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Journal articles
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
2
UMR 8638 - Equipe Pharmacognosie
COMETE - UMR 8638 - Chimie Organique, Médicinale et Extractive et Toxicologie Expérimentale
1
Ton Duc Thang University [Hô-Chi-Minh-City] (Vietnam)
2
UMR 8638 - Equipe Pharmacognosie (Faculté des Sciences Pharmaceutiques et Biologiques- 4 Av de l'Observatoire- 75270 PARIS CEDEX 06 - France)
- COMETE - UMR 8638 - Chimie Organique, Médicinale et Extractive et Toxicologie Expérimentale (4 Av de l'Observatoire 75270 PARIS CEDEX 06 - France)
- UPD5 - Université Paris Descartes - Paris 5 : UMR 8638 (12, rue de l'École de Médecine - 75270 Paris cedex 06 - France)
- CNRS - Centre National de la Recherche Scientifique : UMR 8638 (France)
3
ISCR - Institut des Sciences Chimiques de Rennes (Campus de Beaulieu - Bât. 10 Avenue du Général Leclerc 35042 Rennes Cedex - France)
- INSA Rennes - Institut National des Sciences Appliquées - Rennes (20, avenue des Buttes de Coësmes - CS 70839 - 35708 Rennes cedex 7 - France)
- CNRS - Centre National de la Recherche Scientifique : UMR6226 (France)
- Ecole Nationale Supérieure de Chimie de Rennes (France)
- UR1 - Université de Rennes 1 (2 rue du Thabor - CS 46510 - 35065 Rennes cedex - France)
- UNIV-RENNES - Université de Rennes (France)
4
HCMUS - Ho Chi Minh City University of Science (Vietnam)
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, July 30, 2020 - 3:14:15 AM
Contributor : Laurent Jonchère <>
Submitted on : Monday, September 17, 2018 - 10:23:12 AM
Last modification on : Thursday, July 30, 2020 - 3:14:15 AM
Identifiers
- HAL Id : hal-01875216, version 1
- DOI : 10.1039/c8ob01280f
- PUBMED : 30074046
Collections
UNIV-RENNES1 | ISCR | CNRS | UR1-UFR-SPM | ISCR-CORINT | INC-CNRS | UNIV-RENNES | UNIV-PARIS5 | INSA-GROUPE | USPC | UNIV-PARIS | INSA-RENNES | PSL
Citation
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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