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A Great Barrier Reef Sinularia sp Yields Two New Cytotoxic Diterpenes

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dc.contributor Australian Institute Of Marine Science
dc.contributor Australian Inst Marine Sci
dc.contributor Australian Institute Of Marine Science (aims) en
dc.contributor.author MOTTI, CHERIE A.
dc.contributor.author WRIGHT, ANTHONY D.
dc.contributor.author NIELSON, JONATHAN L.
dc.contributor.author TAPIOLAS, DIANNE M.
dc.contributor.author LIPTROT, CATHERINE H.
dc.date.accessioned 2017-03-21T01:18:41Z
dc.date.accessioned 2013-02-28T06:49:47Z
dc.date.accessioned 2013-02-28T06:49:47Z
dc.date.accessioned 2019-05-09T01:08:23Z
dc.date.available 2017-03-21T01:18:41Z
dc.date.available 2017-03-21T01:18:41Z
dc.date.available 2013-02-28T06:49:47Z
dc.date.available 2019-05-09T01:08:23Z
dc.date.issued 2012-08-01
dc.identifier 9258 en
dc.identifier.citation Wright AD, Nielson JL, Tapiolas DM, Liptrot CH and Motti CA (2012) A Great Barrier Reef Sinularia sp. yields two new cytotoxic diterpenes. Marine Drugs. 10: 1619-1630. en
dc.identifier.issn 1660-3397
dc.identifier.uri http://epubs.aims.gov.au/11068/9258
dc.description Link to abstract/full text - http://www.mdpi.com/1660-3397/10/8/1619 en
dc.description.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 mu M, with no selectivity, whilst 1 was less active (GI(50) 70-175 mu M).
dc.description.uri http://www.mdpi.com/1660-3397/10/8/1619 en
dc.language English
dc.language en en
dc.relation.ispartof Marine Drugs - pages: 10: 1619-1630 en
dc.relation.ispartof Null
dc.subject Anticancer Activity
dc.subject Alcyonacea
dc.subject Alcyoniidae
dc.subject Terpenoids
dc.subject Sinularia
dc.subject Chemistry, Medicinal
dc.subject Cembranoids
dc.subject Lobophytum
dc.subject Flexibilis
dc.subject Cembrane
dc.subject Diterpene
dc.subject Octocorallia
dc.subject Pharmacology & Pharmacy
dc.subject Coelenterata
dc.subject Marine-invertebrates
dc.subject Australian Soft Corals
dc.subject Lobane
dc.title A Great Barrier Reef Sinularia sp Yields Two New Cytotoxic Diterpenes
dc.type journal article en
dc.identifier.doi 10.3390/md10081619
dc.identifier.wos WOS:000308207400001


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