A CONVENIENT SYNTHESIS OF CROSS-LINKED HOMODIMERIC BIS-LEXITROPSINS

被引:15
作者
ALSAID, NH [1 ]
LOWN, JW [1 ]
机构
[1] UNIV ALBERTA,DEPT CHEM,EDMONTON,AB T6G 2G2,CANADA
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1080/00397919508012668
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general synthetic route to cross-linked homodimeric bis-lexitropsins connected through the nitrogens of the central pyrrole ring with polymethylene chains (19a-c, 20a and 21a) is described. These compounds were designed for efficient DNA minor groove binding
引用
收藏
页码:1059 / 1070
页数:12
相关论文
共 15 条
[1]  
ALSAID NH, IN PRESS TETRAHEDRON
[2]  
CHEN YM, IN PRESS J AM CHEM S
[3]   DESIGN AND BINDING OF A DISTAMYCIN-A ANALOG TO D(CGCAAGTTGGC)BULLET-D(GCCAACTTGCG) - SYNTHESIS, NMR-STUDIES, AND IMPLICATIONS FOR THE DESIGN OF SEQUENCE-SPECIFIC MINOR GROOVE BINDING OLIGOPEPTIDES [J].
DWYER, TJ ;
GEIERSTANGER, BH ;
BATHINI, Y ;
LOWN, JW ;
WEMMER, DE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) :5911-5919
[4]   NMR CHARACTERIZATION OF A HETEROCOMPLEX FORMED BY DISTAMYCIN AND ITS ANALOG 2-IMD WITH D(CGCAAGTTGGC)-D(GCCAACTTGCG) - PREFERENCE FOR THE 1/1/1 2-IMD-DST-DNA COMPLEX OVER THE 2/1 2-IMD-DNA AND THE 2/1 DST-DNA COMPLEXES [J].
GEIERSTANGER, BH ;
DWYER, TJ ;
BATHINI, Y ;
LOWN, JW ;
WEMMER, DE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4474-4482
[5]   STRUCTURAL AND DYNAMIC CHARACTERIZATION OF THE HETERODIMERIC AND HOMODIMERIC COMPLEXES OF DISTAMYCIN AND 1-METHYLIMIDAZOLE-2-CARBOXAMIDE-NETROPSIN BOUND TO THE MINOR-GROOVE OF DNA [J].
GEIERSTANGER, BH ;
JACOBSEN, JP ;
MRKSICH, M ;
DERVAN, PB ;
WEMMER, DE .
BIOCHEMISTRY, 1994, 33 (10) :3055-3062
[6]   ISOHELICAL ANALYSIS OF DNA GROOVE-BINDING DRUGS [J].
GOODSELL, D ;
DICKERSON, RE .
JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (05) :727-733
[7]   NOVEL EFFICIENT TOTAL SYNTHESIS OF ANTI-VIRAL ANTIBIOTIC DISTAMYCIN-A [J].
GREHN, L ;
RAGNARSSON, U .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (17) :3492-3497
[8]  
LOWN JW, 1992, ANTIVIR RES, V17, P179, DOI 10.1016/0166-3542(92)90040-C
[9]  
LOWN JW, 1988, ANTI-CANCER DRUG DES, V3, P25
[10]   DESIGN OF A COVALENT PEPTIDE HETERODIMER FOR SEQUENCE-SPECIFIC RECOGNITION IN THE MINOR-GROOVE OF DOUBLE-HELICAL DNA [J].
MRKSICH, M ;
DERVAN, PB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (08) :3663-3664