• Submit to Marine Drugs Login Register
• MDPI
• Journals A-Z
• For Authors
• For Editors
• About
• Open Access Policy

• Abstract
• Full-Text PDF [327 KB]
• Full-Text XML
• Article Versions Notes
• Supplement File 1

• Article Statistics
• PubMed/Medline
• Google Scholar
• Order Reprints

• Cite this article
• Export to BibTeX
• Export to EndNote

• [+] on DOAJ
• Wright, A
• Nielson, J
• Tapiolas, D
• Liptrot, C
• Motti, C
• [+] on Google Scholar
• Wright, A
• Nielson, J
• Tapiolas, D
• Liptrot, C
• Motti, C
• [+] on PubMed
• Wright, A
• Nielson, J
• Tapiolas, D
• Liptrot, C
• Motti, C

•  CiteULike
•  Facebook
•  Mendeley
•  Twitter

This article is

• freely available
• re-usable

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

Article

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

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

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.

Received: 4 June 2012; in revised form: 25 June 2012 / Accepted: 23 July 2012 / Published: 31 July 2012

(This article belongs to the Special Issue Marine Bioactive Natural Product Studies—An Australasian Perspective)

Download PDF Full-Text [327 KB, uploaded 31 July 2012 15:15 CEST]

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

Supplementary Files

• Supplementary File 1:

  PDF-Document (PDF, 5848 KB)

Article Statistics

Cite This Article