Recent Advances in the Synthesis of Bioactive Glycohybrids via Click-Chemistry

被引:6
|
作者
Singh, Kavita [1 ]
Tyagi, Rajdeep [1 ]
Mishra, Vinay Kumar [2 ]
Tiwari, Ghanshyam [2 ]
Sagar, Ram [1 ,2 ]
机构
[1] Jawaharlal Nehru Univ, Sch Phys Sci, Glycochemistry Lab, New Delhi 110067, India
[2] Banaras Hindu Univ, Inst Sci, Dept Chem, Varanasi 221005, Uttar Pradesh, India
来源
SYNOPEN | 2023年 / 07卷 / 03期
关键词
regioselective; stereodivergent; glycohybrids; cycloaddition; triazole; glycoconjugates; glucopyranoside; glycosidation; CARBONIC-ANHYDRASE INHIBITORS; AZIDE-ALKYNE CYCLOADDITION; ACID BUILDING-BLOCKS; IN-VITRO; HIV-RT; BIOLOGICAL EVALUATION; FUSED THIAZOLIDIN-4-ONE; ANTICANCER ACTIVITY; NUCLEOSIDE ANALOGS; CARBOHYDRATE MICROARRAYS;
D O I
10.1055/a-2130-7319
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carbohydrates, traditionally known for their energy -providing role, have gained significant attention in drug discovery due to their diverse bioactivities and stereodiversity. However, pure carbohydrate molecules often exhibit limited bioactivity and suboptimal chemical and physical characteristics. To address these challenges, functional groups with bioactive scaffolds have been incorporated into carbohydrate to enhance their bioactivity and improve their overall properties. Among the various synthetic methods available, click chemistry has emerged as a powerful tool for the synthesis of carbohydrate -containing bioactive scaffolds, known as glycohybrids. Click chemistry offers several advantages, including high chemo-and regioselectivity, mild reaction conditions, easy purification, and compatibility with multiple functional groups. In the present review, we have emphasized the recent advances and most pertinent research on the development of 1,2,3-triazole-containing glycohybrids using the click reaction, their biological evaluations and the structure-activity relationship during 2017-2023. These newly synthesised glycohybrids could potentially be developed as new chemical entities (NCE) in pharmaceutical chemistry and may encourage the use of carbohydrates in drug discovery processes.1 Introduction2 CuAAC Click Chemistry Mediated Synthesis of Triazole-Based Glycohybrids and their Biological Activities3 Conclusions and Perspective
引用
收藏
页码:322 / 352
页数:31
相关论文
共 50 条
  • [41] Synthesis of Selective Agonists for the α7 Nicotinic Acetylcholine Receptor with In Situ Click-Chemistry on Acetylcholine-Binding Protein Templates
    Yamauchi, John G.
    Gomez, Kimberly
    Grimster, Neil
    Dufouil, Mikael
    Nemecz, Akos
    Fotsing, Joseph R.
    Ho, Kwok-Yiu
    Talley, Todd T.
    Sharpless, K. Barry
    Fokin, Valery V.
    Taylor, Palmer
    MOLECULAR PHARMACOLOGY, 2012, 82 (04) : 687 - 699
  • [42] Click for Light: Synthesis of bent (Benzothiadiazolyl)triazole luminescent liquid crystals via click Chemistry
    Costa, Rebeca de Oliveira
    Alves, Tiago Vinicius
    de Oliveira, Murillo Halo Queiroz
    de Campos, Feik Amil
    Bechtold, Ivan H.
    Westphal, Eduard
    Vieira, Andre Alexandre
    JOURNAL OF MOLECULAR LIQUIDS, 2024, 409
  • [43] Metal-Free Click-Chemistry: A Powerful Tool for Fabricating Hydrogels for Biomedical Applications
    Degirmenci, Aysun
    Sanyal, Rana
    Sanyal, Amitav
    BIOCONJUGATE CHEMISTRY, 2024, 35 (04) : 433 - 452
  • [44] Recent Advancements in Triazole-based Click Chemistry in Cancer Drug Discovery and Development
    Kumar, Arun
    Yadav, Ashok Kumar
    Mishra, Vivek
    Kumar, Deepak
    SYNOPEN, 2023, 07 (02): : 186 - 208
  • [45] Click-chemistry tagging of proteins in living cells: new possibilities for microbial (meta) proteomics
    MacGregor, Barbara J.
    ENVIRONMENTAL MICROBIOLOGY, 2014, 16 (08) : 2353 - 2356
  • [46] Modular synthesis of a block copolymer with a cleavable linkage via "click" chemistry
    Fu Yu
    Liu GuoJun
    SCIENCE CHINA-CHEMISTRY, 2010, 53 (05) : 1128 - 1133
  • [47] Synthesis and Applications of Biomedical and Pharmaceutical Polymers via Click Chemistry Methodologies
    van Dijk, Maarten
    Rijkers, Dirk T. S.
    Liskamp, Rob M. J.
    van Nostrum, Cornelus F.
    Hennink, Wim E.
    BIOCONJUGATE CHEMISTRY, 2009, 20 (11) : 2001 - 2016
  • [48] Recent Advances in the Chemistry of Doubly Activated Cyclopropanes: Synthesis and Reactivity
    Gopinath, Purushothaman
    Chandrasekaran, Srinivasan
    CURRENT ORGANIC CHEMISTRY, 2019, 23 (03) : 276 - 312
  • [49] A Facile, Efficient Step-Wise and Alternative Synthesis of Indolyl Triazoles via "Click" Chemistry
    Reddy, G. Ganga
    Reddy, B. Srinivasa
    Reddy, Ch Venkata Ramana
    LETTERS IN ORGANIC CHEMISTRY, 2021, 18 (11) : 903 - 911
  • [50] Click Reactions in Chemistry of Triterpenes - Advances Towards Development of Potential Therapeutics
    Pokorny, Jan
    Borkova, Lucie
    Urban, Milan
    CURRENT MEDICINAL CHEMISTRY, 2018, 25 (05) : 636 - 658