Paeonol

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Paeonol
Chemical structure of paeonol
Names
Preferred IUPAC name
1-(2-Hydroxy-4-methoxyphenyl)ethan-1-one
Other names
2'-Hydroxy-4'-methoxyacetophenone
Identifiers
3D model (JSmol)
ChemSpider
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UNII
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  • InChI=1S/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3
    Key: UILPJVPSNHJFIK-UHFFFAOYSA-N
  • InChI=1/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3
    Key: UILPJVPSNHJFIK-UHFFFAOYAG
  • CC(=O)C1=C(C=C(C=C1)OC)O
Properties
C9H10O3
Molar mass 166.176 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Paeonol is a phenolic compound found in peonies[2] such as Paeonia suffruticosa (moutan cortex),[3][4] in Arisaema erubescens,[5] and in Dioscorea japonica.[6] It is a chemical compound found in some traditional Chinese medicines.[7]

Biological effects

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A number of biological effects of paeonol in vitro or in animal models have been observed. Paeonol increases levels of cortical cytochrome oxidase and vascular actin and improves behavior in a rat model of Alzheimer's disease.[8] Paeonol also reduced cerebral infarction involving the superoxide anion and microglia activation in ischemia-reperfusion injured rats.[9]

Paeonol shows antimutagenic activities.[3][6] It also has anti-inflammatory and analgesic effects in carrageenan-evoked thermal hyperalgesia.[10] Paeonol inhibits anaphylactic reaction by regulating histamine and TNF-α.[11]

Paeonol has weak MAO-A and MAO-B inhibiting effects with IC50 values of 54.6 μM and 42.5 μM respectively.[12]

Metal complex

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Metal complexes of paeonol shows tetrahedral and octahedral coordination geometry in the absence and presence of solvent pyridine respectively.[13]

References

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