Selected Publications

Academic Article

Year Title Altmetric
2018 Discovery and evaluation of nNav1.5 sodium channel blockers with potent cell invasion inhibitory activity in breast cancer cells.Bioorganic and Medicinal Chemistry.  26:2428-2436. 2018
2017 Translation of a Tissue-Selective Rexinoid, UAB30, to the Clinic for Breast Cancer Prevention.Current Topics in Medicinal Chemistry.  17:676-695. 2017
2015 Conformationally Defined Rexinoids and Their Efficacy in the Prevention of Mammary Cancers.Journal of Medicinal Chemistry.  58:7763-7774. 2015
2014 Methyl substitution of a rexinoid agonist improves potency and reveals site of lipid toxicity.Journal of Medicinal Chemistry.  57:5370-5380. 2014
2014 A highly predictive 3D-QSAR model for binding to the voltage-gated sodium channel: design of potent new ligands.Bioorganic and Medicinal Chemistry.  22:95-104. 2014
2014 Methyl-substituted conformationally constrained rexinoid agonists for the retinoid X receptors demonstrate improved efficacy for cancer therapy and prevention.Bioorganic and Medicinal Chemistry.  22:178-185. 2014
2012 Pyrrolidinobenzoic acid inhibitors of influenza virus neuraminidase: the hydrophobic side chain influences type A subtype selectivity.Bioorganic and Medicinal Chemistry.  20:4582-4589. 2012
2012 Crystal structure of a new benzoic acid inhibitor of influenza neuraminidase bound with a new tilt induced by overpacking subsite C6.BMC Structural Biology.  12:7. 2012
2010 A pilot, first-in-human, pharmacokinetic study of 9cUAB30 in healthy volunteers.Cancer Prevention Research.  3:1565-1570. 2010
2009 SAR studies for a new class of antibacterial NAD biosynthesis inhibitors.Journal of Combinatorial Chemistry.  11:617-625. 2009
2009 Synthesis of biotin-tagged chemical cross-linkers and their applications for mass spectrometry.Rapid Communications in Mass Spectrometry.  23:1719-1726. 2009
2009 Virtual screening to identify lead inhibitors for bacterial NAD synthetase (NADs).Bioorganic and Medicinal Chemistry Letters.  19:2001-2005. 2009
2009 Prevention of KLF4-mediated tumor initiation and malignant transformation by UAB30 rexinoidCancer Biology and Therapy.  8:285-294. 2009
2009 Prevention of KLF4-mediated tumor initiation and malignant transformation by UAB30 rexinoid.Cancer Biology and Therapy.  8:289-298. 2009
2008 Structure of nicotinic acid mononucleotide adenylyltransferase from Bacillus anthracis.Acta Crystallographica Section F: Structural Biology and Crystallization Communications.  64:893-898. 2008
2008 The Novel Retinoid, 9cUAB30, Inhibits Telomerase and Induces Apoptosis in HL60 Cells.Translational Oncology.  1:148-152. 2008
2007 Structural adaptation of an interacting non-native C-terminal helical extension revealed in the crystal structure of NAD+ synthetase from Bacillus anthracis.Acta Crystallographica Section D: Biological Crystallography.  63:891-905. 2007
2007 In vitro metabolic characterization, phenotyping, and kinetic studies of 9cUAB30, a retinoid X receptor-specific retinoid.Drug Metabolism and Disposition.  35:1157-1164. 2007
2007 Antibacterial nicotinamide adenine dinucleotide synthetase inhibitors: amide- and ether-linked tethered dimers with alpha-amino acid end groups.Journal of Medicinal Chemistry.  50:2612-2621. 2007
2006 Efficacy of new retinoids in the prevention of mammary cancers and correlations with short-term biomarkers.Carcinogenesis.  27:1232-1239. 2006
2005 Tethered dimer inhibitors of NAD synthetase: parallel synthesis of an aryl-substituted SAR library.Journal of Combinatorial Chemistry.  7:898-904. 2005
2004 Synthesis and structure-activity relationship studies for hydantoins and analogues as voltage-gated sodium channel ligands.Journal of Medicinal Chemistry.  47:6519-6528. 2004
2004 A benzoic acid inhibitor induces a novel conformational change in the active site of Influenza B virus neuraminidase.Acta Crystallographica Section D: Biological Crystallography.  60:1017-1023. 2004
2004 Syntheses and neuraminidase inhibitory activity of multisubstituted cyclopentane amide derivatives.Journal of Medicinal Chemistry.  47:1919-1929. 2004
2004 Dimethyl sulfoxide at 2.5% (v/v) alters the structural cooperativity and unfolding mechanism of dimeric bacterial NAD+ synthetase.Protein Science.  13:830-841. 2004
2003 9cUAB30, an RXR specific retinoid, and/or tamoxifen in the prevention of methylnitrosourea-induced mammary cancers.Cancer Letters.  201:17-24. 2003
2003 Conformationally defined retinoic acid analogues. 5. Large-scale synthesis and mammary cancer chemopreventive activity for (2E,4E,6Z,8E)-8-(3',4'-dihydro-1'(2'H)-naphthalen-1'-ylidene)-3,7-dimethyl-2,4,6-octatrienoic acid (9cUAB30).Journal of Medicinal Chemistry.  46:3766-3769. 2003
2003 Tethered dimers as NAD synthetase inhibitors with antibacterial activity.Journal of Medicinal Chemistry.  46:3371-3381. 2003
2003 Pyrrolidinobenzoic acid inhibitors of influenza virus neuraminidase: modifications of essential pyrrolidinone ring substituents.Bioorganic and Medicinal Chemistry.  11:2739-2749. 2003
2001 Stabilization of active-site loops in NH3-dependent NAD+ synthetase from Bacillus subtilis.Acta Crystallographica Section D: Biological Crystallography.  57:806-812. 2001
1999 Erratum: Design of benzoic acid inhibitors of influenza neuraminidase containing a cyclic substitution for the N-acetyl grouping (Bioorg. Med. Chem. Lett. (1999) 9 (1901) PII: S0960894X99003182)Bioorganic and Medicinal Chemistry Letters.  9:3259. 1999
1999 Novel aromatic inhibitors of influenza virus neuraminidase make selective interactions with conserved residues and water molecules in the active site.Journal of Molecular Biology.  293:1107-1119. 1999
1999 Hydrophobic benzoic acids as inhibitors of influenza neuraminidase.Bioorganic and Medicinal Chemistry.  7:2487-2497. 1999
1999 Bioactivity of peptide analogs of the neutrophil chemoattractant, N-acetyl-proline-glycine-proline.Investigative Ophthalmology & Visual Science.  40:2427-2429. 1999
1999 Stereoselective synthesis of a conformationally defined cyclohexyl carnitine analogue that binds CPT-1 with high affinity.Bioorganic and Medicinal Chemistry.  7:1505-1511. 1999
1999 Design of benzoic acid inhibitors of influenza neuraminidase containing a cyclic substitution for the N-acetyl grouping.Bioorganic and Medicinal Chemistry Letters.  9:1901-1906. 1999
1999 Potent inhibition of influenza sialidase by a benzoic acid containing a 2-pyrrolidinone substituent.Journal of Medicinal Chemistry.  42:2332-2343. 1999
1999 Comparative molecular field analysis of hydantoin binding to the neuronal voltage-dependent sodium channel.Journal of Medicinal Chemistry.  42:1537-1545. 1999
1999 1H and13C NMR assignments of conformationally defined 6-s-cis-retinoidsMagnetic Resonance in Chemistry.  37:82-85. 1999
1998 Synthesis of 2-[6-(2,4-dinitrophenoxy)hexyl]oxiranecarboxylic acid: a selective carnitine palmitoyltransferase-1 inhibitor.Bioorganic and Medicinal Chemistry.  6:2133-2138. 1998
1998 Conformationally defined retinoic acid analogues. 4. Potential new agents for acute promyelocytic and juvenile myelomonocytic leukemias.Journal of Medicinal Chemistry.  41:1679-1687. 1998
1997 Regulation of hepatic lecithin:retinol acyltransferase activity by retinoic acid receptor-selective retinoids.Archives of Biochemistry and Biophysics.  344:220-227. 1997
1997 Guanidinobenzoic acid inhibitors of influenza virus neuraminidase.Journal of Molecular Biology.  267:584-594. 1997
1997 Effects of log P and phenyl ring conformation on the binding of 5-phenylhydantoins to the voltage-dependent sodium channel.Journal of Medicinal Chemistry.  40:602-607. 1997
1997 A structural model for a new class of conformationally constrained retinoid: (2Z,4E)-4-[3',4'-dihydro-1'(2'H)-naphthalene-1'-ylidene]-2-butenoic acidJournal of Chemical Crystallography.  27:231-235. 1997
1996 Conformationally defined 6-s-trans-retinoic acid analogs. 3. Structure-activity relationships for nuclear receptor binding, transcriptional activity, and cancer chemopreventive activity.Journal of Medicinal Chemistry.  39:3625-3635. 1996
1996 Murine toxicology and pharmacology of UAB-8, a conformationally constrained analog of retinoic acid.Toxicology and Applied Pharmacology.  139:310-316. 1996
1995 A strategy for theoretical binding constant, Ki, calculations for neuraminidase aromatic inhibitors designed on the basis of the active site structure of influenza virus neuraminidase.Proteins.  23:264-277. 1995
1995 4-(Acetylamino)-3-hydroxy-5-nitrobenzoic acid.Acta Crystallographica Section C: Crystal Structure Communications.  51 ( Pt 9):1910-1912. 1995
1995 Structure-based inhibitors of influenza virus sialidase. A benzoic acid lead with novel interaction.Journal of Medicinal Chemistry.  38:3217-3225. 1995
1995 Conformationally defined 6-s-trans-retinoic acid analogs. 2. Selective agonists for nuclear receptor binding and transcriptional activity.Journal of Medicinal Chemistry.  38:2302-2310. 1995
1995 Conformationally defined cyclohexyl carnitine analogs.Acta Crystallographica Section C: Crystal Structure Communications.  51 ( Pt 6):1160-1164. 1995
1995 Conformationally constrained precursors to retinoic acid analogs which stabilize the 9Z-configurationBioorganic and Medicinal Chemistry Letters.  5:953-958. 1995
1995 Structures of aromatic inhibitors of influenza virus neuraminidase.Biochemistry.  34:3144-3151. 1995
1995 13C NMR assignments of conforma‐tionally defined 6‐s‐trans‐retinoidsMagnetic Resonance in Chemistry.  33:497-499. 1995
1994 A conformationally defined 6-s-trans-retinoic acid isomer: synthesis, chemopreventive activity, and toxicity.Journal of Medicinal Chemistry.  37:4499-4507. 1994
1994 3-Amino-5,5-dimethylhexanoic acid. Synthesis, resolution, and effects on carnitine acyltransferases.Journal of Medicinal Chemistry.  37:3247-3251. 1994
1994 Bicyclic hydantoins with a bridgehead nitrogen. Comparison of anticonvulsant activities with binding to the neuronal voltage-dependent sodium channel.Journal of Medicinal Chemistry.  37:3289-3293. 1994
1994 Synthesis and Enzymtic Evaluation of Conformationally Defined Carnitine AnalogsJournal of Organic Chemistry.  59:4297-4303. 1994
1993 Effects of C-methylated carnitine analogs on rates of mitochondrial fatty acid oxidation.Biochemical Pharmacology.  46:1671-1673. 1993
1993 Carnitine acyltransferase enzymic catalysis requires a positive charge on the carnitine cofactor.Archives of Biochemistry and Biophysics.  305:307-312. 1993
1993 Preparation of the racemate and enantiomers of 3-hydroxy-5,5-dimethylhexanoic acidOrganic Preparations and Procedures International: The New Journal for Organic Synthesis.  25:243-246. 1993
1990 Sodium channel binding and anticonvulsant activities of hydantoins containing conformationally constrained 5-phenyl substituents.Journal of Pharmaceutical Sciences.  79:871-874. 1990
1990 Bicyclic Imides with Bridgehead Nitrogen. Synthesis of an Anti-Bredt Bicyclic HydantoinJournal of Organic Chemistry.  55:5222-5225. 1990
1989 Sodium channel binding and anticonvulsant activities for the enantiomers of a bicyclic 2,4-oxazolidinedione and monocyclic models.Journal of Medicinal Chemistry.  32:1577-1580. 1989
1989 Reactions of Vinylogous Phosphonate Carbanions and Reformatsky Reagents with a Sterically Hindered Ketone and EnoneJournal of Organic Chemistry.  54:1992-1997. 1989
1988 Anticonvulsant activities of phenyl-substituted bicyclic 2,4-oxazolidinediones and monocyclic models. Comparison with binding to the neuronal voltage-dependent sodium channel.Journal of Medicinal Chemistry.  31:2218-2221. 1988
1988 Assignment of Absolute Configurations for 4-Methylcarnitine Stereoisomers by Proton Nuclear Magnetic ResonanceJournal of Organic Chemistry.  53:1121-1122. 1988
1987 Syntheses of the Enantiomers of Carnitine and 4-Methylcarnitine via the Chromatographic Resolution of γ-(Dimethylamino)-β-hydroxy Ester PrecursorsJournal of Organic Chemistry.  52:2311-2314. 1987
1987 13C NMR assignments of the isoprenoid chain carbons of retinoids from empirical chemical shift differencesMagnetic Resonance in Chemistry.  25:1040-1045. 1987
1987 Preparation of the 9-cis, 13-cis-, and all trans-isomers of α- and β2-retinalOrganic Preparations and Procedures International: The New Journal for Organic Synthesis.  19:187-195. 1987
1985 An efficient synthesis of d, l-carnitine hydrochloride via the acylation of an α-aminoketoneOrganic Preparations and Procedures International: The New Journal for Organic Synthesis.  17:175-181. 1985
1985 Syntheses of α-, β-, and γ-Substituted Carnitines via β-Keto EstersJournal of Organic Chemistry.  50:3627-3631. 1985
1984 Synthesis and anticonvulsant activity of some substituted lactams and amides.Journal of Medicinal Chemistry.  27:202-206. 1984
1984 Bicyclic imides with bridgehead nitrogen. synthesis and x-ray crystal structure of a bicyclic 2,4-oxazolidinedione1Journal of Organic Chemistry.  49:5113-5116. 1984
1984 Synthesis and carbon-13 nmr of an unusual tricyclic barbituric acid derivativetJournal of Organic Chemistry.  49:3227-3230. 1984
1980 Synthesis of α-hydroxyamides via the cyanosilylation of aromatic ketonesTetrahedron Letters.  21:1219-1220. 1980
1979 N-Acylcarbamates as Intermediates in Synthetic Approaches to a Bicyclic Trimethylene-Bridged 2, 4-Oxazolidinedione and Hydantoin1Journal of Organic Chemistry.  44:839-843. 1979
1978 An Ethoxycarbonyl Migration from an Amide Nitrogen to OxygenJournal of Organic Chemistry.  43:1839-1841. 1978

Education And Training

  • Doctor of Philosophy in Medicinal/Pharmaceutical Chemistry, University of Kansas
  • Full Name

  • Wayne Brouillette
  • Blazerid

  • wbrou