Leucodelphinidin

Leucodelphinidin
Names
IUPAC name
(2R,3S,4S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,4,5,7-tetrol
Other names
leukoefdin
Leucoefdin
leucodelfinidin
Leucoephdine
Leukoephdin
Identifiers
12764-74-8 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:6417 N
ChemSpider 389679 N
KEGG C05909 N
PubChem 440835
Properties
C15H14O8
Molar mass 322.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Leucodelphinidin is a colorless chemical compound related to leucoanthocyanidins. It can be found in Acacia auriculiformis,[1] in the bark of Karada (Cleistanthus collinus) and in the kino (gum) from Eucalyptus pilularis.[2]

Other species containing leucodelphinidin include Aesculus hippocastanum (Horse chestnut, in rind/bark/cortex), Arachis hypogaea (Earth nut in seeds), Arbutus unedo (Arbutus, in the leaf), Caesalpinia pulcherrima (Barbados pride), Ceratonia siliqua (Carob, in the fruit), Hamamelis virginiana (American witch hazel, in the leaf), Hippophae rhamnoides (Hippophae berry, in the leaf), Humulus lupulus (bine flower / blossom, in the leaf), Musa acuminata × balbisiana (Banana, in the fruit), Nelumbo nucifera (Baladi bean, in the leaf), Phyllanthus emblica (Emblic, Indian gooseberry, in the rind/bark/cortex), Quercus alba (White oak, in the rind/bark/cortex), Quercus robur (Common oak, in the rind/bark/cortex), Rumex hymenosepalus (Arizona dock, in the root), Schinus molle (California peppertree, in the leaf) and Vicia faba (bell-bean, in the seed).[3]

A leucodelphinidin derivative isolated from Ficus bengalensis shows hypoglycemic effects.[4]

Metabolism

Dihydroflavonol 4-reductase (DFR) uses dihydromyricetin (ampelopsin) NADPH and 2 H+ to produce leucodelphinidin and NADP.[5][6]

References

  1. ↑ A new flavan-3,4-diol from Acacia auriculiformis by paper ionophoresis, S. E. Drewes and D. G. Roux, 1966
  2. ↑ A study of leucoanthocyanidins of plants—I : Isomers of leucodelphinidin from karada bark and eucalyptus gum, A. K. Ganguly, T. R. Seshadri and P. Subramanian
  3. ↑ Leucodelphinidin on liberherbarum.com
  4. ↑ Hypoglycemic effects of leucodelphinidin derivative isolated from Ficus bengalensis (Linn). B S Geetha, B C Mathew, K T Augusti, 1994
  5. ↑ leucodelphinidin biosynthesis pathway proposed on biocyc.org
  6. ↑ Les cibles d’amélioration pour la qualité des raisins: L’exemple des flavonoïdes, Nancy Terrier (French)


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