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Carbohydrate Based Small Molecules: Sweet Spots in Medicinal Chemistry

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Medicinal Chemistry".

Deadline for manuscript submissions: closed (30 April 2023) | Viewed by 5510

Special Issue Editor


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Guest Editor
Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, China
Interests: carbohydrate derivatives; C-glycosides; amino sugars; polyhydroxylated compounds; biologically active molecules

Special Issue Information

Dear Colleagues,

Carbohydrates play a vital role in numerous physiological activities as the main energy carriers and information molecules in organisms. In addition, many sugar-based small molecules, including amino sugars, are widely found in various medical and agricultural antibiotics. They play a vital role in the fight against diseases, and significantly increase and enhance the yield and quality of crops. The water solubility, biocompatibility and metabolic stability of these compounds have attracted extensive attention in the field of biomedicine in recent years. Carbohydrate derivatives modified from simple saccharide monomers by synthesis not only maintain the original biophysical properties of the group, but also endow or enhance the functional characteristics in terms of druggability. We have sufficient reason to believe that with the deepening of research, carbohydrate-based small molecules will have bright prospects in the field of medicinal chemistry.

This Special Issue aims to provide a broad overview of the latest developments in pharmaceutically relevant carbohydrate-based small molecules.

Prof. Dr. Xiaofeng Ma
Guest Editor

Manuscript Submission Information

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Keywords

  • carbohydrate derivatives
  • C-glycosides
  • amino sugars
  • polyhydroxylated compounds
  • biologically active molecules

Published Papers (2 papers)

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Research

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18 pages, 5614 KiB  
Article
Synthesis of N-Substituted Iminosugar C-Glycosides and Evaluation as Promising α-Glucosidase Inhibitors
by Haibo Wang, Senling Tang, Guoqing Zhang, Yang Pan, Wei Jiao and Huawu Shao
Molecules 2022, 27(17), 5517; https://doi.org/10.3390/molecules27175517 - 27 Aug 2022
Cited by 5 | Viewed by 1727
Abstract
A series of N-substituted iminosugar C-glycosides were synthesized and tested for α-glucosidase inhibition. The results suggested that 6e is a promising and potent α-glucosidase inhibitor. Enzymatic kinetic assays indicated that compound 6e may be classified as an uncompetitive inhibitor. [...] Read more.
A series of N-substituted iminosugar C-glycosides were synthesized and tested for α-glucosidase inhibition. The results suggested that 6e is a promising and potent α-glucosidase inhibitor. Enzymatic kinetic assays indicated that compound 6e may be classified as an uncompetitive inhibitor. The study of structure-activity relationships of those iminosugars provided a starting point for the discovery of new α-glucosidase inhibitors. Full article
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Review

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49 pages, 23745 KiB  
Review
Recent Advances in Chemical Synthesis of Amino Sugars
by Jian Yang, Demeng Xie and Xiaofeng Ma
Molecules 2023, 28(12), 4724; https://doi.org/10.3390/molecules28124724 - 12 Jun 2023
Cited by 3 | Viewed by 3397
Abstract
Amino sugars are a kind of carbohydrates with one or more hydroxyl groups replaced by an amino group. They play crucial roles in a broad range of biological activities. Over the past few decades, there have been continuing efforts on the stereoselective glycosylation [...] Read more.
Amino sugars are a kind of carbohydrates with one or more hydroxyl groups replaced by an amino group. They play crucial roles in a broad range of biological activities. Over the past few decades, there have been continuing efforts on the stereoselective glycosylation of amino sugars. However, the introduction of glycoside bearing basic nitrogen is challenging using conventional Lewis acid-promoted pathways owing to competitive coordination of the amine to the Lewis acid promoter. Additionally, diastereomeric mixtures of O-glycoside are often produced if aminoglycoside lack a C2 substituent. This review focuses on the updated overview of the way to stereoselective synthesis of 1,2-cis-aminoglycoside. The scope, mechanism, and the applications in the synthesis of complex glycoconjugates for the representative methodologies were also included. Full article
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