Synthesis of 11C-labeled retinoic acid, [11C]ATRA, via an alkenylboron precursor by Pd(0)-mediated rapid C-[11C]methylation
Synthesis of 11C-labeled retinoic acid, [11C]ATRA, via an alkenylboron precursor by Pd(0)-mediated rapid C-[11C]methylation
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通过 Pd(0) 介导的快速 C-[11C] 甲基化，通过烯基硼前体合成 11C 标记的视黄酸 [11C]ATRA
DOI：
10.1016/j.bmcl.2014.05.041
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
Hisashi Doi,
中科院分区：
文献类型：
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作者：
Masaaki Suzuki;Misato Takashima-Hirano;Hideki Ishii;Chika Watanabe;Kengo Sumi;Hiroko Koyama;Hisashi Doi,
类维生素A是一类化学化合物，包括天然膳食维生素A（视黄醇）代谢物和活性合成类似物。实验和临床研究都表明，类维生素A调节各种各样的基本生物学过程。在这项研究中，我们合成了11 C标记的全反式维甲酸（ATRA），最有效的生物活性代谢物的视黄醇和用于治疗急性早幼粒细胞白血病。11 C标记的ATRA的合成是通过Pd（0）介导的8步合成的相应硼酸频哪醇前体的快速C-[11 C]甲基化和水解相结合来完成的。[11 C]ATRA将被证明可用作PET成像剂，特别是通过与相应的PET探针[11 C]他米巴罗汀（人工类维生素A）相比，阐明ATRA（天然类维生素A）对急性早幼粒细胞白血病的改善的治疗活性。
Retinoids are a class of chemical compounds which include both natural dietary vitamin A (retinol) metabolites and active synthetic analogs. Both experimental and clinical studies have revealed that retinoids regulate a wide variety of essential biological processes. In this study, we synthesized11C-labeled all-trans-retinoic acid (ATRA), the most potent biologically active metabolite of retinol and used in the treatment of acute promyelocytic leukemia. The synthesis of11C-labeled ATRA was accomplished by a combination of rapid Pd(0)-mediatedC-[11C]methylation of the corresponding pinacol borate precursor prepared by 8 steps and hydrolysis. [11C]ATRA will prove useful as a PET imaging agent, particularly for elucidating the improved therapeutic activity of ATRA (natural retinoid) for acute promyelocytic leukemia by comparing with the corresponding PET probe [11C]Tamibarotene (artificial retinoid).