1. Isolation, structure determination and cytotoxicity studies of tryptophan alkaloids from an Australian marine sponge Hyrtios sp.
- Author
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Khokhar S, Feng Y, Campitelli MR, Ekins MG, Hooper JN, Beattie KD, Sadowski MC, Nelson CC, and Davis RA
- Subjects
- Alkaloids chemistry, Alkaloids isolation & purification, Animals, Antineoplastic Agents chemistry, Antineoplastic Agents isolation & purification, Australia, Cell Line, Tumor, Cell Proliferation drug effects, Dose-Response Relationship, Drug, Drug Screening Assays, Antitumor, Humans, Models, Molecular, Molecular Structure, Quantum Theory, Structure-Activity Relationship, Tryptophan chemistry, Tryptophan isolation & purification, Alkaloids pharmacology, Antineoplastic Agents pharmacology, Porifera chemistry, Tryptophan pharmacology
- Abstract
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., (Copyright © 2014 Elsevier Ltd. All rights reserved.)
- Published
- 2014
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