Enantiopure antituberculosis candidates synthesized from (-)-fenchone

被引：18

作者：

Dobrikov, Georgi M. ^{[1
]}

Valcheva, Violeta ^{[2
]}

Nikolova, Yana ^{[1
]}

Ugrinova, Iva ^{[3
]}

Pasheva, Evdokia ^{[3
]}

Dimitrov, Vladimir ^{[1
]}

机构：

[1] Bulgarian Acad Sci, Ctr Phytochem, Inst Organ Chem, Acad G, BU-1113 Sofia, Bulgaria

[2] Bulgarian Acad Sci, Stephan Angeloff Inst Microbiol, BU-1113 Sofia, Bulgaria

[3] Bulgarian Acad Sci, Inst Mol Biol Roumen Tsanev, BU-1113 Sofia, Bulgaria

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2014年 / 77卷

关键词：

Fenchone; Chiral; Amides; Antimycobacterial; Tuberculosis; ANTIMYCOBACTERIAL ACTIVITY; DRUG SENSITIVITY; TUBERCULOSIS;

D O I：

10.1016/j.ejmech.2014.03.025

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of new enantiopure N-acyl compounds derived from (-)-fenchone has been performed. The evaluation of their in vitro activity against Mycobacterium tuberculosis H(37)Rv showed for most of them moderate activity. The structures bearing sulfonamide functionality have comparable activity to ethambutol and possess low cytotoxicity. (c) 2014 Elsevier Masson SAS. All rights reserved.

引用

页码：243 / 247

页数：5

共 21 条

[1]

CANETTI G, 1963, Rev Tuberc Pneumol (Paris), V27, P217

[2]

CANETTI G, 1963, B WORLD HEALTH ORGAN, V29, P565

[3]

CANETTI G, 1969, B WORLD HEALTH ORGAN, V41, P21

[4] SULPHONOHYDRAZIDES AND RELATED COMPOUNDS .8. SOME ARYL CARBOXYLIC ACID SULPHONOHYDRAZIDES [J].

CREMLYN, RJW .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (01) :11-&

[5] Chiral β- and γ-aminoalcohols derived from (+)-camphor and (-)-fenchone as catalysts for the enantioselective addition of diethylzinc to benzaldehyde [J].

Dimitrov, V ;

Dobrikov, G ;

Genov, M .

TETRAHEDRON-ASYMMETRY, 2001, 12 (09) :1323-1329

[6] Efficient synthesis of new (R)-2-amino-1-butanol derived ureas, thioureas and acylthioureas and in vitro evaluation of their antimycobacterial activity [J].

Dobrikov, Georgi M. ;

Valcheva, Violeta ;

Nikolova, Yana ;

Ugrinova, Iva ;

Pasheva, Evdokia ;

Dimitrov, Vladimir .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 63 :468-473

[7] Synthesis and in vitro antimycobacterial activity of compounds derived from (R)- and (S)-2-amino-1-butanol - The crucial role of the configuration [J].

Dobrikov, Georgi M. ;

Valcheva, Violeta ;

Stoilova-Disheva, Margarita ;

Momekov, Georgi ;

Tzvetkova, Pavleta ;

Chimov, Angel ;

Dimitrov, Vladimir .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 48 :45-56

[8] Current Status and Research Strategies in Tuberculosis Drug Development [J].

Dover, Lynn G. ;

Coxon, Geoffrey D. .

JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (18) :6157-6165

[9]

Heifets L., 2000, Multidrug-resistant Tuberculosis

[10] Antituberculosis drugs: Ten years of research [J].

Janin, Yves L. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (07) :2479-2513

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