Studies on Flavonoids in the Leaves of Coniferae and Allied Plants. IV
On the Flavonoid from the Leaves of Chamaecyparis obtusa ENDL
1958 Volume 78 Issue 9 Pages 1020-1022
Details
1958 Volume 78 Issue 9 Pages 1020-1022
A new flavone, hinokiflavone, m.p. 340° (decomp.), was obtained from the dried leaves of Chamaecyparis obtusa ENDLICHER (Cupressaceae). This substance forms yellow microneedles and colors orange-red to Mg-HCl, reddish purple to Zn-HCl, and greenish brown to ferric chloride. The molecular formula of this substance agrees with C30H18O10, with six hydroxyls but no methoxyl. Various derivatives of this substance were prepared. Potash fusion of hinokiflavone afforded acetic acid, p-hydroxybenzoic acid, and phloroglucinol, and decomposition with 30% potassium hydroxide gave p-hydroxybenzoic acid, p-hydroxyacetophenone, and phloroglucinol, as well as flavone-carboxylic acid and ketoflavone formed secondarily. The mode of these reactions is similar to that of ginkgetin in past reports so that it is possible that hinokiflavone is a bisflavonoid of complicated structure similar to ginkgetin.
