Abstract
A previously unreported dihydrochromone dimer, paecilin E (1), was isolated, together with eleven known compounds: β-sitostenone, ergosta-4,6,8 (14), 22-tetraen-3-one, cyathisterone, byssochlamic acid, dehydromevalonic acid lactone, chevalone B, aszonalenin, dankasterone A (2), helvolic acid, secalonic acid A and fellutanine A, from the culture filtrate extract of the marine sponge-associated fungus Neosartorya fennelliae KUFA 0811. Nine previously reported metabolites, including a chromanol derivative (3), (3β, 5α, 22E), 3,5-dihydroxyergosta-7,22-dien-6-one (4), byssochlamic acid, hopan-3β,22-diol, chevalone C, sartorypyrone B, helvolic acid, lumichrome and the alkaloid harmane were isolated from the culture of the marine-sponge associated fungus Neosartorya tsunodae KUFC 9213. Paecilin E (1), dankasterone A (2), a chromanol derivative (3), (3β, 5α, 22E)-3,5-dihydroxyergosta-7,22-dien-6-one (4), hopan-3β,22-diol (5), lumichrome (6), and harmane (7) were tested for their antibacterial activity against Gram-positive and Gram-negative reference and multidrug-resistant strains isolated from the environment. While paecilin E (1) was active against S. aureus ATCC 29213 and E. faecalis ATCC 29212, dankastetrone A (2) was only effective against E. faecalis ATCC 29212 and the multidrug-resistant VRE E. faecalis A5/102. Both compounds neither inhibit biofilm mass production in any of the strains at the concentrations tested nor exhibit synergistic association with antibiotics.
Highlights
In the past decade, marine-derived fungi have increasingly become an important source of bioactive marine natural products, since many consider them among the world’s greatest resources for unprecedented biodiversity and chemodiversity
The ethyl acetate extract of N. tsunodae KUFC 9213 furnished, besides sartorypyrone B and helvolic acid which were previous isolated in our first study [5], byssochlamic acid [7], hopan-3β,22-diol (5) [15], chevalone C [16], a chromanol derivative (3) [17,18], (3β,5α,22E)3,5-dihydroxyergosta-7,22-dien-6-one (4) [19], the alkaloid harmane (7) [20], and lumichrome (6) [21]
A [13] (Figure 1 and Supplementary Materials, Figure S1) were elucidated by analysis of their 1H, 13C Nuclear magnetic resonance (NMR) spectra and HRMS data, as well as by Figure S1) were elucidated by analysis of their 1 H, 13 C NMR spectra and HRMS data, as well as comparison of their spectral data to those reported in the literature (Supplementary Materials, by comparison of their spectral data to those reported in the literature (Supplementary Materials, Figures S2–S31)
Summary
Decha Kumla 1,2,† ID , Tin Shine Aung 1,2,† ID , Suradet Buttachon 1,2 ID , Tida Dethoup 3 , Luís Gales 1,4 , José A. Pereira 1,2 ID , Ângela Inácio 2 , Paulo M. Costa 1,2 ID , Michael Lee 5 , Nazim Sekeroglu 6 , Artur M. Instituto de Biologia Molecular e Celular (i3S-IBMC), Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. Laboratório de Química Orgânica, Departamento de Ciências Químicas, Faculdade de Farmácia, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal.
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