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Abstract

These types of glycosides have attracted much attention, considering that many of them have demonstrated their effectiveness as therapeutic agents. The increasing significance of C-glycosides is that the conformational differences compared to O- or N-glycosides are minimal and that they are resistant to enzymatic or acidic hydrolysis since the anomeric center has been transformed from acetal to ether. A glycoside is defined as C-glycoside when what it is suppose to be the anomeric carbon of a sugar is interconnected to the aglycon, generating a new C-C bond. According to Levy and Tang the term C-glycoside describes those structures in which a common structural motifs the presence of carbon functionality at what would otherwise be the anomeric position of a sugar or derivative. Structurally C-glycosides can be constituted by aliphatic, or aromatic aglycon, and the sugar can be pyranose or furanose. A variety of natural product C-glycosides has been described. Examples of C-glycosides isolated from different plant genus and characterized spectroscopically are: Carminic acid, Aloin, Scoparin, Saponarin, and more recently Cucumerins (flavonoid phytoalexins) and C-glucosylxanthones and complex benzoquinone Altromycin B among others (Figure 5.1).

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(2007). C-Glycosides. In: Synthesis and Characterization of Glycosides. Springer, Boston, MA. https://doi.org/10.1007/978-0-387-70792-1_5

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