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

T.-H. Duong 1 M.A. Beniddir 2 G. Genta-Jouve 2 T. Aree M. Chollet-Krugler 3 J. Boustie 3 S. Ferron 3 A. Sauvager 3 H.-H. Nguyen K.-P.-P. Nguyen 4 W. Chavasiri P. Le Pogam 2
1 Ton Duc Thang University [Hô-Chi-Minh-City]
2 UMR 8638 - Equipe Pharmacognosie
COMETE - UMR 8638 - Chimie Organique, Médicinale et Extractive et Toxicologie Expérimentale
3 ISCR - Institut des Sciences Chimiques de Rennes
4 HCMUS - Ho Chi Minh City University of Science
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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Journal articles
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01875216
Contributor : Laurent Jonchère <>
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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ISCR | UNIV-RENNES1 | UR1-UFR-SPM | ISCR-CORINT | INC-CNRS | UNIV-RENNES | INSA-RENNES | UNIV-PARIS5 | INSA-GROUPE | USPC

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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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