Synthesis, biological evaluation and radiochemical labeling of a dansylhydrazone derivative as a potential imaging agent for apoptosis

被引：36

作者：

Zeng, Wenbin ^{[1
]}

Yao, Min-liang ^{[2
]}

Townsend, David ^{[1
]}

Kabalka, George ^{[2
]}

Wall, Jonathan ^{[1
]}

Le Puil, Michael ^{[3
]}

Biggerstaff, John ^{[3
]}

Miao, Weimin ^{[1
]}

机构：

[1] Univ Tennessee, Grad Sch Med, Mol Imaging & Translat Res Program, Knoxville, TN 37920 USA

[2] Univ Tennessee, Grad Sch Med, Dept Radiol, Knoxville, TN 37920 USA

[3] Univ Tennessee, Ctr Environm Biotechnol, Knoxville, TN 37996 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 12期

关键词：

dansylhydrazone; apoptosis detection; annexin V; fluorescent imaging; fluorine-18; labelling; potential PET tracer;

D O I：

10.1016/j.bmcl.2008.05.002

中图分类号：

R914 [药物化学];

学科分类号：

100701 [药物化学];

摘要：

To develop a small molecule-based tracer for in vivo apoptosis imaging, dansylhydrazone (DFNSH) was synthesized in 93% yield in less than 30 min. The biological evaluation showed that DFNSH selectively binds to paclitaxel-induced apoptotic cancer cells. The high magnification fluorescent images demonstrate that DFNSH is localized within the cytoplasm of cells that bound Alexa (R) 488 labeled annexin V on the plasma membrane. [(18)F]-DFNSH ([(18)F]-3) was synthesized and isolated in 50-60% radiochemical yields, based on [K/K(222)] (18)F, with a synthesis time of 50 min (EOB). The straightforward preparation of fluorine-18 labeled 3 makes it a promising tracer for PET imaging of apoptosis. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3573 / 3577

页数：5

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