Design, Synthesis and Evaluation of Coumarin-based Molecular Probes for Imaging of Myelination
Identifieur interne : 002A39 ( Pmc/Corpus ); précédent : 002A38; suivant : 002A40Design, Synthesis and Evaluation of Coumarin-based Molecular Probes for Imaging of Myelination
Auteurs : Changning Wang ; Chunying Wu ; Junqing Zhu ; Robert H. Miller ; Yanming WangSource :
- Journal of medicinal chemistry [ 0022-2623 ] ; 2011.
Abstract
Myelination represents one of the most fundamental biological processes in the vertebrate nervous system. Abnormalities and changes in myelination in the central nervous system (CNS) are seen in many neurodegenerative disorders such as multiple sclerosis (MS). A long-standing goal has been to directly detect and quantify myelin content in order to facilitate diagnosis and therapeutic treatments of myelin-related diseases. In the course of our studies, we have developed a series of small-molecule probes (SMP) as myelin-imaging agents. Among them are coumarin derivatives, which exhibit promising brain permeability and myelin-binding properties. Herein we report a full account of the design and synthesis of coumarin-based SMPs as myelin-imaging agents. Systematic evaluation of these SMPs in both the CNS and peripheral nervous system (PNS) allowed us to identify some lead agents for potential use as fluorescent dyes for intraoperative nerve mapping in surgical operations or as radiotracers for positron emission tomography (PET) imaging of myelination.
Url:
DOI: 10.1021/jm101489w
PubMed: 21391687
PubMed Central: 3099240
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PMC:3099240Le document en format XML
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<author><name sortKey="Wang, Changning" sort="Wang, Changning" uniqKey="Wang C" first="Changning" last="Wang">Changning Wang</name>
<affiliation><nlm:aff id="A1"> Division of Radiopharmaceutical Science, Case Center for Imaging Research, Department of Radiology, Case Western Reserve University, Cleveland, OH 44106</nlm:aff>
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<author><name sortKey="Wu, Chunying" sort="Wu, Chunying" uniqKey="Wu C" first="Chunying" last="Wu">Chunying Wu</name>
<affiliation><nlm:aff id="A1"> Division of Radiopharmaceutical Science, Case Center for Imaging Research, Department of Radiology, Case Western Reserve University, Cleveland, OH 44106</nlm:aff>
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<author><name sortKey="Zhu, Junqing" sort="Zhu, Junqing" uniqKey="Zhu J" first="Junqing" last="Zhu">Junqing Zhu</name>
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<author><name sortKey="Wang, Yanming" sort="Wang, Yanming" uniqKey="Wang Y" first="Yanming" last="Wang">Yanming Wang</name>
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<front><div type="abstract" xml:lang="en"><p id="P1">Myelination represents one of the most fundamental biological processes in the vertebrate nervous system. Abnormalities and changes in myelination in the central nervous system (CNS) are seen in many neurodegenerative disorders such as multiple sclerosis (MS). A long-standing goal has been to directly detect and quantify myelin content in order to facilitate diagnosis and therapeutic treatments of myelin-related diseases. In the course of our studies, we have developed a series of small-molecule probes (SMP) as myelin-imaging agents. Among them are coumarin derivatives, which exhibit promising brain permeability and myelin-binding properties. Herein we report a full account of the design and synthesis of coumarin-based SMPs as myelin-imaging agents. Systematic evaluation of these SMPs in both the CNS and peripheral nervous system (PNS) allowed us to identify some lead agents for potential use as fluorescent dyes for intraoperative nerve mapping in surgical operations or as radiotracers for positron emission tomography (PET) imaging of myelination.</p>
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<contrib-group><contrib contrib-type="author"><name><surname>Wang</surname>
<given-names>Changning</given-names>
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<contrib contrib-type="author"><name><surname>Wu</surname>
<given-names>Chunying</given-names>
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<xref rid="A1" ref-type="aff">a</xref>
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<contrib contrib-type="author"><name><surname>Zhu</surname>
<given-names>Junqing</given-names>
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<xref rid="A1" ref-type="aff">a</xref>
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<contrib contrib-type="author"><name><surname>Miller</surname>
<given-names>Robert H</given-names>
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<xref rid="A2" ref-type="aff">b</xref>
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<contrib contrib-type="author"><name><surname>Wang</surname>
<given-names>Yanming</given-names>
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<xref rid="A1" ref-type="aff">a</xref>
<xref rid="FN1" ref-type="author-notes">*</xref>
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<aff id="A1"><label>a</label>
Division of Radiopharmaceutical Science, Case Center for Imaging Research, Department of Radiology, Case Western Reserve University, Cleveland, OH 44106</aff>
<aff id="A2"><label>b</label>
Department of Neurosciences, Case Western Reserve University, Cleveland, OH 44106</aff>
<author-notes><corresp id="FN1">Correspondence should be addressed to: Yanming Wang, PhD, Division of Radiopharmaceutical Science, Case Center for Imaging Research, Department of Radiology, Case Western Reserve University, Cleveland, OH 44106., Tel. 216 844 3288., Fax. 216 844 8062. <email>yanming.wang@case.edu</email>
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<volume>54</volume>
<issue>7</issue>
<fpage>2331</fpage>
<lpage>2340</lpage>
<abstract><p id="P1">Myelination represents one of the most fundamental biological processes in the vertebrate nervous system. Abnormalities and changes in myelination in the central nervous system (CNS) are seen in many neurodegenerative disorders such as multiple sclerosis (MS). A long-standing goal has been to directly detect and quantify myelin content in order to facilitate diagnosis and therapeutic treatments of myelin-related diseases. In the course of our studies, we have developed a series of small-molecule probes (SMP) as myelin-imaging agents. Among them are coumarin derivatives, which exhibit promising brain permeability and myelin-binding properties. Herein we report a full account of the design and synthesis of coumarin-based SMPs as myelin-imaging agents. Systematic evaluation of these SMPs in both the CNS and peripheral nervous system (PNS) allowed us to identify some lead agents for potential use as fluorescent dyes for intraoperative nerve mapping in surgical operations or as radiotracers for positron emission tomography (PET) imaging of myelination.</p>
</abstract>
<kwd-group><kwd>Myelin</kwd>
<kwd>coumarin</kwd>
<kwd>nerve imaging</kwd>
<kwd>multiple sclerosis</kwd>
<kwd>positron emission tomography</kwd>
</kwd-group>
<funding-group><award-group><funding-source country="United States">National Institute of Neurological Disorders and Stroke : NINDS</funding-source>
<award-id>R21 NS054109-02 || NS</award-id>
</award-group>
<award-group><funding-source country="United States">National Institute of Neurological Disorders and Stroke : NINDS</funding-source>
<award-id>R01 NS061837-04 || NS</award-id>
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