دورية أكاديمية
N -Adamantyl-1-alkyl-4-oxo-1,4-dihydroquinoline-3-carboxamide Derivatives as Fluorescent Probes to Detect Microglia Activation through the Imaging of Cannabinoid Receptor Subtype 2 (CB2R).
| العنوان: | N -Adamantyl-1-alkyl-4-oxo-1,4-dihydroquinoline-3-carboxamide Derivatives as Fluorescent Probes to Detect Microglia Activation through the Imaging of Cannabinoid Receptor Subtype 2 (CB2R). |
|---|---|
| المؤلفون: | Intranuovo F; Dipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari ALDO MORO, via Orabona 4, 70125 Bari, Italy., Majellaro M; Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Universidade de Santiago de Compostela, 15782 Santiago, Spain.; Departamento de Quimica Orgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain., Mastropasqua F; Dipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari ALDO MORO, via Orabona 4, 70125 Bari, Italy., Delre P; Institute of Crystallography, National Research Council of Italy, Via Amendola, 122/o, 70126 Bari, Italy., Abatematteo FS; Dipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari ALDO MORO, via Orabona 4, 70125 Bari, Italy., Mangiatordi GF; Institute of Crystallography, National Research Council of Italy, Via Amendola, 122/o, 70126 Bari, Italy., Stefanachi A; Dipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari ALDO MORO, via Orabona 4, 70125 Bari, Italy., Brea J; Innopharma Screening Platform, BioFarma Research Group, Center for Research in Molecular Medicine and Chronic Diseases (CIMUS), University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.; Department of Pharmacology, Pharmacy and Pharmaceutical Technology. School of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain., Loza MI; Innopharma Screening Platform, BioFarma Research Group, Center for Research in Molecular Medicine and Chronic Diseases (CIMUS), University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.; Department of Pharmacology, Pharmacy and Pharmaceutical Technology. School of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain., Riganti C; Dipartimento di Oncologia, Università degli Studi di Torino, 10124 Torino, Italy., Ligresti A; National Research Council of Italy, Institute of Biomolecular Chemistry, 80078 Pozzuoli (NA), Italy., Kumar P; National Research Council of Italy, Institute of Biomolecular Chemistry, 80078 Pozzuoli (NA), Italy., Esposito D; National Research Council of Italy, Institute of Biomolecular Chemistry, 80078 Pozzuoli (NA), Italy., Cristino L; National Research Council of Italy, Institute of Biomolecular Chemistry, 80078 Pozzuoli (NA), Italy., Nicois A; National Research Council of Italy, Institute of Biomolecular Chemistry, 80078 Pozzuoli (NA), Italy., González L; Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Universidade de Santiago de Compostela, 15782 Santiago, Spain.; Departamento de Quimica Orgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain., Perrone MG; Dipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari ALDO MORO, via Orabona 4, 70125 Bari, Italy., Colabufo NA; Dipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari ALDO MORO, via Orabona 4, 70125 Bari, Italy., Sotelo E; Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Universidade de Santiago de Compostela, 15782 Santiago, Spain.; Departamento de Quimica Orgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain., Abate C; Dipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari ALDO MORO, via Orabona 4, 70125 Bari, Italy., Contino M; Dipartimento di Farmacia-Scienze del Farmaco, Università degli Studi di Bari ALDO MORO, via Orabona 4, 70125 Bari, Italy. |
| المصدر: | Journal of medicinal chemistry [J Med Chem] 2024 Jul 11; Vol. 67 (13), pp. 11003-11023. Date of Electronic Publication: 2024 Jun 27. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: American Chemical Society Country of Publication: United States NLM ID: 9716531 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-4804 (Electronic) Linking ISSN: 00222623 NLM ISO Abbreviation: J Med Chem Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: Washington Dc : American Chemical Society Original Publication: [Easton, Pa.] : American Chemical Society, [c1963- |
| مواضيع طبية MeSH: | Receptor, Cannabinoid, CB2*/metabolism , Fluorescent Dyes*/chemistry , Fluorescent Dyes*/chemical synthesis , Microglia*/metabolism, Humans ; Animals ; Quinolines/chemistry ; Quinolines/chemical synthesis ; Adamantane/analogs & derivatives ; Adamantane/chemistry ; Adamantane/chemical synthesis ; Adamantane/pharmacology ; Ligands ; Structure-Activity Relationship |
| مستخلص: | Cannabinoid receptor subtype 2 (CB2R) is emerging as a pivotal biomarker to identify the first steps of inflammation-based diseases such as cancer and neurodegeneration. There is an urgent need to find specific probes that may result in green and safe alternatives to the commonly used radiative technologies, to deepen the knowledge of the CB2R pathways impacting the onset of the above-mentioned pathologies. Therefore, based on one of the CB2R pharmacophores, we developed a class of fluorescent N -adamantyl-1-alkyl-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives spanning from the green to the near-infrared (NIR) regions of the light spectrum. Among the synthesized fluorescent ligands, the green-emitting compound 55 exhibited a favorable binding profile (strong CB2R affinity and high selectivity). Notably, this ligand demonstrated versatility as its use was validated in different experimental settings such as flow cytometry saturation, competitive fluorescence assays, and in vitro microglia cells mimicking inflammation states where CB2R are overexpressed. |
| المشرفين على المادة: | 0 (Receptor, Cannabinoid, CB2) 0 (Fluorescent Dyes) 0 (Quinolines) PJY633525U (Adamantane) 0 (Ligands) |
| تواريخ الأحداث: | Date Created: 20240627 Date Completed: 20240711 Latest Revision: 20240715 |
| رمز التحديث: | 20240715 |
| DOI: | 10.1021/acs.jmedchem.4c00564 |
| PMID: | 38937147 |
| قاعدة البيانات: | MEDLINE |
Find this issue from the American Chemical Society كن أول من يترك تعليقا!