Peter A Crooks

Summary

Affiliation: University of Arkansas for Medical Sciences
Country: USA

Publications

  1. pmc rac-5-Bromo-N-benzyl-isatincreatinine ethanol monosolvate
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o288-9. 2013
  2. pmc rac-(Z)-Methyl 1-benzyl-3-[(3-hy-droxy-quinuclidin-2-yl-idene)meth-yl]-1H-indole-6-carboxyl-ate
    Narsimha Reddy Penthala
    Dept of Pharm Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Acta Crystallogr Sect E Struct Rep Online 68:o3111. 2012
  3. pmc rac-N-Benzyl-isatincreatinine (unknown solvate)
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o290-1. 2013
  4. doi request reprint Nicotinic receptor antagonists as treatments for nicotine abuse
    Peter A Crooks
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, Arizona, USA Electronic address
    Adv Pharmacol 69:513-51. 2014
  5. pmc Dimethylaminoparthenolide and gemcitabine: a survival study using a genetically engineered mouse model of pancreatic cancer
    Michele T Yip-Schneider
    Department of Surgery, Indiana University School of Medicine, 980 W Walnut St, Building R3, Rm 541C, Indianapolis, IN 46202, USA
    BMC Cancer 13:194. 2013
  6. pmc N,N'-Alkane-diyl-bis-3-picoliniums as nicotinic receptor antagonists: inhibition of nicotine-evoked dopamine release and hyperactivity
    Linda P Dwoskin
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    J Pharmacol Exp Ther 326:563-76. 2008
  7. pmc In vitro permeation of a pegylated naltrexone prodrug across microneedle-treated skin
    Mikolaj Milewski
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    J Control Release 146:37-44. 2010
  8. pmc bis-Pyridinium cyclophanes: novel ligands with high affinity for the blood-brain barrier choline transporter
    Zhenfa Zhang
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 18:5622-5. 2008
  9. pmc In vivo evaluation of a transdermal codrug of 6-beta-naltrexol linked to hydroxybupropion in hairless guinea pigs
    Paul K Kiptoo
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 725 Rose Street, Lexington, KY 40536 0082, USA
    Eur J Pharm Sci 33:371-9. 2008
  10. pmc Transdermal delivery of bupropion and its active metabolite, hydroxybupropion: a prodrug strategy as an alternative approach
    Paul K Kiptoo
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky 40536 0082, USA
    J Pharm Sci 98:583-94. 2009

Collaborators

Detail Information

Publications95

  1. pmc rac-5-Bromo-N-benzyl-isatincreatinine ethanol monosolvate
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o288-9. 2013
    ..In addition, there are π-π inter-actions between inversion-related benzyl groups, with an inter-planar spacing of 3.444 (3) Å...
  2. pmc rac-(Z)-Methyl 1-benzyl-3-[(3-hy-droxy-quinuclidin-2-yl-idene)meth-yl]-1H-indole-6-carboxyl-ate
    Narsimha Reddy Penthala
    Dept of Pharm Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Acta Crystallogr Sect E Struct Rep Online 68:o3111. 2012
    ..The dihedral angle between the benzene ring of the benzyl group and the mean plane of the indole ring is 76.07 (3) °. In the crystal, mol-ecules are linked by O-H⋯O(carbon-yl) hydrogen bonds into chains propagating in [110]...
  3. pmc rac-N-Benzyl-isatincreatinine (unknown solvate)
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o290-1. 2013
    ..The solvent contribution to the scattering was removed with the SQUEEZE routine in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148-155]. The formula mass and density do not take account of the solvent...
  4. doi request reprint Nicotinic receptor antagonists as treatments for nicotine abuse
    Peter A Crooks
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, Arizona, USA Electronic address
    Adv Pharmacol 69:513-51. 2014
    ....
  5. pmc Dimethylaminoparthenolide and gemcitabine: a survival study using a genetically engineered mouse model of pancreatic cancer
    Michele T Yip-Schneider
    Department of Surgery, Indiana University School of Medicine, 980 W Walnut St, Building R3, Rm 541C, Indianapolis, IN 46202, USA
    BMC Cancer 13:194. 2013
    ..We hypothesize that NF-κB suppression by the novel inhibitor dimethylaminoparthenolide (DMAPT) may enhance the effect of gemcitabine in pancreatic cancer...
  6. pmc N,N'-Alkane-diyl-bis-3-picoliniums as nicotinic receptor antagonists: inhibition of nicotine-evoked dopamine release and hyperactivity
    Linda P Dwoskin
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    J Pharmacol Exp Ther 326:563-76. 2008
    ..Further development of nAChR antagonists that inhibit nicotine-evoked DA release and penetrate brain to antagonize DA-mediated locomotor stimulant effects of nicotine as novel treatments for nicotine addiction is warranted...
  7. pmc In vitro permeation of a pegylated naltrexone prodrug across microneedle-treated skin
    Mikolaj Milewski
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    J Control Release 146:37-44. 2010
    ..Increasing the viscosity of the donor solution is hypothesized to afford a curvilinear permeation profile for the PEGylated NTX prodrug...
  8. pmc bis-Pyridinium cyclophanes: novel ligands with high affinity for the blood-brain barrier choline transporter
    Zhenfa Zhang
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 18:5622-5. 2008
    ..8 microM and 1.4 microM, respectively, and constitute some of the most potent BBB choline transporter ligands reported...
  9. pmc In vivo evaluation of a transdermal codrug of 6-beta-naltrexol linked to hydroxybupropion in hairless guinea pigs
    Paul K Kiptoo
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 725 Rose Street, Lexington, KY 40536 0082, USA
    Eur J Pharm Sci 33:371-9. 2008
    ..During subsequent applications, erythema was slightly increased but no skin damage was observed. In conclusion, a transdermal codrug of 6-beta-naltrexol could be a viable alternative treatment for alcohol and opiate abuse...
  10. pmc Transdermal delivery of bupropion and its active metabolite, hydroxybupropion: a prodrug strategy as an alternative approach
    Paul K Kiptoo
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky 40536 0082, USA
    J Pharm Sci 98:583-94. 2009
    ..7-fold increase in the transdermal flux of BUPOH across human skin in vitro. Thus, But-BUPOH provides a viable option for the transdermal delivery of BUPOH...
  11. pmc Introduction of unsaturation into the N-n-alkyl chain of the nicotinic receptor antagonists, NONI and NDNI: effect on affinity and selectivity
    Sangeetha P Sumithran
    College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    AAPS J 7:E201-17. 2005
    ....
  12. pmc The novel nicotinic receptor antagonist, N,N'-dodecane-1,12-diyl-bis-3-picolinium dibromide (bPiDDB), inhibits nicotine-evoked [(3)H]norepinephrine overflow from rat hippocampal slices
    Andrew M Smith
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, United States
    Biochem Pharmacol 78:889-97. 2009
    ..Thus, bPiDDB was 200-fold more potent inhibiting nAChRs mediating nicotine-evoked [(3)H]DA release from striatum than those mediating nicotine-evoked [(3)H]NE release from hippocampus...
  13. pmc Novel N-1,2-dihydroxypropyl analogs of lobelane inhibit vesicular monoamine transporter-2 function and methamphetamine-evoked dopamine release
    David B Horton
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky 40536 0082, USA
    J Pharmacol Exp Ther 339:286-97. 2011
    ..Thus, the pharmacophore for VMAT2 inhibition accommodates the N-1,2-diol moiety, which improves drug-likeness and enhances the potential for the development of these clinical candidates as treatments for methamphetamine abuse...
  14. pmc Repeated nicotine administration robustly increases bPiDDB inhibitory potency at alpha6beta2-containing nicotinic receptors mediating nicotine-evoked dopamine release
    Andrew M Smith
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Biochem Pharmacol 80:402-9. 2010
    ..Therefore, bPiDDB and r-bPiDDB appear to target different alpha6beta2-containing nAChR subtypes...
  15. pmc Design, synthesis and interaction at the vesicular monoamine transporter-2 of lobeline analogs: potential pharmacotherapies for the treatment of psychostimulant abuse
    Peter A Crooks
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, 40536 0082, USA
    Curr Top Med Chem 11:1103-27. 2011
    ....
  16. ncbi request reprint Transdermal delivery of naltrexone and its active metabolite 6-beta-naltrexol in human skin in vitro and guinea pigs in vivo
    Kalpana S Paudel
    Department of Pharmaceutical Sciences, University of Kentucky College of Pharmacy, Lexington, Kentucky 40536 0082, USA
    J Pharm Sci 94:1965-75. 2005
    ..Further transdermal formulation development will be investigated for permeation enhancement...
  17. pmc Lobeline esters as novel ligands for neuronal nicotinic acetylcholine receptors and neurotransmitter transporters
    Marhaba Hojahmat
    College of Pharmacy, University of Kentucky, Rose Street, Lexington, KY 40536 0082, USA
    Bioorg Med Chem 18:640-9. 2010
    ..5-fold selectivity for VMAT2 over alpha4beta2 nAChRs. Thus, esterification of the lobeline molecule may be a useful structural modification for the development of lobeline analogs with improved selectivity at VMAT2...
  18. pmc Transdermal delivery of naltrexol and skin permeability lifetime after microneedle treatment in hairless guinea pigs
    Stan L Banks
    Department of Pharmaceutical Sciences, University of Kentucky College of Pharmacy, Lexington, Kentucky 40536 0082, USA
    J Pharm Sci 99:3072-80. 2010
    ..Overall, MN-assisted transdermal delivery appears viable for at least 48 h after MN-application...
  19. pmc Computational neural network analysis of the affinity of lobeline and tetrabenazine analogs for the vesicular monoamine transporter-2
    Fang Zheng
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem 15:2975-92. 2007
    ..The developed models are expected to be useful in the rational design of new chemical entities as ligands of VMAT2 and for directing synthesis of new molecules in the future...
  20. ncbi request reprint Carrier-mediated transport of the quaternary ammonium neuronal nicotinic receptor antagonist n,n'-dodecylbispicolinium dibromide at the blood-brain barrier
    Paul R Lockman
    Department of Pharmaceutical Sciences, Texas Tech University Health Sciences Center, 1300 S Coulter Dr, Amarillo, TX 79106 1712, USA
    J Pharmacol Exp Ther 324:244-50. 2008
    ..The current results suggest that bPiDDB uses the BBB choline transporter for approximately 90% of its permeation into brain, and they demonstrate the carrier-mediated BBB penetration of a novel bisquaternary ammonium nAChR antagonist...
  21. pmc Lobelane inhibits methamphetamine-evoked dopamine release via inhibition of the vesicular monoamine transporter-2
    Justin R Nickell
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    J Pharmacol Exp Ther 332:612-21. 2010
    ..The current results reveal that lobelane, a selective VMAT2 inhibitor, inhibits methamphetamine-evoked DA release and is a promising lead for the development of a pharmacotherapeutic for methamphetamine abuse...
  22. pmc Synthesis and evaluation of a series of homologues of lobelane at the vesicular monoamine transporter-2
    Guangrong Zheng
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Rose Street, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 18:6509-12. 2008
    ..These results indicate that the intramolecular distances between the piperidine ring and two phenyl rings in lobelane analogues are an important criterion for retention of high affinity at VMAT2...
  23. pmc Predictive screening model for potential vector-mediated transport of cationic substrates at the blood-brain barrier choline transporter
    Werner J Geldenhuys
    Department of Pharmaceutical Sciences, Texas Tech University Health Sciences Center, School of Pharmacy, Amarillo, TX 79106 1712, USA
    Bioorg Med Chem Lett 20:870-7. 2010
    ....
  24. ncbi request reprint A novel chemical delivery system comprising an ocular sustained release formulation of a 3alpha, 17alpha, 21-trihydroxy-5beta-pregnan-20-one-BIS-5-fluorouracil [correction of flourouracil] codrug
    Michelle Howard-Sparks
    College of Pharmacy, Chandler Medical Center, University of Kentucky, Lexington, Kentucky 40536 0082, USA
    Drug Dev Ind Pharm 33:677-82. 2007
    ....
  25. pmc Synthesis and evaluation of novel azetidine analogs as potent inhibitors of vesicular [3H]dopamine uptake
    Derong Ding
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem 21:6771-7. 2013
    ..Thus, cis- and trans-azetidine analogs 22b and 15c represent potential leads in the discovery of new clinical candidates for the treatment of methamphetamine abuse. ..
  26. pmc Pyrrolidine analogs of GZ-793A: synthesis and evaluation as inhibitors of the vesicular monoamine transporter-2 (VMAT2)
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Bioorg Med Chem Lett 23:3342-5. 2013
    ..29 μM). Analog 11f also showed similar potency of inhibition of [(3)H]-DA uptake into vesicles (Ki=45 nM) compared to that for GZ-793A (Ki=29 nM). Thus, 11f represents a new water-soluble inhibitor of VMAT function...
  27. pmc Novel bis-2,2,6,6-tetramethylpiperidine (bis-TMP) and bis-mecamylamine antagonists at neuronal nicotinic receptors mediating nicotine-evoked dopamine release
    Zhenfa Zhang
    College of Pharmacy, Department of Pharmaceutical Sciences, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 20:1420-3. 2010
    ....
  28. ncbi request reprint Nicotinic receptor-based therapeutics and candidates for smoking cessation
    Linda P Dwoskin
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Biochem Pharmacol 78:732-43. 2009
    ..This review summarizes the currently available smoking cessation therapies and discusses emerging potential therapeutic approaches employing pharmacological agents which act as antagonists at nicotinic receptors...
  29. pmc Bis-azaaromatic quaternary ammonium salts as ligands for the blood-brain barrier choline transporter
    Guangrong Zheng
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 20:3208-10. 2010
    ..The preliminary structure-activity relationships obtained from this study suggest that incorporating a linear, conformationally restricted linker into the molecule improves affinity for the BBB-ChT...
  30. ncbi request reprint Modeling subtype-selective agonists binding with alpha4beta2 and alpha7 nicotinic acetylcholine receptors: effects of local binding and long-range electrostatic interactions
    Xiaoqin Huang
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 725 Rose Street, Lexington, KY 40536, USA
    J Med Chem 49:7661-74. 2006
    ..The fundamental insights obtained in the present study should be valuable for future rational design of potential therapeutic agents targeted to specific nAChR subtypes...
  31. pmc GZ-793A, a lobelane analog, interacts with the vesicular monoamine transporter-2 to inhibit the effect of methamphetamine
    David B Horton
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky, USA
    J Neurochem 127:177-86. 2013
    ..GZ-793A inhibition of the effects of methamphetamine supports its potential as a therapeutic agent for the treatment of methamphetamine abuse...
  32. pmc Lobelane analogues as novel ligands for the vesicular monoamine transporter-2
    Guangrong Zheng
    College of Pharmacy, University of Kentucky, Rose Street, Lexington, KY 40536 0082, USA
    Bioorg Med Chem 13:3899-909. 2005
    ..The most potent analogues in this series were the cis-2,6-piperidino analogues, 25b, 27b, 28b, and 30b, with K(i) values ranging from 430 to 580 nM...
  33. pmc Tetrakis-azaaromatic quaternary ammonium salts: novel subtype-selective antagonists at neuronal nicotinic receptors that mediate nicotine-evoked dopamine release
    Zhenfa Zhang
    Department of Pharmaceutical Sciences, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 18:5753-7. 2008
    ..Three tetrakis analogs, 11j, 11f, and 11g, were identified as potent (IC(50)=3, 28 and 56nM, respectively) antagonists at these receptors. These compounds represent a novel structural class of nicotinic receptor antagonists...
  34. pmc Tris-azaaromatic quaternary ammonium salts: Novel templates as antagonists at nicotinic receptors mediating nicotine-evoked dopamine release
    Guangrong Zheng
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 17:6701-6. 2007
    ..2 nM and I(max) of 67%...
  35. ncbi request reprint QSAR modeling of mono- and bis-quaternary ammonium salts that act as antagonists at neuronal nicotinic acetylcholine receptors mediating dopamine release
    Fang Zheng
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem 14:3017-37. 2006
    ..1 microM at nAChR subtypes responsible for mediating nicotine-evoked dopamine release, demonstrating that the ANN QSAR model is a valuable aid to drug discovery...
  36. pmc Bis-azaaromatic quaternary ammonium salts as antagonists at nicotinic receptors mediating nicotine-evoked dopamine release: An investigation of binding conformation
    Guangrong Zheng
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 17:6734-8. 2007
    ....
  37. pmc Defunctionalized lobeline analogues: structure-activity of novel ligands for the vesicular monoamine transporter
    Guangrong Zheng
    College of Pharmacy, University of Kentucky, Lexington, Kentucky 40536 0082, USA
    J Med Chem 48:5551-60. 2005
    ....
  38. doi request reprint Aminoparthenolides as novel anti-leukemic agents: Discovery of the NF-kappaB inhibitor, DMAPT (LC-1)
    Sundar Neelakantan
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 19:4346-9. 2009
    ..5-3.0microM). Compounds 16, 24 and 30 were the most potent compounds in the series, causing greater than 90% cell death at 10microM concentration against primary AML cells in culture, with LD(50) values of 1.7, 1.8 and 1.6microM...
  39. pmc QSAR study on maximal inhibition (Imax) of quaternary ammonium antagonists for S-(-)-nicotine-evoked dopamine release from dopaminergic nerve terminals in rat striatum
    Fang Zheng
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, United States
    Bioorg Med Chem 17:4477-85. 2009
    ....
  40. ncbi request reprint rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Acta Crystallogr C 63:o493-5. 2007
    ..O-H...O-H R(4)(4)(8) pattern that influences the conformation of the molecules. Co-operative C-H...pi interactions between thienyl rings are also present. The average dihedral angle between adjacent thienyl rings is 87.09 (4) degrees...
  41. pmc Computational neural network analysis of the affinity of N-n-alkylnicotinium salts for the alpha4beta2* nicotinic acetylcholine receptor
    Fang Zheng
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky, USA
    J Enzyme Inhib Med Chem 24:157-68. 2009
    ..The generated neural network model with the 85 molecule training set may also be of value for future predictions of K(i) values for new virtual compounds, which can then be identified, subsequently synthesized, and tested experimentally...
  42. pmc Discovery of a novel nicotinic receptor antagonist for the treatment of nicotine addiction: 1-(3-Picolinium)-12-triethylammonium-dodecane dibromide (TMPD)
    Linda P Dwoskin
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Biochem Pharmacol 74:1271-82. 2007
    ....
  43. pmc Quinlobelane: a water-soluble lobelane analogue and inhibitor of VMAT2
    Ashish P Vartak
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 20:3584-7. 2010
    ..The quinolyl group was the only replacement for the phenyl group in lobelane that retained VMAT2 inhibition...
  44. pmc Aplysinopsin analogs: Synthesis and anti-proliferative activity of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-diones
    Y Thirupathi Reddy
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem 18:3570-4. 2010
    ..Two analogs, 3f and 3j had IC(50) values of 4.4 and 5.2microM, respectively, compared to 5-fluorouracil (IC(50)=15.2microM) against MCF-7 cells...
  45. pmc Novel 3-O-pegylated carboxylate and 3-O-pegylated carbamate prodrugs of naltrexone for microneedle-enhanced transdermal delivery
    Thirupathi Reddy Yerramreddy
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 20:3280-3. 2010
    ..Viscosity effects were postulated to be responsible for the observed non-linearity in the flux-concentration profile of these prodrugs...
  46. ncbi request reprint 3D-QSAR study of bis-azaaromatic quaternary ammonium analogs at the blood-brain barrier choline transporter
    Werner J Geldenhuys
    Department of Pharmaceutical Sciences, Texas Tech University Health Sciences Center, School of Pharmacy, 1300 S Coulter Dr, Amarillo, TX, 79106 1712, USA
    Bioorg Med Chem 13:4253-61. 2005
    ..506 and the non-cross-validated r2 was 0.804. This new model was able to better predict BBB-choline transporter affinity of hemicholinium-3 (predicted 65 microM, actual 54 microM), when compared to an earlier model (predicted 316 microM)...
  47. ncbi request reprint In vitro release studies on matrix type transdermal drug delivery systems of naltrexone and its acetyl prodrug
    Buchi N Nalluri
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky 40536 0082, USA
    Drug Dev Ind Pharm 31:871-7. 2005
    ..Overall, the amounts of NTX released from the prodrug patches were significantly higher than from the NTX patches, at all three drug loading levels...
  48. ncbi request reprint Synthesis and hydrolytic behavior of two novel tripartate codrugs of naltrexone and 6beta-naltrexol with hydroxybupropion as potential alcohol abuse and smoking cessation agents
    Mohamed O Hamad
    College of Pharmacy, Department of Pharmaceutical Sciences, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem 14:7051-61. 2006
    ..Thus, these codrugs are likely to be cleaved enzymatically in vivo to generate the parent drugs, and are considered to be potential candidates for simultaneous treatment of alcohol abuse and tobacco dependence...
  49. pmc meso-Transdiene analogs inhibit vesicular monoamine transporter-2 function and methamphetamine-evoked dopamine release
    David B Horton
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    J Pharmacol Exp Ther 336:940-51. 2011
    ....
  50. pmc Indolizidine (-)-235B' and related structural analogs: discovery of nicotinic receptor antagonists that inhibit nicotine-evoked [3H]dopamine release
    Marharyta Pivavarchyk
    Department of Pharmaceutical Science, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Eur J Pharmacol 658:132-9. 2011
    ..Thus, indolizidine (-)-235B' and its analogs act as antagonists of α6β2-nicotinic receptors and constitute a novel structural scaffold for the discovery of pharmacotherapies for smoking cessation...
  51. pmc Flux across [corrected] microneedle-treated skin is increased by increasing charge of naltrexone and naltrexol in vitro
    Stan L Banks
    Department of Pharmaceutical Sciences, University of Kentucky College of Pharmacy, Lexington, Kentucky 40536 0082, USA
    Pharm Res 25:1677-85. 2008
    ..In a second set of experiments, permeability of the major active metabolite 6-beta-naltrexol base (NTXOL) in the primarily unionized (unprotonated) form at pH 8.5 was compared to the ionized form (pH 4.5)...
  52. ncbi request reprint Development of subtype-selective ligands as antagonists at nicotinic receptors mediating nicotine-evoked dopamine release
    Peter A Crooks
    Division of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 14:1869-74. 2004
    ..Conformationally restricted analogues exhibit both high affinity and selectivity at this site, and are able to access the brain due to their ability to act as substrates for the blood-brain barrier choline transporter...
  53. pmc Modeling multiple species of nicotine and deschloroepibatidine interacting with alpha4beta2 nicotinic acetylcholine receptor: from microscopic binding to phenomenological binding affinity
    Xiaoqin Huang
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 725 Rose Street, Lexington, KY 40536, USA
    J Am Chem Soc 127:14401-14. 2005
    ....
  54. doi request reprint Nicotine exposure can be detected in cerebrospinal fluid of active and passive smokers
    Ahmad H Malkawi
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    J Pharm Biomed Anal 49:129-32. 2009
    ..6-81.1 ng/ml). The concentrations of cotinine in CSF samples suggests that nicotine easily passes into the CSF, which makes it an excellent CSF marker for tobacco-smoke exposure...
  55. pmc Discovery of 1,2,4-thiadiazolidine-3,5-dione analogs that exhibit unusual and selective rapid cell death kinetics against acute myelogenous leukemia cells in culture
    Shama Nasim
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 501A 725 Rose Street, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 21:4879-83. 2011
    ..5 μM) completely eradicated cell viability of MV-411 cells within 2h, while analog 3e (LD(50)=2.0 μM) decimated cell viability within 30 min at a concentration of 10 μM and effectively abolished cell viability at 5 μM within 1-2h...
  56. ncbi request reprint Identification and synthesis of novel alkaloids from the root system of Nicotiana tabacum: affinity for neuronal nicotinic acetylcholine receptors
    Xiaochen Wei
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Life Sci 78:495-505. 2005
    ..The results also demonstrate that these compounds act as antagonists at nAChRs mediating nicotine-evoked dopamine release from rat striatum...
  57. pmc Development of a GC-MS assay for the determination of fentanyl pharmacokinetics in rabbit plasma after sublingual spray delivery
    Ahmad H Malkawi
    College of Pharmacy, University of Kentucky, Lexington, Kentucky, 40536 0082, USA
    AAPS J 10:261-7. 2008
  58. ncbi request reprint (Z)-2-[(1-Phenylsulfonyl-1H-indol-3-yl)methylene]-1-azabicyclo[2.2.2]octan-3-one semicarbazone
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Acta Crystallogr C 63:o277-9. 2007
    ..The O atom of the carbonyl group of each molecule is hydrogen bonded to the hydrazidic H atom of an adjacent molecule to form an eight-membered-ring dimeric structure...
  59. ncbi request reprint (Z)-3-(1H-Indol-3-yl)-2-(3-thienyl)acrylonitrile and (Z)-3-[1-(4-tert-butylbenzyl)-1H-indol-3-yl]-2-(3-thienyl)acrylonitrile
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Acta Crystallogr C 61:o78-80. 2005
    ..Slight thienyl ring-flip disorder (ca 5.6%) was observed and modeled for (I)...
  60. ncbi request reprint (E)-N-[(Benzo[b]thiophen-3-yl)methylene]-N'-(2,5-dichlorophenyl)hydrazine
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Acta Crystallogr C 60:o550-1. 2004
  61. ncbi request reprint Scopolamine sublingual spray: an alternative route of delivery for the treatment of motion sickness
    Abeer M Al-Ghananeem
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky 40536 0082, USA
    Drug Dev Ind Pharm 33:577-82. 2007
    ....
  62. pmc Human skin permeation of 3-O-alkyl carbamate prodrugs of naltrexone
    Haranath K Vaddi
    Department of Pharmaceutical Sciences, University of Kentucky College of Pharmacy, Lexington, Kentucky 40536 0082, USA
    J Pharm Sci 98:2611-25. 2009
    ..The cross-sectional area of the carbamate head group was the major determinant of flux of the N-monoalkyl and N,N-dialkyl carbamate prodrugs of NTX...
  63. pmc Novel bis-, tris-, and tetrakis-tertiary amino analogs as antagonists at neuronal nicotinic receptors that mediate nicotine-evoked dopamine release
    Zhenfa Zhang
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 21:88-91. 2011
    ..The bis-tertiary amine analog 7 exhibited an IC(50) of 0.95 nM, while the tris-tertiary amine analog 19 had an IC(50) of 0.35 nM at nAChRs mediating nicotine-evoked dopamine release...
  64. pmc Phenyl ring-substituted lobelane analogs: inhibition of [³H]dopamine uptake at the vesicular monoamine transporter-2
    Justin R Nickell
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    J Pharmacol Exp Ther 336:724-33. 2011
    ..Thus, modification of the lobelane molecule affords potent, selective inhibitors of VMAT2 function and reveals two distinct pharmacological targets on VMAT2...
  65. ncbi request reprint Evaluation of (Z)-2-((1-benzyl-1H-indol-3-yl)methylene)-quinuclidin-3-one analogues as novel, high affinity ligands for CB1 and CB2 cannabinoid receptors
    Nikhil Reddy Madadi
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Bioorg Med Chem Lett 23:2019-21. 2013
    ....
  66. pmc Synthesis and in vitro evaluation of N-alkyl-3-hydroxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)indolin-2-one analogs as potential anticancer agents
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 20:4468-71. 2010
    ..These results indicate that N-4-methoxybenzyl-3-hydroxy-(2-imino-3-methyl-5-oxo-4-yl)indolin-2-one analogs may be useful leads for anticancer drug development...
  67. doi request reprint Melampomagnolide B: a new antileukemic sesquiterpene
    Shama Nasim
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem 19:1515-9. 2011
    ....
  68. doi request reprint Synthesis and in vitro screening of novel N-benzyl aplysinopsin analogs as potential anticancer agents
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 21:1411-3. 2011
    ....
  69. pmc Regiospecific and conformationally restrained analogs of melphalan and DL-2-NAM-7 and their affinities for the large neutral amino acid transporter (system LAT1) of the blood-brain barrier
    Jyothi Matharu
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 20:3688-91. 2010
    ....
  70. pmc Pyrrolidine analogues of lobelane: relationship of affinity for the dihydrotetrabenazine binding site with function of the vesicular monoamine transporter 2 (VMAT2)
    Ashish P Vartak
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 725 Rose Street, Lexington, Kentucky 40536, USA
    J Med Chem 52:7878-82. 2009
    ..e., the DTBZ binding site and an alternative site on VMAT2 to inhibit transporter function...
  71. pmc The effect of hydrogen bonding on the conformations of 2-(1H-indol-3-yl)-2-oxoacetamide and 2-(1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, 72205, USA
    Acta Crystallogr C 68:o405-7. 2012
    ..It is the presence of an elaborate hydrogen-bonding system in the crystal structure of (I) that leads to the different torsion angle for the orientation of the two adjacent carbonyl groups from that in (II)...
  72. pmc Pharmacokinetics of the novel nicotinic receptor antagonist N,N'-dodecane-1,12-diyl-bis-3-picolinium dibromide in the rat
    Zaineb A Fadhel Albayati
    Department of Pharmaceutical Sciences, College of Pharmacy, Lexington, KY 40536 0082, USA
    Drug Metab Dispos 36:2024-9. 2008
    ....
  73. pmc Discovery of non-peptide, small molecule antagonists of α9α10 nicotinic acetylcholine receptors as novel analgesics for the treatment of neuropathic and tonic inflammatory pain
    Guangrong Zheng
    College of Pharmacy, Department of Pharmaceutical Sciences, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 21:2476-9. 2011
    ..These analogs represent a new class of analgesic for the treatment of neuropathic and tonic inflammatory pain...
  74. doi request reprint Oxycodone N-oxide
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Acta Crystallogr C 68:o436-8. 2012
    ..482 (2) Å] hydrogen bonding. In addition, there are weak intermolecular C-H...O interactions which, along with van der Waals forces, stabilize the structure. The new chiral center at the 17-position is demonstrated to be R...
  75. doi request reprint Novel substituted (Z)-5-((N-benzyl-1H-indol-3-yl)methylene)imidazolidine-2,4-diones and 5-((N-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-triones as potent radio-sensitizing agents
    Y Thirupathi Reddy
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 20:600-2. 2010
    ..These analogs were evaluated for their radiosensitization activity against the HT-29 cell line. Three analogs, 10a, 10b, and 10c were identified as the most potent radiosensitizing agents...
  76. doi request reprint Microwave assisted synthesis and in vitro cytotoxicities of substituted (Z)-2-amino-5-(1-benzyl-1H-indol-3-yl)methylene-1-methyl-1H-imidazol-4(5H)-ones against human tumor cell lines
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 20:591-3. 2010
    ..Thus, the aplysinopsin analog 3f was regarded as a useful lead compound for further structural optimization...
  77. ncbi request reprint 5-((1-Aroyl-1H-indol-3-yl)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-diones as potential anticancer agents with anti-inflammatory properties
    Narsimha Reddy Penthala
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Bioorg Med Chem Lett 23:1442-6. 2013
    ..Thus, compounds 3k, 3t, 3s, and 3w constitute a new class of anticancer/anti-inflammatory agents that may have unique potential for cancer therapy...
  78. ncbi request reprint Heterocyclic aminoparthenolide derivatives modulate G(2)-M cell cycle progression during Xenopus oocyte maturation
    Venumadhav Janganati
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Bioorg Med Chem Lett 24:1963-7. 2014
    ..These novel compounds were evaluated for their modulatory effects on Xenopus oocyte maturation. Two compounds, 6e and 6f, were identified that promote G2-M cell cycle progression. ..
  79. pmc N-Aroyl indole thiobarbituric acids as inhibitors of DNA repair and replication stress response polymerases
    Grace E Coggins
    Department of Biochemistry and Molecular Biology, University of Arkansas for Medical Sciences, Little Rock, Arkansas 72205 7199, United States
    ACS Chem Biol 8:1722-9. 2013
    ..These results provide a framework from which second-generation ITBA derivatives may be developed against specialized polymerases that are involved in mechanisms of radio- and chemo-resistance. ..
  80. doi request reprint (E)-3-(Benzo[b]thiophen-2-yl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile and (Z)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile. Corrigendum
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Acta Crystallogr C 69:454. 2013
    ..The chemical names of the title compounds in the paper by Sonar et al. [Acta Cryst. (2007), C63, o743-o745] are corrected...
  81. doi request reprint 3-O-phosphate ester conjugates of 17-β-O-{1-[2-carboxy-(2-hydroxy-4-methoxy-3-carboxamido)anilido]ethyl}1,3,5(10)-estratriene as novel bone-targeting agents
    Shama Nasim
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 20:7450-3. 2010
    ..Evaluation of these novel phosphate analogs for affinity for hydroxyapatite revealed that they bind with equal or higher affinity when compared to the bone tissue accumulator, tetracycline...
  82. pmc Synthesis and anti-proliferative activity of aromatic substituted 5-((1-benzyl-1H-indol-3-yl)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione analogs against human tumor cell lines
    Nikhil Reddy Madadi
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
    Bioorg Med Chem Lett 24:601-3. 2014
    ..These results suggest that aromatic substituted N-benzylindole dimethylbarbituric acid hybrids may have potential for development as clinical candidates to treat a variety of solid tumors...
  83. ncbi request reprint (E)-3-(benzo[b]thiophen-2-yl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile and (Z)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Acta Crystallogr C 63:o743-5. 2007
    ..84 (17) and 76.09 (7) degrees, respectively. There are no significant intermolecular hydrogen-bonding interactions in the packing of (I) and (II). The packing is essentially stabilized via van der Waals forces...
  84. pmc Novel substituted (Z)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-one and (Z)-(+/-)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-ol derivatives as potent thermal sensitizing agents
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 17:6821-4. 2007
    ..The most potent analog was compound 10 (R(1)=H, R(2)=4-Cl), which potently inhibited (93% inhibition at 50 microM) the growth of HT-29 cells after a 41 degrees C/2h exposure...
  85. doi request reprint Antileukemic activity of aminoparthenolide analogs
    Shama Nasim
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    Bioorg Med Chem Lett 18:3870-3. 2008
    ....
  86. pmc The NADH oxidase ENOX1, a critical mediator of endothelial cell radiosensitization, is crucial for vascular development
    Amudhan Venkateswaran
    Authors Affiliations Departments of Radiation Oncology and Medicine and Cell and Developmental Biology Genomic Sciences Resources, Vanderbilt University Medical Center Biomedical Engineering, Vanderbilt School of Engineering, Nashville, Tennessee School of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, Arkansas and Department of Molecular and Cell Biology, University of California, Berkeley, Berkeley, California
    Cancer Res 74:38-43. 2014
    ..Thus, our current findings, coupled with previous research, support the hypothesis that ENOX1 represents a potential cancer therapy target, one that combines molecular targeting with cytotoxic sensitization...
  87. doi request reprint Improving the inhibitory activity of arylidenaminoguanidine compounds at the N-methyl-D-aspartate receptor complex from a recursive computational-experimental structure-activity relationship study
    Joshua R Ring
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem 21:1764-74. 2013
    ..These computational models were able to predict inhibition of the NMDA receptor complex by this series of compounds in silico, affording a predictive structure-based 'pre-screening' paradigm for the arylideneaminoguanidine analogs...
  88. ncbi request reprint Synthesis and antitubercular activity of a series of hydrazone and nitrovinyl analogs derived from heterocyclic aldehydes
    Vijayakumar N Sonar
    Department of Pharmaceutical Sciences, College of Pharmacy, Lexington, USA
    J Enzyme Inhib Med Chem 24:117-24. 2009
    ..96, 5.4 & 1.6 microg/mL, respectively. These compounds represent potential leads for the further development of novel antitubercular agents...
  89. doi request reprint Synthesis of novel isoluminol probes and their use in rapid bacterial assays
    Sundar Neelakantan
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA
    Bioorg Med Chem Lett 19:5722-6. 2009
    ....