Synthesis and Biological Evaluation of Aurachin D Analogues as Inhibitors of Mycobacterium tuberculosis Cytochrome bd Oxidase

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Title

Synthesis and Biological Evaluation of Aurachin D Analogues as Inhibitors of Mycobacterium tuberculosis Cytochrome bd Oxidase

Content partner

University of Otago

Collection

Otago University Research Archive

Description

A revised total synthesis of aurachin D (1a), an isoprenoid quinolone alkaloid that targets Mycobacterium tuberculosis (Mtb) cytochrome bd (cyt-bd) oxidase, was accomplished using an oxazoline ring-opening reaction. The ring opening enabled access to a range of electron-poor analogues, while electron-rich analogues could be prepared using the Conrad–Limpach reaction. The aryl-substituted and side-chain-modified aurachin D analogues were screened for inhibition of Mtb cyt-bd oxidase and growth...

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Format

Research paper

Research format

Scholarly text / Journal article

Thesis level

Article

Date created

2022-10-13

Creator

Lawer, Aggie / Tyler, Chelsea / Hards, Kiel / Keighley, Laura M. / Cheung, Chen-Yi / Kierek, Fabian / Su, Simon / Matikonda, Siddharth S. / McInnes, Tyler / Tyndall, Joel D. A. / Krause, Kurt L. / Cook, Gregory M. / Gamble, Allan B.

URL

https://hdl.handle.net/10523/17120

Related subjects

quinolone / Aurachin D / oxazoline / Conrad−Limpach / tuberculosis / cytochrome bd oxidase

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