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Natural Product Research
Formerly Natural Product Letters
Volume 29, 2015 - Issue 3
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Articles

Synthesis and biological evaluation of ( − )-13,14-dihydroxy-8,11,13-podocarpatrien-7-one and derivatives from (+)-manool

, , , , , , , , , , , , , & show all
Pages 207-212 | Received 10 Mar 2014, Accepted 03 Jul 2014, Published online: 30 Jul 2014
 

Abstract

13,14-Dihydroxy-8,11,13-podocarpatrien-7-one (1) and a series of ring C aromatic diterpene derivatives were synthesised from (+)-manool (4) and evaluated for their cytotoxic, leishmanicidal and trypanocidal activities. Our results indicated that compound 1 and other podocarpane-type intermediates are cytotoxic. Cleavage of C6–C7 bond of compound 7 improved cytotoxic activity, indicating that, in particular, the 6,7-seco-podocarpane-type compound 20 might serve as a lead compound for further development.

Acknowledgements

The authors thank the laboratories of Mass Spectrometry (Ana Angarita and Matilde Gómez), NMR (Sara Pekerar, Alberto Fuentes, Liz Cubillan and Ligia Llovera) and Elemental Analyses (EleinneSeverino) of IVIC for the research support.

Additional information

Funding

This research was supported by FONACIT [grand number 2007000960], [grand number 2007001522], Foundation IDEA (POA-2012), and FONDEN.

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