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Antimicrobial and Antibiofilm Activities of the Fungal Metabolites Isolated from the Marine Endophytes Epicoccum nigrum M13 and Alternaria alternata 13A

Epicotripeptin (1), a new cyclic tripeptide along with four known cyclic dipeptides (2–5) and one acetamide derivative (6) were isolated from seagrass-associated endophytic fungus Epicoccum nigrum M13 recovered from the Red Sea. Additionally, two new compounds, cyclodidepsipeptide phragamide A (7) a...

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Autores principales: Qader, M. Mallique, Hamed, Ahmed A., Soldatou, Sylvia, Abdelraof, Mohamed, Elawady, Mohamed E., Hassane, Ahmed S. I., Belbahri, Lassaad, Ebel, Rainer, Rateb, Mostafa E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8074750/
https://www.ncbi.nlm.nih.gov/pubmed/33924262
http://dx.doi.org/10.3390/md19040232
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author Qader, M. Mallique
Hamed, Ahmed A.
Soldatou, Sylvia
Abdelraof, Mohamed
Elawady, Mohamed E.
Hassane, Ahmed S. I.
Belbahri, Lassaad
Ebel, Rainer
Rateb, Mostafa E.
author_facet Qader, M. Mallique
Hamed, Ahmed A.
Soldatou, Sylvia
Abdelraof, Mohamed
Elawady, Mohamed E.
Hassane, Ahmed S. I.
Belbahri, Lassaad
Ebel, Rainer
Rateb, Mostafa E.
author_sort Qader, M. Mallique
collection PubMed
description Epicotripeptin (1), a new cyclic tripeptide along with four known cyclic dipeptides (2–5) and one acetamide derivative (6) were isolated from seagrass-associated endophytic fungus Epicoccum nigrum M13 recovered from the Red Sea. Additionally, two new compounds, cyclodidepsipeptide phragamide A (7) and trioxobutanamide derivative phragamide B (8), together with eight known compounds (9–16), were isolated from plant-derived endophyte Alternaria alternata 13A collected from a saline lake of Wadi El Natrun depression in the Sahara Desert. The structures of the isolated compounds were determined based on the 1D and 2D NMR spectroscopic data, HRESIMS data, and a comparison with the reported literature. The absolute configurations of 1 and 7 were established by advanced Marfey’s and Mosher’s ester analyses. The antimicrobial screening indicated that seven of the tested compounds exhibited considerable (MIC range of 2.5–5 µg/mL) to moderate (10–20 µg/mL) antibacterial effect against the tested Gram-positive strains and moderate to weak (10–30 µg/mL) antibacterial effect against Gram-negative strains. Most of the compounds exhibited weak or no activity against the tested Gram-negative strains. On the other hand, four of the tested compounds showed considerable antibiofilm effects against biofilm forming Gram-positive and Gram-negative strains.
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spelling pubmed-80747502021-04-27 Antimicrobial and Antibiofilm Activities of the Fungal Metabolites Isolated from the Marine Endophytes Epicoccum nigrum M13 and Alternaria alternata 13A Qader, M. Mallique Hamed, Ahmed A. Soldatou, Sylvia Abdelraof, Mohamed Elawady, Mohamed E. Hassane, Ahmed S. I. Belbahri, Lassaad Ebel, Rainer Rateb, Mostafa E. Mar Drugs Article Epicotripeptin (1), a new cyclic tripeptide along with four known cyclic dipeptides (2–5) and one acetamide derivative (6) were isolated from seagrass-associated endophytic fungus Epicoccum nigrum M13 recovered from the Red Sea. Additionally, two new compounds, cyclodidepsipeptide phragamide A (7) and trioxobutanamide derivative phragamide B (8), together with eight known compounds (9–16), were isolated from plant-derived endophyte Alternaria alternata 13A collected from a saline lake of Wadi El Natrun depression in the Sahara Desert. The structures of the isolated compounds were determined based on the 1D and 2D NMR spectroscopic data, HRESIMS data, and a comparison with the reported literature. The absolute configurations of 1 and 7 were established by advanced Marfey’s and Mosher’s ester analyses. The antimicrobial screening indicated that seven of the tested compounds exhibited considerable (MIC range of 2.5–5 µg/mL) to moderate (10–20 µg/mL) antibacterial effect against the tested Gram-positive strains and moderate to weak (10–30 µg/mL) antibacterial effect against Gram-negative strains. Most of the compounds exhibited weak or no activity against the tested Gram-negative strains. On the other hand, four of the tested compounds showed considerable antibiofilm effects against biofilm forming Gram-positive and Gram-negative strains. MDPI 2021-04-20 /pmc/articles/PMC8074750/ /pubmed/33924262 http://dx.doi.org/10.3390/md19040232 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Qader, M. Mallique
Hamed, Ahmed A.
Soldatou, Sylvia
Abdelraof, Mohamed
Elawady, Mohamed E.
Hassane, Ahmed S. I.
Belbahri, Lassaad
Ebel, Rainer
Rateb, Mostafa E.
Antimicrobial and Antibiofilm Activities of the Fungal Metabolites Isolated from the Marine Endophytes Epicoccum nigrum M13 and Alternaria alternata 13A
title Antimicrobial and Antibiofilm Activities of the Fungal Metabolites Isolated from the Marine Endophytes Epicoccum nigrum M13 and Alternaria alternata 13A
title_full Antimicrobial and Antibiofilm Activities of the Fungal Metabolites Isolated from the Marine Endophytes Epicoccum nigrum M13 and Alternaria alternata 13A
title_fullStr Antimicrobial and Antibiofilm Activities of the Fungal Metabolites Isolated from the Marine Endophytes Epicoccum nigrum M13 and Alternaria alternata 13A
title_full_unstemmed Antimicrobial and Antibiofilm Activities of the Fungal Metabolites Isolated from the Marine Endophytes Epicoccum nigrum M13 and Alternaria alternata 13A
title_short Antimicrobial and Antibiofilm Activities of the Fungal Metabolites Isolated from the Marine Endophytes Epicoccum nigrum M13 and Alternaria alternata 13A
title_sort antimicrobial and antibiofilm activities of the fungal metabolites isolated from the marine endophytes epicoccum nigrum m13 and alternaria alternata 13a
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8074750/
https://www.ncbi.nlm.nih.gov/pubmed/33924262
http://dx.doi.org/10.3390/md19040232
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