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Sporothriolide-Related Compounds from the Fungus Hypoxylon monticulosum CLL-205 Isolated from a Sphaerocladina Sponge from the Tahiti Coast
- Source :
- Journal of Natural Products, Journal of Natural Products, 2017, 80 (10), pp.2850-2854. ⟨10.1021/acs.jnatprod.7b00714⟩, Journal of Natural Products, American Chemical Society, 2017, 80 (10), pp.2850-2854. ⟨10.1021/acs.jnatprod.7b00714⟩
- Publication Year :
- 2017
- Publisher :
- HAL CCSD, 2017.
-
Abstract
- WOS:000414234400035; International audience; Two sporothriolide-related compounds were obtained from an extract of the fungus Hypoxylon monticulosum CLL-205, isolated from a Sphaerocladina sponge collected from the Tahiti coast. Compound 2 is a deoxy analogue of sporothric acid (4). Compound 3 is a newly reported unusual scaffold combining sporothriolide (1) and trienylfuranol A (5) moieties, through a Diels-Alderase-type reaction. Various experimental and analytical arguments supported the biocatalytic origin of compound 3. The structures of the isolated compounds were elucidated using 1D and 2D NMR, HRMS, and IR data. The structure and the absolute configuration of 3 were unambiguously confirmed by a single-crystal X-ray diffraction analysis.
- Subjects :
- Stereochemistry
Oceans and Seas
4-epi-ethisolide
Pharmaceutical Science
hyaluronidase
Fungus
Crystallography, X-Ray
010402 general chemistry
01 natural sciences
Sporothriolide
Polynesia
Analytical Chemistry
Drug Discovery
Animals
Furans
Nuclear Magnetic Resonance, Biomolecular
metabolites
Pharmacology
therapy
Molecular Structure
Xylariales
biology
010405 organic chemistry
ACL
Organic Chemistry
Absolute configuration
biology.organism_classification
Porifera
0104 chemical sciences
Sponge
Complementary and alternative medicine
Hypoxylon monticulosum
Molecular Medicine
acid
[SDE.BE]Environmental Sciences/Biodiversity and Ecology
Two-dimensional nuclear magnetic resonance spectroscopy
Subjects
Details
- Language :
- English
- ISSN :
- 01633864 and 15206025
- Database :
- OpenAIRE
- Journal :
- Journal of Natural Products, Journal of Natural Products, 2017, 80 (10), pp.2850-2854. ⟨10.1021/acs.jnatprod.7b00714⟩, Journal of Natural Products, American Chemical Society, 2017, 80 (10), pp.2850-2854. ⟨10.1021/acs.jnatprod.7b00714⟩
- Accession number :
- edsair.doi.dedup.....5616fcc1970cfb213bf3cd45c62aa687
- Full Text :
- https://doi.org/10.1021/acs.jnatprod.7b00714⟩