Malvidin

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Not to be confused with Malvidine.
Malvidin
Malvidin.svg
Identifiers
CAS number 643-84-5 N
PubChem 159287
ChemSpider 140095 YesY
ChEBI CHEBI:6674 N
ChEMBL CHEMBL255753 YesY, CHEMBL592005
Jmol-3D images Image 1
Properties
Molecular formula C17H15O7+
Molar mass 331.2968 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Malvidin (Mv) is an O-methylated anthocyanidin. As a primary plant pigment, its glycosides are highly abundant in nature.

Natural occurrences[edit]

Malvidin is responsible for the blue color found in petals of the Primula plants of the polyanthus group. Blue flowers of the blue pimpernel (Anagallis monelli) have also a higher concentration of malvidin.

It is responsible primarily for the color of red wine, Vitis vinifera being one of its sources.[1] It is also present in other berries, such as the chokeberries (Aronia sp.) or the saskatoon berries (Amelanchier alnifolia).[2][3]

Chemistry[edit]

Slightly acidic and neutral solutions of malvidin are characteristically of a red color, while basic solutions of malvidin yield a blue color.

The breakdown of malvidin releases syringic acid.

Use as a marker in archaeology[edit]

The breakdown of malvidin releases syringic acid as revealed in the examination of jars containing shedeh, a drink of Ancient Egypt. Malvidin is also present in the site of the Areni-1 winery, a 6,100-year-old winery discovered in 2007 in the Areni-1 cave complex in the village of Areni in the Vayots Dzor province of the Republic of Armenia.

Glycosides[edit]

See also[edit]

References[edit]

  1. ^ "Phytochemicals: Malvidin". Top Cultures. Retrieved 2009-05-20. 
  2. ^ Mazza, G (2005). "Compositional and functional properties of saskatoon berry and blueberry". Int. J. Fruit Sci. 5 (3): 99–118. doi:10.1300/J492v05n03_10. 
  3. ^ Bakowska-barczak; Marianchuk, M; Kolodziejczyk, P (2007). "Survey of bioactive components in Western Canadian berries". Canadian Journal of Physiology and Pharmacology 85 (11): 1139–52. doi:10.1139/y07-102. PMID 18066116. 
  4. ^ Nakayama, M; Roh, MS; Uchida, K; Yamaguchi, Y; Takano, K; Koshioka, M (2000). "Malvidin 3-rutinoside as the pigment responsible for bract color in Curcuma alismatifolia". Bioscience, biotechnology, and biochemistry 64 (5): 1093–5. doi:10.1271/bbb.64.1093. PMID 10879491. 
  5. ^ Tatsuzawa, F (1999). "Acylated malvidin 3-rutinosides in dusky violet flowers of Petunia integrifolia subsp. Inflata". Phytochemistry 52 (2): 351. doi:10.1016/S0031-9422(99)00095-3. 
  6. ^ Markham, Kenneth R.; Mitchell, Kevin A.; Boase, Murray R. (1997). "Malvidin-3-O-glucoside-5-O-(6-acetylglucoside) and its colour manifestation in 'Johnson's Blue' and other 'Blue' geraniums". Phytochemistry 45 (2): 417. doi:10.1016/S0031-9422(96)00831-X.