Synthesis of Potential Glycosyl Transferase Inhibitors by Thio‐Click Reactions

Debreczeni, Nóra; Bege, Miklós; Borbás, Anikó

doi:10.1002/ejoc.202101220

Eur J Org Chem

2021

DOI: 10.1002/ejoc.202101220

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Synthesis of Potential Glycosyl Transferase Inhibitors by Thio‐Click Reactions

Nóra Debreczeni

Miklós Bege

Anikó Borbás

Abstract: Scheme 1. Examples for donor substrates of Leloir glycosyltransferases (A), and retrosynthetic strategies to novel nucleotide-sugar analogues bearing an α-thioglycosidic linkage (B and C).

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Cited by 3 publications

References 37 publications

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Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2021–2022

Harvey

2024

Mass Spectrometry Reviews

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The use of matrix‐assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of carbohydrates and glycoconjugates is a well‐established technique and this review is the 12th update of the original article published in 1999 and brings coverage of the literature to the end of 2022. As with previous review, this review also includes a few papers that describe methods appropriate to analysis by MALDI, such as sample preparation, even though the ionization method is not MALDI. The review follows the same format as previous reviews. It is divided into three sections: (1) general aspects such as theory of the MALDI process, matrices, derivatization, MALDI imaging, fragmentation, quantification and the use of computer software for structural identification. (2) Applications to various structural types such as oligo‐ and polysaccharides, glycoproteins, glycolipids, glycosides and biopharmaceuticals, and (3) other general areas such as medicine, industrial processes, natural products and glycan synthesis where MALDI is extensively used. Much of the material relating to applications is presented in tabular form. MALDI is still an ideal technique for carbohydrate analysis, particularly in its ability to produce single ions from each analyte and advancements in the technique and range of applications show little sign of diminishing.

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Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2021–2022

Harvey

2024

Mass Spectrometry Reviews

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Mannich-type modifications of (−)-cannabidiol and (−)-cannabigerol leading to new, bioactive derivatives

Lőrincz,

Tóth,

Spolárics

et al. 2023

Sci Rep

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Abstract(−)-Cannabidiol (CBD) and (−)-cannabigerol (CBG) are two major non-psychotropic phytocannabinoids that have many beneficial biological properties. However, due to their low water solubility and prominent first-pass metabolism, their oral bioavailability is moderate, which is unfavorable for medicinal use. Therefore, there is a great need for appropriate chemical modifications to improve their physicochemical and biological properties. In this study, Mannich-type reaction was used for the synthetic modification of CBD and CBG for the first time, and thus fifteen new cannabinoid derivatives containing one or two tertiary amino groups were prepared. Thereafter the antiviral, antiproliferative and antibacterial properties of the derivatives and their effects on certain skin cells were investigated. Some modified CBD derivatives showed remarkable antiviral activity against SARS-CoV-2 without cytotoxic effect, while synthetic modifications on CBG resulted in a significant increase in antiproliferative activity in some cases compared to the parent compound.

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Synthesis of 1,3-Dithiolan-2-imine Derivatives from d-Mannitol

Shiryaev

2022

Russ J Org Chem

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Synthesis of Potential Glycosyl Transferase Inhibitors by Thio‐Click Reactions

Abstract: Scheme 1. Examples for donor substrates of Leloir glycosyltransferases (A), and retrosynthetic strategies to novel nucleotide-sugar analogues bearing an α-thioglycosidic linkage (B and C).

Cited by 3 publications

References 37 publications

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2021–2022

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2021–2022

Mannich-type modifications of (−)-cannabidiol and (−)-cannabigerol leading to new, bioactive derivatives

Synthesis of 1,3-Dithiolan-2-imine Derivatives from d-Mannitol

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