New non-toxic semi-synthetic derivatives from natural diterpenes displaying promising anti-tuberculosis activity

Matos, Priscilla M., Mahoney, Brian, Chan, Yohan, Day, David, Cabral, Mirela, Martins, Carlos, Santos, Raquel, Bastos, Jairo, Bulman Page, Philip and Heleno, Vladimir (2015) New non-toxic semi-synthetic derivatives from natural diterpenes displaying promising anti-tuberculosis activity. Molecules, 20 (10). pp. 18264-18278. ISSN 1420-3049

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Abstract

We herein report the synthesis of six diterpene derivatives, three of which are 23 new, generated through known organic chemistry reactions that allowed structural 24 modification of the existing natural products kaurenoic acid (1) and copalic acid (2). The 25 new compounds were fully characterized using high resolution mass spectrometry, infra-26 red spectroscopy, 1H and 13C NMR experiments. We also report the evaluation of the anti-27 tuberculosis potential for all compounds, which showed some promising results for 28 Micobacterium tuberculosis inhibition. Moreover, the toxicity for each of the most active 29 compounds was also assessed.

Item Type: Article
Additional Information: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Uncontrolled Keywords: kaurenoic acid,copalic acid,structural modification,diterpene derivatives,anti-tuberculosis activity,cytotoxicity,mycobacterium tuberculosis,sdg 3 - good health and well-being ,/dk/atira/pure/sustainabledevelopmentgoals/good_health_and_well_being
Faculty \ School: Faculty of Science > School of Chemistry
UEA Research Groups: Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017)
Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
Depositing User: Pure Connector
Date Deposited: 22 Oct 2015 15:00
Last Modified: 21 Oct 2022 01:17
URI: https://ueaeprints.uea.ac.uk/id/eprint/54788
DOI: 10.3390/molecules201018264

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