Tsavoenones A-C Unprecedented polyketides with a 1,7-dioxadispiro[4.0.4.4]tetradecane core from the lichen Parmotrema tsavoense

Abstract : New racemic dispiranic polyketides, tsavoenones A (1), B (2) and C (3), having a novel 1,7-dioxadispiro[4.0.4.4]tetradecane scaffold were isolated from the foliose lichen Parmotrema tsavoense. These compounds were structurally elucidated by extensive NMR analyses, comparison between experimental and theoretical 13C NMR data and X-ray crystallography. A putative biosynthetic scenario for the formation of 1-3 from parmosidone D, a meta-depsidone previously isolated from the same lichen material, was proposed. Tested for its cytotoxicity, 1 displayed a moderate activity against human myelogenous leukemia K562 cell line with an IC50 value of 66 μg mL-1. © 2018 The Royal Society of Chemistry.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01875216
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Submitted on : Monday, September 17, 2018 - 10:23:12 AM
Last modification on : Thursday, April 11, 2019 - 4:02:12 PM

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T.-H. Duong, M.A. Beniddir, G. Genta-Jouve, T. Aree, M. Chollet-Krugler, et al.. Tsavoenones A-C Unprecedented polyketides with a 1,7-dioxadispiro[4.0.4.4]tetradecane core from the lichen Parmotrema tsavoense. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2018, 16 (32), pp.5913-5919. ⟨10.1039/c8ob01280f⟩. ⟨hal-01875216⟩

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