菌體成文に關する研究 (第9報補遺) Fungisterolの化學構造に就て

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In the previous reports the author has shown that fungisterol obtained from the mycelia of Penicillium chrysogenum Q-176 is an isomer of ergosterol and has a chemical constitution as △^<6,7,8,9,22,23>-ergostatiriene-3β-ol. The author confirmed again the constitution of fungisterol by some other experiments as follows.Fungisterol was oxidized by perbenzoic acid to 9-hydoxy-fungistatriene-3β-ol. By concentrated nitric acid fungisterol was oxidized to 1-methyl-2,3,4,5-tetracarboxylic acid as in the case of ergosterol or other sterols having conjugated double linkage in one ring.Fungisterol having the same nucleal structure as iso-dehydrocholesterol turned to ergosterol-B_3 by passing dry hydrochloric acid gas through the chloroform solution at a temperature below 0℃.α-hydro-fungistatriene-3β-ol m.p. 223〜225°, [α]^<28>_<D>-20.9°. Anal. : Calcd. for C_<28>H_<44>O_2 : C, 78.14 ; H, 11.16. Found : C, 78.05 ; H, 11.10. Acetate m.p. 172〜173°, [α]^<23>_<D>-18.5°. Anal. : Calcd. for C_<30>H_<46>O_3 : C, 79.27 ; H, 10.13. Found : C, 79.20 ; H, 10.06. 1-Methyl-2,3,4,5-banzol-teracaroxylic acid m.p. 260〜263°. Methyl ester, m.p. 121°. Fungisterol-B_3 (Ergosterol-B_3) m.p. 134〜135°, [α]^<20>_<D>-160°, λ^<FitOH>_<max> 248mμ.
社団法人日本生物工学会の論文
1954-04-15