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KMID : 0903519830260040231
Journal of the Korean Society of Agricultural Chemistry and Biotechnology
1983 Volume.26 No. 4 p.231 ~ p.238
Synthesis of Anilide Derivatives from Amino Acids and their Biological Activities


Kim Jeung-Bae
Abstract
N-Benzoylglycylanilide and N-benzoylalanylanilide derivatives were synthesized from N-benzoylglycine and N-benzoylalane with anilines. respectively. The products were identified by elemental analysis, IR, UV and NMR spectra with N-benzoylglycylanilide (¥°), N-benzoylglycyl-o-toluidide(¥±), N-benzoylglycyl-m-toluidide(¥²), N-benzoylglycyl-p-toluidide(¥³), N-benzoyl-L-alanylanilide(¥´), N-bnzoyl-L-alanyl-o-toluidide(¥µ), N-benzoyl-L-alnnyl-m-toluidise(¥¶), N-benzoyl-L-alanyl-p-toluidide(¥·).
These compounds were tested for their phytotoxicity to the germination and seedling growth of rice, radish, green pea plants and turf grass. Among them, N-benzoyl-Lalanyl-m-toluidide had strongly inhibitory effect on the seedling growth of radish seeds, and N-benzoyl-L-alanylanilide showed an inhibitory activity especially upon the seedling growth of turf seeds.
In addition, the inhibitory rate of plant seed growth differed with the isomeric position(ortho, meta and para) of methyl group; N-benzoylglycyl-m-toluidide was more effective than both N-benzoylglycyl-o-toluidide and N-benzoylglycyl-p-toluidide derivatives, and also N-benzoyl-L-alanyl-m-toluidide was more effective than both N-benzoyl-L-alanyl-o-toluidide and N-benzoyl-L-alanyl-p-toluidide.
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