Synthesis and evaluation of 5-benzylidene(thio)barbiturate-β-d-glycosides as mushroom tyrosinase inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 15, 2009, Pages 4055-4058

  Yan, Qin ^a   Cao, Rihui ^a   Yi, Wei ^a   Yu, Liang ^a   Chen, Zhiyong ^a   Ma, Lin ^a   Song, Huacan ^a  

^a SUN YAT SEN UNIVERSITY   (China)

Author keywords

5 Benzylidene(thio)barbiturate d glycosides; Kinetics analysis; SARs; Tyrosinase inhibitor

Indexed keywords

4 FORMYLPHENYL O BETA DEXTRO ALLOPYRANOSIDE; 4 FORMYLPHENYL O BETA DEXTRO GLUCOPYRANOSIDE; 5 BENZYLIDENE(THIO)BARBITURATE BETA DEXTRO GLYCOSIDE; ARBUTIN; DERMATOLOGICAL AGENT; GLYCOSIDE; UNCLASSIFIED DRUG;

ARTICLE; DRUG ACTIVITY; DRUG EFFECT; DRUG STRUCTURE; IC 50; NONHUMAN; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

AGARICALES; ANIMALS; CHEMISTRY, PHARMACEUTICAL; DRUG DESIGN; ENZYME INHIBITORS; GLYCOSIDES; INHIBITORY CONCENTRATION 50; LEVODOPA; MICE; MODELS, CHEMICAL; MONOPHENOL MONOOXYGENASE; PEPTIDES; STRUCTURE-ACTIVITY RELATIONSHIP;

BASIDIOMYCOTA;

EID: 67649909586     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.06.018     Document Type: Article

References (17)

1. Sánchez-Ferrer A., Rodríguez-López J.N., García-Cánovas F., and García-Garmona F. Biochim. Biophys. Acta 1247 (1995) 1
2. Friedman M. J. Agric. Food Chem. 44 (1996) 631
3. Khan K.M., Mughal U.R., and Khan M.T.H. Bioorg. Med. Chem. 14 (2006) 344
4. Shiino M., Watanabe Y., and Umezawa K. Bioorg. Med. Chem. 9 (2001) 1233
5. Ley J.P., and Bertram H.J. Bioorg. Med. Chem. 9 (2001) 1879
6. Maeda K., and Fukuda M. J. Pharm. Exp. Therap. 276 (1996) 765
7. Funayama M., Arakawa H., Yamamoto R., and Nishino T. Biosci. Biotech. Biochem. 59 (1995) 143
8. Sugimoto K., Nishmura T., Nomura K., Sugimoto K., and Kuriki T. Chem. Pharm. Bull. 51 (2003) 798
9. Yi W., Cao R.H., Wen H., Yan Q., and Zhou B.H. Bioorg. Med. Chem. Lett. 18 (2008) 6490
10. Li J., Liu P., Na D.Q., and Wu X.N. J. Health Toxicol. 15 (2001) 110
11. Liu J.B., Cao R.H., Yi W., Ma C.M., Wan Y.Q., Zhou B.H., Ma L., and Song H.C. Eur. J. Med. Chem. 44 (2009) 1773
12. Wen H., Lin C.L., Que L., and Ge H. Eur. J. Med. Chem. 43 (2008) 166
13. Flecher H.G., and Hudson C.S. J. Am. Chem. Soc. 69 (1947) 921
14. Ness R.K., Flecher H.G., and Hudson C.S. J. Am. Chem. Soc. 73 (1951) 959
15. Oulmi D., Maillard P., Guerquin-Kern J.L., and Huel C. J. Org. Chem. 60 (1995) 1554
16. Jyothish K., Avirah R.R., and Ramaiah D. Org. Lett. 8 (2006) 111
17. Hu Y., Chen Z.C., and Le Z.G. Synth. Commun. 34 (2004) 4521