Synthesis and First-Time Assessment of o-Eugenol Derivatives against Mycobacterium tuberculosis

被引：0

作者：

Adriana Marques Moraes

Emerson Teixeira da Silva

James L. Wardell

Marcus V. N. de Souza

机构：

[1] Universidade Federal do Rio de Janeiro,Fiocruz–Fundacao Oswaldo Cruz

[2] Instituto de Quimica,Department of Chemistry

[3] Departamento de Quimica Organica,undefined

[4] Instituto de Tecnologia em Farmacos – Farmanguinhos,undefined

[5] University of Aberdeen,undefined

来源：

Chemistry of Natural Compounds | 2020年 / 56卷

关键词：

eugenol; -eugenol; synthesis; tuberculosis; nitration; bromination; large scale;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

In this work, we report the first-time assessment of o-eugenol, 6-allyl-2-methoxyphenol, and their selected derivatives, against Mycobacterium tuberculosis H37RV, using the MABA susceptibility test. The bromo, nitro, O-alkylated, and reduced derivatives were obtained by standard methods and were characterized by spectroscopic and mass spectral data. Structure–activity relationships were investigated, with the most active derivatives being 4,5-dibromo-2-methoxy-6-propylphenol (139 μM) and 2-methoxy-3-nitro-6-propylphenol (237 μM). This study provides important information on the rational design of new lead anti-TB drugs based on o-eugenol derivatives.

引用

页码：633 / 638

页数：5

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