The Synthesis and Antitumor Activity of 5-Fluorouracil-N1-Carbonyl Aminoacids and Oligopeptides

Abstract

Abstract: Seven₅-fluorouracil-N¹-carbonyl amino acid benzyl esters(1_a-g) were respectively prepared by the reaction of 5-fluorouracil-N¹-carbonyl chloride with benzyl esters of glycine, valine, leucine, phenylalanine and bisbenzyl esters of aspartic and glutamic acids. These esters were then hydrogenated to obtain the corresponding₅-fluorouracil-N¹-carbonyl aminoacids (2_a-c). 2_Cand 2_ewere further coupled with aminoacid methyl esters or dipeptide methyl esters by DCC-mediated coupling reaction to afford 5-fluorouracil-N¹-carbonyl dipeptide or tripeptide methyl esters (3_a-d, 4_a,b). 5-Fluorouracii-N¹-Carbonyl dipeptide methyl esters (5_n-d) were also obtained directly by the reaction of 5-fluorouracil-N¹-carbonyl chloride with dipeptide methyl esters. The antitumor activity of some of the above compounds was tested against EAC or S₁₈₀in mice.

Key words: Aminoacid, Oligopeptide, 5-Fluorouracil, Antitumor activity

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Zhuo Ren-xi, Liu Gao-wei, Peng Pu-ping . The Synthesis and Antitumor Activity of 5-Fluorouracil-N¹-Carbonyl Aminoacids and Oligopeptides[J]. Chem. J. Chinese Universities, 1991, 12(4): 555.

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The Synthesis and Antitumor Activity of 5-Fluorouracil-N¹-Carbonyl Aminoacids and Oligopeptides

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