Literature DB >> 21426009

Carbohydrate mimetics and scaffolds: sweet spots in medicinal chemistry.

Laura Cipolla1, Barbara La Ferla, Cristina Airoldi, Cristiano Zona, Alexandre Orsato, Nasrin Shaikh, Laura Russo, Francesco Nicotra.   

Abstract

Several glycoprocessing enzymes and glycoreceptors have been recognized as important targets for therapeutic intervention. This concept has inspired the development of important classes of therapeutics, such as anti-influenza drugs inhibiting influenza virus neuraminidase, anti-inflammatory drugs targeting lectin-sialyl-Lewis X interaction and glycosidase inhibitors against HIV, Gaucher's disease, hepatitis and cancer. These therapeutics are mainly carbohydrate mimics in which proper modifications permit stronger interactions with the target protein, higher stability, better pharmacokinetic properties and easier synthesis. Furthermore, the conformational rigidity and polyfunctionality of carbohydrates stimulate their use as scaffolds for the generation of libraries by combinatorial decoration with different pharmacophores. This mini-review will present examples of how to exploit carbohydrates mimics and scaffolds in drug research.

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Year:  2010        PMID: 21426009     DOI: 10.4155/fmc.10.8

Source DB:  PubMed          Journal:  Future Med Chem        ISSN: 1756-8919            Impact factor:   3.808


  8 in total

Review 1.  The structural biology of enzymes involved in natural product glycosylation.

Authors:  Shanteri Singh; George N Phillips; Jon S Thorson
Journal:  Nat Prod Rep       Date:  2012-06-12       Impact factor: 13.423

2.  Synthesis of Sugar and Nucleoside Analogs and Evaluation of Their Anticancer and Analgesic Potentials.

Authors:  Fahad Hussain; Fahad Imtiaz Rahman; Poushali Saha; Atsushi Mikami; Takashi Osawa; Satoshi Obika; S M Abdur Rahman
Journal:  Molecules       Date:  2022-05-29       Impact factor: 4.927

3.  Synthesis and Glycosidase Inhibition Properties of Calix[8]arene-Based Iminosugar Click Clusters.

Authors:  Jérémy P Schneider; Stefano Tommasone; Paolo Della Sala; Carmine Gaeta; Carmen Talotta; Céline Tarnus; Placido Neri; Anne Bodlenner; Philippe Compain
Journal:  Pharmaceuticals (Basel)       Date:  2020-11-05

4.  Synthesis of Highly Oxygenated Bicyclic Carbasugars. Remarkable Difference in the Reactivity of the d-gluco and d-xylo- Derived Trienes.

Authors:  Grzegorz Witkowski; Mykhaylo A Potopnyk; Karolina Tiara; Anna Osuch-Kwiatkowska; Sławomir Jarosz
Journal:  Molecules       Date:  2020-07-24       Impact factor: 4.411

5.  Synthesis of novel seven-membered carbasugars and evaluation of their glycosidase inhibition potentials.

Authors:  Vignesh Athiyarath; Naveen J Roy; A T V Vijil; Kana M Sureshan
Journal:  RSC Adv       Date:  2021-03-02       Impact factor: 3.361

6.  Synthesis of a pseudo-disaccharide library and its application to the characterisation of the heparanase catalytic site.

Authors:  Victoria Vinader; Mohamed H Haji-Abdullahi; L H Patterson; Kamyar Afarinkia
Journal:  PLoS One       Date:  2013-11-18       Impact factor: 3.240

7.  Synthesis of 1,4-imino-L-lyxitols modified at C-5 and their evaluation as inhibitors of GH38 α-mannosidases.

Authors:  Maroš Bella; Sergej Šesták; Ján Moncoľ; Miroslav Koóš; Monika Poláková
Journal:  Beilstein J Org Chem       Date:  2018-08-17       Impact factor: 2.883

8.  Straightforward synthesis of novel 1-(2'-α-O-D-glucopyranosyl ethyl) 2-arylbenzimidazoles.

Authors:  Natarajan Arumugam; Aisyah Saad Abdul Rahim; Shafida Abd Hamid; Hasnah Osman
Journal:  Molecules       Date:  2012-08-17       Impact factor: 4.411

  8 in total

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