Synthesis of new carbon-11 labeled cyclofenil derivatives for PET imaging of breast cancer estrogen receptors

被引：12

作者：

Gao, Mingzhang ^{[1
]}

Wang, Min ^{[1
]}

Mock, Bruce H. ^{[1
]}

Miller, Kathy D. ^{[2
]}

Sledge, George W. ^{[2
]}

Hutchins, Gary D. ^{[1
]}

Zheng, Qi-Huang ^{[1
]}

机构：

[1] Indiana Univ, Sch Med, Dept Radiol, Indianapolis, IN 46202 USA

[2] Indiana Univ, Sch Med, Dept Med, Indianapolis, IN 46202 USA

来源：

APPLIED RADIATION AND ISOTOPES | 2008年 / 66卷 / 04期

关键词：

cyclofenil derivatives; carbon-11; positron emission tomography (PET); breast cancer; estrogen receptors; imaging;

D O I：

10.1016/j.apradiso.2007.11.006

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Carbon-11 labeled cyclofenil derivatives, [C-11]methyl-2-{4-[bis(4-hydroxyphenyl)methylene]cyclohexyl}acetate ([C-11]16a), [C-11]methyl-4-[bis(4-hydroxyphenyl)methylene]cyclohex anecarboxylate ([C-11]16b), [C-11]methyl-2-{3-[bis(4-hydroxyphenyl)methylene]cyclohexyl}acetate ([C-11]18a), and [C-11]methyl-3-[bis(4-hydroxyphenyl)methylene]cyclohexanecarboxylate ([C-11]18b), have been synthesized as new potential PET agents for imaging breast cancer estrogen receptors. The target tracers were prepared by O-[C-11]methylation of their corresponding precursors using [C-11]CH3OTf and isolated by a simplified SPE purification procedure in 35-50% radiochemical yields decay corrected to EOB, 15-20 min overall synthesis time, and 74-111 GBq/mu mol specific activity at EOS. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：523 / 529

页数：7

共 15 条

[1]

JEWETT DM, 1992, APPL RADIAT ISOTOPES, V43, P1383

[2] Estrogen receptor transcription and transactivation Estrogen receptor alpha and estrogen receptor beta: regulation by selective estrogen receptor modulators and importance in breast cancer [J].

Katzenellenbogen, BS ;

Katzenellenbogen, JA .

BREAST CANCER RESEARCH, 2000, 2 (05) :335-344

[3]

KATZENELLENBOGEN JA, 1995, J NUCL MED, V36, pS8

[4]

MCGUIRE AH, 1991, J NUCL MED, V32, P1526

[5]

Mock BH, 2005, J LABELLED COMPD RAD, V48, pS225

[6]

Mock BH, 2005, J LABELLED COMPD RAD, V48, pS224

[7] Convenient gas phase bromination of [11C]methane and production of [11C]methyl triflate [J].

Mock, BH ;

Mulholland, GK ;

Vavrek, MT .

NUCLEAR MEDICINE AND BIOLOGY, 1999, 26 (04) :467-471

[8] Bridged bicyclic cores containing a 1,1-diarylethylene motif are high-affinity subtype-selective ligands for the estrogen receptor [J].

Muthyala, RS ;

Sheng, SB ;

Carlson, KE ;

Katzenellenbogen, BS ;

Katzenellenbogen, JA .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (09) :1589-1602

[9] Synthesis and biodistribution of fluorine-18-labeled fluorocyclofenils for imaging the estrogen receptor [J].

Seo, Jai Woong ;

Chi, Dae Yoon ;

Dence, Carmen S. ;

Welch, Michael J. ;

Katzenellenbogen, John A. .

NUCLEAR MEDICINE AND BIOLOGY, 2007, 34 (04) :383-390

[10] Fluorine-substituted cyclofenil derivatives as estrogen receptor ligands: Synthesis and structure-affinity relationship study of potential positron emission tomography agents for Imaging estrogen receptors in breast cancer [J].

Seo, JW ;

Comninos, JS ;

Chi, DY ;

Kim, DW ;

Carlson, KE ;

Katzenellenbogen, JA .

JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (08) :2496-2511

← 1 2 →