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Diverse bioactive metabolites from Penicillium sp. MMA derived from the red sea: structure identification and biological activity studies

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Abstract

A soft coral-derived fungus Penicillium sp. among other isolates e high antibacterial, anti-yeast and cytotoxic activities. The fungus, Penicillium sp. MMA, isolated from Sarcphyton glaucoma, afforded nine diverse compounds (1–9). Their structures were identified by 1D and 2 D NMR and ESI–MS spectroscopic data as two alkaloids: veridicatol (1), aurantiomide C (2); one sesquiterpene, aspterric acid (3); two carboxylic acids, 3,4-dihydroxy-benzoic acid; (4) and linoleic acid (5); three steroids, ergosterol (6), β-Sitosterol (7), β-Sitosterol glucoside (8) along with the sphingolipid, cerebroside A (9). Biologically, the antimicrobial, antioxidant, in vitro cytotoxicity and antibiofilm activities were studied in comparison with the fungal extract. The in silico computational studies were implemented to predict drug and lead likeness properties for 1–4. The fungus was taxonomically characterized by morphological and molecular biology (18srRNA) approaches.

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Acknowledgements

The authors are deeply thankful to Prof. H. Laatsch, Institute of Organic and Biomolecular Chemistry, Göttingen, for his support and lab facilities. We thank Dr. H. Frauendorf and Dr. M. John for MS and NMR measurements. M. Shaaban thanks the German Academic Exchange Service (DAAD) for a Postdoc short-term grant.

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Authors and Affiliations

  1. Division of Pharmaceutical Industries, Chemistry of Natural Compounds Department, National Research Centre, El-Buhouth St. 33, Dokki-Cairo, 12622, Egypt

    Ann G. Boulis & Mohamed Shaaban

  2. Genetic Engineering and Biotechnology Research Division, Microbial Chemistry Department, National Research Centre, El-Buhouth St. 33, Dokki-Giza, 12622, Egypt

    Ahmed A. Hamed

  3. Division of Genetic Engineering and Biotechnology Research, Microbial Biotechnology Department, National Research Centre, El-Buhouth St. 33, Dokki-Cairo, 12622, Egypt

    Mohamed E. El-awady & Mohsen M. S. Asker

  4. Botany Department, Faculty of Science, Benha University, Benha, Egypt

    Attia R. Mohamed

  5. Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City-Cairo, 11884, Egypt

    Essam M. Eliwa

  6. Institute of Organic and Biomolecular Chemistry, University of Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany

    Mohamed Shaaban

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  1. Ann G. Boulis
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Boulis, A.G., Hamed, A.A., El-awady, M.E. et al. Diverse bioactive metabolites from Penicillium sp. MMA derived from the red sea: structure identification and biological activity studies. Arch Microbiol 202, 1985–1996 (2020). https://doi.org/10.1007/s00203-020-01923-x

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