Otani T T, Briley M R
J Pharm Sci. 1982 Feb;71(2):214-6. doi: 10.1002/jps.2600710219.
Twelve derivatives of 0-fluoro-dl-phenylalanine containing fluorine, chlorine, methoxy, and nitro radicals in various positions of the aromatic ring of the benzoyl group were prepared and tested in a Lactobacillus casei system. It was found that most substitutions in the benzoyl phenyl ring resulted in a compound exhibiting greater growth-inhibiting activity than the nonsubstituted benzoyl-o-fluorophenylalanine. The greatest activity was observed in the ortho-substituted fluoro compound and the meta- and para-substituted chloro and nitro compounds. With the methoxy group, the position of substitution appeared unimportant, since all three methoxy isomers exhibited essentially equal inhibition. Nitro substitution in the ortho position had a protective effect in that the product was less active than the unsubstituted benzoyl-o-fluoro-dl-phenylalanine.
制备了12种0-氟-dl-苯丙氨酸的衍生物，这些衍生物在苯甲酰基的芳环不同位置含有氟、氯、甲氧基和硝基，并在干酪乳杆菌系统中进行了测试。结果发现，苯甲酰苯环上的大多数取代导致化合物表现出比未取代的苯甲酰基-0-氟苯丙氨酸更大的生长抑制活性。在邻位取代的氟化合物以及间位和对位取代的氯和硝基化合物中观察到最大活性。对于甲氧基，取代位置似乎并不重要，因为所有三种甲氧基异构体表现出基本相等的抑制作用。邻位的硝基取代具有保护作用，即产物的活性低于未取代的苯甲酰基-0-氟-dl-苯丙氨酸。
