Cargando…
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...
Autores principales: | , , , , , , , , |
---|---|
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 |
_version_ | 1783684411923890176 |
---|---|
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. |
format | Online Article Text |
id | pubmed-8074750 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT qadermmallique antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a AT hamedahmeda antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a AT soldatousylvia antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a AT abdelraofmohamed antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a AT elawadymohamede antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a AT hassaneahmedsi antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a AT belbahrilassaad antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a AT ebelrainer antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a AT ratebmostafae antimicrobialandantibiofilmactivitiesofthefungalmetabolitesisolatedfromthemarineendophytesepicoccumnigrumm13andalternariaalternata13a |