Synthesis and glycosidase inhibition of conformationally locked DNJ and DMJ derivatives exploiting a 2-oxo-C-allyl iminosugar

2019 ◽  
Vol 17 (30) ◽  
pp. 7204-7214 ◽  
Author(s):  
Quentin Foucart ◽  
Yuna Shimadate ◽  
Jérôme Marrot ◽  
Atsushi Kato ◽  
Jérôme Désiré ◽  
...  
Keyword(s):  
Conformationally Locked ◽  
Glycosidase Inhibition

The synthesis and glycosidase inhibition profile of a series of bicyclic analogs of DNJ and DMJ displaying a similar hydroxyl pattern and a distinct conformation is described.

Novel conformationally locked nucleosides and oligonucleotides based on bicyclo[3.2.1]octane scaffold as a pseudosugar moiety

2014 ◽  
Author(s):  
Michal Šála ◽  
Milan Dejmek ◽  
Eliška Procházková ◽  
Hubert Hřebabecký ◽  
Jiří Rybáček ◽  
...  
Keyword(s):  
Conformationally Locked

Fluorinated and Conformationally Fixed Derivatives of l-HomoDMDP: Synthesis and Glycosidase Inhibition

2015 ◽  
Vol 80 (10) ◽  
pp. 5151-5158 ◽  
Author(s):  
Yi-Xian Li ◽  
Yousuke Shimada ◽  
Isao Adachi ◽  
Atsushi Kato ◽  
Yue-Mei Jia ◽  
...  
Keyword(s):  
Derivatives Of ◽  
Glycosidase Inhibition

New conformationally locked bicyclic N,O-nucleoside analogues of antiviral drugs

2005 ◽  
Vol 15 (3) ◽  
pp. 545-550 ◽  
Author(s):  
Antonio Procopio ◽  
Stefano Alcaro ◽  
Antonio De Nino ◽  
Loredana Maiuolo ◽  
Francesco Ortuso ◽  
...  
Keyword(s):  
Antiviral Drugs ◽  
Nucleoside Analogues ◽  
Conformationally Locked

Conformationally locked nucleosides. Synthesis and stereochemical assignments of 2′-C,4′-C-bridged bicyclonucleosides

Tetrahedron ◽  
1999 ◽  
Vol 55 (25) ◽  
pp. 7707-7724 ◽  
Author(s):  
Guangyi Wang ◽  
Jean-Luc Girardet ◽  
Esmir Gunic
Keyword(s):  
Conformationally Locked

Gem-difluoromethylated and trifluoromethylated derivatives of DMDP-related iminosugars: synthesis and glycosidase inhibition

2016 ◽  
Vol 14 (7) ◽  
pp. 2249-2263 ◽  
Author(s):  
Yi-Xian Li ◽  
Kyoko Kinami ◽  
Yuki Hirokami ◽  
Atsushi Kato ◽  
Jia-Kun Su ◽  
...  
Keyword(s):  
Cyclic Nitrones ◽  
Derivatives Of ◽  
Glycosidase Inhibition

Gem-difluoromethylated and trifluoromethylated derivatives of DMDP-related iminosugars have been synthesized from cyclic nitrones and assayed against various glycosidases.

Lability of Stationary and Time-Resolved Optical Properties of the Conformationally Locked CFP Chromophore Derivative

2021 ◽  
Vol 47 (3) ◽  
pp. 784-787
Author(s):  
A. M. Bogdanov ◽  
D. A. Gorbachev ◽  
E. R. Zaitseva ◽  
A. Yu. Smirnov ◽  
N. S. Baleeva ◽  
...  
Keyword(s):  
Optical Properties ◽  
Time Resolved ◽  
Conformationally Locked

scholarly journals The Chemoselective Reduction of Isoxazolineγ-Lactams Through Iminium Aza-Diels-Alder Reactions: A Short-Cut Synthesis of Aminols as Valuable Intermediates towards Nucleoside Derivatives

2012 ◽  
Vol 2012 ◽  
pp. 1-10
Author(s):  
Misal Giuseppe Memeo ◽  
Mariella Mella ◽  
Paolo Quadrelli
Keyword(s):  
Catalytic Oxidation ◽  
Ring Opening ◽  
Diels Alder ◽  
Mild Conditions ◽  
Nucleoside Synthesis ◽  
Conformationally Locked

Isoxazolineγ-lactams are prepared starting from the regioisomeric cycloadducts of benzonitrile oxide to theN-alkyl 2-azanorbornenes taking advantage of the efficient catalytic oxidation by RuO4. The reduction of the amide groups is easily conducted in the presence of LiAlH4under mild conditions, which allowed for the chemoselective reduction of the amide moiety followed by ring opening to afford the desired conformationally locked isoxazoline-carbocyclic aminols, as valuable intermediates for nucleoside synthesis.

Synthesis of a conformationally locked AZT analogue, 3′-azido-3′-deoxy-2′-O,4′-C-methylene-5-methyluridine

1999 ◽  
Vol 40 (35) ◽  
pp. 6465-6468 ◽  
Author(s):  
Satoshi Obika ◽  
Jun-ichi Andoh ◽  
Tomomi Sugimoto ◽  
Kazuyuki Miyashita ◽  
Takeshi Imanishi
Keyword(s):  
Conformationally Locked
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