Please use this identifier to cite or link to this item:
http://dx.doi.org/10.25673/57124
Title: | Synthesis, structural characterization and antimycobacterial evaluation of several halogenated non-nitro benzothiazinones |
Author(s): | Madikizela, Balungile Eckhardt, Tamira Goddard, Richard W. ![]() Richter, Adrian ![]() Lins, Anika Lehmann, Christoph Imming, Peter ![]() Seidel, Rüdiger W. ![]() |
Issue Date: | 2021 |
Type: | Article |
Language: | English |
Abstract: | 8-Nitro-1,3-benzothiazin-4-ones (BTZs), with BTZ043 and PBTZ169 as the most advanced compounds, represent a new class of potent antitubercular agents, which irreversibly inhibit decaprenylphosphoryl-β-d-ribose-2′-epimerase (DprE1), an enzyme crucial for cell wall synthesis in the pathogen Mycobacterium tuberculosis. Synthesis, structural characterization and in vitro testing against Mycobacterium aurum DSM 43999 and M. tuberculosis H37Rv of halogenated 2-(4-ethoxycarbonylpiperazin-1-yl)-1,3-benzothiazin-4-ones lacking a nitro group are reported. X-ray crystallography reveals that the structure of the BTZ scaffold can significantly deviate from planarity. In contrast to recent reports, the results of the present study indicate that further investigation of halogenated non-nitro BTZs for antitubercular activity is less than a promising approach. |
URI: | https://opendata.uni-halle.de//handle/1981185920/59075 http://dx.doi.org/10.25673/57124 |
Open Access: | ![]() |
License: | ![]() |
Sponsor/Funder: | Publikationsfonds MLU |
Journal Title: | Medicinal chemistry research |
Publisher: | Birkhäuser Boston |
Publisher Place: | Cambridge, Mass. [u.a.] |
Volume: | 30 |
Issue: | 8 |
Original Publication: | 10.1007/s00044-021-02735-4 |
Page Start: | 1523 |
Page End: | 1533 |
Appears in Collections: | Open Access Publikationen der MLU |
Files in This Item:
File | Description | Size | Format | |
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Madikizela2021_Article_SynthesisStructuralCharacteriz.pdf | 1.51 MB | Adobe PDF | ![]() View/Open |