Laburnicolamine: A Rare Penillic Acid Congener from the Nematode Cyst-Associated Fungus Laburnicola nematophila

Wennrich, Jan-Peer; Holzenkamp, Caren; Ashrafi, Samad; Maier, Wolfgang; Wang, Hao; Ibrahim, Mahmoud A A; Stadler, Marc; Ebada, Sherif;

Abstract


A chemical investigation of a methanol extract derived from a solid-state rice culture of the nematode-cyst associated fungus Laburnicola nematophila K01 led to the isolation and characterization of a previously undescribed penillic acid analogue named laburnicolamine (1). The chemical structure was elucidated through comprehensive 1D and 2D NMR spectroscopic analyses in methanol-d4 and DMSO-d6, alongside with HR-ESI-MS spectrometry. The absolute configuration of 1 was concluded through the electronic circular dichroism (ECD) and time-dependent density functional theory-ECD (TDDFT-ECD) computations compared to its acquired spectrum. Biological assays revealed that compound 1 exhibited no significant cytotoxic, antimicrobial, or nematicidal activity.


Other data

Title Laburnicolamine: A Rare Penillic Acid Congener from the Nematode Cyst-Associated Fungus Laburnicola nematophila
Authors Wennrich, Jan-Peer; Holzenkamp, Caren; Ashrafi, Samad; Maier, Wolfgang; Wang, Hao; Ibrahim, Mahmoud A A; Stadler, Marc; Ebada, Sherif 
Keywords Laburnicola;antimicrobial;penicillin G;penillic acid
Issue Date Aug-2024
Publisher Wiley
Journal Chemistry & Biodiversity 
Volume 21
Issue 8
Start page e202401152
ISSN 16121872
DOI 10.1002/cbdv.202401152
PubMed ID 38771298
Scopus ID 2-s2.0-85197415953

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