Chemistry:Aspalathin

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Aspalathin
Aspalathin structure.svg
Names
IUPAC name
3-(3,4-Dihydroxyphenyl)-1-[5-(β-D-glucopyranosyl)-2,4-dihydroxyphenyl]propan-1-one
Systematic IUPAC name
3-(3,4-Dihydroxyphenyl)-1-{2,4-dihydroxy-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}propan-1-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C21H24O11
Molar mass 452.412 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Aspalathin is a C-linked dihydrochalcone glucoside found in rooibos tea, a herbal tea prepared from the South African rooibos plant, Aspalathus linearis (Fabaceae).[1]

It was first isolated in 1965 by chromatography.[2]

It has demonstrated antidiabetic activity.[3]

References

  1. Bramati L (2002). "Quantitative Characterization of Flavonoid Compounds in Rooibos Tea (Aspalathus linearis) by LC-UV/DAD". Journal of Agricultural and Food Chemistry (Elsevier) 50 (20): 5513–5519. doi:10.1021/jf025697h. PMID 12236672. 
  2. Koeppen, B. H.; Roux, D. G. (June 1966). "C-Glycosylflavonoids. The chemistry of aspalathin". Biochemical Journal 99 (3): 604–609. doi:10.1042/bj0990604. ISSN 0264-6021. PMID 4290475. 
  3. Bader, Michael; Mazibuko-Mbeje, Sithandiwe E.; Dludla, Phiwayinkosi V.; Johnson, Rabia; Joubert, Elizabeth; Louw, Johan; Ziqubu, Khanyisani; Tiano, Luca et al. (2019). "Aspalathin, a natural product with the potential to reverse hepatic insulin resistance by improving energy metabolism and mitochondrial respiration". PLOS ONE 14 (5): e0216172. doi:10.1371/journal.pone.0216172. ISSN 1932-6203. PMID 31048842. Bibcode2019PLoSO..1416172M. 

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