Novel arylsulfoanilide-oxindole hybrid as an anticancer agent that inhibits translation initiation

被引:181
作者
Natarajan, A [1 ]
Guo, YH [1 ]
Harbinski, F [1 ]
Fan, YH [1 ]
Chen, H [1 ]
Luus, L [1 ]
Diercks, J [1 ]
Aktas, H [1 ]
Chorev, M [1 ]
Halperin, JA [1 ]
机构
[1] Harvard Univ, Sch Med, Lab Translat Res, Cambridge, MA 02139 USA
关键词
D O I
10.1021/jm0496234
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Structure-activity relationship studies of substituted arylsulfoanilides as antiproliferatives, which are mediated by the partial depletion of intracellular Ca2+ stores, resulted in the identification of compounds with micromolar activity against lung cancer cells in a growth inhibition assay. Incorporating the substitution pattern of the best arylsulfoanilides onto the 3-phenyloxindole scaffold resulted in a potent arylsulfoanilide-oxindole hybrid, 27. Compound 27 inhibits cancer cell growth by partial depletion of intracellular Ca2+ stores and phosphorylation of eIF2alpha.
引用
收藏
页码:4979 / 4982
页数:4
相关论文
共 25 条
[1]   Carbonic anhydrase inhibitors: E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-associated isozyme IX [J].
Abbate, F ;
Casini, A ;
Owa, T ;
Scozzafava, A ;
Supuran, CT .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (01) :217-223
[2]   Ras links growth factor signaling to the cell cycle machinery via regulation of cyclin D1 and the Cdk inhibitor p27(KIP1) [J].
Aktas, H ;
Cai, H ;
Cooper, GM .
MOLECULAR AND CELLULAR BIOLOGY, 1997, 17 (07) :3850-3857
[3]   Depletion of intracellular Ca2+ stores, phosphorylation of eIF2α, and sustained inhibition of translation initiation mediate the anticancer effects of clotrimazole [J].
Aktas, H ;
Flückiger, R ;
Acosta, JA ;
Savage, JM ;
Palakurthi, SS ;
Halperin, JA .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (14) :8280-8285
[4]   CLOTRIMAZOLE INHIBITS CELL-PROLIFERATION IN-VITRO AND IN-VIVO [J].
BENZAQUEN, LR ;
BRUGNARA, C ;
BYERS, HR ;
GATTONICELLI, S ;
HALPERIN, JA .
NATURE MEDICINE, 1995, 1 (06) :534-540
[5]  
BROSTROM CO, 1989, J BIOL CHEM, V264, P1644
[6]  
Brostrom CO, 1998, PROG NUCLEIC ACID RE, V58, P79
[7]   Direct synthesis of sulfonamides and activated sulfonate esters from sulfonic acids [J].
Caddick, S ;
Wilden, JD ;
Judd, DB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (04) :1024-1025
[8]   Sulfonamides and Sulfonylated Derivatives as Anticancer Agents [J].
Casini, Angela ;
Scozzafava, Andrea ;
Mastrolorenzo, Antonio ;
Supuran, Claudiu T. .
CURRENT CANCER DRUG TARGETS, 2002, 2 (01) :55-75
[9]   Translational control: the cancer connection [J].
Clemens, MJ ;
Bommer, UA .
INTERNATIONAL JOURNAL OF BIOCHEMISTRY & CELL BIOLOGY, 1999, 31 (01) :1-23
[10]  
Clemens MJ, 2001, PROG MOLEC, V27, P57