Synthesis And Evaluation Of Novel Tropane Compounds As Potential Therapeutics For Drug Abuse
In an effort to search for potential therapeutic agents for cocaine addiction, a novel class of compounds was synthesized and evaluated for in vitro dopamine and serotonin transporter affinities. These unique 3ƒÀ-aryl-3ƒ¿-arylmethoxytropane analogues incorporated the structure of dopamine selective...
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ndltd-uno.edu-oai-scholarworks.uno.edu-td-15862016-10-21T17:04:30Z Synthesis And Evaluation Of Novel Tropane Compounds As Potential Therapeutics For Drug Abuse Kaur, Harneet In an effort to search for potential therapeutic agents for cocaine addiction, a novel class of compounds was synthesized and evaluated for in vitro dopamine and serotonin transporter affinities. These unique 3ƒÀ-aryl-3ƒ¿-arylmethoxytropane analogues incorporated the structure of dopamine selective 2-substituted-3-phenyltropanes and the design of serotonin selective meperidine derivatives. In general, the 3ƒÀ-aryl-3ƒ¿-arylmethoxytropane analogues exhibited greater potency for the serotonin transporter than the dopamine transporter. The most potent compounds of this series were 3ƒÀ-phenyl-3ƒ¿.(3, 4-dichlorophenyl)methoxy-8.azabicyclo [3.2.1]nortropane (Ki = 0.06 nM) and 3ƒÀ-(4Œ-chlorophenyl)-3ƒ¿.(4-chlorophenyl)methoxy-8. azabicyclo[3.2.1]nortropane (Ki = 0.09 nM) at the serotonin transporter and their binding affinities were equipotent with paroxetine and fluoxetine (Prozac). A series of 8-azabicyclo[3.2.1]oct-2-ene derivatives were synthesized from 3-tropinone based on the structure of triple re-uptake inhibitor, DOV 216, 303. The compounds were designed as potential triple re-uptake inhibitors which could exhibit equipotent affinities at the monoamine transporters for dopamine, serotonin and norepinephrine. A short and efficient synthetic methodology was developed for the synthesis of unique compounds which could exhibit potency for both the dopamine and serotonin transporters. The 3ƒÀ-aryl-3ƒ¿-(4Œ, 4-disubstituteddiphenylmethoxy)tropane analogues were designed as hybrid structures of the dopamine transporter selective benztropines and the serotonin transporter selective meperidine derivatives. 2007-08-08T07:00:00Z text application/pdf http://scholarworks.uno.edu/td/586 http://scholarworks.uno.edu/cgi/viewcontent.cgi?article=1586&context=td University of New Orleans Theses and Dissertations ScholarWorks@UNO tropane cocaine dopamine serotonin norepinephrine tropenes |
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tropane cocaine dopamine serotonin norepinephrine tropenes |
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tropane cocaine dopamine serotonin norepinephrine tropenes Kaur, Harneet Synthesis And Evaluation Of Novel Tropane Compounds As Potential Therapeutics For Drug Abuse |
description |
In an effort to search for potential therapeutic agents for cocaine addiction, a novel class of compounds was synthesized and evaluated for in vitro dopamine and serotonin transporter affinities. These unique 3ƒÀ-aryl-3ƒ¿-arylmethoxytropane analogues incorporated the structure of dopamine selective 2-substituted-3-phenyltropanes and the design of serotonin selective meperidine derivatives. In general, the 3ƒÀ-aryl-3ƒ¿-arylmethoxytropane analogues exhibited greater potency for the serotonin transporter than the dopamine transporter. The most potent compounds of this series were 3ƒÀ-phenyl-3ƒ¿.(3, 4-dichlorophenyl)methoxy-8.azabicyclo [3.2.1]nortropane (Ki = 0.06 nM) and 3ƒÀ-(4Œ-chlorophenyl)-3ƒ¿.(4-chlorophenyl)methoxy-8. azabicyclo[3.2.1]nortropane (Ki = 0.09 nM) at the serotonin transporter and their binding affinities were equipotent with paroxetine and fluoxetine (Prozac). A series of 8-azabicyclo[3.2.1]oct-2-ene derivatives were synthesized from 3-tropinone based on the structure of triple re-uptake inhibitor, DOV 216, 303. The compounds were designed as potential triple re-uptake inhibitors which could exhibit equipotent affinities at the monoamine transporters for dopamine, serotonin and norepinephrine. A short and efficient synthetic methodology was developed for the synthesis of unique compounds which could exhibit potency for both the dopamine and serotonin transporters. The 3ƒÀ-aryl-3ƒ¿-(4Œ, 4-disubstituteddiphenylmethoxy)tropane analogues were designed as hybrid structures of the dopamine transporter selective benztropines and the serotonin transporter selective meperidine derivatives. |
author |
Kaur, Harneet |
author_facet |
Kaur, Harneet |
author_sort |
Kaur, Harneet |
title |
Synthesis And Evaluation Of Novel Tropane Compounds As Potential Therapeutics For Drug Abuse |
title_short |
Synthesis And Evaluation Of Novel Tropane Compounds As Potential Therapeutics For Drug Abuse |
title_full |
Synthesis And Evaluation Of Novel Tropane Compounds As Potential Therapeutics For Drug Abuse |
title_fullStr |
Synthesis And Evaluation Of Novel Tropane Compounds As Potential Therapeutics For Drug Abuse |
title_full_unstemmed |
Synthesis And Evaluation Of Novel Tropane Compounds As Potential Therapeutics For Drug Abuse |
title_sort |
synthesis and evaluation of novel tropane compounds as potential therapeutics for drug abuse |
publisher |
ScholarWorks@UNO |
publishDate |
2007 |
url |
http://scholarworks.uno.edu/td/586 http://scholarworks.uno.edu/cgi/viewcontent.cgi?article=1586&context=td |
work_keys_str_mv |
AT kaurharneet synthesisandevaluationofnoveltropanecompoundsaspotentialtherapeuticsfordrugabuse |
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1718387970255355904 |