Journal
ORGANIC LETTERS
Volume 19, Issue 8, Pages 2046-2049Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00638
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Funding
- University of Queensland
- Institute for Molecular Bioscience, the University of Queensland
- Australian Research Council [LP120100088]
- Australian Research Council [LP120100088] Funding Source: Australian Research Council
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A miniaturized 24-well plate microbioreactor approach was used to explore secondary metabolite media dependence in an Australian marine tunicate-associated fungus, Talaromyces sp. (CMB TU011). Detailed chemical investigations of an antifungal M1-saline cultivation yielded talarolide A (1), only the second reported natural cyclic peptide hydroxamate, and the first from a fungus. The antifungal properties of the M1-saline extract were attributed to the known diterpene glycoside sordarin (2). Structure elucidation of 1 and 2 was achieved by detailed spectroscopic analysis, with amino acid configurations in 1 assigned by the C-3 and C-18 Marfey's methods, and L-Ala and D-Ala regiochemistry by the recently reported 2D C-3 Marfey's method.
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