A new synthetic method of organoselenium compounds has been developed. When phenyl tributylstannyl selenide (PhSeSnBu(3)) was allowed to react with acyl or aroyl chlorides in the presence of a catalytic amount of a palladium complex such as Pd(PPh(3))(4), Se-phenyl selenol esters were obtained in moderate to good yields. Similarly, the palladium complex catalyzed the reaction of PhSeSnBu(3) with alpha-halo carbonyl compounds to afford the corresponding alpha-phenyseleno carbonyl compounds in moderate yields.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/jo026894i | DOI Listing |
J Labelled Comp Radiopharm
July 2019
Department of Biofunctional Analysis, Osaka University of Pharmaceutical Sciences, Takatsuki, Japan.
Monoamine oxidase B (MAO-B), predominantly expressed in glial cells, plays an important role in neurotransmitter regulation, and MAO-B activity relates to several neuronal diseases. Here, we aimed to develop a radiofluorinated MAO-B imaging probe based on the structure of a selective MAO-B inhibitor, MD-230254. We synthesized and evaluated a series of compounds in vitro and in vivo.
View Article and Find Full Text PDFOrg Lett
March 2018
Department of Chemical Science and Engineering , Kobe University, 1-1 Rokkodai, Nada , Kobe 657-8501 , Japan.
A magnesium bisamide-mediated halogen dance of bromothiophenes is described. The thienylmagnesium species generated in situ is more stable than the corresponding thienyllithium species, which was applied to trap the transient anion species with several electrophiles, such as allyl iodide, phenyl isocyanate, and tributylstannyl chloride. The utility of the magnesium bisamide-mediated halogen dance is useful in the concise synthesis of a medicinally advantageous compound via a one-pot, ester-directed halogen dance/Negishi cross coupling.
View Article and Find Full Text PDFJ Am Chem Soc
October 2017
Department of Chemistry, University of Nebraska, Lincoln, Nebraska 68588-0304, United States.
Developing specific chemical functionalities to deploy in biological environments for targeted enzyme inactivation lies at the heart of mechanism-based inhibitor development but also is central to other protein-tagging methods in modern chemical biology including activity-based protein profiling and proteolysis-targeting chimeras. We describe here a previously unknown class of potential PLP enzyme inactivators; namely, a family of quaternary, α-(1'-fluoro)vinyl amino acids, bearing the side chains of the cognate amino acids. These are obtained by the capture of suitably protected amino acid enolates with β,β-difluorovinyl phenyl sulfone, a new (1'-fluoro)vinyl cation equivalent, and an electrophile that previously eluded synthesis, capture and characterization.
View Article and Find Full Text PDFCancer Biother Radiopharm
October 2016
3 Department of Molecular Imaging, Korea Institute of Radiological and Medical Sciences, Seoul, Korea.
Purpose: Directly radioiodinated [I]-rituximab has been developed as a radioimmunotherapeutic agent in patients with CD20-positive B cell non-Hodgkin's lymphoma. However, there are concerns over its in vivo catabolism and deiodination. A novel radioiodination linker, N-(4-isothiocyanatobenzyl)-2-(3-(tributylstannyl)phenyl) acetamide (IBPA), was synthesized for the preparation of stable radioiodinated proteins.
View Article and Find Full Text PDFOncol Rep
June 2016
Department of Molecular Imaging, Korea Institute of Radiological and Medical Sciences, Seoul, Republic of Korea.
Radioimmunotherapy (RIT) uses an antibody labeled with a radionuclide to deliver cytotoxic radiation to a target tumor cells. Radioiodine is most commonly employed to prepare radiolabeled proteins (antibodies, peptides) for in vitro and in vivo applications. A major shortcoming of radioiodinated proteins prepared by direct labeling methods is their deiodination in vivo.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!