Diapocynin
Appearance
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Names | |
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Preferred IUPAC name
1,1′-(6,6′-Dihydroxy-5,5′-dimethoxy[1,1′-biphenyl]-3,3′-diyl)di(ethan-1-one) | |
Other names
Diapocynin, 4′,4′′′-Dihydroxy-5′,5′′′-dimethoxy-3′,3′′′-biacetophenone
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.233.239 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C18H18O6 | |
Molar mass | 330.336 g·mol−1 |
Appearance | brown color |
Hazards | |
GHS labelling: | |
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Warning | |
H410 | |
P273, P391, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Diapocynin is a dimer of apocynin.
Synthesis
[edit]Diapocynin is synthesized by the activation of apocynin with ferrous sulfate and sodium persulfate.[1] Similar to apocynin, it is shown to have some beneficial effects against oxidative stress and reducing reactive oxygen species.[2][3]
References
[edit]- ^ Luchtefeld, Ron (2008). "Synthesis of diapocynin". Journal of Chemical Education. 85 (3): 411. Bibcode:2008JChEd..85..411L. doi:10.1021/ed085p411.
- ^ Dranka, B. P.; Gifford, A.; Ghosh, A.; Zielonka, J.; Joseph, J.; Kanthasamy, A. G.; Kalyanaraman, B. (2013). "Diapocynin prevents early Parkinson's disease symptoms in the leucine-rich repeat kinase 2 (LRRK2 R1441G) transgenic mouse". Neuroscience Letters. 549: 57–62. doi:10.1016/j.neulet.2013.05.034. PMC 3729885. PMID 23721786.
- ^ Ismail, Hesham M.; Scapozza, Leonardo; Ruegg, Urs T.; Dorchies, Olivier M. (17 October 2014). "Diapocynin, a Dimer of the NADPH Oxidase Inhibitor Apocynin, Reduces ROS Production and Prevents Force Loss in Eccentrically Contracting Dystrophic Muscle". PLOS ONE. 9 (10): e110708. Bibcode:2014PLoSO...9k0708I. doi:10.1371/journal.pone.0110708. PMC 4201587. PMID 25329652.