1-Substituted (2S,4S)-4-amino-5-oxoprolines have been obtained by nucleophilic substitution of bromine in dimethyl (2S,4RS)-4-bromo-N-phthaloylglutamate followed by isolation of the predominant (2S,4S)-diastereomer and removal of protecting groups. The psychotropic activity of the obtained compounds has been studied after a single administration in experimental animals. 4-Amino-1-(4-bromophenyl)-5-oxoproline and especially 4-amino-1-(4-aminophenyl)-5-oxoproline showed pronounced anxiolytic activity in the Elevated plus maze test. (2S,4S)-4-Amino-5-oxoprolines containing 4-methylphenyl, 4-bromophenyl, 4‑aminophenyl, and 2,3-dimethyl-5-oxo-1-phenyl-3-pyrazolin-4-yl substituents at the 1-position exhibited nootropic activity: they improved the formation and retention of the memory trace in the Passive avoidance test and the Active avoidance test (Extrapolation escape test).

中文翻译：

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1-取代4-氨基-5-氧代脯氨酸的精神活性的合成与研究

通过溴在二甲基 (2S,4RS)-4-溴-N-邻苯二甲酰谷氨酸酯中的亲核取代，然后分离主要 (2S,4S) 获得 1-取代的 (2S,4S)-4-氨基-5-氧代脯氨酸- 非对映异构体和保护基团的去除。已在实验动物中单次给药后研究了所得化合物的精神活性。4-氨基-1-(4-溴苯基)-5-氧代脯氨酸，尤其是4-氨基-1-(4-氨基苯基)-5-氧代脯氨酸在高架十字迷宫试验中显示出明显的抗焦虑活性。(2S,4S)-4-Amino-5-oxoprolines 包含 4-methylphenyl, 4-bromophenyl, 4-aminophenyl, 和 2,3-dimethyl-5-oxo-1-phenyl-3-pyrazolin-4-yl 取代基在1-位表现出促智活动：