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Mar. Drugs 2012, 10(8), 1619-1630; doi:10.3390/md10081619
Article

A Great Barrier Reef Sinularia sp. Yields Two New Cytotoxic Diterpenes

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Received: 4 June 2012; in revised form: 25 June 2012 / Accepted: 23 July 2012 / Published: 31 July 2012
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Abstract: The methanol extract of a Sinularia sp., collected from Bowden Reef, Queensland, Australia, yielded ten natural products. These included the new nitrogenous diterpene (4R*,5R*,9S*,10R*,11Z)-4-methoxy-9-((dimethylamino)-methyl)-12,15-epoxy-11(13)-en-decahydronaphthalen-16-ol (1), and the new lobane, (1R*,2R*,4S*,15E)-loba-8,10,13(14),15(16)-tetraen-17,18-diol-17-acetate (2). Also isolated were two known cembranes, sarcophytol-B and (1E,3E,7E)-11,12-epoxycembratrien-15-ol, and six known lobanes, loba-8,10,13(15)-triene-16,17,18-triol, 14,18-epoxyloba-8,10,13(15)-trien-17-ol, lobatrientriol, lobatrienolide, 14,17-epoxyloba-8,10,13(15)-trien-18-ol-18-acetate and (17R)-loba-8,10,13(15)-trien-17,18-diol. Structures of the new compounds were elucidated through interpretation of spectra obtained after extensive NMR and MS investigations and comparison with literature values. The tumour cell growth inhibition potential of 1 and 2 along with loba-8,10,13(15)-triene-16,17,18-triol, 14,17-epoxyloba-8,10,13(15)-trien-18-ol-18-acetate, lobatrienolide, (1E,3E,7E)-11,12-epoxycembratrien-15-ol and sarcophytol-B were assessed against three human tumour cell lines (SF-268, MCF-7 and H460). The lobanes and cembranes tested demonstrated 50% growth inhibition in the range 6.8–18.5 µM, with no selectivity, whilst 1 was less active (GI50 70–175 µM).
Keywords: Sinularia; Alcyoniidae; anticancer activity; lobane; cembrane; diterpene Sinularia; Alcyoniidae; anticancer activity; lobane; cembrane; diterpene
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.

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MDPI and ACS Style

Wright, A.D.; Nielson, J.L.; Tapiolas, D.M.; Liptrot, C.H.; Motti, C.A. A Great Barrier Reef Sinularia sp. Yields Two New Cytotoxic Diterpenes. Mar. Drugs 2012, 10, 1619-1630.

AMA Style

Wright AD, Nielson JL, Tapiolas DM, Liptrot CH, Motti CA. A Great Barrier Reef Sinularia sp. Yields Two New Cytotoxic Diterpenes. Marine Drugs. 2012; 10(8):1619-1630.

Chicago/Turabian Style

Wright, Anthony D.; Nielson, Jonathan L.; Tapiolas, Dianne M.; Liptrot, Catherine H.; Motti, Cherie A. 2012. "A Great Barrier Reef Sinularia sp. Yields Two New Cytotoxic Diterpenes." Mar. Drugs 10, no. 8: 1619-1630.



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