New Alkylpyridinium Anthraquinone, Isocoumarin, C-Glucosyl Resorcinol Derivative and Prenylated Pyranoxanthones from the Culture of a Marine Sponge-Associated Fungus, Aspergillus stellatus KUFA 2017

• Tipo: Artigo em Revista Científica Internacional
• Data: 2022-10-27

Autores

Fátima P. Machado (Autor) Outra; Inês Rodrigues (Autor) ICBAS; Luis Gales (Autor) ICBAS; José A. Pereira (Autor) Outra; da Costa, P. M. (Autor) ICBAS; Tida Dethoup (Autor) Outra; Sharad Mistry (Autor) Outra; Artur M. S. Silva (Autor) Outra; Vitor Vasconcelos (Autor) Outra; Kijjoa, A (Autor) ICBAS

Revista

Título: Marine Drugs

Vol. 20

Página Final: 672

ISSN: 1660-3397

Editora: MDPI

Indexação

ISI Web of Knowledge - 1 Citação

Scopus

Outras Informações

ID Authenticus: P-00X-GNS

DOI: 10.3390/md20110672

Abstract (EN): An unreported isocoumarin, (3S,4R)-4-hydroxy-6-methoxymellein (2), an undescribed propylpyridinium anthraquinone (4), and an unreported C-glucosyl resorcinol derivative, acetyl carnemycin E (5c), were isolated, together with eight previously reported metabolites including p-hydroxybenzaldehyde (1), 1,3-dimethoxy-8-hydroxy-6-methylanthraquinone (3a), 1,3-dimethoxy-2,8-dihydroxy-6-methylanthraquinone (3b), emodin (3c), 5[(3E,5E)-nona-3,5-dien-1-yl]benzene (5a), carnemycin E (5b), tajixanthone hydrate (6a) and 15-acetyl tajixanthone hydrate (6b), from the ethyl acetate extract of the culture of a marine sponge-derived fungus, Aspergillus stellatus KUFA 2017. The structures of the undescribed compounds were elucidated by 1D and 2D NMR and high resolution mass spectral analyses. In the case of 2, the absolute configurations of the stereogenic carbons were determined by comparison of their calculated and experimental electronic circular dichroism (ECD) spectra. The absolute configurations of the stereogenic carbons in 6a and 6b were also determined, for the first time, by X-ray crystallographic analysis. Compounds 2, 3a, 3b, 4, 5a, 5b, 5c, 6a, and 6b were assayed for antibacterial activity against four reference strains, viz. two Gram-positive (Staphylococcus aureus ATCC 29213, Enterococcus faecalis ATCC 29212) and two Gram-negative (Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853), as well as three multidrug-resistant strains. However, only 5a exhibited significant antibacterial activity against both reference and multidrug-resistant strains. Compound 5a also showed antibiofilm activity against both reference strains of Gram-positive bacteria.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 19