A b s t r a c tTen aromatic derivatives of Paminopropionic acid and y-aminobutyric acid were p r c pared. Their compositions and structures were identified by elemental analysis, IR, and lH NMR.They haw been examined for their antibacterial action against Staphylococcw auand Escherichia coli. These compounds showed higher activity than the aromatic derivatives of a-amino acid which were reported previously. The general conclusion to be drawn is that the distance between amino and carboxylic group in these molecuks could affect their antibacterial activity. hrthermore, those compounds with pmethyl substituent in phenyl ring exhibit higher activity than the others, and all the compounds exhibit higher activity against Escherichia coli and against Staphylococcus aurrw.
KeywordsAntibacterial agent, aromatic derivatives, P-aminopropionic acid, y-aminobutyric acid As excellent amphoteric germicides, amino acid derivatives have been studied widely because their antibacterial activity is not influenced by pH or albumin.' In 1984, Osanai2 proved that the derivatives of ,&type amino acid had stronger antibacterial activity than those of a-type. The antibacterial activity of the aromatic derivatives was reported in 1986,3 and the aryl moieties existing in the molecules of these compounds could increase their activity. Combining the aromatic moiety and a-amino acid, we prepared aromatic amino acids in 1993. 4 The results of the antibacterial tests for Escherichia cola and Staphylococcus uufeus showed that the activity of these compounds in ammonium form was higher than that in carboxylic form and the compounds with prnethylphenyl group were more active than those with o-methylphenyl group. These results illustrate that (1) combination of amino acid with aromatic moieties provides a probability for improving antibacterial activity, and (2) these compounds in ammonium form and with prnethyl phenyl group may have the highest activity. Taking Osanai's work into account, on the basis of our previous work, we prepared N -(Zhydroxy substituted phenoxy) P-aminopropionic acid and 7-aminobutyric acid [X-CsH4-OCH2CH(OH)CH2NHl(CH2)nCOO-, n=2, 3; X=H, CH3, Cl] and studied their antibacterial activity against Staphylococcus aufeus (Gram positive bacterium) and Eschen'chia coli (Gram negative bacterium).