3-Amino-4-(2-((4[18F]fluorobenzyl)methylamino)methylphenylsulfanyl)benzonitrile, an f-18 fluorobenzyl analogue of DASB:: synthesis, in vitro binding, and in vivo biodistribution studies
3-Amino-4-(2-((4[18F]fluorobenzyl)methylamino)methylphenylsulfanyl)benzonitrile, an f-18 fluorobenzyl analogue of DASB:: synthesis, in vitro binding, and in vivo biodistribution studies
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DOI：
10.1021/bc070112g
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发表时间：
2007-09-01
影响因子：
4.7
通讯作者：
Garg, Pradeep K.
中科院分区：
文献类型：
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作者：
Garg, Sudha;Thopate, Shankar R.;Garg, Pradeep K.
3-氨基-4-（2[C-11]methylaminomethylphenylsulfanyl）苯甲腈（C-11 DASB）对5-羟色胺转运蛋白具有优异的体外和体内性质。如果用更长的物理半衰期放射性同位素标记，这种配体可能对缺乏现场回旋加速器或缺乏C-II合成能力的研究小组更具吸引力。我们常规生产p-[F-18]氟苄基碘来合成几种神经显像剂。因此，我们可以直接用这种辅基取代DASB前体并评估其生物学特性。我们设计了一种不同的合成策略来获得DASB前体（去甲基DASB）。本文报道了一条高效、简便的合成路线，该路线可提供较高的化学产率，合成3-氨基-4-（2-氨基甲基苯硫基）苯甲腈及其类似物。此外，我们报告了我们的结果，从纳入对-[F-18]氟苄基碘在DASB前体及其影响的DASB在体外和体内的生物学特性。
3-Aniino-4-(2[C-11]methylaminomethylphenylsulfanyl)benzonitrile (C-11 DASB) exhibits excellent in vitro and in vivo properties toward the serotonin transporter. If labeled with a longer physical half-life radioisotope, this ligand could be more attractive to research groups lacking an on-site cyclotron or lacking C-I I synthesis capabilities. We produce p-[F-18]fluorobenzyl iodide on a routine basis to synthesize several neuroimaging agents. Therefore, it was straightforward for us to substitute the DASB precursor with this prosthetic group and assess its biological properties. We designed a different synthesis strategy to obtain the DASB precursor (desmethyl DASB). Herein we report an efficient and facile synthetic route that provides higher chemical yields of 3-amino-4-(2aniinomethylphenylsulfanyl)benzonitrile and related analogues. In addition, we report our results from incorporating p-[F-18]fluorobenzyl iodide in DASB precursor and its affect on the in vitro and in vivo biological properties of the DASB.