New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity

Molecules

Priscilla M. Matos³  Brian Mahoney²  Yohan Chan²  David P. Day²  Mirela M. W. Cabral³  Carlos H. G. Martins³  Raquel A. Santos³  Jairo K. Bastos¹  Philip C. Bulman Page²  Vladimir C. G. Heleno³ 

[1]Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Ribeirão Preto 14040-903, Brazil

[2] E-Mail:

[3]School of Chemistry, University of East Anglia, Norwich Research Park, Norwich, NR4 7TJ, UK

[4] E-Mails:

[5]Núcleo de Pesquisas em Ciências Exatas e Tecnológicas, Universidade de Franca, Franca 14404-600, Brazil

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关键词: kaurenoic acid;    copalic acid;    structural modification;    diterpene derivatives;    anti-tuberculosis activity;    cytotoxicity;    Mycobacterium tuberculosis;   

DOI  :  10.3390/molecules201018264

来源: mdpi

【 摘 要 】

We report herein the synthesis of six diterpene derivatives, three of which are new, generated through known organic chemistry reactions that allowed structural modification of the existing natural products kaurenoic acid (1) and copalic acid (2). The new compounds were fully characterized using high resolution mass spectrometry, infrared spectroscopy, ¹H- and ¹³C-NMR experiments. We also report the evaluation of the anti-tuberculosis potential for all compounds, which showed some promising results for Micobacterium tuberculosis inhibition. Moreover, the toxicity for each of the most active compounds was also assessed.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.