Synthesis and study of an acridine substituted Troger's base:: preferential binding of the (-)-isomer to B-DNA

被引:96
作者
Tatibouët, A
Demeunynck, M
Andraud, C
Collet, A
Lhomme, J
机构
[1] Univ Grenoble 1, Etud Dynam & Struct Select Lab, CNRS, UMR 5616, F-38041 Grenoble, France
[2] Ecole Normale Super Lyon, CNRS, UMR 117, F-69364 Lyon 07, France
关键词
D O I
10.1039/a808822e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The acridine substituted Troger's base 4 was prepared, resolved and the (-)-(7R,17R) enantiomer was shown to bind preferentially to calf-thymus B-DNA.
引用
收藏
页码:161 / 162
页数:2
相关论文
共 23 条
[11]   CIRCULAR DICHROISM AND ABSOLUTE CONFIGURATION OF TROGERS BASE [J].
MASON, SF ;
VANE, GW ;
SCHOFIELD, K ;
WELLS, RJ ;
WHITEHURST, JS .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1967, (05) :553-+
[12]  
Nakanishi K., 1994, CIRCULAR DICHROISM P
[13]  
NORDEN B, 1996, MET IONS BIOL SYST, V33, P205
[14]   HOST-GUEST COMPLEXATION .22. RECIPROCAL CHIRAL RECOGNITION BETWEEN AMINO-ACIDS AND DILOCULAR SYSTEMS [J].
PEACOCK, SS ;
WALBA, DM ;
GAETA, FCA ;
HELGESON, RC ;
CRAM, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (06) :2043-2052
[15]   SYNTHESIS OF TROGER BASE ANALOGS DERIVED FROM 3-AMINOACRIDINE AND 10-AMINOBENZO[B][1,7]PHENANTHROLINE [J].
SALEZ, H ;
WARDANI, A ;
DEMEUNYNCK, M ;
TATIBOUET, A ;
LHOMME, J .
TETRAHEDRON LETTERS, 1995, 36 (08) :1271-1274
[16]   TRIS(PHENANTHROLINE)RUTHENIUM(II) ENANTIOMER INTERACTIONS WITH DNA - MODE AND SPECIFICITY OF BINDING [J].
SATYANARAYANA, S ;
DABROWIAK, JC ;
CHAIRES, JB .
BIOCHEMISTRY, 1993, 32 (10) :2573-2584
[17]  
SILVERMAN RB, 1992, ORGANIC CHEM DRUG DE, P239
[18]  
Tatibouet A, 1997, B SOC CHIM FR, V134, P495
[19]   Synthesis of polyfunctionalized Troger's Base analogs derived from ethacridine (6,9-diamino-2-ethoxyacridine) [J].
Tatibouet, A ;
Demeunynck, M ;
Lhomme, J .
SYNTHETIC COMMUNICATIONS, 1996, 26 (23) :4375-4395
[20]  
Vogtle F., 1992, FASCINATING MOL ORGA, V1st ed., P237