Synthesis, antibacterial activity and QSAR studies of 1,2-disubstituted-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolines

被引：62
作者：
Tiwari, RK
Singh, D
Singh, J
Chhillar, AK
Chandra, R
Verma, AK [1 ]
机构：
[1] Univ Delhi, Dr BR Ambedkar Ctr Biomed Res, Synthet Organ Chem Res Lab, Delhi 110007, India
[2] Inst Genom & Integrated Biol, Biochem Res Lab, Delhi 110007, India
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2006年 / 41卷 / 01期
关键词：
1,2,3,4-tetrahydroisoquinolines; antibacterial activity; linear free energy relationship (LFER); QSAR;
D O I：
10.1016/j.ejmech.2005.10.010
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Some new substituted-tetrahydroisoquinoline derivatives were synthesized and evaluated for their in vitro antimicrobial activities against the standard Gram positive and Gram negative strains: Staphylococcus aureus (ATCC 25923), S. epidermidis (WHO-6), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853), 1-aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 4a-c proved to be effective with MIC 3.5-20 (mu g ml(-1)). Quantitative structure activity relationship (QSAR) studies with multiple linear regression analysis were applied to find correlation between different calculated molecular descriptors of the synthesized compounds and biological activity. (c) 2005 Elsevier SAS. All rights reserved.
引用
收藏
页码：40 / 49
页数：10
相关论文
共 18 条
[11]   Novel synthesis of 1,2,3,4-tetrahydropyrazino[1,2-α]indoles [J].
Katritzky, AR ;
Verma, AK ;
He, HY ;
Chandra, R .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (12) :4938-4940
[12]   1-PHENYL-6,7-DISUBSTITUTED-2-(3-DISUBSTITUTED-AMINOPROPYL)-1,2,3,4-TETRAHYDROISOQUINOLINES AS POSSIBLE ANTI-TUBERCULAR AGENTS [J].
KUMAR, P ;
DHAWAN, KN ;
KISHOR, K ;
BHARGAVA, KP ;
SATSANGI, RK .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982, 19 (03) :677-679
[13]  
Leo A, 1995, EXPLORING QSAR FUNDA
[14]   Synthesis and biological activities of a novel class of azole-containing antifungal agents [J].
Liu, LT ;
Lin, YC ;
Wang, CLJ ;
Lin, MS ;
Yen, SC ;
Chen, HJ .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (12) :1335-1338
[15]  
Lundstrom J, 1983, ALKALOIDS CHEM PHARM, P255
[16]   IN-VITRO ANTIPLASMODIAL ACTIVITY AND CHLOROQUINE-POTENTIATING ACTION OF 3 NEW ISOQUINOLINE ALKALOID DIMERS ISOLATED FROM HERNANDIA-VOYRONII JUMELLE [J].
RATSIMAMANGAURVERG, S ;
RASOANAIVO, P ;
RAFATRO, H ;
ROBIJAONA, B ;
RAKOTORATSIMAMANGA, A .
ANNALS OF TROPICAL MEDICINE AND PARASITOLOGY, 1994, 88 (03) :271-277
[17]   Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics [J].
Scott, JD ;
Williams, RM .
CHEMICAL REVIEWS, 2002, 102 (05) :1669-1730
[18]  
Shamma M, 1972, ISOQUINOLINE ALKALOI, P268
12