Pullenvalenes A-D: Nitric Oxide-Mediated Transcriptional Activation (NOMETA) Enables Discovery of Triterpene Aminoglycosides from Australian Termite Nest-Derived Fungi.

Autor: Dewa AA; Institute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, Australia., Khalil ZG; Institute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, Australia., Hussein WM; Institute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, Australia., Jin S; Institute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, Australia., Wang Y; Institute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, Australia., Cruz-Morales P; Novo Nordisk Foundation Center for Biosustainability, Technical University of Denmark, 2800 Lynby, Denmark., Capon RJ; Institute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, Australia.
Jazyk: angličtina
Zdroj: Journal of natural products [J Nat Prod] 2024 Apr 26; Vol. 87 (4), pp. 935-947. Date of Electronic Publication: 2024 Apr 04.
DOI: 10.1021/acs.jnatprod.3c01233
Abstrakt: We report on the use of n itric o xide- me diated t ranscriptional a ctivation (NOMETA) as an innovative means to detect and access new classes of microbial natural products encoded within silent biosynthetic gene clusters. A small library of termite nest- and mangrove-derived fungi and actinomyces was subjected to cultivation profiling using a miniaturized 24-well format approach (MATRIX) in the presence and absence of nitric oxide, with the resulting metabolomes subjected to comparative chemical analysis using UPLC-DAD and GNPS molecular networking. This strategy prompted study of Talaromyces sp. CMB-TN6F and Coccidiodes sp. CMB-TN39F, leading to discovery of the triterpene glycoside pullenvalenes A-D ( 1 - 4 ), featuring an unprecedented triterpene carbon skeleton and rare 6- O -methyl- N -acetyl-d-glucosaminyl glycoside residues. Structure elucidation of 1 - 4 was achieved by a combination of detailed spectroscopic analysis, chemical degradation, derivatization and synthesis, and biosynthetic considerations.
Databáze: MEDLINE