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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Bibliographic Details
Main Authors: Sarani Kankanamge, Zeinab G. Khalil, Paul V. Bernhardt, Robert J. Capon
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/20/11/698
Description
Summary: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.
ISSN:1660-3397