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Issue 74, 2014
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Labdane-type diterpenoids from Croton laevigatus

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Sixteen new labdane-type diterpenoids (1–9, 11–17) were isolated from the twigs and leaves of Croton laevigatus, along with 15-hydroxylabda-7,13(E)-diene-17,12-olide (10), which is reported here as a natural product for the first time. Their structures were elucidated on the basis of extensive spectroscopic data interpretation, including UV, IR, NMR, and MS, and comparison with literature data. The structures of compounds 7, 8, 10, 14, 15, 16, and 17 were further confirmed by single-crystal X-ray diffraction analysis. The absolute configurations of 10–17 were determined by the CD exciton chirality method and supported by the single-crystal X-ray diffraction analysis of 10, 14, and 15. Crotonlaevins A (1) and B (2) are the reported first labda-type diterpenoids with a dodecahydronaphtho [1,2-c] furan moiety, and compounds 10–17 are the first reported labda-17,12-olide derivatives isolated from nature.

Graphical abstract: Labdane-type diterpenoids from Croton laevigatus

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The article was received on 23 May 2014, accepted on 05 Aug 2014 and first published on 11 Aug 2014

Article type: Paper
DOI: 10.1039/C4RA04863F
Citation: RSC Adv., 2014,4, 39530-39540
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    Labdane-type diterpenoids from Croton laevigatus

    H. Huang, F. Qi, J. Yuan, C. Zhao, J. Yang, F. Fang, Q. Wu, K. Gao and C. Yuan, RSC Adv., 2014, 4, 39530
    DOI: 10.1039/C4RA04863F

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