牛尿の化学的研究

(第2報)牛尿より得たーフェノール性化合物の構造に就て

抄録

The previous paper dealt with isolating a phenolic compound, C₁₅H₁₄O₃ m. p. 188_??_189 [α]²²_D-20, from cow's urine from spring to autumn, while this paper has to do with the determination of the chemical structure of that phenolic compound.
Resorcin and p-oxybenzoic acid were obtained by alkali-fusion of the phenolic compound at 300_??_320°. Dimethylether, C₁₇H₁₈O₃, m. p. 88_??_89, [α]²²_D-17.4, was oxidized at room temperature to anisic acid by the excess of CrO₃ and to a ketone, C₁₇H₁₆O₄, m. p. 121_??_122°., by 3.2 moles of Cr0₃. Diacetate, C₁₉H₁₈O₅ m. p. 120_??_122° [α]²²_D-19.3, was also oxidized to a ketone, C₁₉H₁₆O₆, m. p. 155_??_156°. These ketone groups were proved to be conjugated with the phenyl groups by UV-absorption spectrometry.
This phenolic compound seemed to be 7-oxy-3 (4'-oxyphenyl) chroman and the latter was synthesized by Marrian's method. The identity of the two compounds was shown by the mixed melting point and infra-red absorption spectra. This phenolic compound is identical with “Equol” isolated from mare's urine by Marrian et al.