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Noonindoles A-F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, Aspergillus noonimiae CMB-M0339.


ABSTRACT: Analytical scale chemical/cultivation profiling prioritized the Australian marine-derived fungus Aspergillus noonimiae CMB-M0339. Subsequent investigation permitted isolation of noonindoles A-F (5-10) and detection of eight minor analogues (i-viii) 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 5-10 were assigned by detailed spectroscopic and X-ray crystallographic analysis. The metabolites 5-14 exhibited no antibacterial properties against G-ve and G+ve bacteria or the fungus Candida albicans, with the exception of 5 which exhibited moderate antifungal activity.

SUBMITTER: Kankanamge S 

PROVIDER: S-EPMC9694122 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature

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Noonindoles A-F: Rare Indole Diterpene Amino Acid Conjugates from a Marine-Derived Fungus, <i>Aspergillus noonimiae</i> CMB-M0339.

Kankanamge Sarani S   Khalil Zeinab G ZG   Bernhardt Paul V PV   Capon Robert J RJ  

Marine drugs 20221107 11


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  ...[more]

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