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1.
Mar Drugs ; 20(3)2022 Mar 17.
Artigo em Inglês | MEDLINE | ID: mdl-35323512

RESUMO

Four new dimeric sorbicillinoids (1-3 and 5) and a new monomeric sorbicillinoid (4) as well as six known analogs (6-11) were purified from the fungal strain Hypocrea jecorina H8, which was obtained from mangrove sediment, and showed potent inhibitory activity against the tea pathogenic fungus Pestalotiopsis theae (P. theae). The planar structures of 1-5 were assigned by analyses of their UV, IR, HR-ESI-MS, and NMR spectroscopic data. All the compounds were evaluated for growth inhibition of tea pathogenic fungus P. theae. Compounds 5, 6, 8, 9, and 10 exhibited more potent inhibitory activities compared with the positive control hexaconazole with an ED50 of 24.25 ± 1.57 µg/mL. The ED50 values of compounds 5, 6, 8, 9, and 10 were 9.13 ± 1.25, 2.04 ± 1.24, 18.22 ± 1.29, 1.83 ± 1.37, and 4.68 ± 1.44 µg/mL, respectively. Additionally, the effects of these compounds on zebrafish embryo development were also evaluated. Except for compounds 5 and 8, which imparted toxic effects on zebrafish even at 0.625 µM, the other isolated compounds did not exhibit significant toxicity to zebrafish eggs, embryos, or larvae. Taken together, sorbicillinoid derivatives (6, 9, and 10) from H. jecorina H8 displayed low toxicity and high anti-tea pathogenic fungus potential.


Assuntos
Ascomicetos/efeitos dos fármacos , Agentes de Controle Biológico , Hypocreales/química , Policetídeos , Animais , Ascomicetos/crescimento & desenvolvimento , Agentes de Controle Biológico/química , Agentes de Controle Biológico/isolamento & purificação , Agentes de Controle Biológico/farmacologia , Agentes de Controle Biológico/toxicidade , Camellia sinensis/microbiologia , Embrião não Mamífero , Estrutura Molecular , Policetídeos/química , Policetídeos/isolamento & purificação , Policetídeos/farmacologia , Policetídeos/toxicidade , Peixe-Zebra
2.
Nat Prod Res ; 36(9): 2370-2378, 2022 May.
Artigo em Inglês | MEDLINE | ID: mdl-33146025

RESUMO

Two new compounds, 6-acetyl-4-methoxy-3,5-dimethyl-2H-pyran-2-one (1) and (2E,4E)-5-((2S,3S,4R,5R)-3,4-dihydroxy-2,4,5-trimethyltetrahydrofuran-2-yl)-2,4-dimethylpenta-2,4-dienal (2), and 22 known compounds were identified from the mangrove-forest-derived fungus Penicillium polonicum H175. The structures of these compounds were elucidated by analysis of the high-resolution electrospray ionisation mass spectroscopy (HR-ESI-MS), 1 D and 2 D nuclear magnetic resonance (NMR) data. The hypoglycaemic effect of compounds was evaluated by the Tg (Ins: htBidTE-ON; LR) zebrafish model. Compound 3 (aspterric acid) exhibited a significant hypoglycaemic effect equivalent to the positive drug rosiglitazone (RSG) at 10 µmol/L.


Assuntos
Penicillium , Peixe-Zebra , Animais , Fungos , Hipoglicemiantes , Estrutura Molecular , Penicillium/química
3.
Nat Prod Res ; 35(24): 5621-5628, 2021 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-32927980

RESUMO

Penicillium polonicum MCCC3A00951 is a fungus with influenza neuraminidase (NA) inhibition activity derived from a sediment of the mangrove forest of Zhangjiangkou in Fujian province, China. Chemical investigation on an ethyl acetate extract of its fermentation led to the isolation of a new compound, 7-hydroxy-3,10-dehydrocyclopeptine (1), and 13 known compounds (2-14). The new compound was comprehensively characterised by high-resolution electrospray ionisation-mass spectrometry, and 1D, 2D nuclear magnetic resonance (NMR) spectra. The anti-influenza NA assay was performed to evaluate the potential biological activity. Surprisingly, Cyclopenin (2) showed potent influenza NA inhibition with an IC50 value of 5.02 µM. Besides, molecular docking simulation was performed to investigate the binding model of cyclopenin (2) with influenza NA. Consequently, cyclopenin (2) could be further optimised to be a potential anti-influenza NA candidate.


Assuntos
Antivirais/farmacologia , Produtos Biológicos/farmacologia , Fungos/química , Neuraminidase/antagonistas & inibidores , Proteínas Virais/antagonistas & inibidores , Organismos Aquáticos , China , Simulação de Acoplamento Molecular , Estrutura Molecular , Espectrometria de Massas por Ionização por Electrospray
4.
Nat Prod Res ; 35(21): 3772-3779, 2021 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-32159393

RESUMO

Three new cyclopentenoneacrylic acid derivatives, trichodermacid A (1), trichodermester A (2), and trichodermester B (3), together with thirteen known compounds, were isolated from an ethyl acetate extract of Trichoderma atroviride H548, a fungus derived from mangrove sediment. The structures of the new compounds were elucidated by spectroscopic methods including HR ESI-MS, 1H NMR, 13C NMR, and 2D-NMR techniques. The antifungal activity of the isolated compounds was evaluated against tea pathogenic fungus Pestalotiopsis theae. Trichodermester A (2) showed potent anti P. theae activity with MIC of 125 µg/disc, while the other compounds were inactive.


Assuntos
Trichoderma , Xylariales , Antifúngicos/farmacologia , Hypocreales , Estrutura Molecular
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