New synthesis of (+/-)-alpha-CMBHC and its confirmation as a metabolite of alpha-tocopherol (vitamin E).
There is currently interest in the metabolism of the various compounds which make up the vitamin E family, especially with regards to the possible use of vitamin E metabolites as markers of oxidative stress and adequate vitamin E supply. A number of vitamin E metabolites have been described to date and we have recently developed a method to extract and quantitate a range of vitamin E metabolites in human urine. During the development of this method a new metabolite of alpha-tocopherol was identified, which we tentatively characterised as 5-(6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl)-2-methyl-pentanoic acid (alpha-CMBHC).(1) Here we describe the synthesis of alpha-CMBHC as a standard and confirm that it is a metabolite of alpha-tocopherol.
Pope
S A
SA
Biochemistry, Endocrinology and Metabolism Unit, The Institute of Child Health, University College London, London WC1N 1EH, UK.
Burtin
G E
GE
Clayton
P T
PT
Madge
D J
DJ
Muller
D P
DP
D002849:Chromatography, Gas; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D011725:Pyridines / Q000138:chemical synthesis; D011743:Pyrimidines / Q000138:chemical synthesis; D014810:Vitamin E / Q000652:urine*
C434335:4-(5-aryl-1,2,3,6-tetrahydropyridino)pyrimidine; D011725:Pyridines; D011743:Pyrimidines; D014810:Vitamin E