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DOI: 10.1055/s-0042-1751553
Synthesis of C-Glucoside Analogues of Naturally Occurring Phenylethanoid O-Glucosides
The work was funded as a Council of Scientific and Industrial Research (CSIR) project (2021–2024).
Abstract
Structural modifications of natural products has been a highly effective approach in the search for new leads with improved biological activity, aqueous solubility, and stability. Phenylethanoid glycosides (PEGs), as natural compounds, have attracted great attention due to their promising biological activities. These activities include neuroprotection, antioxidant, immunoregulation, anti-inflammatory, and analgesic effects, as well as antitumor, antiviral, and hepatoprotective abilities. Three potent PEGs, acteoside, echinacoside, and salidroside, are gaining renewed interest in this class of compounds. However, being O-glycosides, PEGs have low bioavailability due to factors such as poor intestinal permeability and low hydrolytic stability. The promising pharmacological properties and the limitations have inspired us to synthesize C-analogues that are expected to be hydrolytically stable.
Key words
phenylethanoid glycosides - C-glucosides - O-glucosides - C-glycosides - O-glycosides - Julia olefinationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751553.
- Supporting Information
Publication History
Received: 18 November 2023
Accepted after revision: 03 January 2024
Article published online:
25 January 2024
© 2024. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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