Isolation, structure determination and cytotoxicity studies of tryptophan alkaloids from an Australian marine sponge Hyrtios sp
Khokhar, Shahan, Feng, Yunjiang, Campitelli, Marc R., Ekins, Merrick G., Hooper, John N.A., Beattie, Karren D., Sadowski, Martin C., Nelson, Colleen C., & Davis, Rohan A. (2014) Isolation, structure determination and cytotoxicity studies of tryptophan alkaloids from an Australian marine sponge Hyrtios sp. Bioorganic & Medicinal Chemistry Letters, 24(15), pp. 3329-3332.
Mass-guided fractionation of the MeOH extract from a specimen of the Australian marine sponge Hyrtios sp. resulted in the isolation of two new tryptophan alkaloids, 6-oxofascaplysin (2), and secofascaplysic acid (3), in addition to the known metabolites fascaplysin (1) and reticulatate (4). The structures of all molecules were determined following NMR and MS data analysis. Structural ambiguities in 2 were addressed through comparison of experimental and DFT-generated theoretical NMR spectral values. Compounds 1–4 were evaluated for their cytotoxicity against a prostate cancer cell line (LNCaP) and were shown to display IC50 values ranging from 0.54 to 44.9 μM.
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|Item Type:||Journal Article|
|Keywords:||Tryptophan alkaloid, Marine sponge , Hyrtios, DFT-NMR, Cytotoxicity|
|Subjects:||Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > MEDICINAL AND BIOMOLECULAR CHEMISTRY (030400) > Characterisation of Biological Macromolecules (030403)
Australian and New Zealand Standard Research Classification > BIOLOGICAL SCIENCES (060000) > BIOCHEMISTRY AND CELL BIOLOGY (060100)
Australian and New Zealand Standard Research Classification > BIOLOGICAL SCIENCES (060000) > PLANT BIOLOGY (060700) > Phycology (incl. Marine Grasses) (060701)
|Divisions:||Current > Schools > School of Biomedical Sciences
Current > QUT Faculties and Divisions > Faculty of Health
Current > Institutes > Institute of Health and Biomedical Innovation
|Copyright Owner:||Copyright 2014 Elsevier Ltd.|
|Deposited On:||27 Aug 2014 02:44|
|Last Modified:||27 Aug 2014 23:31|
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