Synthesis and spectroscopy of the Troger's base derived from 2-aminoacridine

被引:11
作者
Carrée, F
Pardo, C [1 ]
Galy, JP
Boyer, G
Robin, M
Elguero, J
机构
[1] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain
[2] Univ Aix Marseille 3, Fac Sci & Tech St Jerome, Lab Valorisat Chim Fine, F-13397 Marseille 20, France
[3] Ctr Quim Organ Manuel Lora Tamayo, E-28006 Madrid, Spain
关键词
Troger's bases; 2-aminoacridine; NMR; H-1; C-13;
D O I
10.3998/ark.5550190.0004.101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The analogs of the Troger's base, 7,17-methano- 6,7,16,17- tetrahydrodiacridino-[3,4- b: 3', 4'-f][ 1,5]-diazocine was prepared starting from 2-aminoacridine instead of 3-aminoacridine. The new compound, 7,17- methano-6,7,16,17- tetrahydro-diacridino-[2,1-b: 2',1'-f]-[ 1,5]- diazocine, has been fully characterized by H-1- and C-13- NMR spectroscopies using mono- and bi-dimensional techniques. Other aminoacridine derivatives failed to afford Troger's bases.
引用
收藏
页码:1 / 8
页数:8
相关论文
共 27 条
[21]  
Robin M, 2000, HETEROCYCLES, V53, P387
[22]  
ROBIN M, 2002, J HETEROCYCLIC CHEM, V39, P1
[23]   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
[24]   Synthesis and study of an acridine substituted Troger's base:: preferential binding of the (-)-isomer to B-DNA [J].
Tatibouët, A ;
Demeunynck, M ;
Andraud, C ;
Collet, A ;
Lhomme, J .
CHEMICAL COMMUNICATIONS, 1999, (02) :161-162
[25]  
Tatibouet A, 1997, B SOC CHIM FR, V134, P495
[26]   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
[27]   Reaction of 3-amino-acridine with formaldehyde in acidic medium: Influence of the stoechiometry on the reaction products [J].
Tatibouet, A ;
Fixler, N ;
Demeunynck, M ;
Lhomme, J .
TETRAHEDRON, 1997, 53 (08) :2891-2898