Antiproliferative Illudalane Sesquiterpenes from the Marine Sediment Ascomycete Aspergillus oryzae
| Autor: | Sobia Tabassum, Fahd A. Nasr, Mohammad A. M. Wadaan, Orazio Taglialatela-Scafati, Giuseppina Chianese, Areej Mohammad Al-Taweel, Raha Orfali, Muhammad Farooq Khan, Ali S. Alqahtani, Shagufta Perveen, Jyh-Horng Sheu, Paolo Luciano, Atallah F. Ahmed |
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| Přispěvatelé: | Orfali, R., Perveen, S., Khan, M. F., Ahmed, A. F., Wadaan, M. A., Al-Taweel, A. M., Alqahtani, A. S., Nasr, F. A., Tabassum, S., Luciano, P., Chianese, G., Sheu, J. -H., Taglialatela-Scafati, O. |
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
antiproliferative activity
Circular dichroism Aquatic Organisms Geologic Sediments Stereochemistry Cell Survival QH301-705.5 Aspergillus oryzae zebrafish toxicity Pharmaceutical Science Sesquiterpene Marine fungu 01 natural sciences Article Illudalane chemistry.chemical_compound Inhibitory Concentration 50 Ascomycota Cell Line Tumor Drug Discovery Illudalane sesquiterpene Animals Humans Hydroxymethyl Biology (General) marine fungus Pharmacology Toxicology and Pharmaceutics (miscellaneous) Indian Ocean Zebrafish Cell Proliferation Polycyclic Sesquiterpenes Aspergillus biology Molecular Structure 010405 organic chemistry Fungi illudalane sesquiterpenes biology.organism_classification 0104 chemical sciences 010404 medicinal & biomolecular chemistry chemistry Cell culture MCF-7 Cells Female Two-dimensional nuclear magnetic resonance spectroscopy Sesquiterpenes |
| Zdroj: | Marine Drugs, Vol 19, Iss 333, p 333 (2021) Marine Drugs Volume 19 Issue 6 |
| ISSN: | 1660-3397 |
| Popis: | The new asperorlactone (1), along with the known illudalane sesquiterpene echinolactone D (2), two known pyrones, 4-(hydroxymethyl)-5-hydroxy-2H-pyran-2-one (3) and its acetate 4, and 4-hydroxybenzaldehyde (5), were isolated from a culture of Aspergillus oryzae, collected from Red Sea marine sediments. The structure of asperorlactone (1) was elucidated by HR-ESIMS, 1D, and 2D NMR, and a comparison between experimental and DFT calculated electronic circular dichroism (ECD) spectra. This is the first report of illudalane sesquiterpenoids from Aspergillus fungi and, more in general, from ascomycetes. Asperorlactone (1) exhibited antiproliferative activity against human lung, liver, and breast carcinoma cell lines, with IC50 values < 100 µM. All the isolated compounds were also evaluated for their toxicity using the zebrafish embryo model. |
| Databáze: | OpenAIRE |
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