期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 13, 期 28, 页码 7795-7802出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob01058f
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资金
- University of Queensland
- Sao Paulo Research Foundation [FAPESP 13/13166-4]
- Institute for Molecular Bioscience
- Australian Research Council [DP120100183, LP120100088]
Chemical analysis of a marine-derived fungus, Chaunopycnis sp. (CMB-MF028), isolated from the inner tissue of a pulmonate false limpet Siphonaria sp., collected from rock surfaces in the intertidal zone of Moora Park, Shorncliffe, Queensland, yielded the tetramic acid F-14329 (1) and new analogues, chaunolidines A-C (2-4), together with the new pyridinone chaunolidone A (5), and pyridoxatin (6). Structures inclusive of absolute configurations were assigned to 1-6 on the basis of detailed spectroscopic analysis, X-ray crystallography, electronic circular dichroism (ECD), biosynthetic considerations and chemical inter-conversion. Chaunolidine C (4) exhibits modest Gram-positive antibacterial activity (IC50 5-10 mu M), while chaunolidone A (5) is a selective and potent inhibitor (IC50 0.09 mu M) of human non-small cell lung carcinoma cells (NCI-H460). Tetramic acids 1-4 form metal chelates with Fe(III), Al(III), Cu(II), Mg(II) and Zn(II).
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