Synthesis and evaluation of [18F]Fluorobutyl ethacrynic amide: A potential PET tracer for studying glutathione transferase

Huang, Ho Lien; Yeh, Chun‐Nan; Chang, Kang-Wei; Chen, Jenn Tzong; Lin, Kun; Chiang, Li Wu; Jeng, Kee-Ching; Wang, Wei‐Ting; Lim, Ken‐Hong; Chen, Caleb Gon-Shen; Lin, Kun; Huang, Ying Cheng; Lin, Wuu-Jyh; Yen, Tzu Chen; Yu, Chung Shan

doi:10.1016/j.bmcl.2012.04.091

Cited by 9 publications

(7 citation statements)

References 27 publications

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“…Glutathione and PET/SPECT PET 103 and SPECT 104 ligands for GSH and GSH transferase are being developed but remain in the preclinical stage of development. Furthermore, their penetration of the blood-brain barrier has not been established.…”

Section: Nmda Receptor Modulationmentioning

confidence: 99%

Imaging glutamate in schizophrenia: review of findings and implications for drug discovery

et al. 2013

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Currently, all treatments for schizophrenia (SCZ) function primarily by blocking D(2)-type dopamine receptors. Given the limitations of these medications, substantial efforts have been made to identify alternative neurochemical targets for treatment development in SCZ. One such target is brain glutamate. The objective of this article is to review and synthesize the proton magnetic resonance spectroscopy ((1)H MRS) and positron emission tomography (PET)/single-photon emission computed tomography (SPECT) investigations that have examined glutamatergic indices in SCZ, including those of modulatory compounds such as glutathione (GSH) and glycine, as well as data from ketamine challenge studies. The reviewed (1)H MRS and PET/SPECT studies support the theory of hypofunction of the N-methyl-D-aspartate receptor (NMDAR) in SCZ, as well as the convergence between the dopamine and glutamate models of SCZ. We also review several advances in MRS and PET technologies that have opened the door for new opportunities to investigate the glutamate system in SCZ and discuss some ways in which these imaging tools can be used to facilitate a greater understanding of the glutamate system in SCZ and the successful and efficient development of new glutamate-based treatments for SCZ.

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Section: Nmda Receptor Modulationmentioning

confidence: 99%

Imaging glutamate in schizophrenia: review of findings and implications for drug discovery

et al. 2013

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“…Compounds 3 [12c], 4 [28] as well as compounds 6 and 7 [10] were prepared following the previously reported procedure. The methyl ester of EA, which is the intermediate for the preparation of compound 4, was prepared according to reference [29]. The chloro-2-oxo-2-dioxophosphorinase used for the synthesis of 14 and 15 was prepared according to reference [13].…”

Section: Methodsmentioning

confidence: 99%

A novel class of ethacrynic acid derivatives as promising drug-like potent generation of anticancer agents with established mechanism of action

Mignani

Brahmi

Kazzouli

et al. 2016

European Journal of Medicinal Chemistry

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“…The eluents for chromatography: EtOAc, acetone, and n-hexane were reagent grade and distilled prior to use; MeOH and CHCl 3 were reagent grade and used without further purification. NMR spectroscopy including 1 H-NMR (500 MHz) and 13 C-NMR (125 MHz, DEPT-135) was performed by Varian Unity Inova 500 NMR spectrometer either at the department of chemistry of National Tsing-Hua University (NTHU) or the Department of Applied Chemistry of National Chiao-Tung University (NCTU). D-solvents employed for NMR, including CD 3 OD, CDCl 3 , and C 6 D 6 were purchased from Cambridge Isotope Laboratories, Inc. MALDI-TOF-MS was performed by Autoflex III smartbeam LRF200-CID at the Department of Chemistry of National Tsing-Hua University (NTHU).…”

Section: Apparatus and The General Treatment Of The Reagentsmentioning

confidence: 99%

“…Instead of the chromatographic purification but by using a serial dilution to 1000 fold, toxicities of the residual reagents and solvents could be leveled off. Encouraged by the success in discovering a number of potential bioactive compounds [13,14], we are interested in preparing various galactosyl-containing saccharides that had been functionalized with azido group (Figure 1). The azido group could be potentially reduced to amine for further elaboration to amide libraries.…”

Section: Introductionmentioning

confidence: 99%

6-Azido-Galactosyl Imidate as a Building Block for Preparation of 1-(4-Aminobutyl)-, Di-, Tri- and Tetra-Saccharides

Lin¹,

Chiang²,

Pan³

et al. 2013

OJMC

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6-azidogalactosyl imidate has been used as a donor to generate 1-(4-aminobutyl)-6-aminogalactose, 6-aminothiotolylglycosides of disaccharide, trisaccharide and tetrasaccharide that incorporates 6-azido group and 1-(4-tolyl)thio group. Trisaccharide and tetrasaccharide were obtained from lactosyl-based acceptor. The anomeric 1-(4-tolyl)thio group could be used to conjugate with sphingosine analogs to provide the alpha-Gal Sph analogs for library extension from the azido group.

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Synthesis and evaluation of [18F]Fluorobutyl ethacrynic amide: A potential PET tracer for studying glutathione transferase

Cited by 9 publications

References 27 publications

Imaging glutamate in schizophrenia: review of findings and implications for drug discovery

Imaging glutamate in schizophrenia: review of findings and implications for drug discovery

A novel class of ethacrynic acid derivatives as promising drug-like potent generation of anticancer agents with established mechanism of action

6-Azido-Galactosyl Imidate as a Building Block for Preparation of 1-(4-Aminobutyl)-, Di-, Tri- and Tetra-Saccharides

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