Chemistry, biological properties and SAR analysis of quinoxalinones

被引:245
作者
Carta, A. [1 ]
Piras, S. [1 ]
Loriga, G. [1 ]
Paglietti, G. [1 ]
机构
[1] Univ Sassari, Dipartimento Farmaco Chim Tossicol, Fac Pharm, I-07100 Sassari, Italy
关键词
quinoxalin-2(3)-ones; quinoxalin-2,3-diones; AMPA antagonists; GlY(N) antagonists; antimicrobial activity; anti-cancer activity; Pgp antagonists; antiallergic activity; antithrombotic activity; SAR studies; chemical syntheses and reactions;
D O I
10.2174/138955706778742713
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Quinoxaline derivatives have received much attention in recent years owing to their both biological properties and pharmaceutical applications. In this review we focus the attention on quinoxalin-2(3)-ones and quinoxalin-2,3-diones. These derivatives are particularly interesting since some of them showed antimicrobial (against several bacteria, viruses, fungi, etc), or anticancer activities. Furthermore, others are reported to be. potent no-NMDA glutamate receptor antagonists, endowed with anxiolytic, deconditioning, analgesic, antispastic, antiallergic, antithrombotic activities. In this article we also report SAR studies and the most important methods of synthesis of the quinoxalin-2(3)-(di)ones.
引用
收藏
页码:1179 / 1200
页数:22
相关论文
共 179 条
[1]   KINETIC-STUDY ON THE ANNELATION OF HETEROCYCLES .1. QUINOXALINONE DERIVATIVES SYNTHESIZED BY HINSBERG REACTION [J].
ABASOLO, MI ;
GAOZZA, CH ;
FERNANDEZ, BM .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (06) :1771-1775
[2]   SYNTHESIS AND ORAL ANTIALLERGIC ACTIVITY OF CARBOXYLIC-ACIDS DERIVED FROM IMIDAZO[2,1-C][1,4]BENZOXAZINES, IMIDAZO[1,2-A]QUINOLINES, IMIDAZO[1,2-A]QUINOXALINES, IMIDAZO[1,2-A]QUINOXALINONES, PYRROLO[1,2-A]QUINOXALINONES, PYRROLO[2,3-A]QUINOXALINONES, AND IMIDAZO[2,1-B]BENZOTHIAZOLES [J].
AGER, IR ;
BARNES, AC ;
DANSWAN, GW ;
HAIRSINE, PW ;
KAY, DP ;
KENNEWELL, PD ;
MATHARU, SS ;
MILLER, P ;
ROBSON, P ;
ROWLANDS, DA ;
TULLY, WR ;
WESTWOOD, R .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (06) :1098-1115
[3]   PREPARATION OF 3-SUBSTITUTED 6,7-DIMETHOXYQUINOXALIN-2(1H)-ONES AND STUDIES OF THEIR POTENTIAL AS FLUOROIONOPHORES [J].
AHMAD, AR ;
MEHTA, LK ;
PARRICK, J .
TETRAHEDRON, 1995, 51 (47) :12899-12910
[4]   Inhibition of dipeptidyl peptidase IV improves metabolic control over a 4-week study period in type 2 diabetes [J].
Ahrén, B ;
Simonsson, E ;
Larsson, H ;
Landin-Olsson, M ;
Torgeirsson, H ;
Jansson, PA ;
Sandqvist, M ;
Båvenholm, P ;
Efendic, S ;
Eriksson, JW ;
Dickinson, S ;
Holmes, D .
DIABETES CARE, 2002, 25 (05) :869-875
[5]  
ALAMANNI MC, 1981, FARMACO-ED SCI, V36, P359
[6]   Dose escalation study of the NMDA glycine-site antagonist licostinel in acute ischemic stroke [J].
Albers, GW ;
Clark, WM ;
Atkinson, RP ;
Madden, K ;
Data, JL ;
Whitehouse, MJ .
STROKE, 1999, 30 (03) :508-513
[7]   PHOTOCHEMISTRY OF QUINOXALINE 1-OXIDE AND SOME OF ITS DERIVATIVES [J].
ALBINI, A ;
COLOMBI, R ;
MINOLI, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (09) :924-928
[8]  
[Anonymous], 1986, SHELX86 PROGRAM CRYS
[9]   CINNOLINES AND OTHER HETEROCYCLIC TYPES IN RELATION TO THE CHEMOTHERAPY OF TRYPANOSOMIASIS .11. SOME REACTIONS OF SIMPLE QUINOXALINE DERIVATIVES [J].
ATKINSON, CM ;
BROWN, CW ;
SIMPSON, JCE .
JOURNAL OF THE CHEMICAL SOCIETY, 1956, (JAN) :26-30
[10]  
BATH A, 1988, BIOORGAN MED CHEM, V6, P271