Design and synthesis of some new quinoline-3-carbohydrazone derivatives as potential antimycobacterial agents

被引：82

作者：

Eswaran, Sumesh ^{[2
]}

Adhikari, Airody Vasudeva ^{[1
]}

Pal, Nishith K. ^{[3
]}

Chowdhury, Imran H. ^{[3
]}

机构：

[1] Natl Inst Technol Karnataka, Dept Chem, Mangalore 575025, Karnataka, India

[2] Anthem Biosci Pvt Ltd, Bangalore 560099, Karnataka, India

[3] Calcutta Sch Trop Med, Dept Bacteriol & Serol, Kolkata 700073, W Bengal, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 03期

关键词：

Quinoline-3-carbohydrazone; TMC; 207; Antituberculosis activity; (3R)-3-Amino-N; N-dimethyl-4-(phenylthio)butanamide; ACID;

D O I：

10.1016/j.bmcl.2009.12.045

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

A series of 26 new quinoline derivatives carrying active pharmacophores has been synthesized and evaluated for their in vitro antituberculosis activity against Mycobacterium tuberculosis H37Rv (MTB), Mycobacterium smegmatis (MC2), and Mycobacterium fortuitum following the broth micro dilution assay method. Compounds 13e, 13i, 13k, 14a, 14c, 14i, and 14k exhibited significant minimum inhibition concentrations, when compared with first line drugs isoniazid (INH) and rifampicin (RIF) and could be ideally suited for further modi. cations to obtain more efficacious compounds in the fight against multi-drug resistant tuberculosis. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：1040 / 1044

页数：5

共 23 条

[1]

Amit N., 2006, BIOORGAN MED CHEM, V14, P7302

[2]

A computational model of the inhibition of Mycobacterium tuberculosis ATPase by a new drug candidate R207910 [J].

de Jonge, Marc R. ;

Koymans, Luc H. H. ;

Guillemont, Jerome E. G. ;

Koul, Anil ;

Andries, Koen .

PROTEINS-STRUCTURE FUNCTION AND BIOINFORMATICS, 2007, 67 (04) :971-980

[3]

DINAKARAN M, 2008, INT J ANTIMICROB AG, V31, P337

[4]

Synthesis and antimycobacterial activity of 6-arylpurines:: The requirements for the N-9 substituent in active antimycobacterial purines [J].

Gundersen, LL ;

Nissen-Meyer, J ;

Spilsberg, B .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (06) :1383-1386

[5]

A new modification of anti-tubercular active molecules [J].

Imramovsky, Ales ;

Polanc, Slovenko ;

Vinsova, Jarmila ;

Kocevar, Marijan ;

Jampilek, Josef ;

Reckova, Zuzana ;

Kaustova, Jarmila .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (07) :2551-2559

[6]

Substituted 4-methylquinolines as a new class of anti-tuberculosis agents [J].

Jain, R ;

Vaitilingam, B ;

Nayyar, A ;

Palde, PB .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (06) :1051-1054

[7]

JIALIN M, 2007, CHEMMEDCHEM, V2, P1624

[8]

KARL D, 2008, LANCET INFECT DIS, V8, P273

[9]

Structure-Activity Relationships for a Series of Quinoline-Based Compounds Active against Replicating and Nonreplicating Mycobacterium tuberculosis [J].

Lilienkampf, Annamaria ;

Mao, Jialin ;

Wan, Baojie ;

Wang, Yuehong ;

Franzblau, Scott G. ;

Kozikowski, Alan P. .

JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (07) :2109-2118

[10]

Murugesan D., 2008, BIOORGAN MED CHEM, V16, P3408

← 1 2 3 →