Dataset Open Access
Teodoro, Rodrigo; Gündel, Daniel; Deuther-Conrad, Winnie; Toussaint, Magali; Wenzel, Barbara; Bormans, Guy; Kopka, Klaus; Brust, Peter; Moldovan, Rares-Petru
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code="s">239643</subfield> <subfield code="u">https://rodare.hzdr.de/record/2252/files/RM444.11.fid.zip</subfield> <subfield code="z">md5:cb013962d265619e6bbe092185799f01</subfield> </datafield> <controlfield tag="005">20230504165632.0</controlfield> <datafield tag="520" ind1=" " ind2=" "> <subfield code="a"><p>The development of cannabinoid receptor type 2 (CB2R) PET radioligands has been intensively explored due to the pronounced CB2R upregulation in various pathological conditions, such as neuroinflammation and cancer. Herein we report on the enantioselective synthesis of a series of highly affine fluorinated indole-2-carboxamide ligands targeting the CB2R in the brain. Compound RM365 was selected for PET radiotracer development due to its high CB2R affinity (Ki = 2.1 nM) and pronounced selectivity over CB1R (factor &gt; 300). A fully automated copper-mediated radiofluorination of [18F]RM365 was established starting from the corresponding aryl boronic acid pinacol ester precursor. Preliminary in vitro evaluation of [18F]RM365 indicated species differences in the binding to CB2R (KD of 2.32 nM for the human CB2R vs. KD &gt; 10000 nM for the rat CB2R). Metabolism studies in mice revealed high stability of [18F]RM365 with fractions of parent compound of &gt; 90% in the brain and &gt; 54% in the plasma at 30 min p.i. PET imaging in a rat model of local hCB2R(D80N) overexpression in the brain demonstrate the ability of [18F]RM365 to reach and selectively label the intracranial expressed hCB2R(D80N) with high signal-to-background ratio. Thus, [18F]RM365 is a very promising PET radioligand for the imaging of upregulated hCB2R expression under pathological conditions with high potential towards clinical application in humans.</p></subfield> </datafield> <datafield tag="024" ind1=" " ind2=" "> <subfield code="a">10.14278/rodare.2252</subfield> <subfield code="2">doi</subfield> </datafield> <datafield tag="542" ind1=" " ind2=" "> <subfield code="l">open</subfield> </datafield> <datafield tag="245" ind1=" " ind2=" "> <subfield code="a">Data publication: Enantioselective Synthesis, Structure Activity Relationship, Radiofluorination and Biological Evaluation of [18F]RM365, a Novel Radioligand for Imaging the Human Cannabinoid Receptor Type 2 (CB2R) in the Brain with PET</subfield> </datafield> <datafield tag="260" ind1=" " ind2=" "> <subfield code="c">2023-04-05</subfield> </datafield> <datafield tag="650" ind1="1" ind2="7"> <subfield code="a">cc-by</subfield> <subfield code="2">opendefinition.org</subfield> </datafield> <datafield tag="100" ind1=" " ind2=" "> <subfield code="a">Teodoro, Rodrigo</subfield> <subfield code="0">(orcid)0000-0002-1425-0567</subfield> </datafield> <datafield tag="980" ind1=" " ind2=" "> <subfield code="a">dataset</subfield> </datafield> <datafield tag="773" ind1=" " ind2=" "> <subfield code="a">https://www.hzdr.de/publications/Publ-36778</subfield> <subfield code="i">isIdenticalTo</subfield> <subfield code="n">url</subfield> </datafield> <datafield tag="773" ind1=" " ind2=" "> <subfield code="a">https://www.hzdr.de/publications/Publ-35005</subfield> <subfield code="i">isReferencedBy</subfield> <subfield code="n">url</subfield> </datafield> <datafield tag="773" ind1=" " ind2=" "> <subfield code="a">10.14278/rodare.2251</subfield> <subfield code="i">isVersionOf</subfield> <subfield code="n">doi</subfield> </datafield> <datafield tag="700" ind1=" " ind2=" "> <subfield code="a">Gündel, Daniel</subfield> <subfield code="0">(orcid)0000-0001-9743-2325</subfield> </datafield> <datafield tag="700" ind1=" " ind2=" "> <subfield code="a">Deuther-Conrad, Winnie</subfield> <subfield code="0">(orcid)0000-0003-3168-3062</subfield> </datafield> <datafield tag="700" ind1=" " ind2=" "> <subfield code="a">Toussaint, Magali</subfield> <subfield code="0">(orcid)0000-0002-1136-3857</subfield> </datafield> <datafield tag="700" ind1=" " ind2=" "> <subfield code="a">Wenzel, Barbara</subfield> <subfield code="0">(orcid)0000-0001-7390-3575</subfield> </datafield> <datafield tag="700" ind1=" " ind2=" "> <subfield code="a">Bormans, Guy</subfield> </datafield> <datafield tag="700" ind1=" " ind2=" "> <subfield code="a">Kopka, Klaus</subfield> <subfield code="0">(orcid)0000-0003-4846-1271</subfield> </datafield> <datafield tag="700" ind1=" " ind2=" "> <subfield code="a">Brust, Peter</subfield> <subfield code="0">(orcid)0000-0001-5555-7058</subfield> </datafield> <datafield tag="700" ind1=" " ind2=" "> <subfield code="a">Moldovan, Rares-Petru</subfield> <subfield code="0">(orcid)0000-0003-3119-7945</subfield> </datafield> <controlfield tag="001">2252</controlfield> </record>
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