Isolation, structure determination and cytotoxicity studies of tryptophan alkaloids from an Australian marine sponge Hyrtios sp


Autoria(s): 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.
Data(s)

01/08/2014

Resumo

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.

Identificador

http://eprints.qut.edu.au/75574/

Publicador

Elsevier

Relação

DOI:10.1016/j.bmcl.2014.05.104

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.

Direitos

Copyright 2014 Elsevier Ltd.

Fonte

School of Biomedical Sciences; Faculty of Health; Institute of Health and Biomedical Innovation

Palavras-Chave #030403 Characterisation of Biological Macromolecules #060100 BIOCHEMISTRY AND CELL BIOLOGY #060701 Phycology (incl. Marine Grasses) #Tryptophan alkaloid #Marine sponge #Hyrtios #DFT-NMR #Cytotoxicity
Tipo

Journal Article