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：
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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.
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页码：633 / 638
页数：5
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