Yu J R, Cai J C, Gao Y S
Shanghai Institute of Materia Medica, Academia Sinica.
Yao Xue Xue Bao. 1990;25(3):173-7.
"Subspinosin" isolated from the root of Damnacanthus subspinosus Hand-Mazz (Rubiaceae) and deduced as 3-ethoxymethyl-2-hydroxy-1-methoxyan-thraquinone 1 by Li et al in 1981, should be corrected as 2-ethoxymethyl-3-hydroxy-1-methoxyanthraquinone 5 by comparison with the synthetic compound. Since 5 is already known as damnacanthol-omega-ethyl ether, the name "Subspinosin" for 1 (not yet a natural isolate) should be abandoned in order to acknowledge this priority, and, what is more, to avoid confusion. The anthraquinones 1 and 5 were synthesized by condensation of phthalic anhydride with 3-methylcatechol or 2-methylresorcinol in fused AlCl3/NaCl (5:1), followed sequentially by selective acetylation, methylation, bromination and condensation with sodium ethoxide.
1981年,Li等人从虎刺(茜草科)的根中分离出“次刺蒽酮”,并推断其为3-乙氧基甲基-2-羟基-1-甲氧基蒽醌1,但通过与合成化合物比较,应将其修正为2-乙氧基甲基-3-羟基-1-甲氧基蒽醌5。由于5已被称为虎刺醇-ω-乙醚,为承认这一优先权,更重要的是为避免混淆,应放弃1(尚未天然分离得到)的“次刺蒽酮”名称。蒽醌1和5是通过邻苯二甲酸酐与3-甲基邻苯二酚或2-甲基间苯二酚在熔融的AlCl3/NaCl(5:1)中缩合,随后依次进行选择性乙酰化、甲基化、溴化以及与乙醇钠缩合而合成的。