Iodopyridine-for-iodobenzene substitution for use with low molecular weight radiopharmaceuticals: application to m-iodobenzylguanidine.
Iodopyridine-for-iodobenzene substitution for use with low molecular weight radiopharmaceuticals: application to m-iodobenzylguanidine.
复制标题
碘吡啶取代碘苯用于低分子量放射性药物：应用于间碘苄基胍。
DOI：
10.1021/bc980037x
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发表时间：
1998
影响因子：
4.7
通讯作者：
DeGrado,TR
中科院分区：
文献类型：
--
作者：
Vaidyanathan,G;Zalutsky,MR;DeGrado,TR
Substituting a pyridine ring for a benzene ring in the acylation agentN-succinimidyl 3-iodobenzoate has resulted in a useful approach for the radiohalogenation of monoclonal antibodies, peptides, and labeled biotin conjugates. It was hypothesized that such a substitution inm-iodobenzylguanidine (MIBG), a radiotracer used in the detection and treatment of neuroendocrine tumors, might result in an analogue with more rapid normal tissue clearance, thereby facilitating its use for tumor therapy. For the preparation of this analogue, 3-guanidinomethyl-5-iodopyridine (GMIP;9b), the silicon precursor4was synthesized starting from 5-bromonicotinic acid. Attempts to convert4to9bunder various conditions were not successful. Radioiodinated9bcould be prepared by the iododestannylation of the tin precursor8in 65−70% radiochemical yield. A number of in vitro, in vivo, and ex vivo studies showed that pyridine-for-benzene substitution in MIBG yielded a compound that no longer was taken up by the uptake-1 pathway.
