Literature DB >> 17226978

Fluoro-pegylated (FPEG) imaging agents targeting Abeta aggregates.

Karin A Stephenson1, Rajesh Chandra, Zhi-Ping Zhuang, Catherine Hou, Shunichi Oya, Mei-Ping Kung, Hank F Kung.   

Abstract

A novel approach of producing positron emission tomography (PET) imaging agents through the formation of bioconjugates based on a pegylation-fluorination strategy resulting in fluoro-pegylated (FPEG) molecules is reported. This approach offers a simple and easy method by which to incorporate 18F in the target molecule without an appreciable increase in the lipophilicity. After 18F labeling, this convenient approach leads to PET imaging probes binding to Abeta aggregates in the brain (an important factor associated with Alzheimer's disease) using the known core structures, such as [2-(4-dimethylaminophenyl)-vinyl]-benzoxazol (3') or 2-phenylbenzothiazole (4). This approach appears to be effective in some core structures, but it cannot be uniformly applied to all structures.

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Year:  2007        PMID: 17226978      PMCID: PMC2597429          DOI: 10.1021/bc060239q

Source DB:  PubMed          Journal:  Bioconjug Chem        ISSN: 1043-1802            Impact factor:   4.774


  28 in total

Review 1.  Effect of pegylation on pharmaceuticals.

Authors:  J Milton Harris; Robert B Chess
Journal:  Nat Rev Drug Discov       Date:  2003-03       Impact factor: 84.694

Review 2.  Imaging beta-amyloid plaques and neurofibrillary tangles in the aging human brain.

Authors:  C A Mathis; Y Wang; W E Klunk
Journal:  Curr Pharm Des       Date:  2004       Impact factor: 3.116

3.  Binding of two potential imaging agents targeting amyloid plaques in postmortem brain tissues of patients with Alzheimer's disease.

Authors:  Mei-Ping Kung; Catherine Hou; Zhi-Ping Zhuang; Daniel Skovronsky; Hank F Kung
Journal:  Brain Res       Date:  2004-10-29       Impact factor: 3.252

4.  Synthesis and evaluation of two 18F-labeled 6-iodo-2-(4'-N,N-dimethylamino)phenylimidazo[1,2-a]pyridine derivatives as prospective radioligands for beta-amyloid in Alzheimer's disease.

Authors:  Lisheng Cai; Frederick T Chin; Victor W Pike; Hiroshi Toyama; Jeih-San Liow; Sami S Zoghbi; Kendra Modell; Emmanuelle Briard; H Umesha Shetty; Kathryn Sinclair; Sean Donohue; Dnyanesh Tipre; Mei-Ping Kung; Claudio Dagostin; David A Widdowson; Michael Green; Weiyi Gao; Mary M Herman; Masanori Ichise; Robert B Innis
Journal:  J Med Chem       Date:  2004-04-22       Impact factor: 7.446

5.  MicroPET imaging of brain tumor angiogenesis with 18F-labeled PEGylated RGD peptide.

Authors:  Xiaoyuan Chen; Ryan Park; Yingping Hou; Vazgen Khankaldyyan; Ignacio Gonzales-Gomez; Michel Tohme; James R Bading; Walter E Laug; Peter S Conti
Journal:  Eur J Nucl Med Mol Imaging       Date:  2004-04-29       Impact factor: 9.236

6.  Characterization of IMPY as a potential imaging agent for beta-amyloid plaques in double transgenic PSAPP mice.

Authors:  Mei-Ping Kung; Catherine Hou; Zhi-Ping Zhuang; Alan J Cross; Donna L Maier; Hank F Kung
Journal:  Eur J Nucl Med Mol Imaging       Date:  2004-03-09       Impact factor: 9.236

7.  Structure-activity relationship of imidazo[1,2-a]pyridines as ligands for detecting beta-amyloid plaques in the brain.

Authors:  Zhi-Ping Zhuang; Mei-Ping Kung; Alan Wilson; Chi-Wan Lee; Karl Plössl; Catherine Hou; David M Holtzman; Hank F Kung
Journal:  J Med Chem       Date:  2003-01-16       Impact factor: 7.446

8.  Imaging brain amyloid in Alzheimer's disease with Pittsburgh Compound-B.

Authors:  William E Klunk; Henry Engler; Agneta Nordberg; Yanming Wang; Gunnar Blomqvist; Daniel P Holt; Mats Bergström; Irina Savitcheva; Guo-feng Huang; Sergio Estrada; Birgitta Ausén; Manik L Debnath; Julien Barletta; Julie C Price; Johan Sandell; Brian J Lopresti; Anders Wall; Pernilla Koivisto; Gunnar Antoni; Chester A Mathis; Bengt Långström
Journal:  Ann Neurol       Date:  2004-03       Impact factor: 10.422

9.  Styrylbenzoxazole derivatives for in vivo imaging of amyloid plaques in the brain.

Authors:  Nobuyuki Okamura; Takahiro Suemoto; Hiroshi Shimadzu; Masako Suzuki; Tsuyoshi Shiomitsu; Hiroyasu Akatsu; Takayuki Yamamoto; Matthias Staufenbiel; Kazuhiko Yanai; Hiroyuki Arai; Hidetada Sasaki; Yukitsuka Kudo; Tohru Sawada
Journal:  J Neurosci       Date:  2004-03-10       Impact factor: 6.167

10.  6-(2-adamantan-2-ylidene-hydroxybenzoxazole)-O-sulfamate: a potent non-steroidal irreversible inhibitor of human steroid sulfatase.

Authors:  Erwin P Schreiner; Barbara Wolff; Anthony P Winiski; Andreas Billich
Journal:  Bioorg Med Chem Lett       Date:  2003-12-15       Impact factor: 2.823

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  23 in total

1.  Evaluation of [11C]TAZA for amyloid β plaque imaging in postmortem human Alzheimer's disease brain region and whole body distribution in rodent PET/CT.

Authors:  Min-Liang Pan; Meenakshi T Mukherjee; Himika H Patel; Bhavin Patel; Cristian C Constantinescu; M Reza Mirbolooki; Christopher Liang; Jogeshwar Mukherjee
Journal:  Synapse       Date:  2016-02-11       Impact factor: 2.562

2.  18F stilbenes and styrylpyridines for PET imaging of A beta plaques in Alzheimer's disease: a miniperspective.

Authors:  Hank F Kung; Seok Rye Choi; Wenchao Qu; Wei Zhang; Daniel Skovronsky
Journal:  J Med Chem       Date:  2010-02-11       Impact factor: 7.446

3.  Rational design of amyloid binding agents based on the molecular rotor motif.

Authors:  Jeyanthy Sutharsan; Marianna Dakanali; Christina C Capule; Mark A Haidekker; Jerry Yang; Emmanuel A Theodorakis
Journal:  ChemMedChem       Date:  2010-01       Impact factor: 3.466

4.  Fluorinated Benzofuran Derivatives for PET Imaging of β-Amyloid Plaques in Alzheimer's Disease Brains.

Authors:  Yan Cheng; Masahiro Ono; Hiroyuki Kimura; Shinya Kagawa; Ryuichi Nishii; Hidekazu Kawashima; Hideo Saji
Journal:  ACS Med Chem Lett       Date:  2010-07-11       Impact factor: 4.345

5.  (18)F-labeled phenyldiazenyl benzothiazole for in vivo imaging of neurofibrillary tangles in Alzheimer's disease brains.

Authors:  Kenji Matsumura; Masahiro Ono; Hiroyuki Kimura; Masashi Ueda; Yuji Nakamoto; Kaori Togashi; Yoko Okamoto; Masafumi Ihara; Ryosuke Takahashi; Hideo Saji
Journal:  ACS Med Chem Lett       Date:  2011-12-01       Impact factor: 4.345

6.  Synthesis of Fluorine-Containing Phosphodiesterase 10A (PDE10A) Inhibitors and the In Vivo Evaluation of F-18 Labeled PDE10A PET Tracers in Rodent and Nonhuman Primate.

Authors:  Junfeng Li; Xiang Zhang; Hongjun Jin; Jinda Fan; Hubert Flores; Joel S Perlmutter; Zhude Tu
Journal:  J Med Chem       Date:  2015-10-15       Impact factor: 7.446

7.  Generation of Clickable Pittsburgh Compound B for the Detection and Capture of β-Amyloid in Alzheimer's Disease Brain.

Authors:  Ian Diner; Jeromy Dooyema; Marla Gearing; Lary C Walker; Nicholas T Seyfried
Journal:  Bioconjug Chem       Date:  2017-09-22       Impact factor: 4.774

8.  Preclinical properties of 18F-AV-45: a PET agent for Abeta plaques in the brain.

Authors:  Seok Rye Choi; Geoff Golding; Zhiping Zhuang; Wei Zhang; Nathaniel Lim; Franz Hefti; Tyler E Benedum; Michael R Kilbourn; Daniel Skovronsky; Hank F Kung
Journal:  J Nucl Med       Date:  2009-10-16       Impact factor: 10.057

9.  4-(1,3-Benzothia-zol-2-yl)-N-(2-pyridylmeth-yl)aniline monohydrate.

Authors:  Zhen-Hong Su; Qing-Zhi Wang; Lei Teng; Yong Zhang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-12-10

10.  2-{[4-(1,3-Benzothia-zol-2-yl)phen-yl](meth-yl)amino}acetic acid.

Authors:  Yong Zhang; Bi-Lin Zhao
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-10-17
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