Synthesis of radiolabeled stilbene derivatives as new potential PET probes for aryl hydrocarbon receptor in cancers

被引：32

作者：

Gao, Mingzhang

Wang, Min

Miller, Kathy D.

Sledge, George W.

Hutchins, Gary D.

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：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 22期

关键词：

stilbene derivatives; carbon-11; fluorine-18; positron emission; tomography (PET); aryl hydrocarbon receptor (AhR); cancer;

D O I：

10.1016/j.bmcl.2006.08.088

中图分类号：

R914 [药物化学];

学科分类号：

100701 [药物化学];

摘要：

New carbon-11 and fluorine-18 labeled stilbene derivatives, cis-3,5-dimethoxy-4'-[C-11]methoxystilbene (4'-[C-11]8a), cis-3,4',5-trimethoxy-3'-[C-11]methoxystilbene (3'-[C-11]8b), trans-3,5-dimethoxy-4'-[C-11]methoxystilbene (4'-[C-11]10a), trans-3,4',5-trirnethoxy-3'-[C-11]methoxystilbene (3'-[C-11]10b), cis- 3,5-dimethoxy-4'-[F-18]fluorostilbene (4'-[F-18]12a), and trans-3,5-dimethoxy-4'-[F-18]fluorostilbene (4'-[F-18]13a), were designed and synthesized as potential PET probes for aryl hydrocarbon receptor (AhR) in cancers. (c) 2006 Elsevier Ltd. All rights reserved.

引用

收藏

页码：5767 / 5772

页数：6

相关论文

共 12 条

[1]

Synthesis and biological properties of new stilbene derivatives of resveratrol as new selective aryl hydrocarbon modulators [J].

de Medina, P ;

Casper, R ;

Savouret, JF ;

Poirot, M .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (01) :287-291

[2]

Radiosynthesis of carbon-11-labeled camptothecin derivatives as potential positron emission tomography tracers for imaging of topoisomerase I in cancers [J].

Gao, MZ ;

Miller, KD ;

Sledge, GW ;

Zheng, QH .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (17) :3865-3869

[3]

Design, synthesis, and discovery of novel trans-stilbene analogues as potent and selective human cytochrome P4501B1 inhibitors [J].

Kim, S ;

Ko, H ;

Park, JE ;

Jung, S ;

Lee, SK ;

Chun, YJ .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (01) :160-164

[4]

Synthesis, antitumor evaluation, and apoptosis-inducing activity of hydroxylated (E)-stilbenes [J].

Lion, CJ ;

Matthews, CS ;

Stevens, MFG ;

Westwell, AD .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (04) :1292-1295

[5]

Synthesis of a resveratrol analogue with high ceramide-mediated proapoptotic activity on human breast cancer cells [J].

Minutolo, F ;

Sala, G ;

Bagnacani, A ;

Bertini, S ;

Carboni, I ;

Placanica, G ;

Prota, G ;

Rapposelli, S ;

Sacchi, N ;

Macchia, M ;

Ghidoni, R .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (22) :6783-6786

[6]

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

[7]

Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate [J].

Pettit, GR ;

Grealish, MP ;

Jung, MK ;

Hamel, E ;

Pettit, RK ;

Chapuis, JC ;

Schmidt, JM .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (12) :2534-2542

[8]

Synthesis and biological evaluation of resveratrol and analogues as apoptosis-inducing agents [J].

Roberti, M ;

Pizzirani, D ;

Simoni, D ;

Rondanin, R ;

Baruchello, R ;

Bonora, C ;

Buscemi, F ;

Grimaudo, S ;

Tolomeo, M .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (16) :3546-3554

[9]

Synthesis of [18F]SU11248, a new potential PET tracer for imaging cancer tyrosine kinase [J].

Wang, JQ ;

Miller, KD ;

Sledge, GW ;

Zheng, QH .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (19) :4380-4384

[10]

F-18 polyethyleneglycol stilbenes as PET imaging agents targeting Aβ aggregates in the brain [J].

Zhang, W ;

Oya, S ;

Kung, MP ;

Hou, C ;

Maier, DL ;

Kung, HF .

NUCLEAR MEDICINE AND BIOLOGY, 2005, 32 (08) :799-809