NEW HYDRAZONE DERIVATIVES OF ADRIAMYCIN AND THEIR IMMUNOCONJUGATES - A CORRELATION BETWEEN ACID STABILITY AND CYTOTOXICITY

被引:144
作者
KANEKO, T [1 ]
WILLNER, D [1 ]
MONKOVIC, I [1 ]
KNIPE, JO [1 ]
BRASLAWSKY, GR [1 ]
GREENFIELD, RS [1 ]
VYAS, DM [1 ]
机构
[1] BRISTOL MYERS SQUIBB CO,5 RES PKWY,POB 5100,WALLINGFORD,CT 06492
关键词
D O I
10.1021/bc00009a001
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
New N-substituted hydrazine linkers were synthesized and their hydrazone derivatives of adriamycin were prepared. These functionalized adriamycin derivatives were conjugated with a monoclonal antibody, 5E9. The release rate of adriamycin from the hydrazones and from some of the conjugates was studied, and their relationship to the IC50's of the conjugate against 5E9-positive Daudi cells was investigated.
引用
收藏
页码:133 / 141
页数:9
相关论文
共 36 条
[1]  
BRASLAWSKY GR, 1990, CANCER RES, V50, P6608
[2]  
BRASLAWSKY GR, 1989, 16TH P INT C CHEM
[3]  
BRUCKNER HW, 1981, CANCER, V47, P2288, DOI 10.1002/1097-0142(19810501)47:9<2288::AID-CNCR2820470931>3.0.CO
[4]  
2-3
[5]   PROTEIN THIOLATION AND REVERSIBLE PROTEIN-PROTEIN CONJUGATION - N-SUCCINIMIDYL 3-(2-PYRIDYLDITHIO)PROPIONATE, A NEW HETEROBIFUNCTIONAL REAGENT [J].
CARLSSON, J ;
DREVIN, H ;
AXEN, R .
BIOCHEMICAL JOURNAL, 1978, 173 (03) :723-737
[6]   ADRIAMYCIN - REVIEW [J].
CARTER, SK .
JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1975, 55 (06) :1265-1274
[7]   TRANSBILAYER MOVEMENT OF PHOSPHATIDYLSERINE IN ERYTHROCYTES - INHIBITION OF TRANSPORT AND PREFERENTIAL LABELING OF A 31 000-DALTON PROTEIN BY SULFHYDRYL REACTIVE REAGENTS [J].
CONNOR, J ;
SCHROIT, AJ .
BIOCHEMISTRY, 1988, 27 (03) :848-851
[8]   MECHANISM OF HYDROLYSIS OF SCHIFF BASES DERIVED FROM ALIPHATIC AMINES [J].
CORDES, EH ;
JENCKS, WP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (18) :2843-&
[9]  
DEDUVE C, 1983, EUR J BIOCHEM, V137, P391, DOI 10.1111/j.1432-1033.1983.tb07841.x
[10]  
ECKERT H, 1987, ANGEW CHEM, V99, P922