Privileged structure-based quinazolinone natural product-templated libraries: Identification of novel tubulin polymerization inhibitors

被引:60
作者
Liu, JF [1 ]
Wilson, CJ [1 ]
Ye, P [1 ]
Sprague, K [1 ]
Sargent, K [1 ]
Si, Y [1 ]
Beletsky, G [1 ]
Yohannes, D [1 ]
Ng, SC [1 ]
机构
[1] ArQule Inc, Woburn, MA 01801 USA
关键词
privileged structure; quinazolinone; natural product-templated library; tubulin polymerization inhibitors;
D O I
10.1016/j.bmcl.2005.10.022
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A focused quinazolinone natural product-templated library was designed and synthesized. Compounds from this privileged structure-based library were identified as antimitotic agents acting through destabilization of tubulin polymerization. The results suggested that 2 could be a privileged substructure. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:686 / 690
页数:5
相关论文
共 36 条
[1]   ANTIMICROBIAL AGENTS FROM HIGHER-PLANTS - ANTIMICROBIAL AGENTS FROM PEGANUM-HARMALA SEEDS [J].
ALSHAMMA, A ;
DRAKE, S ;
FLYNN, DL ;
MITSCHER, LA ;
PARK, YH ;
RAO, GSR ;
SIMPSON, A ;
SWAYZE, JK ;
VEYSOGLU, T ;
WU, STS .
JOURNAL OF NATURAL PRODUCTS, 1981, 44 (06) :745-747
[2]   BRONCHODILATOR ALKALOID (VASICINONE) FROM ADHATODA-VASICA NEES [J].
AMIN, AH ;
MEHTA, DR .
NATURE, 1959, 184 (4695) :1317-1317
[3]  
BALDINO CM, 2004, CURR DRUG DISCOVERY, V7, P15
[4]   Luotonin A. A naturally occurring human DNA topoisomerase I poison [J].
Cagir, A ;
Jones, SH ;
Gao, R ;
Eisenhauer, BM ;
Hecht, SM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (45) :13628-13629
[5]   A POTENT, ORALLY-ACTIVE, BALANCED AFFINITY ANGIOTENSIN-II AT(1) ANTAGONIST AND AT(2) BINDING INHIBITOR [J].
DELASZLO, SE ;
QUAGLIATO, CS ;
GREENLEE, WJ ;
PATCHETT, AA ;
CHANG, RSL ;
LOTTI, VJ ;
CHEN, TB ;
SCHECK, SA ;
FAUST, KA ;
KIVLIGHN, SS ;
SCHORN, TS ;
ZINGARO, GJ ;
SIEGL, PKS .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (21) :3207-3210
[6]   Privileged structures: Applications in drug discovery [J].
DeSimone, RW ;
Currie, KS ;
Mitchell, SA ;
Darrow, JW ;
Pippin, DA .
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2004, 7 (05) :473-493
[7]  
DORIA G, 1984, FARMACO-ED SCI, V39, P968
[8]   METHODS FOR DRUG DISCOVERY - DEVELOPMENT OF POTENT, SELECTIVE, ORALLY EFFECTIVE CHOLECYSTOKININ ANTAGONISTS [J].
EVANS, BE ;
RITTLE, KE ;
BOCK, MG ;
DIPARDO, RM ;
FREIDINGER, RM ;
WHITTER, WL ;
LUNDELL, GF ;
VEBER, DF ;
ANDERSON, PS ;
CHANG, RSL ;
LOTTI, VJ ;
CERINO, DJ ;
CHEN, TB ;
KLING, PJ ;
KUNKEL, KA ;
SPRINGER, JP ;
HIRSHFIELD, J .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (12) :2235-2246
[9]   High throughput HPLC/MS purification in support of drug discovery [J].
Goetzinger, W ;
Zhang, X ;
Bi, G ;
Towle, M ;
Cherrak, D ;
Kyranos, JN .
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 2004, 238 (02) :153-162
[10]   Histone H3 phosphorylation and cell division [J].
Hans, F ;
Dimitrov, S .
ONCOGENE, 2001, 20 (24) :3021-3027