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The derivatives of N-(alkylcarbamoyl) amino acid methyl ester, N-(2-chloroethylcarbamoyl)-glycine methyl ester (7a), -valine methyl ester (8a), -phenylalanine methyl ester (9a), N-(N’’-methylcarbamoyl)-glycine methyl ester (7b), -valine methyl ester (8b), and-phenylalanine methyl ester (9b), were prepared by reacting the corresponding free amino acid methyl ester (glycine-, valine-, phenylalanine-methyl ester) with isocyanate (R-N=C=O;R=Cl-CH2-CH2-or CH3-). The prepared N-(alkylcarbamoyl) amino acid methyl esters (7, 8, 9) were treated with NaNO2/98% HCOOH in order to obtain their nitrosoated products, N-(alkyl-N’’-nitrosocarbamoyl) amino acid methyl ester. The compound (7, 8, 9) gave N-(2-chloroethyl-N’-nitrosocarbamoyl)-valine methyl ester (14a), -phenylalanine methyl ester (15a), N-(N’’-alkyl-N’’-nitrosocarbamoyl)-glycine methyl ester (13b), -valine methyl ester. (14b), and-phenylalanine methyl ester (15b) respectively under the nitrosoation. On the other hand, N-(2-chloroethylcarbamoyl) glycine methyl ester produced N-(2-chloroethylcarbamoyl)-N-nitrosoglycine methyl ester (13a). The inhibitory activity of the prepared N-(alkylcarbamoyl) amino acid methyl ester (7, 8, 9) and N-(alkyl-N’’-nitrosocarbamoyl) amino acid methyl ester (13, 14, 15) towards the growth of L1210 murine leukemia cells were examined. Among them the compound (14a) and (15a) exhibit excellent activity having ED50 to be 1.5mcg/ml and 3.Omcg/ml respectively.
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