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 Cally...
Ausführliche Beschreibung
Autor*in: |
Alyaa Hatem Ibrahim [verfasserIn] Eman Zekry Attia [verfasserIn] Dina Hajjar [verfasserIn] Mohamed A. Anany [verfasserIn] Samar Yehia Desoukey [verfasserIn] Mostafa Ahmed Fouad [verfasserIn] Mohamed Salah Kamel [verfasserIn] Harald Wajant [verfasserIn] Tobias A. M. Gulder [verfasserIn] Usama Ramadan Abdelmohsen [verfasserIn] |
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E-Artikel |
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Sprache: |
Englisch |
Erschienen: |
2018 |
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Übergeordnetes Werk: |
In: Marine Drugs - MDPI AG, 2005, 16(2018), 9, p 290 |
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Übergeordnetes Werk: |
volume:16 ; year:2018 ; number:9, p 290 |
Links: |
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DOI / URN: |
10.3390/md16090290 |
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Katalog-ID: |
DOAJ079287174 |
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10.3390/md16090290 doi (DE-627)DOAJ079287174 (DE-599)DOAJ57c98dcde588445d8da8df4a1cd35e56 DE-627 ger DE-627 rakwb eng QH301-705.5 Alyaa Hatem Ibrahim verfasserin aut New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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 1D and 2D 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. Nocardiopsis cyclic hexapeptide cytotoxicity marine actinomycetes sponges Biology (General) Eman Zekry Attia verfasserin aut Dina Hajjar verfasserin aut Mohamed A. Anany verfasserin aut Samar Yehia Desoukey verfasserin aut Mostafa Ahmed Fouad verfasserin aut Mohamed Salah Kamel verfasserin aut Harald Wajant verfasserin aut Tobias A. M. Gulder verfasserin aut Usama Ramadan Abdelmohsen verfasserin aut In Marine Drugs MDPI AG, 2005 16(2018), 9, p 290 (DE-627)477992420 (DE-600)2175190-0 16603397 nnns volume:16 year:2018 number:9, p 290 https://doi.org/10.3390/md16090290 kostenfrei https://doaj.org/article/57c98dcde588445d8da8df4a1cd35e56 kostenfrei http://www.mdpi.com/1660-3397/16/9/290 kostenfrei https://doaj.org/toc/1660-3397 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_381 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 16 2018 9, p 290 |
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10.3390/md16090290 doi (DE-627)DOAJ079287174 (DE-599)DOAJ57c98dcde588445d8da8df4a1cd35e56 DE-627 ger DE-627 rakwb eng QH301-705.5 Alyaa Hatem Ibrahim verfasserin aut New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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 1D and 2D 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. Nocardiopsis cyclic hexapeptide cytotoxicity marine actinomycetes sponges Biology (General) Eman Zekry Attia verfasserin aut Dina Hajjar verfasserin aut Mohamed A. Anany verfasserin aut Samar Yehia Desoukey verfasserin aut Mostafa Ahmed Fouad verfasserin aut Mohamed Salah Kamel verfasserin aut Harald Wajant verfasserin aut Tobias A. M. Gulder verfasserin aut Usama Ramadan Abdelmohsen verfasserin aut In Marine Drugs MDPI AG, 2005 16(2018), 9, p 290 (DE-627)477992420 (DE-600)2175190-0 16603397 nnns volume:16 year:2018 number:9, p 290 https://doi.org/10.3390/md16090290 kostenfrei https://doaj.org/article/57c98dcde588445d8da8df4a1cd35e56 kostenfrei http://www.mdpi.com/1660-3397/16/9/290 kostenfrei https://doaj.org/toc/1660-3397 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_381 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 16 2018 9, p 290 |
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10.3390/md16090290 doi (DE-627)DOAJ079287174 (DE-599)DOAJ57c98dcde588445d8da8df4a1cd35e56 DE-627 ger DE-627 rakwb eng QH301-705.5 Alyaa Hatem Ibrahim verfasserin aut New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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 1D and 2D 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. Nocardiopsis cyclic hexapeptide cytotoxicity marine actinomycetes sponges Biology (General) Eman Zekry Attia verfasserin aut Dina Hajjar verfasserin aut Mohamed A. Anany verfasserin aut Samar Yehia Desoukey verfasserin aut Mostafa Ahmed Fouad verfasserin aut Mohamed Salah Kamel verfasserin aut Harald Wajant verfasserin aut Tobias A. M. Gulder verfasserin aut Usama Ramadan Abdelmohsen verfasserin aut In Marine Drugs MDPI AG, 2005 16(2018), 9, p 290 (DE-627)477992420 (DE-600)2175190-0 16603397 nnns volume:16 year:2018 number:9, p 290 https://doi.org/10.3390/md16090290 kostenfrei https://doaj.org/article/57c98dcde588445d8da8df4a1cd35e56 kostenfrei http://www.mdpi.com/1660-3397/16/9/290 kostenfrei https://doaj.org/toc/1660-3397 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_381 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 16 2018 9, p 290 |
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10.3390/md16090290 doi (DE-627)DOAJ079287174 (DE-599)DOAJ57c98dcde588445d8da8df4a1cd35e56 DE-627 ger DE-627 rakwb eng QH301-705.5 Alyaa Hatem Ibrahim verfasserin aut New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 2018 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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 1D and 2D 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. Nocardiopsis cyclic hexapeptide cytotoxicity marine actinomycetes sponges Biology (General) Eman Zekry Attia verfasserin aut Dina Hajjar verfasserin aut Mohamed A. Anany verfasserin aut Samar Yehia Desoukey verfasserin aut Mostafa Ahmed Fouad verfasserin aut Mohamed Salah Kamel verfasserin aut Harald Wajant verfasserin aut Tobias A. M. Gulder verfasserin aut Usama Ramadan Abdelmohsen verfasserin aut In Marine Drugs MDPI AG, 2005 16(2018), 9, p 290 (DE-627)477992420 (DE-600)2175190-0 16603397 nnns volume:16 year:2018 number:9, p 290 https://doi.org/10.3390/md16090290 kostenfrei https://doaj.org/article/57c98dcde588445d8da8df4a1cd35e56 kostenfrei http://www.mdpi.com/1660-3397/16/9/290 kostenfrei https://doaj.org/toc/1660-3397 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_381 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 16 2018 9, p 290 |
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New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67 |
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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 1D and 2D 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. |
abstractGer |
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 1D and 2D 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. |
abstract_unstemmed |
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 1D and 2D 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. |
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The structure elucidation of the isolated compounds were determined based on detailed spectroscopic data including 1D and 2D 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&rsquo;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. 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