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


ABSTRACT: 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 (13)C-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.

SUBMITTER: Matos PM 

PROVIDER: S-EPMC6331924 | biostudies-literature | 2015 Oct

REPOSITORIES: biostudies-literature

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

Matos Priscilla M PM   Mahoney Brian B   Chan Yohan Y   Day David P DP   Cabral Mirela M W MM   Martins Carlos H G CH   Santos Raquel A RA   Bastos Jairo K JK   Page Philip C Bulman PC   Heleno Vladimir C G VC  

Molecules (Basel, Switzerland) 20151007 10


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 (13)C-NMR experiments. We also report the evaluation of the anti-tuberculosis potential for all compounds, which showed some promising re  ...[more]

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