Amino acid analogs. III: New syntheses of monomethyl- and monophenylglutamic acids.
Glutamic acid analogs containing 3- and 4-methyl and 2-, 3-, and 4-phenyl substituents were prepared. The 3- and 4-methyl- and 3- and 4-phenylglutamic acids did not inhibit Plasmodium berghei and were nontoxic to the host (mice) at 640 mg/kg. The five analogs in addition to 2-methlglutamic acid were inactive against Lactobacillus casei at 1000 mug/ml in a defined medium: against Escherichia coli, only 2-methylglutamic acid caused 27% inhibition at 10,000 mug/ml. All six analogs failed to inhibit Aspergillus niger, Aspergillus oryzae, Trichoderma viride, and Myrothecium verrucaria in a defined medium below 10,000 mug/ml.
D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis / Q000627:therapeutic use; D004926:Escherichia coli / Q000187:drug effects; D005971:Glutamates / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D007780:Lacticaseibacillus casei / Q000378:metabolism; D008288:Malaria / Q000188:drug therapy; D051379:Mice; D008826:Microbial Sensitivity Tests; D003904:Mitosporic Fungi / Q000187:drug effects; D010962:Plasmodium berghei; D013055:Spectrophotometry, Infrared
D000962:Antimalarials; D005971:Glutamates