4 Vitamin Dの光増感酸化反応による6,19-epidioxyvitamin D類の合成と反応および生理活性

概要

論文の詳細を見る
Dye sensitized photo-oxidation of vitamin D derivatives (1a-f) has been examined. In each cases, the corresponding (6R)- and (6S)-epidioxyvitamin D derivatives (2a-f and 3a-f) have been isolated in 50-60% total yields. The precise structures of the peroxides (2 and 3) were determined based on the X-ray analysis as well as the analysis of the spectral data. Dye sensitized photochemical cis-trans isomerization of the 5,6-double bond has been found to occur concomitantly with the photo-oxidation of vitamin D. Therefore, correctly, the peroxides (2 and 3) were produced from a equilibrated mixture of vitamin D (1) and the corresponding 5,6-transvitamin D (6) in photo-stationary state. The chemical behavior of the peroxides (2 and 3) has been examined in the thermolysis and the reactions with acids, bases and reducing agents. Biological activity of the peroxides (2d and 3d) was tested comparing with that of vitamin D_3 (1d). Significant activity was found in both 2d and 3d.
天然有機化合物討論会の論文
1979-09-20