The synthesis of antioxidants showing selective affinity for low density lipoproteins

被引:24
作者
Brown, DW [1 ]
Mahon, MF [1 ]
Ninan, A [1 ]
Sainsbury, M [1 ]
机构
[1] UNIV BATH,SCH CHEM,BATH BA2 7AY,AVON,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 16期
关键词
D O I
10.1039/a701948c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of some novel indolinosteroids, indolinodecalins and spiro tetrahydroquinolinopiperidines are described. These compounds act as chain-breaking antioxidants and In some cases show very selective binding to LDL particles in human plasma. Aspects of the stereoselectivity in the Fischer indolisation of three common steroidal ketones and the reduction of the resultant indoles to indolines are considered.
引用
收藏
页码:2329 / 2336
页数:8
相关论文
共 16 条
[1]  
[Anonymous], 1990, CHOLESTEROL ATHEROSC
[2]  
BAN Y, 1965, CHEM PHARM BULL, V13, P1073
[3]   Synthesis and oxidative behaviour of reduced indeno[1,2-b]quinoxalines and benzo[b]phenazines [J].
Brown, DW ;
Mahon, MF ;
Ninan, A ;
Sainsbury, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (24) :3117-3124
[4]   NEW ANTIOXIDANTS INCORPORATING INDOLE AND INDOLINE CHROMOPHORES [J].
BROWN, DW ;
GRAUPNER, PR ;
SAINSBURY, M ;
SHERTZER, HG .
TETRAHEDRON, 1991, 47 (25) :4383-4408
[5]  
BROWN DW, 1997, IN PRESS J CHEM SOCP
[6]   REDUCTION OF MYOCARDIAL INFARCT SIZE IN RAT BY IRFI-048, A SELECTIVE ANALOG OF VITAMIN-E [J].
CAMPO, GM ;
SQUADRITO, F ;
IOCULANO, M ;
ALTAVILLA, D ;
CALAPAI, G ;
ZINGARELLI, B ;
SCURI, R ;
CAPUTI, AP .
FREE RADICAL BIOLOGY AND MEDICINE, 1994, 16 (04) :427-435
[7]  
COTRAN RS, 1988, ROLE CHOLESTEROL ATH, P5
[8]   Hydrogenation under the action of selenium. Part I The action of selenium on cholesterol at 230 degrees. [J].
Doree, C ;
Petrow, VA .
JOURNAL OF THE CHEMICAL SOCIETY, 1935, :1391-1393
[9]   THE SYNTHESIS OF DIHYDROINDENOINDOLES [J].
GRAHAM, J ;
NINAN, A ;
REZA, K ;
SAINSBURY, M ;
SHERTZER, HG .
TETRAHEDRON, 1992, 48 (01) :167-176
[10]   HOW TO CHARACTERIZE A BIOLOGICAL ANTIOXIDANT [J].
HALLIWELL, B .
FREE RADICAL RESEARCH COMMUNICATIONS, 1990, 9 (01) :1-32