Simple and efficient synthesis of novel glycosyl thiourea derivatives as potential antitumor agents

European Journal of Medicinal Chemistry

Volumn 43, Issue 12, 2008, Pages 2778-2783

  Shusheng, Zhang ^a   Tianrong, Zhan ^a   Kun, Cheng ^a   Youfeng, Xia ^a   Bo, Yang ^a  

^a BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

Author keywords

Cytotoxicity; Glycosyl bromides; Glycosyl isothiocyanates; Heterocyclic hydrazides; Thiourea linked pseudonucleosides

Indexed keywords

2 (4 METHOXYBENZAMIDE)BENZOIMIDAZOL 1 YL ACETYLPSEUDONUCLEOSIDE DERIVATIVE; ANTINEOPLASTIC AGENT; GALACTOSE; GLUCOSE; GLYCOSYL ISOTHIOCYANATE DERIVATIVE; GLYCOSYL THIOUREA DERIVATIVE; HETEROCYCLIC HYDRAZIDE DERIVATIVE; HYDRAZIDE DERIVATIVE; ISOTHIOCYANIC ACID; THIOUREA DERIVATIVE; UNCLASSIFIED DRUG; XYLOSE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CHEMICAL REACTION KINETICS; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG POTENCY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO SELECTION; LIVER CANCER; LUNG CANCER;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; MOLECULAR STRUCTURE; MONOSACCHARIDES; NEOPLASMS; STEREOISOMERISM; THIOUREA;

EID: 56949093320     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2008.01.011     Document Type: Article

References (26)

1. Mukerjee A.K., and Ashare R. Chem. Rev. 91 (1991) 1-24
2. Jimenez Blanco J.L., Sylla B., Ortiz Mellet C., and Garcia Fernandez J.M. J. Org. Chem. 72 (2007) 4547-4550
3. Al-Masoudi N., Hassan N.A., Al-Soud Y.A., Schmidt P., Gaafar A.E.-D.M., Weng M., Marino S., Schoch A., Amer A., and Jochins J.C. J. Chem. Soc., Perkin Trans. 1 5 (1998) 947-953
4. García Fernández J.M., and Ortiz Mellet C. Adv. Carbohydr. Chem. Biochem. 55 (2000) 35-135
5. Gasch C., Pradera M.A., Salameh B.A.B., Molina J.L., and Fuentes J. Tetrahedron: Asymmetry 12 (2001) 1267-1277
6. Todoulou O.G., Papadaki-Valiraki A.E., Filippatos E.C., Ikeda S., and De Clercq E. Eur. J. Med. Chem. 29 (1994) 127-131
7. Povarov L.S., Potapova N.P., Bakina E.V., Preobrazhenskaya M.N., and Rozynov B.V. Bioorg. Khim. 18 (1992) 1117-1126
8. Benito J.M., Mellet C.O., Sadalapure K., Lindhorst T.K., Defaye J., and Fernández J.M.G. Carbohydr. Res. 320 (1999) 37-48
9. López O., Maya I., Fuentes J., and Fernández-Bolaños J.G. Tetrahedron 60 (2004) 61-72
10. Fuentes J., Illangua J.M., Sayago F.J., Angulo M., Gasch C., and Pradera M.A. Tetrahedron: Asymmetry 15 (2004) 3783-3789
11. Pérez V.M.D., Mellet C.O., Fuentes J., and Fernández J.M.G. Carbohydr. Res. 326 (2000) 161-175
12. Zhan T.R., Ma Y.D., Fan P.H., Ji M., and Lou H.X. Chem. Biodivers. 3 (2006) 1126-1137 and references cited therein
13. Zhan T.R., and Lou H.X. Carbohydr. Res. 342 (2007) 865-869 and references cited therein
14. Ferrero M., and Gotor V. Chem. Rev. 100 (2000) 4319-4347
15. Rezende1 L.F., and Prasad V.R. Int. J. Biochem. Cell Biol. 36 (2004) 1716-1734
16. Michael J.O. Curr. Opin. Pharmacol. 4 (2004) 431-436
17. Fernández-Bolaños J.G., Zafra E., López O., Robina I., and Fuentes J. Tetrahedron: Asymmetry 10 (1999) 3011-3023
18. Arya D.P., and Bruice T.C. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 4384-4389
19. López O., Maza S., Maya I., Fuentes J., and Fernández-Bolaños J.G. Tetrahedron 61 (2005) 9058-9069
20. Fuentes J., Molina J.L., and Pradera M.A. Tetrahedron: Asymmetry 9 (1998) 2517-2532 and references cited therein
21. Deng X.J., and Wan Q.H. Fine Chem. 22 (2005) 307-310 (in Chinese)
22. Huang H.C., Chamberlain T.S., Selbert K., Koboldt C.M., Isakson P.C., and Reitz D.B. Bioorg. Med. Chem. Lett. 5 (1995) 2377-2380
23. Fischer E. Ber. Dtsch. Chem. Ges. 47 (1914) 1377-1393
24. Dueholm K.L., Egholm M., Christensen L., Hansen H.F., Vulpius T., Petersen K.H., Berg R.H., Nielsen P.E., and Buchardt O. J. Org. Chem. 59 (1994) 5767-5773
25. Rostovtsev V.V., Green L.G., Fokin V.V., and Sharpless K.B. Angew. Chem. Int. Ed. Engl. 41 (2002) 2596-2599
26. Carmichael J., and DeGraff Gazdar A.F. Cancer Res. 47 (1987) 936-942