Cytotoxic furanoditerpenes from the sponge Spongia tubulifera collected in the Mexican Caribbean
| Autor: | Jaime Rodríguez, Carlos Jiménez, Dawrin Pech-Puch, Carlos A. Sandoval-Castro, Bastien Cautain |
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| Rok vydání: | 2019 |
| Předmět: |
Circular dichroism
Magnetic Resonance Spectroscopy Electrospray mass spectrometry Stereochemistry Cell Survival Cytotoxicity spongian furanoditerpenes Pharmaceutical Science 01 natural sciences Terpene chemistry.chemical_compound Spongia tubulifera Cell Line Tumor Drug Discovery ECD-TDDFT Animals Humans Spectral data lcsh:QH301-705.5 Pharmacology Toxicology and Pharmaceutics (miscellaneous) Mexico Marine sponge biology Molecular Structure 010405 organic chemistry biology.organism_classification 0104 chemical sciences Porifera Spongian furanoditerpenes 010404 medicinal & biomolecular chemistry Sponge lcsh:Biology (General) chemistry Caribbean Region cytotoxicity Marine Toxins Diterpene Diterpenes Drug Screening Assays Antitumor Two-dimensional nuclear magnetic resonance spectroscopy marine sponge |
| Zdroj: | RUC. Repositorio da Universidade da Coruña instname Marine Drugs Volume 17 Issue 7 Marine Drugs, Vol 17, Iss 7, p 416 (2019) |
| Popis: | Two new spongian furanoditerpenes, 3&beta hydroxyspongia-13(16),14-dien-2-one (1) and 19-dehydroxy-spongian diterpene 17 (2), along with five known terpenes, the spongian furanoditerpenes 9-nor-3-hydroxyspongia-3,13(16),14-trien-2-one (3), 3&beta 19 dihydroxyspongia-13(16),14-dien-2-one (epispongiadiol) (4) and spongian diterpene 17 (5), the furanoditerpene ambliol C (6), and the sesterterpene scalarin (7), were isolated from the methanolic extract of the sponge Spongia tubulifera, collected in the Mexican Caribbean. The planar structures of the new compounds were elucidated by 1D/2D NMR and IR spectroscopic analysis, high resolution electrospray mass spectrometry (HRESIMS), and comparison of their spectral data with those reported in the literature. Absolute configurations were determined by comparison of the experimental electronic circular dichroism (ECD) spectrum with those calculated by time-dependent density functional theory (TDDFT). Compounds 1, 4, and 6 displayed weak cytotoxic activity against different human tumour cell lines. |
| Databáze: | OpenAIRE |
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