Zur Spezifit�t des Vitamins K

Vitamin K.

“…These include phthiocol (13,18,29,72,79,181), 3,4dihydroxy-1 ,2-naphthoquinone (134), 2-allyl-3-hydroxy-1 ,4-naphthoquinone (134), 2-n-butyl-3-hydroxy-1,4-naphthoquinone (134), a-lapachone (80,134), lapachol (14,80,82,85,133), lomatiol (14,80,82), hydrolapachol (15,80,82), phthiocol ethyl ether (15), phthiocol octadecyl ether (15)) phthiocol phytyl ether (15), dihydrophthiocol triacetate (15) (83), and p , /3-dimethyldihydrofurano-1 ,4-naphthoquinone (134). These include phthiocol (13,18,29,72,79,181), 3,4dihydroxy-1 ,2-naphthoquinone (134), 2-allyl-3-hydroxy-1 ,4-naphthoquinone (134), 2-n-butyl-3-hydroxy-1,4-naphthoquinone (134), a-lapachone (80,134), lapachol (14,80,82,85,133), lomatiol (14,80,82), hydrolapachol (15,80,82), phthiocol ethyl ether (15), phthiocol octadecyl ether (15)) phthiocol phytyl ether …”

“…The following quiñones, which do not belong to the 1,4-naphthoquinone series, have been prepared and tested for vitamin K activity: benzoquinone (15,30,181), toluquinone (30,181), p-xyloquinone (141,181), phlorone (30), diallyl-1,4-benzoquinone ( 82), 2-methoxy-3-methyl-l ,4-benzoquinone (141), 2,3-dimethyl-l,4-benzoquinone (141), trimethylbenzoquinone (30,141), triethylbenzoquinone (61), thymoquinone (61,181), diamylhydroquinone (181), duroquinone (30, 61, 141), 2,3,5-trimethyl-6-phytyl-1.4benzoquinone ( 90), trimethyl-7-oxybutylbenzoquinone (61), diallyl-1.4benzohydroquinone diacetate (82), -tocopherylquinone (61,133), anthraquinone (15, 61, 141), 1,2-dihydroxyanthraquinone (15), anthraquinone-/3-sulfonic acid ( 181), l,l,3-trimethyl-l,4-dihydroanthraquinone (92), 2,7-dinitrophenanthraquinone (141), 2-hydroxy-3-methylanthraquinone (141), quinalizarin (141), rufigallol (141), purpurin ( 141), 1,l-dimethyl-3-<er£-butyl-l ,4-dihydroanthraquinone (92), 2-(5-methyl-7pentenyl)-! ,4-dihydroanthraquinone ( 92), dihydroanthraquinone diacetate (181), and phenanthraquinone (61,141,181).…”

“…A large number of naphthoquinones containing hydroxyl groups have been studied. These include phthiocol (13,18,29,72,79,181), 3,4dihydroxy-1,2-naphthoquinone (134), 2-allyl-3-hydroxy-l, 4-naphthoquinone (134), 2-n-butyl-3-hydroxy-l ,4-naphthoquinone (134), a-lapachone (80, 134), lapachol (14,80,82,85,133), lomatiol (14, 80, 82), hydrolapachol (15, 80, 82), phthiocol ethyl ether (15), phthiocol octadecyl ether (15), phthiocol phytyl ether (15), dihydrophthiocol triacetate (15), phthiocol monoacetate (15,18), hydroxyhydrolapachol (80, 82), lomatiol methyl ether (82), lapachol methyl ether (82), juglone (133), 3,5,6,7,8pentaoxy-2-allyl-l ,4-naphthoquinone (133), 2-a-heptenyl-3-hydroxy-l ,4naphthoquinone (83), 2-n-heptyl-3-hydroxy-l, 4-naphthoquinone (83), and /3,/8-dimethyldihydrofurano-l ,4-naphthoquinone (134). As compared with vitamin Ki or 2-methyl-1,4-naphthoquinone, these compounds are relatively inactive.…”

“…Table 2, which includes the 2-substituted 1,4-naphthoquinones and derivatives, shows that, if the alkyl group is increased beyond the methyl group, the potency is lost and is not regained even when the alkyl group contains sixteen to twenty carbon atoms. (82,85,133) 3) is substituted in the 3position by groups other than an alkyl group, e.g., bromine, amino, etc., the most potent derivative is only as active as the parent compound.…”