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A series of novel N-substituted tyramine (2-p-hydroxyphenylethylamine) derivatives (1 to approximately 11) were synthesized and evaluated for their inhibitory activity against pig kidney aldose reductase (EC 1, 1, 1, 21). Of these compounds, N-2-p-hydroxyphenylethyl maleamic acid (10) exhibits the strongest aldose reductase inhibitory activity, which is 22 times more potent than that of YUA001.

YUA001, a Novel Aldose Reductase Inhibitor Isolated from Alkalophilic Corynebacterium sp. YUA25. II. Chemical Modification and Biological Activity.