4',7-Dihydroxyflavone
Chemical compound
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IUPAC name 4′,7-Dihydroxyflavone | |
Systematic IUPAC name 7-Hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one | |
Other names 7,4′-Dihydroxyflavone | |
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Chemical formula | C15H10O4 |
Molar mass | 254.241 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
4′,7-Dihydroxyflavone is a flavone. It is found in Medicago truncatula in relation with the root nodulation symbiont Sinorhizobium meliloti[1] or in seeds of Sophora viciifolia.[2]
Like many other flavonoids, 4′,7-dihydroxyflavone has been found to possess activity at opioid receptors in vitro.[3] Specifically, it acts as an antagonist of the μ-opioid receptor and, with lower affinity, of the κ- and δ-opioid receptors.[3]
See also
- Pratol (7-hydroxy-4′-methoxyflavone) is the O-methylated form of the molecule.
References
- ^ Zhang, Juan; Subramanian, Senthil; Stacey, Gary; Yu, Oliver (2009). "Flavones and flavonols play distinct critical roles during nodulation of Medicago truncatula by Sinorhizobium meliloti". The Plant Journal. 57 (1): 171–83. doi:10.1111/j.1365-313X.2008.03676.x. PMID 18786000.
- ^ Wang, X; Li, J; Wei, L; Ohmiya, S (1996). "Flavone constituents in the seeds of Sophora vicii folia Hance". Zhongguo Zhong Yao Za Zhi = Zhongguo Zhongyao Zazhi = China Journal of Chinese Materia Medica (in Chinese). 21 (3): 165–6, 191. PMID 9206257.
- ^ a b Katavic PL, Lamb K, Navarro H, Prisinzano TE (August 2007). "Flavonoids as opioid receptor ligands: identification and preliminary structure-activity relationships". J. Nat. Prod. 70 (8): 1278–82. doi:10.1021/np070194x. PMC 2265593. PMID 17685652.
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Antagonists |
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- Enkephalinase inhibitors: Amastatin
- BL-2401
- Candoxatril
- D -Phenylalanine
- Dexecadotril (retorphan)
- Ecadotril (sinorphan)
- Kelatorphan
- Racecadotril (acetorphan)
- RB-101
- RB-120
- RB-3007
- Opiorphan
- Selank
- Semax
- Spinorphin
- Thiorphan
- Tynorphin
- Ubenimex (bestatin)
- Propeptides: β-Lipotropin (proendorphin)
- Prodynorphin
- Proenkephalin
- Pronociceptin
- Proopiomelanocortin (POMC)
- Others: Kyotorphin (met-enkephalin releaser/degradation stabilizer)
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