ALOKE DUTTA

Summary

Affiliation: Wayne State University
Country: USA

Publications

  1. pmc The novel trisubstituted pyran derivative D-142 has triple monoamine reuptake inhibitory activity and exerts potent antidepressant-like activity in rodents
    Aloke K Dutta
    Wayne State University, Department of Pharmaceutical Sciences, Detroit, MI 48202, USA
    Eur J Pharmacol 671:39-44. 2011
  2. doi request reprint D-161, a novel pyran-based triple monoamine transporter blocker: behavioral pharmacological evidence for antidepressant-like action
    Aloke K Dutta
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    Eur J Pharmacol 589:73-9. 2008
  3. ncbi request reprint Dopamine transporter as target for drug development of cocaine dependence medications
    Aloke K Dutta
    Department of Pharmaceutical Sciences, Applebaum College of Pharmacy and Health Science, Wayne State University, 3128 Applebaun Hall, Detroit, MI 48202, USA
    Eur J Pharmacol 479:93-106. 2003
  4. ncbi request reprint Synthesis and biological characterization of novel hybrid 7-[[2-(4-phenyl-piperazin-1-yl)-ethyl]-propyl-amino]-5,6,7,8-tetrahydro-naphthalen-2-ol and their heterocyclic bioisosteric analogues for dopamine D2 and D3 receptors
    Aloke K Dutta
    Wayne State University, Department of Pharmaceutical Sciences, Applebaum College of Pharmacy and Health Science, Rm 3128, Detroit, MI 48202, USA
    Bioorg Med Chem 12:4361-73. 2004
  5. ncbi request reprint Further structurally constrained analogues of cis-(6-benzhydrylpiperidin-3-yl)benzylamine with elucidation of bioactive conformation: discovery of 1,4-diazabicyclo[3.3.1]nonane derivatives and evaluation of their biological properties for the monoamine tr
    Rohit Kolhatkar
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    J Med Chem 47:5101-13. 2004
  6. ncbi request reprint High affinity hydroxypiperidine analogues of 4-(2-benzhydryloxyethyl)-1-(4-fluorobenzyl)piperidine for the dopamine transporter: stereospecific interactions in vitro and in vivo
    Sujit K Ghorai
    Wayne State University, Department of Pharmaceutical Sciences, Detroit, Michigan 48202, USA
    J Med Chem 46:1220-8. 2003
  7. ncbi request reprint Interaction of cis-(6-benzhydrylpiperidin-3-yl)benzylamine analogues with monoamine transporters: structure-activity relationship study of structurally constrained 3,6-disubstituted piperidine analogues of (2,2-diphenylethyl)-[1-(4-fluorobenzyl)piperidin-
    Rohit B Kolhatkar
    Wayne State University, Department of Pharmaceutical Sciences, Detroit, Michigan 48202, USA
    J Med Chem 46:2205-15. 2003
  8. pmc Structural modifications of neuroprotective anti-Parkinsonian (-)-N6-(2-(4-(biphenyl-4-yl)piperazin-1-yl)-ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine (D-264): an effort toward the improvement of in vivo efficacy of the parent molecule
    Gyan Modi
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, United States
    J Med Chem 57:1557-72. 2014
  9. ncbi request reprint Design, synthesis, and activity of novel cis- and trans-3,6-disubstituted pyran biomimetics of 3,6-disubstituted piperidine as potential ligands for the dopamine transporter
    Shijun Zhang
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    Bioorg Med Chem Lett 13:1591-5. 2003
  10. pmc Further structure-activity relationship studies on 4-((((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)methyl)phenol: identification of compounds with triple uptake inhibitory activity as potential antidepressant agents
    Bhaskar Gopishetty
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, United States
    J Med Chem 54:2924-32. 2011

Collaborators

  • Maarten Reith
  • Patrick M Beardsley
  • Juan Zhen
  • Eldo Kuzhikandathil
  • C D Cook
  • Nianhang Chen
  • Balaram Ghosh
  • Shijun Zhang
  • Tamara Antonio
  • Swati Biswas
  • Soumava Santra
  • Dennis A Brown
  • Ingrid Parrington
  • Gyan Modi
  • Bhaskar Gopishetty
  • Prashant S Kharkar
  • Stuart Hazeldine
  • Manoj Mishra
  • Sujit K Ghorai
  • Horrick Sharma
  • Rohit Kolhatkar
  • Mark Johnson
  • Suhong Zhang
  • Fernando Fernandez
  • Jeffrey Deschamps
  • Rohit B Kolhatkar
  • Clifford George
  • Joy Debnath
  • Liping Xu
  • Mrudang Shah
  • Solav Ali
  • Prashant Kharkar
  • Angela M Batman
  • Matthew Davis
  • Sylesh K Venkataraman

Detail Information

Publications29

  1. pmc The novel trisubstituted pyran derivative D-142 has triple monoamine reuptake inhibitory activity and exerts potent antidepressant-like activity in rodents
    Aloke K Dutta
    Wayne State University, Department of Pharmaceutical Sciences, Detroit, MI 48202, USA
    Eur J Pharmacol 671:39-44. 2011
    ..These results advance D-142 as a potential potent antidepressant...
  2. doi request reprint D-161, a novel pyran-based triple monoamine transporter blocker: behavioral pharmacological evidence for antidepressant-like action
    Aloke K Dutta
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    Eur J Pharmacol 589:73-9. 2008
    ..These results suggest that the novel asymmetric pyran derivative D-161 with unique molecular structure exhibiting triple monoamine transporter inhibitory activity could possess potent antidepressant activity...
  3. ncbi request reprint Dopamine transporter as target for drug development of cocaine dependence medications
    Aloke K Dutta
    Department of Pharmaceutical Sciences, Applebaum College of Pharmacy and Health Science, Wayne State University, 3128 Applebaun Hall, Detroit, MI 48202, USA
    Eur J Pharmacol 479:93-106. 2003
    ..Activity at transporters as well as on behavior is highlighted...
  4. ncbi request reprint Synthesis and biological characterization of novel hybrid 7-[[2-(4-phenyl-piperazin-1-yl)-ethyl]-propyl-amino]-5,6,7,8-tetrahydro-naphthalen-2-ol and their heterocyclic bioisosteric analogues for dopamine D2 and D3 receptors
    Aloke K Dutta
    Wayne State University, Department of Pharmaceutical Sciences, Applebaum College of Pharmacy and Health Science, Rm 3128, Detroit, MI 48202, USA
    Bioorg Med Chem 12:4361-73. 2004
    ..The results demonstrated that in comparison to the reference compound apomorphine, (-)-10a was quite potent in inducing contralateral rotations and exhibited longer duration of action...
  5. ncbi request reprint Further structurally constrained analogues of cis-(6-benzhydrylpiperidin-3-yl)benzylamine with elucidation of bioactive conformation: discovery of 1,4-diazabicyclo[3.3.1]nonane derivatives and evaluation of their biological properties for the monoamine tr
    Rohit Kolhatkar
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    J Med Chem 47:5101-13. 2004
    ..Both compounds occasioned complete cocaine-like responding in mice trained to discriminate 10 mg/kg ip cocaine from vehicle...
  6. ncbi request reprint High affinity hydroxypiperidine analogues of 4-(2-benzhydryloxyethyl)-1-(4-fluorobenzyl)piperidine for the dopamine transporter: stereospecific interactions in vitro and in vivo
    Sujit K Ghorai
    Wayne State University, Department of Pharmaceutical Sciences, Detroit, Michigan 48202, USA
    J Med Chem 46:1220-8. 2003
    ..Compound (-)-5 was distinctive in this regard in that, unlike (+)-5 and (+/-)-5, it did not affect locomotor activity yet, but similar to them, was able to engender (albeit incompletely) cocaine-like responses...
  7. ncbi request reprint Interaction of cis-(6-benzhydrylpiperidin-3-yl)benzylamine analogues with monoamine transporters: structure-activity relationship study of structurally constrained 3,6-disubstituted piperidine analogues of (2,2-diphenylethyl)-[1-(4-fluorobenzyl)piperidin-
    Rohit B Kolhatkar
    Wayne State University, Department of Pharmaceutical Sciences, Detroit, Michigan 48202, USA
    J Med Chem 46:2205-15. 2003
    ..Structurally these molecules are more constrained compared to our earlier flexible piperidine molecules and, thus, should provide more insights about their bioactive conformations...
  8. pmc Structural modifications of neuroprotective anti-Parkinsonian (-)-N6-(2-(4-(biphenyl-4-yl)piperazin-1-yl)-ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine (D-264): an effort toward the improvement of in vivo efficacy of the parent molecule
    Gyan Modi
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, United States
    J Med Chem 57:1557-72. 2014
    ..Lead compounds exhibited appreciable radical scavenging activity. In vitro experiments with dopaminergic MN9D cells indicated neuroprotection by both 1a and (-)-9b from toxicity of MPP+. ..
  9. ncbi request reprint Design, synthesis, and activity of novel cis- and trans-3,6-disubstituted pyran biomimetics of 3,6-disubstituted piperidine as potential ligands for the dopamine transporter
    Shijun Zhang
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    Bioorg Med Chem Lett 13:1591-5. 2003
    ..Further molecular modifications of the cis derivative led to the development of potent analogues which indicated successful bioisosteric replacement of the piperidine ring by a pyran moiety in these 3,6-disubstituted derivatives...
  10. pmc Further structure-activity relationship studies on 4-((((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)methyl)phenol: identification of compounds with triple uptake inhibitory activity as potential antidepressant agents
    Bhaskar Gopishetty
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, United States
    J Med Chem 54:2924-32. 2011
    ..The results show significant reduction of immobility by TUI 10f at 10 mg/kg dose, indicating potential antidepressant activity...
  11. ncbi request reprint Structural requirements for 2,4- and 3,6-disubstituted pyran biomimetics of cis-(6-benzhydryl-piperidin-3-yl)-benzylamine compounds to interact with monoamine transporters
    Shijun Zhang
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    Bioorg Med Chem 12:6301-15. 2004
    ....
  12. ncbi request reprint Discovery of novel trisubstituted asymmetric derivatives of (2S,4R,5R)-2-benzhydryl-5-benzylaminotetrahydropyran-4-ol, exhibiting high affinity for serotonin and norepinephrine transporters in a stereospecific manner
    Shijun Zhang
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, USA
    J Med Chem 48:4962-71. 2005
    ..To the best of our knowledge, this current series of compounds represents a novel class of pyran derivatives as blockers for monoamine transporters...
  13. pmc Further delineation of hydrophobic binding sites in dopamine D(2)/D(3) receptors for N-4 substituents on the piperazine ring of the hybrid template 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol
    Balaram Ghosh
    Wayne State University, Department of Pharmaceutical Sciences, Applebaum College of Pharmacy and Health Sciences, Rm 3128, Detroit, MI 48202, United States
    Bioorg Med Chem 18:5661-74. 2010
    ..5)...
  14. ncbi request reprint Further structural exploration of trisubstituted asymmetric pyran derivatives (2S,4R,5R)-2-benzhydryl-5-benzylamino-tetrahydropyran-4-ol and their corresponding disubstituted (3S,6S) pyran derivatives: a proposed pharmacophore model for high-affinity inte
    Shijun Zhang
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, USA
    J Med Chem 49:4239-47. 2006
    ..On the basis of our present and past findings, we propose a qualitative model for the interaction of these compounds with monoamine transporters, which will be refined further in the future...
  15. ncbi request reprint Expansion of structure-activity studies of piperidine analogues of 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (GBR 12935) compounds by altering substitutions in the N-benzyl moiety and behavioral pharmacology of selected molecules
    Aloke K Dutta
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, USA
    J Med Chem 45:654-62. 2002
    ..Thus, in this report, we describe a structure-activity relationship study of novel piperidine analogues assessed by both in vitro transporter assays and in vivo behavioral activity measurements...
  16. ncbi request reprint A novel series of hybrid compounds derived by combining 2-aminotetralin and piperazine fragments: binding activity at D2 and D3 receptors
    Aloke K Dutta
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    Bioorg Med Chem Lett 12:619-22. 2002
    ..Further structure-activity studies led to a novel template showing 50- to 100-fold selectivity for the D3 receptor...
  17. pmc D-512 and D-440 as novel multifunctional dopamine agonists: characterization of neuroprotection properties and evaluation of in vivo efficacy in a Parkinson's disease animal model
    Soumava Santra
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, United States
    ACS Chem Neurosci 4:1382-92. 2013
    ....
  18. pmc Flexible and biomimetic analogs of triple uptake inhibitor 4-((((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)methyl)phenol: Synthesis, biological characterization, and development of a pharmacophore model
    Horrick Sharma
    Wayne State University, Department of Pharmaceutical Sciences, Applebaum College of Pharmacy and Health Sciences, Rm 3128, Detroit, MI 48202, United States
    Bioorg Med Chem 22:311-24. 2014
    ..Interestingly, the highest TUI activity by lead tetrahydrofuran compounds for example, 41 and 42, was exhibited in a stereochemical preference similar to pyran TUI for example, D-161. ..
  19. ncbi request reprint Further structure-activity relationships study of hybrid 7-{[2-(4-phenylpiperazin-1-yl)ethyl]propylamino}-5,6,7,8-tetrahydronaphthalen-2-ol analogues: identification of a high-affinity D3-preferring agonist with potent in vivo activity with long duration
    Swati Biswas
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, USA
    J Med Chem 51:101-17. 2008
    ..Compound (-)- 25 at 5 micromol/kg exhibited rotational activity that lasted beyond 12 h, whereas at a 1 micromol/kg dose the rotations lasted beyond 8 h...
  20. pmc Discovery of 4-(4-(2-((5-Hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)(propyl)amino)ethyl)piperazin-1-yl)quinolin-8-ol and its analogues as highly potent dopamine D2/D3 agonists and as iron chelator: in vivo activity indicates potential application in sympto
    Balaram Ghosh
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, Michigan 48202, USA
    J Med Chem 53:2114-25. 2010
    ..This reports initial development of unique lead molecules that might find potential use in symptomatic and neuroprotective treatment of PD...
  21. ncbi request reprint Design, synthesis, and preliminary SAR study of 3- and 6-side-chain-extended tetrahydro-pyran analogues of cis- and trans-(6-benzhydryl-tetrahydropyran-3-yl)-benzylamine
    Shijun Zhang
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    Bioorg Med Chem 14:3953-66. 2006
    ..In addition, two glycoside derivatives were designed, synthesized, and biologically characterized. The glycosidic trans-isomer 24 exhibited highest potency for the NET in the current series of compounds...
  22. doi request reprint Bioisosteric heterocyclic versions of 7-{[2-(4-phenyl-piperazin-1-yl)ethyl]propylamino}-5,6,7,8-tetrahydronaphthalen-2-ol: identification of highly potent and selective agonists for dopamine D3 receptor with potent in vivo activity
    Swati Biswas
    Department of Pharmaceutical Sciences, Wayne State University, Detroit, MI 48202, USA
    J Med Chem 51:3005-19. 2008
    ....
  23. pmc Synthesis and biological characterization of (3R,4R)-4-(2-(benzhydryloxy)ethyl)-1-((R)-2-hydroxy-2-phenylethyl)-piperidin-3-ol and its stereoisomers for activity toward monoamine transporters
    Prashant S Kharkar
    Department of Pharmaceutical Sciences, Wayne State University, 259 Mack Avenue, Detroit, MI 48202, USA
    ChemMedChem 4:1075-85. 2009
    ..These test compounds generally exhibit a much longer duration of action than cocaine for elevating locomotor activity, and completely generalize the cocaine-discriminative stimulus in a dose-dependent manner...
  24. pmc Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models
    Balaram Ghosh
    Wayne State University, Department of Pharmaceutical Sciences, Detroit, Michigan 48202, USA
    J Med Chem 53:1023-37. 2010
    ..Future studies will explore potential use of these compounds in the neuroprotective therapy for PD...
  25. pmc Investigation of various N-heterocyclic substituted piperazine versions of 5/7-{[2-(4-aryl-piperazin-1-yl)-ethyl]-propyl-amino}-5,6,7,8-tetrahydro-naphthalen-2-ol: effect on affinity and selectivity for dopamine D3 receptor
    Dennis A Brown
    Wayne State University, Department of Pharmaceutical Sciences, Applebaum College of Pharmacy and Health Sciences, Rm 3128, Detroit, MI 48202, United States
    Bioorg Med Chem 17:3923-33. 2009
    ..In the functional GTPgammaS binding study, one of the lead molecules, (-)-15, exhibited potent agonist activity at both D2 and D3 receptors with preferential affinity at D3...
  26. pmc Structurally constrained hybrid derivatives containing octahydrobenzo[g or f]quinoline moieties for dopamine D2 and D3 receptors: binding characterization at D2/D3 receptors and elucidation of a pharmacophore model
    Dennis A Brown
    Department of Pharmaceutical Sciences, Eugene Applebaum College of Pharmacy and Health Sciences, Wayne State University, Detroit, Michigan 48202, USA
    J Med Chem 51:7806-19. 2008
    ....
  27. pmc Further structural optimization of cis-(6-benzhydryl-piperidin-3-yl)-benzylamine and 1,4-diazabicyclo[3.3.1]nonane derivatives by introducing an exocyclic hydroxyl group: interaction with dopamine, serotonin, and norepinephrine transporters
    Manoj Mishra
    Department of Pharmaceutical Sciences, Wayne State University, Applebaum College of Pharmacy and Health Sciences, Room 3128, Detroit, MI 48202, USA
    Bioorg Med Chem 16:2769-78. 2008
    ..In the current series of molecules, compound 11b with N-propyl side chain with the hydroxyl group attached in the benzylic position was the most potent and selective for DAT (K(i)=8.63nM; SERT/DAT=172 and NET/DAT=48.4)...
  28. ncbi request reprint Pharmacological profile of radioligand binding to the norepinephrine transporter: instances of poor indication of functional activity
    Maarten E A Reith
    Department of Psychiatry, Millhauser Laboratories, New York University School of Medicine, Room MHL 604, New York, NY 10016, USA
    J Neurosci Methods 143:87-94. 2005
    ....
  29. ncbi request reprint Interaction between a hydroxypiperidine analogue of 4-(2-benzhydryloxy-ethyl)-1-(4-fluorobenzyl)piperidine and Aspartate 68 in the human dopamine transporter
    Juan Zhen
    Department of Biological Sciences, Illinois State University, Normal, IL 61790, USA
    Eur J Pharmacol 506:17-26. 2004
    ..The present results, combined with behavioral data, implicate D68 in the dopamine transporter in cocaine antagonist activity of (+)-R,R-D-84...

Research Grants16

  1. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 1999
    ..Our goal is to develop an effective medication against cocaine addiction. ..
  2. Novel Triple Uptake Inhibitors for Treatment of Depression
    ALOKE DUTTA; Fiscal Year: 2009
    ....
  3. Novel Neuroprotective Treatment for Parkinson's Disease
    ALOKE DUTTA; Fiscal Year: 2009
    ..abstract_text> ..
  4. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 2007
    ..Compounds selected based on their in vitro activity will be tested for effects on locomotor activity and drug discrimination and self-administration studies to assess their potential in replacement therapy. ..
  5. Novel Neuroprotective Treatment for Parkinson's Disease
    ALOKE DUTTA; Fiscal Year: 2007
    ..abstract_text> ..
  6. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 2006
    ..Compounds selected based on their in vitro activity will be tested for effects on locomotor activity and drug discrimination and self-administration studies to assess their potential in replacement therapy. ..
  7. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 2005
    ..Compounds selected based on their in vitro activity will be tested for effects on locomotor activity and drug discrimination and self-administration studies to assess their potential in replacement therapy. ..
  8. Novel Neuroprotective Treatment for Parkinson's Disease
    ALOKE DUTTA; Fiscal Year: 2006
    ..abstract_text> ..
  9. Novel Neuroprotective Treatment for Parkinson's Disease
    ALOKE DUTTA; Fiscal Year: 2005
    ..abstract_text> ..
  10. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 2003
    ..Our goal is to develop an effective medication against cocaine addiction. ..
  11. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 2003
    ..Our goal is to develop an effective medication against cocaine addiction. ..
  12. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 2002
    ..Our goal is to develop an effective medication against cocaine addiction. ..
  13. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 2001
    ..Our goal is to develop an effective medication against cocaine addiction. ..
  14. DOPAMINE TRANSPORTER AGENTS AGAINST COCAINE DEPENDENCE
    ALOKE DUTTA; Fiscal Year: 2000
    ..Our goal is to develop an effective medication against cocaine addiction. ..
  15. Novel Triple Uptake Inhibitors for Treatment of Depression
    Aloke K Dutta; Fiscal Year: 2010
    ....