Discovery of a potent, non-triketone type inhibitor of 4-hydroxyphenylpyruvate dioxygenase

Bioorganic and Medicinal Chemistry Letters

Volumn 10, Issue 11, 2000, Pages 1297-1298

  Lin, Shean Woei ^a   Lin, Yun Loung ^a   Lin, Tzu Ching ^a   Yang, Ding Yah ^a  

^a Department of Electrical Engineering Tunghai Universit   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

2 CYCLOHEXENONE DERIVATIVE; 3 CYCLOPROPANECARBONYLOXY 2 CYCLOHEXEN 1 ONE; 4 HYDROXYPHENYLPYRUVATE DIOXYGENASE; ENZYME INHIBITOR; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; DRUG INHIBITION; DRUG STRUCTURE; LIVER; NONHUMAN; STRUCTURE ACTIVITY RELATION; SWINE;

4-HYDROXYPHENYLPYRUVATE DIOXYGENASE; ENZYME INHIBITORS; KETONES;

ANIMALIA; SUS SCROFA;

EID: 0034608361     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(00)00228-6     Document Type: Article

References (15)

1. Lindstedt S., Holme E., Lock E., Hialmarson O., Strandvik B. Lancet. 340:1992;813.
2. Landrigan P.J. Am. J. Public Health. 82:1992;941.
3. Puntoni R., Merlo F., Fini A., Meazza L., Santi L. Lancet. ii:1986;525.
4. Ellis M.K., Whitfield A.C., Gowans L.A., Auton T.R., Provan W.M., Lock E.A., Smith L.L. Toxicol. Appl. Pharmacol. 133:1995;12.
5. (a) Scheparts, B.; Gurin, S. J. Biol. Chem. 1949, 180, 663.
6. (b) Vitol, M. J.; Vilks, S. R.; Zabaroversuska, I. M.; Maurinia, K. A. Kokl. Akad. Nauk. SSSR 1970, 192, 908.
7. Bender, D. A. In Amino Acid Metabolism, 2nd ed.; John Wiley & Sons: London, 1985; p 212.
8. Lin S.-W., Yang D.-Y. Bioorg. Med. Chem. Lett. 9:1999;551.
9. Nippon Soda Co., Ltd. Japanese Patent 8,204,965, 1982; Chem. Abstr. 1982, 96, 199168w.
10. Buckthal D.J., Roche P.A., Moorehead T.J., Forbes B.J.R., Hamilton G.A. Methods in Enzymol. 142:1987;132.
11. Lindstedt S., Rundgren M. Biochim. Biophys. Acta. 704:1982;66.
12. 2O and 0.16 M glutathione in 0.2 M sodium phosphate buffer), and 0.01 mL phenylpyruvate tautomerase (10U/mL, Sigma). The above solution was equilibrated for 15 min, the inhibition reaction of 2a-g, 4 and 6 with the enzyme HPPD was evaluated by measuring the decrease in absorbance at 308 nm over a 15 min period following coadministration of varying concentrations of the inhibitors and HPPD.
13. Suginome, H.; Kondoh, T.; Gogonea, C.; Singh, V.; Goto, H.; Osawa, E. J. Chem. Soc. Perkin Trans. 1 1995, 69.
14. Duhamel, P.; Cahard, D.; Poirier, J.-M. J. Chem. Soc. Perkin Trans. 1 1993, 2509.
15. Prisbylla M.P.B., Onisko B.C., Shribbs J.M., Adams D.O., Liu Y., Ellis M.K., Hawkes T.R., Mutter L.C. Proc. British Crop Prot. Conf.-Weeds. 2:1993;731.