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词条 Piceol
释义

  1. Uses

  2. Metabolism

  3. See also

  4. References

{{Chembox
| verifiedrevid =
| ImageFile = piceol.svg
| ImageCaption = Chemical structure of piceol
| ImageSize = 200px
| PIN = 1-(4-Hydroxyphenyl)ethan-1-one
| OtherNames = 1-(4-Hydroxyphenyl)ethanone
4-Hydroxy acetophenone
4'-Hydroxy acetophenone
p-Hydroxyacetophenone
|Section1={{Chembox Identifiers
| CASNo_Ref =
| CASNo = 99-93-4
| PubChem = 7469
| ChEBI = 28032
| ChemSpiderID_Ref =
| ChemSpiderID = 7189
| SMILES = CC(=O)C1=CC=C(C=C1)O
| InChI = 1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3
| InChIKey = TXFPEBPIARQUIG-UHFFFAOYSA-N
| StdInChI_Ref =
| StdInChI = 1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3
| StdInChIKey_Ref =
| StdInChIKey = TXFPEBPIARQUIG-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C=8|H=8|O=2
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
| Solubility =
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}Piceol is a phenolic compound found in the needles and in mycorrhizal roots of Norway spruces (Picea abies).[1][2] Picein is the glucoside of piceol.[3]

Uses

Piceol is used in the synthesis of several pharmaceutical drugs including octopamine, sotalol, bamethan, and dyclonine.{{cn|date=October 2018}}

A Claisen-Schmidt reaction with vanillin & catalytic hydrogenation of the chalcone, Ex 1: {{US Patent|20090208434}}.

Metabolism

Diprenylated derivatives of piceol can be isolated from Ophryosporus macrodon.[4]

4-Hydroxyacetophenone monooxygenase is an enzyme that transforms piceol into 4-hydroxyphenylacetic acid. This enzyme is found in Pseudomonas fluorescens.

See also

  • Paroxypropione

References

1. ^{{cite journal | pmid = 2364913| year = 1990| last1 = Løkke| first1 = H.| title = Picein and piceol concentrations in Norway spruce| journal = Ecotoxicology and Environmental Safety| volume = 19| issue = 3| pages = 301–9}}
2. ^{{cite journal | doi = 10.1007/BF00239996| pmid = 24197010| title = Phenolics of mycorrhizas and non-mycorrhizal roots of Norway spruce| journal = Planta| volume = 182| issue = 1| pages = 142–8| year = 1990| last1 = Münzenberger| first1 = Babette| last2 = Heilemann| first2 = Jürgen| last3 = Strack| first3 = Dieter| last4 = Kottke| first4 = Ingrid| last5 = Oberwinkler| first5 = Franz}}
3. ^{{cite journal | doi = 10.1016/0147-6513(90)90032-Z| title = Picein and piceol concentrations in Norway spruce| journal = Ecotoxicology and Environmental Safety| volume = 19| issue = 3| pages = 301–309| year = 1990| last1 = Løkke| first1 = Hans}}
4. ^{{cite journal | doi = 10.1016/0031-9422(93)85415-N| title = Diprenylated derivatives of p-hydroxyacetophenone from Ophryosporus macrodon| journal = Phytochemistry| volume = 33| pages = 165–169| year = 1993| last1 = Sigstad| first1 = Elizabeth| last2 = Catalán| first2 = César A.N.| last3 = Diaz| first3 = Jesús G.| last4 = Herz| first4 = Werner}}

2 : Aromatic ketones|Phenols

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