Axillarin
Appearance
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Names | |
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Preferred IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one | |
Other names
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Identifiers | |
3D model (JSmol)
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ChEBI | |
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C17H14O8 | |
Molar mass | 346.291 g·mol−1 |
Density | 1.659 g/mL |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Axillarin is an O-methylated flavonol. It can be found in Pulicaria crispa, Filifolium sibiricum, Inula britannica,[1] Wyethia bolanderi in Balsamorhiza macrophylla[2] and in Tanacetum vulgare.[3] It can also be synthesized.[4]
Glycosides
[edit]Axillarin 7-O-β-D-glucoside can be found in Tagetes mendocina, a plant used in traditional herbal medicine the Andean provinces of Argentina.[5]
References
[edit]- ^ Jung Park, Eun; Kim, Youngleem; Kim, Jinwoong (2000). "Acylated Flavonol Glycosides from the Flower ofInula britannica". Journal of Natural Products. 63 (1): 34–36. doi:10.1021/np990271r. PMID 10650074.
- ^ McCormick, Susan; Robson, Kathleen; Bohm, Bruce (1985). "Methylated flavonols from Wyethia bolanderi and Balsamorhiza macrophylla". Phytochemistry. 24 (9): 2133. doi:10.1016/S0031-9422(00)83143-X.
- ^ 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 (Submitted manuscript). 25 (2): 296–301. doi:10.1002/ptr.3382. PMID 21171142. S2CID 9011931.
- ^ Fukui, K.; Nakayama, M.; Horie, T. (1968). "The syntheses of axillarin and its related compounds". Experientia. 24 (8): 769–770. doi:10.1007/BF02144856. S2CID 33789154.
- ^ Guillermo Schmeda-Hirschmann, Alejandro Tapia, Cristina Theoduloz, Jaime Rodrıguez, Susana Lopez and Gabriela Egly Feresin (2004). "Free Radical Scavengers and Antioxidants from Tagetes mendocina" (PDF). Verlag der Zeitschrift für Naturforschung. 59c: 345–353.
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