Archiv der Pharmazie p. 27 - 34 (1996)
Update date:2022-07-29
Topics:
Fujishima, Toshie
Kagechika, Hiroyuki
Shudo, Koichi
We synthesized several vitamin E analogues containing oxygenated functional groups in place of the 8-methyl group which is common to all the natural vitamin E congeners, based on the hypothesis that the methyl group might be metabolically oxidized to produce active forms which might have specific functions other than the antioxidant function. All the vitamin E analogues examined had antioxidant activity. 8-[6-Hydroxy-2,5,7-trimethyl-2(4,8,12-trimethyltridecanyl)chroman]meth anol (1d) and 2,5,7-trimethyl-2-(4,8,12-trimethyltridecanyl)chroman-6-ol (4d) showed similar activity to α-tocopherol. 6-Hydroxy-2,5,7-trimethyl-2(4,8,12-trimethyltridecanyl)chroman-8-carba ldehyde (2d) and 6-hydroxy-2,5,7-trimethyl-2-(4,8,12-trimethyltridecanyl)chroman-8-carb oxylic acid (3d) showed weaker activity than α-tocopherol, but their duration of action, especially that of 3d was considerably longer.
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Doi:10.1016/0040-4039(95)01316-A
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