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A great barrier reef Sinularia sp. yields two new cytotoxic diterpenes.
- Source :
-
Marine drugs [Mar Drugs] 2012 Aug; Vol. 10 (8), pp. 1619-1630. Date of Electronic Publication: 2012 Jul 31. - Publication Year :
- 2012
-
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).
- Subjects :
- Animals
Antineoplastic Agents chemistry
Antineoplastic Agents isolation & purification
Cell Line, Tumor
Coral Reefs
Diterpenes chemistry
Diterpenes isolation & purification
Humans
Magnetic Resonance Spectroscopy
Mass Spectrometry
Neoplasms pathology
Queensland
Anthozoa chemistry
Antineoplastic Agents pharmacology
Diterpenes pharmacology
Neoplasms drug therapy
Subjects
Details
- Language :
- English
- ISSN :
- 1660-3397
- Volume :
- 10
- Issue :
- 8
- Database :
- MEDLINE
- Journal :
- Marine drugs
- Publication Type :
- Academic Journal
- Accession number :
- 23015765
- Full Text :
- https://doi.org/10.3390/md10081619