Axillarin

 
Axillarin
Nombre IUPAC
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxychromen-4-one
General
Otros nombres DMQT
3,6-Dimethoxyquercetagetin
Quercetagetin 3,6-dimethyl ether
3',4',5,7-Tetrahydroxy-3,6-dimethoxyflavone
Fórmula estructural Imagen de la estructura
Fórmula molecular C17H14O8
Identificadores
Número CAS 5188-73-8[1]​
ChEBI 2941
ChEMBL 487810
ChemSpider 4444922
PubChem 5281603
UNII CF7D7U7ZK2
KEGG C10021
COC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC)O
InChI=1S/C17H14O8/c1-23-16-10(20)6-11-12(13(16)21)14(22)17(24-2)15(25-11)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3
Key: KIGVXRGRNLQNNI-UHFFFAOYSA-N
Propiedades físicas
Masa molar 346,28 g/mol
Valores en el SI y en condiciones estándar
(25 ℃ y 1 atm), salvo que se indique lo contrario.
[editar datos en Wikidata]

Axillarin es un flavonol O-metilado. Se puede encontrar en Pulicaria crispa, Filifolium sibiricum, Inula britannica,[2]​ Wyethia bolanderi en Balsamorhiza macrophylla[3]​ y en Tanacetum vulgare.[4]​ También puede ser sintetizado.[5]​

Glucósidos

Axillarin 7-O-β-D-glucósido se puede encontrar en Tagetes mendocina, una planta medicinal ampliamente utilizada en las provincias andinas de Argentina.[6]​

Referencias

  1. ↑ Número CAS
  2. ↑ Acylated Flavonol Glycosides from the Flower of Inula britannica. Eun Jung Park, Youngleem Kim, and Jinwoong Kim, J. Nat. Prod., 2000, 63 (1), pp 34–36
  3. ↑ Methylated flavonols from Wyethia bolanderi and Balsamorhiza macrophylla. Susan McCormick, Kathleen Robson and Bruce Bohm, Phytochemistry, Volume 24, Issue 9, 1985, Page 2133
  4. ↑ Álvarez, Ángel L.; Habtemariam, Solomon; Juan-Badaturuge, Malindra; Jackson, Caroline; Parra, Francisco. (2011). «In vitro anti HSV-1 and HSV-2 activity of Tanacetum vulgare extracts and isolated compounds: An approach to their mechanisms of action». Phytotherapy Research 25 (2): 296-301. PMID 21171142. doi:10.1002/ptr.3382. 
  5. ↑ The syntheses of axillarin and its related compounds. K. Fukui, M. Nakayama and T. Horie, Cellular and Molecular Life Sciences, Volume 24, Number 8 / August 1968, Pages 769-770
  6. ↑ Free Radical Scavengers and Antioxidants from Tagetes mendocina. Guillermo Schmeda-Hirschmann, Alejandro Tapia, Cristina Theoduloz, Jaime Rodrıguez, Susana Lopez and Gabriela Egly Feresin.

Enlaces externos

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