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      Synthesis and antimycobacterial activity of isoniazid derivatives from renewable fatty acids.

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          Abstract

          This work describes the synthesis of a series of fatty acid hydrazide derivatives of isoniazid (INH). The compounds were tested against Mycobacterium tuberculosis H37Rv (ATCC 27294) as well as INH-resistant (ATCC 35822 and 1896 HF) and rifampicin-resistant (ATCC 35338) M. tuberculosis strains. The fatty acid derivatives of INH showed high antimycobacterial potency against the studied strains, which is desirable for a pharmaceutical compound, suggesting that the increased lipophilicity of isoniazid plays an important role in its antimycobacterial activity.

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          Author and article information

          Journal
          Bioorg. Med. Chem.
          Bioorganic & medicinal chemistry
          Elsevier BV
          1464-3391
          0968-0896
          Nov 15 2013
          : 21
          : 22
          Affiliations
          [1 ] Laboratório Kolbe de Síntese Orgânica, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Rio Grande, RS, Brazil.
          Article
          S0968-0896(13)00814-6
          10.1016/j.bmc.2013.09.034
          24103427
          dd74f24e-942a-4b78-ab7a-d71374e9a772
          History

          INH-derivatives,Fatty acids,Antimycobacterial activity,Mycobacterium tuberculosis

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