Prenylated phenylbutyrolactones from cultures of a marine sponge-associated fungus Aspergillus flavipes KUFA1152

• Type: Article in International Scientific Journal
• Date: 2021

Authors

Machado, FP (Author) Other; Kumla, D (Author) Other; José Augusto Pereira (Author) ICBAS; Emilia Sousa (Author) FFUP; Dethoup, T (Author) Other; Freitas Silva, J (Author) Other; da costa, pm (Author) ICBAS; Mistry, S (Author) Other; Silva, AMS (Author) Other; Kijjoa, A (Author) ICBAS

Journal

Title: Phytochemistry

Vol. 185

ISSN: 0031-9422

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 6 Citations

Scopus - 6 Citations

Other information

Authenticus ID: P-00T-HD3

DOI: 10.1016/j.phytochem.2021.112709

Abstract (EN): Four undescribed prenylated phenylbutyrolactones, aspulvinones R, S, T and U, were isolated together with the previously reported aspulvinones A, B', H and 4-hydroxy-3,5-bis(3-methylbut-2-en-1-yl)benzaldehyde, from cultures of the marine sponge-derived fungus Aspergillus flavipes KUFA1152. The structures of the undescribed compounds were established on the basis of extensive analysis of 1D and 2D NMR and HRMS spectra. In the case of aspulvinone T, the absolute configuration of its stereogenic carbon was established by comparison of the experimental and calculated electronic circular dichroism (ECD) spectra. The structure of the previously reported compounds were elucidated by 1D and 2D NMR analysis as well as comparison of their H-1 or/and C-13 NMR data with those reported in the literature. Aspulvinones B', H, R, S, T and a mixture of aspulvinones A and U exhibited antibacterial activity against reference strains and multidrug-resistant isolates from the environment as well as capacity to inhibit biofilm formation in the reference strains. However, none of the tested compounds showed potential synergy with clinically relevant antibiotics on multidrug-resistant isolates.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 11