Synthesis and biological evaluation of thiophene [3,2-b] pyrrole derivatives as potential anti-inflammatory agents

被引:76
作者
Kumar, PR
Raju, S
Goud, PS
Sailaja, M
Sarma, MR
Reddy, GO
Kumar, MP
Reddy, VVRMK
Suresh, T
Hegde, P
机构
[1] Dr Reddys Labs Ltd, Technol Dev Ctr, Proc Chem R&D, Hyderabad 500049, Andhra Pradesh, India
[2] Dr Reddys Labs Ltd, Dept Pharmacol, Discovery Res, Hyderabad 500049, Andhra Pradesh, India
关键词
thieno-[3,2-b]-pyrrole; anti-inflammatory; biological activity; rat-paw edema;
D O I
10.1016/j.bmc.2003.11.003
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A series of thiophene [3,2-b] pyrrole derivatives were synthesized and evaluated their abilities to inhibit anti-inflammatory activity. In this series, substituent effects at the N-1, 2 and 5 positions of thiophene [3,2-b] pyrrole were examined. The results obtained are compared to those previously reported anti-inflammatory drugs like Tenidap sodium, Diclofenac sodium and Piroxicam. The results indicated the critical role of the group linked in the N-1 position and 2, 5 positions of thiophene [3,2-b] pyrrole with different functional groups. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1221 / 1230
页数:10
相关论文
共 16 条
[1]   ANALOGS AND DERIVATIVES OF TENOXICAM .1. SYNTHESIS AND ANTIINFLAMMATORY ACTIVITY OF ANALOGS WITH DIFFERENT RESIDUES ON THE RING NITROGEN AND THE AMIDE NITROGEN [J].
BINDER, D ;
HROMATKA, O ;
GEISSLER, F ;
SCHMIED, K ;
NOE, CR ;
BURRI, K ;
PFISTER, R ;
STRUB, K ;
ZELLER, P .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (04) :678-682
[2]   Thieno[3,2-b]- and thieno[2,3-b]pyrrole bioisosteric analogues of the hallucinogen and serotonin agonist N,N-dimethyltryptamine [J].
Blair, JB ;
Marona-Lewicka, D ;
Kanthasamy, A ;
Lucaites, VL ;
Nelson, DL ;
Nichols, DE .
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (06) :1106-1111
[3]  
CATRY TJ, 1988, ARTHRITIS RHEUM, V31, pS89
[4]  
CAVANAUGH MJ, 1995, RHEUMATOL EUR, V2, pD135
[5]  
ERAS J, 1984, J HETEROCYCLIC CHEM, V27, P215
[6]   PREPARATION + REACTIONS OF 5-CARBETHOXYTHIENO(3,2-B)PYRROLE + SOME OF ITS DERIVATIVES [J].
GALE, WW ;
SNYDER, HR ;
SCOTT, AN .
JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (08) :2160-&
[7]  
GARCIA F, 1985, SYNTHESIS-STUTTGART, P143
[8]  
GRANGER DN, 1994, ARTHRITIS RHEUM, V37, P1053
[9]  
Kadin SB, 1985, US Patent, Patent No. [4,556,672, 4556672]
[10]   SYNTHESIS OF 6-SUBSTITUTED THIENO[3,2-B]PYRROLES [J].
KEENER, RL ;
SKELTON, FS ;
SNYDER, HR .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (04) :1355-&