RT Journal Article
T1 Bioactive Ascochlorin Analogues from the Marine-Derived Fungus Stilbella fimetaria.
A1 Subko, Karolina
A1 Kildgaard, Sara
A1 Vicente, Francisca
A1 Reyes, Fernando
A1 Genilloud, Olga
A1 Larsen, Thomas O
K1 MS/HRMS
K1 ascochlorin
K1 bioactivity
K1 dereplication
K1 meroterpenoids
AB The marine-derived fungus Stilbella fimetaria is a chemically talented fungus producing several classes of bioactive metabolites, including meroterpenoids of the ascochlorin family. The targeted dereplication of fungal extracts by UHPLC-DAD-QTOF-MS revealed the presence of several new along with multiple known ascochlorin analogues (19-22). Their structures and relative configuration were characterized by 1D and 2D NMR. Further targeted dereplication based on a novel 1,4-benzoquinone sesquiterpene derivative, fimetarin A (22), resulted in the identification of three additional fimetarin analogues, fimetarins B-D (23-25), with their tentative structures proposed from detailed MS/HRMS analysis. In total, four new and eight known ascochlorin/fimetarin analogues were tested for their antimicrobial activity, identifying the analogues with a 5-chloroorcylaldehyde moiety to be more active than the benzoquinone analogue. Additionally, the presence of two conjugated double bonds at C-2'/C-3' and C-4'/C-5' were found to be essential for the observed antifungal activity, whereas the single, untailored bonds at C-4'/C-5' and C-8'/C-9' were suggested to be necessary for the observed antibacterial activity.
YR 2021
FD 2021-01-20
LK https://hdl.handle.net/10668/24600
UL https://hdl.handle.net/10668/24600
LA en
DS RISalud
RD Apr 18, 2025