ON THE SYNTHESIS OF HYPERICIN BY OXIDATIVE TRIMETHYL-EMODIN ANTHRONE AND EMODIN ANTHRONE DIMERIZATION - ISOHYPERICIN

被引:55
作者
FALK, H
SCHOPPEL, G
机构
[1] Institut für Chemie, Johannes-Kepler-Universität Linz, Linz
来源
MONATSHEFTE FUR CHEMIE | 1992年 / 123卷 / 10期
关键词
TRIMETHYLEMODIN ANTHRONE; EMODIN ANTHRONE; HYPERICIN; ISOHYPERICIN; SPECTROSCOPIC PROPERTIES; PKA-VALUES; SYNTHESIS;
D O I
10.1007/BF00811548
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The base catalyzed oxidative dimerization of emodin anthrone exclusively yields hypericin. However, on oxidative dimerization of trimethylemodinanthrone a mixture of hexamethylhypericin and hexamethylisohypericin was obtained. Chromatographic separation of the hexabenzoyl derivatives was achieved, and by saponification about equal amounts of hypericin and isohypericrin were produced. Isohypericin could be characterized for the first time by its spectroscopic data and its protonation and deprotonation pK(a) and pK(a)* values.
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页码:931 / 938
页数:8
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