis transmembrane conductance regulator (CFTR) protein, an epithelial anion channel ... ...

Abstract	Cystic fibrosis (CF) is a multiorgan disease of the lungs, sinuses, pancreas, and gastrointestinal tract that is caused by a dysfunction or deficiency of the cystic fibrosis transmembrane conductance regulator (CFTR) protein, an epithelial anion channel that regulates salt and water balance in the tissues in which it is expressed. To effectively treat the most prevalent patient population (F508del mutation), two biomolecular modulators are required: correctors to increase CFTR levels at the cell surface, and potentiators to allow the effective opening of the CFTR channel. Despite approved potentiator and potentiator/corrector combination therapies, there remains a high need to develop more potent and efficacious correctors. Herein, we disclose the discovery of a highly potent series of CFTR correctors and the structure-activity relationship (SAR) studies that guided the discovery of ABBV/GLPG-2222 (22), which is currently in clinical trials in patients harboring the F508del CFTR mutation on at least one allele.
MeSH term(s)	Amides/chemical synthesis ; Animals ; Benzoates/chemical synthesis ; Benzoates/pharmacokinetics ; Benzoates/pharmacology ; Chromans/chemical synthesis ; Cystic Fibrosis/drug therapy ; Cystic Fibrosis Transmembrane Conductance Regulator/genetics ; Dogs ; Drug Discovery ; Humans ; Mutant Proteins/drug effects ; Rats ; Structure-Activity Relationship
Chemical Substances	Amides ; Benzoates ; CFTR protein, human ; Chromans ; Mutant Proteins ; Cystic Fibrosis Transmembrane Conductance Regulator (126880-72-6)
Language	English
Publishing date	2018-01-05
Publishing country	United States
Document type	Journal Article
ZDB-ID	218133-2
ISSN	1520-4804 ; 0022-2623
ISSN (online)	1520-4804
ISSN	0022-2623
DOI	10.1021/acs.jmedchem.7b01339
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Zs.B 151: Show issues			Location: Je nach Verfügbarkeit (siehe Angabe bei Bestand) bis Jg. 2021: Bestellungen von Artikeln über das Online-Bestellformular ab Jg. 2022: Lesesaal (EG)
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Article ; Online: Biological Characterization of F508delCFTR Protein Processing by the CFTR Corrector ABBV-2222/GLPG2222.

Singh, Ashvani K / Fan, Yihong / Balut, Corina / Alani, Sara / Manelli, Arlene M / Swensen, Andrew M / Jia, Ying / Neelands, Torben R / Vortherms, Timothy A / Liu, Bo / Searle, Xenia B / Wang, Xueqing / Gao, Wenqing / Hwang, Tzyh-Chang / Ren, Hong Y / Cyr, Douglas / Kym, Philip R / Conrath, Katja / Tse, Chris

The Journal of pharmacology and experimental therapeutics

2019 Volume 372, Issue 1, Page(s) 107–118

Abstract: Cystic fibrosis (CF) is the most common monogenic autosomal recessive disease in Caucasians caused by pathogenic mutations in the cystic fibrosis transmembrane conductance regulator (CFTR) gene ( ...

Abstract	Cystic fibrosis (CF) is the most common monogenic autosomal recessive disease in Caucasians caused by pathogenic mutations in the cystic fibrosis transmembrane conductance regulator (CFTR) gene (
MeSH term(s)	Animals ; Benzoates/pharmacology ; Benzopyrans/pharmacology ; Binding Sites ; Cell Membrane/metabolism ; Cells, Cultured ; Chlorides/metabolism ; Cricetinae ; Cystic Fibrosis Transmembrane Conductance Regulator/chemistry ; Cystic Fibrosis Transmembrane Conductance Regulator/metabolism ; HEK293 Cells ; Humans ; Membrane Transport Modulators/pharmacology ; Protein Binding ; Protein Folding/drug effects ; Protein Transport/drug effects ; Respiratory Mucosa/drug effects ; Respiratory Mucosa/metabolism
Chemical Substances	Benzoates ; Benzopyrans ; Chlorides ; GLPG2222 ; Membrane Transport Modulators ; cystic fibrosis transmembrane conductance regulator delta F508 ; Cystic Fibrosis Transmembrane Conductance Regulator (126880-72-6)
Language	English
Publishing date	2019-11-15
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	3106-9
ISSN	1521-0103 ; 0022-3565
ISSN (online)	1521-0103
ISSN	0022-3565
DOI	10.1124/jpet.119.261800
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Article: Differential helical orientations among related G protein-coupled receptors provide a novel mechanism for selectivity. Studies with salvinorin A and the kappa-opioid receptor.

Vortherms, Timothy A / Mosier, Philip D / Westkaemper, Richard B / Roth, Bryan L

The Journal of biological chemistry

2006 Volume 282, Issue 5, Page(s) 3146–3156

Abstract: Salvinorin A, the active component of the hallucinogenic sage Salvia divinorum, is an apparently selective and highly potent kappa-opioid receptor (KOR) agonist. Salvinorin A is unique among ligands for peptidergic G protein-coupled receptors in being ... ...

Abstract	Salvinorin A, the active component of the hallucinogenic sage Salvia divinorum, is an apparently selective and highly potent kappa-opioid receptor (KOR) agonist. Salvinorin A is unique among ligands for peptidergic G protein-coupled receptors in being nonnitrogenous and lipid-like in character. To examine the molecular basis for the subtype-selective binding of salvinorin A, we utilized an integrated approach using chimeric opioid receptors, site-directed mutagenesis, the substituted cysteine accessibility method, and molecular modeling and dynamics studies. We discovered that helix 2 is required for salvinorin A binding to KOR and that two residues (Val-108(2.53) and Val-118(2.63)) confer subtype selectivity. Intriguingly, molecular modeling studies predicted that these loci exhibit an indirect effect on salvinorin A binding, presumably through rotation of helix 2. Significantly, and in agreement with our in silico predictions, substituted cysteine accessibility method analysis of helix 2 comparing KOR and the delta-opioid receptor, which has negligible affinity for salvinorin A, revealed that residues known to be important for salvinorin A binding exhibit a differential pattern of water accessibility. These findings imply that differences in the helical orientation of helix 2 are critical for the selectivity of salvinorin A binding to KOR and provide a structurally novel basis for ligand selectivity.
MeSH term(s)	Amino Acid Sequence ; Animals ; Binding Sites ; Cell Line ; Diterpenes/metabolism ; Diterpenes, Clerodane ; Genetic Vectors ; Hallucinogens/metabolism ; Humans ; Kidney ; Kinetics ; Mice ; Models, Molecular ; Mutagenesis, Site-Directed ; Protein Conformation ; Radioligand Assay ; Receptors, G-Protein-Coupled/chemistry ; Receptors, Opioid, kappa/chemistry ; Receptors, Opioid, kappa/genetics ; Receptors, Opioid, kappa/metabolism ; Recombinant Proteins/chemistry ; Recombinant Proteins/metabolism
Chemical Substances	Diterpenes ; Diterpenes, Clerodane ; Hallucinogens ; Receptors, G-Protein-Coupled ; Receptors, Opioid, kappa ; Recombinant Proteins ; salvinorin A (T56W91NG6J)
Language	English
Publishing date	2006-11-22
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural
ZDB-ID	2997-x
ISSN	1083-351X ; 0021-9258
ISSN (online)	1083-351X
ISSN	0021-9258
DOI	10.1074/jbc.M609264200
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Article ; Online: In vitro SAR of pyrrolidine-containing histamine H3 receptor antagonists: trends across multiple chemical series.

Nersesian, Diana L / Black, Lawrence A / Miller, Thomas R / Vortherms, Timothy A / Esbenshade, Timothy A / Hancock, Arthur A / Cowart, Marlon D

Bioorganic & medicinal chemistry letters

2008 Volume 18, Issue 1, Page(s) 355–359

Abstract: Structure-activity relationships (SAR) were analyzed within a library of diverse yet simple compounds prepared as histamine H3 antagonists. The libraries were constructed with a variety of low molecular weight pyrrolidines, selected from (R)-2- ... ...

Abstract	Structure-activity relationships (SAR) were analyzed within a library of diverse yet simple compounds prepared as histamine H3 antagonists. The libraries were constructed with a variety of low molecular weight pyrrolidines, selected from (R)-2-methylpyrrolidine, (S)-2-methylpyrrolidine, and pyrrolidine.
MeSH term(s)	Animals ; Histamine H3 Antagonists/chemistry ; Histamine H3 Antagonists/pharmacology ; Humans ; Kinetics ; Pyrrolidines/chemistry ; Pyrrolidines/pharmacology ; Rats ; Structure-Activity Relationship
Chemical Substances	2-methylpyrrolidine ; Histamine H3 Antagonists ; Pyrrolidines
Language	English
Publishing date	2008-01-01
Publishing country	England
Document type	Journal Article
ZDB-ID	1063195-1
ISSN	1464-3405 ; 0960-894X
ISSN (online)	1464-3405
ISSN	0960-894X
DOI	10.1016/j.bmcl.2007.10.067
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