Anti-tuberculosis activity and structure-activity relationships of oxygenated tricyclic carbazole alkaloids and synthetic derivatives

被引：37

作者：

Boerger, Carsten ^{[1
]}

Bruetting, Christian ^{[1
]}

Julich-Gruner, Konstanze K. ^{[1
]}

Hesse, Ronny ^{[1
]}

Kumar, V. Pavan ^{[1
]}

Kutz, Sebastian K. ^{[1
]}

Roennefahrt, Marika ^{[1
]}

Thomas, Claudia ^{[1
]}

Wan, Baojie ^{[2
]}

Franzblau, Scott G. ^{[2
]}

Knoelker, Hans-Joachim ^{[1
]}

机构：

[1] Tech Univ Dresden, Dept Chem, Bergstr 66, D-01069 Dresden, Germany

[2] Univ Illinois, Inst TB Res, Coll Pharm, 833 S Wood St,MC 964, Chicago, IL 60612 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2017年 / 25卷 / 22期

关键词：

Alkaloids; Anti-TB activity; Carbazoles; Natural products; Tuberculosis; TRANSITION-METAL-COMPLEXES; 1ST TOTAL-SYNTHESIS; CATALYZED TOTAL-SYNTHESIS; MEDIATED TOTAL-SYNTHESIS; ORGANIC-SYNTHESIS; OXIDATIVE CYCLIZATION; NATURAL-PRODUCTS; CLAUSINE-L; MUKONIDINE; INDOLOQUINONES;

D O I：

10.1016/j.bmc.2016.12.038

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 49 oxygenated tricyclic carbazole derivatives has been tested for inhibition of the growth of Mycobacterium tuberculosis and a mammalian cell line (vero cells). From this series, twelve carbazoles showed a significant anti-TB activity. The four most active compounds were the naturally occurring carbazole alkaloids clauszoline-M (45), murrayaline-C (41), carbalexin-C (27), and the synthetic carbazole derivative 22 with MIC90 values ranging from 1.5 to 3.7 mu M. The active compounds were virtually non-toxic for the mammalian cell line in the concentration range up to 50 mu M. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：6167 / 6174

页数：8

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