Studies of Alicyclic α-Amino Acids. III. Synthesis and Biological Evaluation of 3-Amino-1, 2, 3, 4-tetrahydrocarbazole-3-carboxylic Acids

Abstract

3-Amino-1, 2, 3, 4-tetrahydrocarbazole-3-carboxylic acid (IIa) and its 6-methoxy, benzyloxy and hydroxy derivatives (IIb-d), a new type of cyclic tryptophan analogue, were prepared. The optical resolution of acetamido-(-)-menthyl ester of IIa (XIIc) was achieved. It was found that IIa inhibited α-chymotrypsin competitively and trypsin noncompetitively.