Synthesis and antitumor activity of new D-galactose-containing derivatives of doxorubicin

Carbohydrate Research

Volumn 338, Issue 13, 2003, Pages 1359-1367

  Olsufyeva, Eugenia N ^a   Tevyashova, Anna N ^a   Trestchalin, Ivan D ^a   Preobrazhenskaya, Maria N ^a   Platt, David ^b   Klyosov, Anatole ^b  

^a GAUSE INSTITUTE OF NEW ANTIBIOTICS   (Russian Federation)

^b Pro Pharmaceuticals Inc   (United States)

Author keywords

D Galactose; Doxorubicin; Lactose; Meliobiose; Reductive alkylation with mono and disaccharides

Indexed keywords

ANTIBIOTICS; HYDROLYSIS; SYNTHESIS (CHEMICAL); TUMORS;

ANTITUMOR ACTIVITIES;

CARBOHYDRATES;

3 METHOXY 4 O (2,3,4,6 TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL) 4 OXYBENZALDEHYDE; 3' N [3'' METHOXY 4'' O (BETA DEXTRO GALACTOPYRANOSYL) 4'' OXYBENZYL]DOXORUBICIN; 3' N [4'' O (BETA DEXTRO GALACTOPYRANOSYL) 4'' OXYBENZYL]DOXORUBICIN; 3' N [ALPHA DEXTRO GALACTOPYRANOSYL (1-6) O 1 DEOXY DEXTRO GLUCIT 1 YL]DOXORUBICIN; 3' N [BETA DEXTRO GALACTOPYRANOSYL (1-4) O 1 DEOXY DEXTRO GLUCIT 1 YL]DOXORUBICIN; 4 O (2,3,4,6 TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL) 4 OXYBENZALDEHYDE; DOXORUBICIN; DOXORUBICIN DERIVATIVE; GALACTOSE; LACTOSE; MELIBIOSE; UNCLASSIFIED DRUG;

ALKYLATION; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CANCER MODEL; CONTROLLED STUDY; CYTOTOXICITY; DRUG SCREENING; DRUG SYNTHESIS; EXPERIMENTAL MODEL; HYDROLYSIS; LEUKEMIA P 388; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL; REDUCTION;

EID: 0037866609     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(03)00181-2     Document Type: Article

References (11)

1. Garnier-Suillerot A., Marbeuf-fueye C., Salerno M., Loetchutinat C., Fokt I., Krawczyk M., Kowalczyk T., Priebe W. Curr. Med. Chem. 8:2001;51-64.
2. Mazerska Z., Woynarowska B., Stefanska B., Borowski E., Martelli S. Antitumor activity of new N-substituted daunorubicin derivatives. Drugs Exp. Clin. Res. 13:(6):1987;345-351.
3. Arcamone F., Animati F., Bigioni M., Capranico G., Cacerrini C., Cipollone A., De Cesare M., Ettore A., Guano F., Manzini S., Monteagudo E., Pratesi G., Salvatore C., Supino R., Zunino F. Biochem. Pharmacol. 57:1999;1133-1139.
4. Zunino F., Prateshi G., Perego P. Biochem. Pharmacol. 61:2001;933-938.
5. Ghosh A., Khan S., Marini F., Nelson J.A., Farquhar D. Tetrahedron Lett. 41:2000;4871-4874.
6. Houba P.H.J., Boven E., Erkelens C.A.M., Leenders R.g.g., Scheren J.W., Pinedo H.M., Haisma H.J. Br. J. Cancer. 78:(12):1998;1600-1606.
7. Barondes S.H., Castronovo V., Cooper D.N.W., Cummings R.D., Drickamer K., Feizi T., Gitt M.A., Hirabayashi J., Hudges C., Kasai K.-I., Leffler H., Liu F.-T., Lotan R., Mercurio A.M., Monsigny M., Pillai S., Poirer F., Raz A., Rigby P.W.J., Rini J.M., Wang J.L. Cell. 76:1994;597-598.
8. Lotan R., Ito H., Yasui W., Yokozaki H., Lotan D., Tahara E. Int. J. Cancer. 56:1994;474-480.
9. Povarov L.S., Isayeva N.I., Rubasheva L.M., Olsufyeva E.N. Russ. J. Org. Chem. 15:1979;1560-1561. Russ.
10. Olsufyeva E.N., Rosynov B.V. Soviet J. Bioorg. Chem. 16:(4):1991;476-481.
11. Gray G.R. Arch. Biochem. Biophys. 163:(1):1974;426-428.