Novel Inhibitors of Phenylalanine Ammonia-lyase: 5-Aryl-1, 3, 4-oxathiazol-2-ones

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概要

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• A series of 5-aryl-1,3,4-oxathiazol-2-ones was synthesized and tested for inhibition against phenylalanine ammonia-lyase (PAL) derived from the yeast Rhodotorula glutinis. All compounds inhibited PAL at 100 μM. Of the compounds tested, 5-(4-nitrophenyl)-1,3,4-oxathiazol-2-one (19) was the most effective, showing IC50 value of 2.5 μM, which was 2 times stronger than that of N-(aminooxy) acetyl-2,5-dichloroaniline (Z302), a known PAL inhibitor. Compound 19 behaved as a noncompetitive inhibitor of PAL. When potato tuber disks were treated with 19 in the presence of laminarin, a β-1,3-glucooligosaccharide elicitor, the amount of trans-cinnamic acid diminished after 48 hr, being consistent with an effective inhibition of PAL. Most of the compounds inhibited the growth of lettuce seedlings at 100-500μM. However, no correlation was observed between the ability of 5-aryl-1,3,4-oxathiazol-2-ones to inhibit PAL derived from R. glutinis and growth inhibitory activity against lettuce seedlings.

• 九州大学の論文

著者

• Kuwano Eiichi

  Faculty Of Agriculture Kyushu University

• YAMADA Naotaka

  Faculty of Agriculture, Kyushu University

• Yamada Naotaka

  Faculty Of Agriculture Kyushu University

• HONG Soonsung

  Graduate School of Bioresource and Bioenvironmental Sciences, Kyushu University

• Hong Soonsung

  Graduate School Of Bioresource And Bioenvironmental Sciences Kyushu University

関連論文

• Synthesis and Anti-Juvenile Hormone Activity of Alkyl 4-(2-Phenoxyalkyloxy) benzoates and Related Compounds
• Novel Inhibitors of Phenylalanine Ammonia-lyase: 5-Aryl-1, 3, 4-oxathiazol-2-ones

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