Synthesis of mycothiol conjugate analogues and evaluation of their antimycobacterial activity

Riordan Scott W.; Field Jessica J.; Corkran Hilary M.; Dasyam Nathaniel; Stocker Bridget L.; Timmer Mattie S. M.; Harvey Joanne E.; Teesdale-Spittle Paul H.

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Synthesis of mycothiol conjugate analogues and evaluation of their antimycobacterial activity

机译：霉菌硫醇缀合物类似物的合成及其抗分枝杆菌活性的评估

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Drug-resistant Mycobacterium tuberculosis is a growing health problem. As proof of principle that the bacterial-specific metabolite mycothiol could be used as a delivery agent for antimycobacterial agents, simplified analogues of mycothiol were synthesised containing an S-trichloroethenyl substituted cysteine residue. It was envisaged that uptake of the mycothiol analogue would be followed by release of the known cytotoxin S-trichloroethenyl cysteine by the action of mycothiol S-conjugate amidase or its paralog, mycothiol deacetylase MshB. Promising activity was displayed against model Mycobacteria, although further development will be required to improve selectivity. (C) 2015 Elsevier Ltd. All rights reserved.

机译：耐药结核分枝杆菌是一个日益严重的健康问题。为原则上证明细菌特异性代谢产物分支硫醇可以用作抗分支杆菌药的传递剂，合成了包含S-三氯乙烯基取代的半胱氨酸残基的分支硫醇的简化类似物。设想在通过吸收硫羟硫醇S-缀合酰胺酶或其类似物，硫羟硫醇脱乙酰基酶MshB的作用，释放出硫醇硫类似物后，释放已知的细胞毒素S-三氯乙烯基半胱氨酸。尽管还需要进一步开发以提高选择性，但对模型分枝杆菌仍显示出有希望的活性。（C）2015 Elsevier Ltd.保留所有权利。

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《Bioorganic and Medicinal Chemistry Letters》 |2015年第10期|共4页
作者
Riordan Scott W.; Field Jessica J.; Corkran Hilary M.; Dasyam Nathaniel; Stocker Bridget L.; Timmer Mattie S. M.; Harvey Joanne E.; Teesdale-Spittle Paul H.;
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正文语种 eng
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关键词
Mycothiol; Trichlorovinyl cysteine; Antibacterial; Antimycobacterial; Prodrug;

机译：麦考硫醇;三氯乙烯基半胱氨酸;抗菌;抗分枝杆菌;前药;

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1. Synthesis of mycothiol conjugate analogues and evaluation of their antimycobacterial activity [J] . Riordan Scott W., Field Jessica J., Corkran Hilary M., Bioorganic and Medicinal Chemistry Letters . 2015,第10期

机译：霉菌硫醇缀合物类似物的合成及其抗分枝杆菌活性的评估
2. Synthesis and evaluation of in vitro antimycobacterial activity of novel 1H-benzo[d]imidazole derivatives and analogues [J] . Gobis Katarzyna, Foks Henryk, Serocki Marcin, European Journal of Medicinal Chemistry: Chimie Therapeutique . 2015,第Null期

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4. Synthesis of mycothiol analogues [C] . Mbulelo G Nokwequ, Comfort M Nkambule, David.W. Gammon European Symposium on Organic Chemistry . 2009

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Synthesis of mycothiol conjugate analogues and evaluation of their antimycobacterial activity

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