Chemical Properties
yellowish to brown powder
Uses
Acetovanillone is an inhibitor of NADPH oxidase (an enzyme responsible for reactive oxygen species production) and is useful in the treatment of various inflammatory diseases.
Uses
4'-Hydroxy-3'-methoxyacetophenone is used as an inhibitor of nicotinamide adenine dinucleotide phosphate (NADPH) oxidase, which is an enzyme responsible for reactive oxygen species production. It is also useful in the treatment of various inflammatory diseases and atherosclerosis. Further, it shows an anti-inflammatory activity and improves endothelial function by reducing oxidative stress. In addition to this, it is used for studying nitric oxide regulated processes in plants.
Preparation
Also obtained by Fries rearrangement of guaiacol acetate in the presence of zinc chloride.
Definition
ChEBI: An aromatic ketone that is 1-phenylethanone substituted by a hydroxy group at position 4 and a methoxy group at position 3.
Synthesis Reference(s)
The Journal of Organic Chemistry, 60, p. 739, 1995
DOI: 10.1021/jo00108a046
General Description
Acetovanillone is an aromatic plant ketone, which is a selective inhibitor of NADPH oxidase. It is mainly secreted in the urine of mammals as the corresponding glucuronide conjugate.
Purification Methods
Crystallise apocynin from water, or EtOH/pet ether. [Beilstein 8 IV 1814.]
