Noonindoles A–F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339
Analytical scale chemical/cultivation profiling prioritized the Australian marine-derived fungus <i>Aspergillus noonimiae</i> CMB-M0339. Subsequent investigation permitted isolation of noonindoles A–F (<b>5</b>–<b>10</b>) and detection of eight minor analogues (&l...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-11-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/20/11/698 |
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| author | Sarani Kankanamge Zeinab G. Khalil Paul V. Bernhardt Robert J. Capon |
| author_facet | Sarani Kankanamge Zeinab G. Khalil Paul V. Bernhardt Robert J. Capon |
| author_sort | Sarani Kankanamge |
| collection | DOAJ |
| description | Analytical scale chemical/cultivation profiling prioritized the Australian marine-derived fungus <i>Aspergillus noonimiae</i> CMB-M0339. Subsequent investigation permitted isolation of noonindoles A–F (<b>5</b>–<b>10</b>) and detection of eight minor analogues (<b>i</b>–<b>viii</b>) as new examples of a rare class of indole diterpene (IDT) amino acid conjugate, indicative of an acyl amino acid transferase capable of incorporating a diverse range of amino acid residues. Structures for <b>5</b>–<b>10</b> were assigned by detailed spectroscopic and X-ray crystallographic analysis. The metabolites <b>5</b>–<b>14</b> exhibited no antibacterial properties against G-ve and G+ve bacteria or the fungus <i>Candida albicans</i>, with the exception of <b>5</b> which exhibited moderate antifungal activity. |
| first_indexed | 2024-03-09T18:54:02Z |
| format | Article |
| id | doaj.art-a78ff1075af242d5b4f143fd61a8c894 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-09T18:54:02Z |
| publishDate | 2022-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-a78ff1075af242d5b4f143fd61a8c8942023-11-24T05:34:37ZengMDPI AGMarine Drugs1660-33972022-11-01201169810.3390/md20110698Noonindoles A–F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339Sarani Kankanamge0Zeinab G. Khalil1Paul V. Bernhardt2Robert J. Capon3Institute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, AustraliaInstitute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, AustraliaSchool of Chemistry and Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, AustraliaInstitute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, AustraliaAnalytical scale chemical/cultivation profiling prioritized the Australian marine-derived fungus <i>Aspergillus noonimiae</i> CMB-M0339. Subsequent investigation permitted isolation of noonindoles A–F (<b>5</b>–<b>10</b>) and detection of eight minor analogues (<b>i</b>–<b>viii</b>) as new examples of a rare class of indole diterpene (IDT) amino acid conjugate, indicative of an acyl amino acid transferase capable of incorporating a diverse range of amino acid residues. Structures for <b>5</b>–<b>10</b> were assigned by detailed spectroscopic and X-ray crystallographic analysis. The metabolites <b>5</b>–<b>14</b> exhibited no antibacterial properties against G-ve and G+ve bacteria or the fungus <i>Candida albicans</i>, with the exception of <b>5</b> which exhibited moderate antifungal activity.https://www.mdpi.com/1660-3397/20/11/698indole diterpenenoonindolemarine-derived fungus<i>Aspergillus noonimiae</i>antifungalAustralia |
| spellingShingle | Sarani Kankanamge Zeinab G. Khalil Paul V. Bernhardt Robert J. Capon Noonindoles A–F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339 Marine Drugs indole diterpene noonindole marine-derived fungus <i>Aspergillus noonimiae</i> antifungal Australia |
| title | Noonindoles A–F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339 |
| title_full | Noonindoles A–F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339 |
| title_fullStr | Noonindoles A–F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339 |
| title_full_unstemmed | Noonindoles A–F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339 |
| title_short | Noonindoles A–F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339 |
| title_sort | noonindoles a f rare indole diterpene amino acid conjugates from a marine derived fungus i aspergillus noonimiae i cmb m0339 |
| topic | indole diterpene noonindole marine-derived fungus <i>Aspergillus noonimiae</i> antifungal Australia |
| url | https://www.mdpi.com/1660-3397/20/11/698 |
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