3-(2-THIENYLVINYL)INDOLES AS POTENTIAL SPECIFIC INHIBITORS OF THE ENERGY-METABOLISM IN HELMINTHIC PARASITES

被引:8
作者
ANDREANI, A
RAMBALDI, M
LOCATELLI, A
ANDREANI, F
POGLAYEN, G
DEGLIESPOSTI, M
机构
[1] DIPARTIMENTO CHIM IND & MAT,BOLOGNA,ITALY
[2] IST MALATTIE INFETT,BOLOGNA,ITALY
[3] UNIV BOLOGNA,DIPARTIMENTO BIOL,I-40126 BOLOGNA,ITALY
关键词
ANTHELMINTICS; PYRANTEL; INDOLES; WITTIG REACTION; MITOCHONDRIAL ENERGY METABOLISM;
D O I
10.1016/0223-5234(92)90094-H
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Seven indoles bearing a thienylvinyl group, present in the well known anthelmintic drug pyrantel, were synthesized and tested as inhibitors of the mitochondrial energy metabolism in order to recognize selective compounds (active on the mitochondria of helminthic parasites but inactive on the mitochondria of birds and mammals). 1-Phenyl-2-chloro-3-(2-thienylvinyl)indole 14, showing this biochemical behaviour, was also tested on Parascaris equorum living worms, confirming its activity on the energy metabolism.
引用
收藏
页码:729 / 734
页数:6
相关论文
共 18 条
[1]  
ANDREANI A, 1991, ACTA PHARM NORDICA, V3, P5
[2]   INDOLE-DERIVATIVES AS AGROCHEMICALS [J].
ANDREANI, A ;
RAMBALDI, M .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (05) :1519-1523
[3]   POTENTIAL ANTITUMOR AGENTS .13. INDOLE-DERIVATIVES RELATED TO LONIDAMINE [J].
ANDREANI, A ;
RAMBALDI, M ;
BONAZZI, D ;
ANDREANI, F ;
BOSSA, R ;
GALATULAS, I .
ARCHIV DER PHARMAZIE, 1984, 317 (10) :847-851
[4]   NONSTEROIDAL ANTIINFLAMMATORY AGENTS .2. SYNTHESIS AND BIOLOGICAL-ACTIVITY OF 2-CHLOROINDOLECARBOXYLIC ACIDS [J].
ANDREANI, A ;
BONAZZI, D ;
RAMBALDI, M ;
GUARNIERI, A ;
ANDREANI, F ;
STROCCHI, P ;
MONTANARO, N .
JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (10) :1344-1346
[5]  
ANDREANI A, 1977, FARMACO-ED SCI, V32, P703
[6]  
Bryant C., 1989, P55
[7]   MODIFICATION OF THE CATALYTIC FUNCTION OF THE MITOCHONDRIAL CYTOCHROME-B-C1 COMPLEX BY DICYCLOHEXYLCARBODIIMIDE [J].
ESPOSTI, MD ;
MEIER, EMM ;
TIMONEDA, J ;
LENAZ, G .
BIOCHIMICA ET BIOPHYSICA ACTA, 1983, 725 (02) :349-360
[8]  
Hatefi Y, 1978, Methods Enzymol, V53, P11
[9]   ELECTRON-TRANSFER COMPLEXES OF ASCARIS-SUUM MUSCLE MITOCHONDRIA .3. COMPOSITION AND FUMARATE REDUCTASE-ACTIVITY OF COMPLEX-II [J].
KITA, K ;
TAKAMIYA, S ;
FURUSHIMA, R ;
MA, YC ;
SUZUKI, H ;
OZAWA, T ;
OYA, H .
BIOCHIMICA ET BIOPHYSICA ACTA, 1988, 935 (02) :130-140
[10]  
KOHLER P, 1978, MOL PHARMACOL, V14, P155