Abstract
A compound, isomeric with α-tocopherol, has been isolated from Euglena gracilis strain Z, and a method has been devised for the small-scale purification and quantitative assay of this isomer using gas—liquid chromatography. The new compound was present in another strain of E. gracilis, but could not be isolated from any of the other photosynthetic microorganisms, plants, or plant oils which were examined. Chemical and spectral studies of the acetyl derivative of the new compound showed the presence of the following substituents around a benzene ring; one methoxy, one acetoxy, two methyls, one proton, and a phytyl group. Since quinonoid compounds are frequently those with para orientation of the oxygens, the six possible structural isomers of the acetyl derivative in which the methoxy and acetoxy groups were oriented para, were synthesized. Gas chromatography and spectral information demonstrated that the acetyl derivative of the tocopherol isomer had a structure which was very similar, although not identical, to any of the synthetic compounds.
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