Department of Medical Physics, University of Wisconsin School of Medicine and Public Health, 1111 Highland Avenue, Madison, Wisconsin 53705, United States.
Department of Radiology, University of Wisconsin School of Medicine and Public Health, 1111 Highland Avenue, Madison, Wisconsin 53705, United States.
J Org Chem. 2023 Feb 17;88(4):2089-2094. doi: 10.1021/acs.joc.2c02420. Epub 2023 Feb 6.
A copper-mediated radiobromination of (hetero)aryl boronic pinacol esters is described. Cyclotron-produced [Br]bromide was isolated using an anion exchange cartridge, wherein the pre-equilibration and elution solutions played a critical role in downstream deboro-bromination. The bromination tolerates a broad range of functional groups, labeling molecules with ranging electronic and steric effects. Bologically active radiopharmaceuticals were synthesized, including two radiobrominated inhibitors of poly ADP ribose polymerase, a clinically relevant chemotherapeutic target for ovarian, breast, and prostate cancers.
描述了一种铜介导的（杂）芳基硼酸频哪醇酯的放射性溴化反应。回旋加速器产生的[Br]溴化物使用阴离子交换柱进行分离，其中预平衡和洗脱溶液在后硼酸-溴化反应中起着关键作用。该溴化反应能耐受广泛的官能团，对具有不同电子和空间效应的标记分子进行标记。还合成了具有生物活性的放射性药物，包括两种聚 ADP 核糖聚合酶的放射性溴化抑制剂，这是卵巢癌、乳腺癌和前列腺癌的一种临床相关化疗靶点。
