Characterization of Pseudacyclins A−E, a Suite of Cyclic Peptides Produced by Pseudallescheria boydii

Abstract

Pseudallescheria boydii sensu lato is an emerging fungal pathogen causing fatal infections in both immunocompromised and immunocompetent hosts. In this work, two P. boydii isolates (human and animal origin) have been identified as being producers of cyclic peptides. Five putative nonribosomal peptides with a unique structure, which have been named pseudacyclins, were characterized by nuclear magnetic resonance spectroscopy and mass spectrometry. The most abundant representative of the pseudacyclins was quantified also on fungal spores. The presence of these peptides on inhaled fungal spores creates the possibility for exploitation of pseudacyclins as early indicators of fungal infections caused by Pseudallescheria species.

Computer‐assisted 1H NMR analysis of the anti‐tuberculosis drug lead ecumicin

“…Congruence was observed when comparing the J H,H of l ‐V, l ‐T, and l ‐I of 1 to the available reported J H,H values of these amino acids . These observations are consistent with the general assumption that the amino acid residues would essentially maintain their characteristic 1 H, 1 H coupling patterns ( J HH values) when present in a different chemical environment, e.g.…”

Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci

“…Pseudallescheria boydii is deemed to be a human pathogenic fungus and can cause a variety of infections, especially in the immunocompromised and immunocompetent patients. However, up to now, the literature reports on the secondary metabolites of this fungus are still limited [8,9,10,11,12,13]. The literature survey prompted us to investigate the metabolites of the fungus, Pseudallescheria boydii .…”

Scedosporium and Pseudallescheria low molecular weight metabolites revealed by database search

“…In the quadruplet, the exact mass 740.4697 corresponded to elemental composition C 39 H 62 N 7 O 7 (calculated mass 740.4705) attributed to Pseudacyclin A by mMass search. This cyclic peptide has recently been described in two Pseudallescheria isolates, but not in Scedosporium 9 . In CBS 119458, this metabolite dominated the MALDI spectrum (absolute ion abundance 10 8 ), contrary to trace levels in CBS 116895 (10 6 ).…”