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New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67
A new cyclic hexapeptide, nocardiotide A (1), together with three known compounds—tryptophan (2), kynurenic acid (3), and 4-amino-3-methoxy benzoic acid (4)—were isolated and identified from the broth culture of Nocardiopsis sp. UR67 strain associated with the marine sponge Callyspongia sp. from the...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6174345/ https://www.ncbi.nlm.nih.gov/pubmed/30134565 http://dx.doi.org/10.3390/md16090290 |
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author | Ibrahim, Alyaa Hatem Attia, Eman Zekry Hajjar, Dina Anany, Mohamed A. Desoukey, Samar Yehia Fouad, Mostafa Ahmed Kamel, Mohamed Salah Wajant, Harald Gulder, Tobias A. M. Abdelmohsen, Usama Ramadan |
author_facet | Ibrahim, Alyaa Hatem Attia, Eman Zekry Hajjar, Dina Anany, Mohamed A. Desoukey, Samar Yehia Fouad, Mostafa Ahmed Kamel, Mohamed Salah Wajant, Harald Gulder, Tobias A. M. Abdelmohsen, Usama Ramadan |
author_sort | Ibrahim, Alyaa Hatem |
collection | PubMed |
description | A new cyclic hexapeptide, nocardiotide A (1), together with three known compounds—tryptophan (2), kynurenic acid (3), and 4-amino-3-methoxy benzoic acid (4)—were isolated and identified from the broth culture of Nocardiopsis sp. UR67 strain associated with the marine sponge Callyspongia sp. from the Red Sea. The structure elucidation of the isolated compounds were determined based on detailed spectroscopic data including (1)D and (2)D nuclear magnetic resonance (NMR) experimental analyses in combination with high resolution electrospray ionization mass spectrometry (HR-ESI-MS), while the absolute stereochemistry of all amino acids components of nocardiotide A (1) was deduced using Marfey’s method. Additionally, ten known metabolites were dereplicated using HR-ESI-MS analysis. Nocardiotide A (1) displayed significant cytotoxic effects towards the murine CT26 colon carcinoma, human HeLa cervix carcinoma, and human MM.1S multiple myeloma cell lines. The results obtained revealed sponge-associated Nocardiopsis as a substantial source of lead natural products with pronounced pharmacological activities. |
format | Online Article Text |
id | pubmed-6174345 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-61743452018-10-11 New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 Ibrahim, Alyaa Hatem Attia, Eman Zekry Hajjar, Dina Anany, Mohamed A. Desoukey, Samar Yehia Fouad, Mostafa Ahmed Kamel, Mohamed Salah Wajant, Harald Gulder, Tobias A. M. Abdelmohsen, Usama Ramadan Mar Drugs Article A new cyclic hexapeptide, nocardiotide A (1), together with three known compounds—tryptophan (2), kynurenic acid (3), and 4-amino-3-methoxy benzoic acid (4)—were isolated and identified from the broth culture of Nocardiopsis sp. UR67 strain associated with the marine sponge Callyspongia sp. from the Red Sea. The structure elucidation of the isolated compounds were determined based on detailed spectroscopic data including (1)D and (2)D nuclear magnetic resonance (NMR) experimental analyses in combination with high resolution electrospray ionization mass spectrometry (HR-ESI-MS), while the absolute stereochemistry of all amino acids components of nocardiotide A (1) was deduced using Marfey’s method. Additionally, ten known metabolites were dereplicated using HR-ESI-MS analysis. Nocardiotide A (1) displayed significant cytotoxic effects towards the murine CT26 colon carcinoma, human HeLa cervix carcinoma, and human MM.1S multiple myeloma cell lines. The results obtained revealed sponge-associated Nocardiopsis as a substantial source of lead natural products with pronounced pharmacological activities. MDPI 2018-08-21 /pmc/articles/PMC6174345/ /pubmed/30134565 http://dx.doi.org/10.3390/md16090290 Text en © 2018 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Ibrahim, Alyaa Hatem Attia, Eman Zekry Hajjar, Dina Anany, Mohamed A. Desoukey, Samar Yehia Fouad, Mostafa Ahmed Kamel, Mohamed Salah Wajant, Harald Gulder, Tobias A. M. Abdelmohsen, Usama Ramadan New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 |
title | New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 |
title_full | New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 |
title_fullStr | New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 |
title_full_unstemmed | New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 |
title_short | New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 |
title_sort | new cytotoxic cyclic peptide from the marine sponge-associated nocardiopsis sp. ur67 |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6174345/ https://www.ncbi.nlm.nih.gov/pubmed/30134565 http://dx.doi.org/10.3390/md16090290 |
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