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Australian Institute of Marine Science, PMB no. 3, Townsville MC, Townsville, QLD 4810, Australia



Present address: College of Pharmacy, University of Hawaii, 34 Rainbow Drive, Hilo, HI 96720, USA.



Present address: ACD Labs UK, Building A, Trinity Court, Wokingham Road, Bracknell, Berkshire RG42 1PL, UK.

§

Present address: Advanced Analytical Centre, James Cook University, Townsville, QLD 4811, Australia.





*

Author to whom correspondence should be addressed.



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-1113-en-decahydronaphthalen-16-ol 1, and the new lobane, 1R*,2R*,4S*,15E-loba-8,10,1314,1516-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-8,10,1315-triene-16,17,18-triol, 14,18-epoxyloba-8,10,1315-trien-17-ol, lobatrientriol, lobatrienolide, 14,17-epoxyloba-8,10,1315-trien-18-ol-18-acetate and 17R-loba-8,10,1315-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-8,10,1315-triene-16,17,18-triol, 14,17-epoxyloba-8,10,1315-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. View Full-Text

Keywords: Sinularia; Alcyoniidae; anticancer activity; lobane; cembrane; diterpene Sinularia; Alcyoniidae; anticancer activity; lobane; cembrane; diterpene





Autor: Anthony D. Wright †, Jonathan L. Nielson ‡, Dianne M. Tapiolas, Catherine H. Liptrot § and Cherie A. Motti *

Fuente: http://mdpi.com/



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