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Tsavoenones A-C Unprecedented polyketides with a 1,7-dioxadispiro[4.0.4.4]tetradecane core from the lichen Parmotrema tsavoense
- Source :
- Organic and Biomolecular Chemistry, Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2018, 16 (32), pp.5913-5919. ⟨10.1039/c8ob01280f⟩, Organic & Biomolecular Chemistry, Organic & Biomolecular Chemistry, 2018, 16 (32), pp.5913-5919. ⟨10.1039/c8ob01280f⟩
- Publication Year :
- 2018
- Publisher :
- HAL CCSD, 2018.
-
Abstract
- International audience; 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.
- Subjects :
- biology
010405 organic chemistry
Chemistry
Stereochemistry
Organic Chemistry
Foliose lichen
Parmotrema
Carbon-13 NMR
biology.organism_classification
01 natural sciences
Biochemistry
0104 chemical sciences
010404 medicinal & biomolecular chemistry
chemistry.chemical_compound
[CHIM]Chemical Sciences
Lichen material
Physical and Theoretical Chemistry
Lichen
Cytotoxicity
Tetradecane
K562 cells
Subjects
Details
- Language :
- English
- ISSN :
- 14770520 and 14770539
- Database :
- OpenAIRE
- Journal :
- Organic and Biomolecular Chemistry, Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2018, 16 (32), pp.5913-5919. ⟨10.1039/c8ob01280f⟩, Organic & Biomolecular Chemistry, Organic & Biomolecular Chemistry, 2018, 16 (32), pp.5913-5919. ⟨10.1039/c8ob01280f⟩
- Accession number :
- edsair.doi.dedup.....2b1b0c9c57d306d851a7b2e00be701b2