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Terretonin O: a new meroterpenoid from Aspergillus terreus
Authors:Abdelaaty Hamed  Ahmed S Abdel-Razek  Doha A Omran  Mohammad M El-Metwally  Doaa G El-Hosari  Marcel Frese
Institution:1. Organic and Bioorganic Chemistry, Faculty of Chemistry, Bielefeld University, Bielefeld, Germany;2. Chemistry Department, Faculty of Science, Al-Azhar University, Cairo, Egypt;3. Microbial Chemistry Department, Genetic Engineering and Biotechnology Research Division, National Research Centre, Giza, Egypt;4. Pharmacognosy Department, Faculty of Pharmacy, Helwan University, Helwan, Egypt;5. Botany and Microbiology Department, Faculty of Science, Damanhour University, Damanhour, Egypt;6. Pharmacognosy Department, Faculty of Pharmacy, Helwan University, Helwan, Egypt
Abstract:Abstract

Terretonin O (1), a new meroterpenoid, was isolated individually from both methanolic extracts of thermophilic Aspergillus terreus TM8 and marine Aspergillus terreus LGO13. The recently reported terretonins M (2) and N (3) were further isolated from the fungus LGO13 along with nine known compounds, terrelumamide A (4), terrein (5), methyl-3,4,5-trimethoxyl-2-2-(nicotinamide)benzamido] benzoate (6), butyrolactones I-III (79), aspulvinone O (10), ergosterol, ergost-4-ene-3-one and methyl linoleate. Structure of terretonin O (1) was established on the bases of HRESIMS, 1D and 2D NMR spectra and comparison with its analogues in literatures. The relative stereochemistry of 1 was assigned on the basis of NOESY spectra and comparison with reported configuration of its congener compounds 2 and 3. The antimicrobial and cytotoxic activities of the fungal extracts and obtained compounds were assayed using a set of microorganisms, and cervix carcinoma cell line (KB-3-1), respectively. Isolation and taxonomical characterization of the producing strains are reported.
Keywords:Aspergillus terreus  bioactive metabolites  biological activities  terretonin O
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