Abstract
Aryl C-glycosides are stable analogs of the corresponding O-glycosides. Because of their favorable pharmacological profiles attributed primarily to the C-glycosyl moiety, aryl C-glycosides have gained increasing popularity as drug candidates. In this review we focus on the synthesis of aryl C-glycosides including puerarin and kendomycin. This review is organized based on the type of chemistry used in the assembly of the C-glycosides with the following sub-sections: electrophilic reaction, cross-coupling reaction, free radical reaction, cyclization, intramolecular OC rearrangement, umpolung, and miscellaneous reactions.
Keywords: de-O-methylation, Glycosyl halides, Lactones, Cyclization, intramolecular tether approach, umpolung
Current Topics in Medicinal Chemistry
Title: Recent Advances in Aryl C-Glycoside Synthesis
Volume: 5 Issue: 14
Author(s): David Y. W. Lee and Minsheng He
Affiliation:
Keywords: de-O-methylation, Glycosyl halides, Lactones, Cyclization, intramolecular tether approach, umpolung
Abstract: Aryl C-glycosides are stable analogs of the corresponding O-glycosides. Because of their favorable pharmacological profiles attributed primarily to the C-glycosyl moiety, aryl C-glycosides have gained increasing popularity as drug candidates. In this review we focus on the synthesis of aryl C-glycosides including puerarin and kendomycin. This review is organized based on the type of chemistry used in the assembly of the C-glycosides with the following sub-sections: electrophilic reaction, cross-coupling reaction, free radical reaction, cyclization, intramolecular OC rearrangement, umpolung, and miscellaneous reactions.
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Cite this article as:
Lee Y. W. David and He Minsheng, Recent Advances in Aryl C-Glycoside Synthesis, Current Topics in Medicinal Chemistry 2005; 5 (14) . https://dx.doi.org/10.2174/156802605774643042
DOI https://dx.doi.org/10.2174/156802605774643042 |
Print ISSN 1568-0266 |
Publisher Name Bentham Science Publisher |
Online ISSN 1873-4294 |
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