Sanguiin H-6

Sanguiin H-6
Identifiers
82978-00-5
Properties
C82H54O52
Molar mass 1871.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Sanguiin H-6 is an ellagitannin.

Natural occurrences

Sanguiin H-6 can be found in Rosaceae such as the great burnet (Sanguisorba officinalis),[1] in strawberries (Fragaria x ananassa)[2] and in Rubus species such as red raspberries (Rubus idaeus)[3][4] or cloudberries (Rubus chamaemorus).[4]

Health effects

Sanguiin H-6 is a molecule responsible for the antioxidant capacity of raspberries.[5]

Chemistry

Sanguiin H-6 is dimer of casuarictin linked by a bond between the gallic acid residue and one of the hexahydroxydiphenic acid units. It has sanguisorbic acid ester groups as linking units between glucopyranose moieties.

It is an isomer of agrimoniin.[6]

References

  1. Bastow, K.; Bori, I.; Fukushima, Y.; Kashiwada, Y.; Tanaka, T.; Nonaka, G.; Nishioka, I.; Lee, K. -H. (2007). "Inhibition of DNA Topoisomerases by Sanguiin H-6, a Cytotoxic Dimeric Ellagitannin fromSanguisorba officinalis1". Planta Medica. 59 (3): 240–245. doi:10.1055/s-2006-959659.
  2. Seeram, N. P.; Lee, R.; Scheuller, H. S.; Heber, D. (2006). "Identification of phenolic compounds in strawberries by liquid chromatography electrospray ionization mass spectroscopy". Food Chemistry. 97: 1–11. doi:10.1016/j.foodchem.2005.02.047.
  3. Mullen, W.; Stewart, A. J.; Lean, M. E.; Gardner, P.; Duthie, G. G.; Crozier, A. (2002). "Effect of freezing and storage on the phenolics, ellagitannins, flavonoids, and antioxidant capacity of red raspberries". Journal of Agricultural and Food Chemistry. 50 (18): 5197–5201. doi:10.1021/jf020141f. PMID 12188629.
  4. 1 2 Kähkönen, M.; Kylli, P.; Ollilainen, V.; Salminen, J. P.; Heinonen, M. (2012). "Antioxidant Activity of Isolated Ellagitannins from Red Raspberries and Cloudberries". Journal of Agricultural and Food Chemistry. 60 (5): 1167–1174. doi:10.1021/jf203431g. PMID 22229937.
  5. Borges, G.; Degeneve, A.; Mullen, W.; Crozier, A. (2010). "Identification of Flavonoid and Phenolic Antioxidants in Black Currants, Blueberries, Raspberries, Red Currants, and Cranberries†". Journal of Agricultural and Food Chemistry. 58 (7): 3901–3909. doi:10.1021/jf902263n. PMID 20000747.
  6. Vrhovsek, U.; Guella, G.; Gasperotti, M.; Pojer, E.; Zancato, M.; Mattivi, F. (2012). "Clarifying the Identity of the Main Ellagitannin in the Fruit of the Strawberry, Fragaria vesca and Fragaria ananassa Duch". Journal of Agricultural and Food Chemistry. 60 (10): 2507–2516. doi:10.1021/jf2052256. PMID 22339338.


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