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N-Acetylglycine Side Chain is Critical for the Antimicrobial Activity of Xanthostatin
KIM, SI-KWAN,UBUKATA, MAKOTO,ISONO, KIYOSHI 한국미생물 · 생명공학회 2003 Journal of microbiology and biotechnology Vol.13 No.6
This study was carried out to elucidate the mode of bacteriostatic property of xanthostatin (XS), a novel depsipeptide antibiotic with an N-acetylglycine side chain and selective antimicrobial activity against Xanthomonas spp. Two biotransformed XSs were isolated by the treatment of XS with the cell lysate of Xanthomonas campestris pv. citri, a solvent partition. prepatative TLC, and HPLC. Structure determination of those two biotransformed XSs demonstrated deletion of the N-acetylglycine side chain. Notwworthily, they showed no antimicrobial activity against Xanthomonas spp. This result suggests that the N-acetylglycine side chain plays a criticla role in the antimicrobial activity of XS, and that the bacteriostatic porperty of XS is susceptibility of the easter bond between the hexadepsipeptide nucleus and the N-acetylglycine side chain to hydrolytic enzyme(s) produced by Xanthomonas spp.
강회양 한국환경보건학회 1996 한국환경보건학회지 Vol.22 No.2
Carbamates are generally used as insecticide, thus 5.7-dichloro-8~hydroxyquinolinyl- N-ethylcarbamate was newly synthesized. Its physical properties were determined and chemical structure was identified by means of I.R., nmr in addition to elemental analysis. The yield of addition, using triethylamine as catalyst, 5.7-dichloro-8-hydroxyquinoline and isocyanate was better than that of condensation of 5.7-dichloro-8-hydroxyquinoline with carbamoylchloride. The effct of the compound on rabbit s ileum, and antibacterial activity against Staphylococcus aureus, Salmonella typhi, Echerichia coli, and Pseudomonas aeruginosa were examined. The present organic synthesized compound showed the bacteriostatic action on salmonella typhi, escherichia coli, and pseudomonas aeruginosa, but no otherwise effect of contraction of rabbit s ileum in the concentration of $250 \mu g/ml$.
5.7-Dibromo-8-hydroxyquinolinyl-N-ethylcarbamate의 합성및 항균작용에 관한 연구
강회양,민경진 한국환경보건학회 1996 한국환경보건학회지 Vol.22 No.1
5.7-Dibromo-8-hydroxyquinolinyl-N-ethylcarbamate, one of the carbamate derivative which are generally used as insecticide, was newly synthesized. Its physical properities were determined and chemical structure was identified by means of I.R., nmr in addition to elemental analysis. The yield of addition, using triethylamine as catalyst, 5.7-dibromo-8-hydroxyquinoline and isocyanate was better than that of condensation of 5.7-dibromo-8-hydroxyquinoline with carbamoylchloride. The present organic synthesized compound showed the bacteriostatic action on salmonella typhi, escherichia coli and pseudomonas aeruginosa, but no otherwise effect of contraction of rabbit's ileum in the concentration of $100 \mu g/ml$.
5.7-Dichloro-8-hydroxyquinaldyl-N-ethylcarbamate의 합성 및 항균작용에 관한 연구
강회양 한국환경보건학회 1998 한국환경보건학회지 Vol.24 No.1
5.7-Dichloro-8-hydroxyquinaldyl-N-ethylcarbamate, one of the carbamate derivative which are generally used as insecticide, was newly synthesized. Its physical properities were determined and chemical structure was indentified by means of I.R., nmr in addition to elemental analysis. The yield of addition, using triethylamine as catalyst, 5.7-dichloro-8-hydroxyquinaldine and isocyanate was better than that of condensation of 5.7-dichloro-8- hydroxyquinaldine with carbamoylchloride. The effect of the cornpond on rabbit's ileum, and antibacterial activity against Staphylococcus aureus, Salmonella typhi, Escherichia coli, and Pseudomonas aeruginosa were examined. It was observed that the dosage over 100 $\mu$g/ml of the compound relaxed rabbit's ileum and the same dosage of the compound inhibited growth of the above strains of bactera.