ステロイドの研究 第15報
Corticium sasakiiによるReichstein's Substance Sの微生物酸化 その2 17α,19,21-Trihydroxy-4-pregnene-3,20-dione
1960 年 80 巻 7 号 p. 965-968
詳細
1960 年 80 巻 7 号 p. 965-968
The monohydroxylated substance S (IV), m. p. 233-236°(decomp.), obtained by microbiological oxidation of Reichstein's substance S (I) with Corticium sasakii, was oxidized with sodium bismuthate and afforded the known 19-hydroxy-4-androstene-3, 17-dione (VI), m. p. 165-167°, whose further oxidation with chromiumn trioxide gave 3, 17-dioxo-4-androsten-19-al (VII), m. p. 129-133°. Reduction of (IV) with zinc and acetic acid afforded the known 19, 21-dihydroxy-4-pregnene-3, 20-dione (VIII), m. p. 153-156°. From these experimental results, (IV) was proved to be 17α, 19, 21-trihydroxy-4-pregnene-3, 20-dione which is also obtained by enzymatic oxidation of progesterone or deoxycorticosterone by adrenal homogenate. The oxidation of a methyl at the ring juncture (C-19) of a steroid by microörganism was effected for the first time by Corticium sasakii.
