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Marine Drugs Sep 2023A systematic chemical investigation of the deep-sea-derived fungus 170217 resulted in the isolation of six new (-) and 45 known (-) compounds. The structures of the new...
A systematic chemical investigation of the deep-sea-derived fungus 170217 resulted in the isolation of six new (-) and 45 known (-) compounds. The structures of the new compounds were established on the basis of exhaustive analysis of their spectroscopic data and theoretical-statistical approaches including GIAO-NMR, TDDFT-ECD/ORD calculations, DP4+ probability analysis, and biogenetic consideration. Citriquinolinones A () and B () feature a unique isoquinolinone-embedded citrinin scaffold, representing the first exemplars of a citrinin-isoquinolinone hybrid. Dicitrinones K-L (-) are two new dimeric citrinin analogues with a rare CH-CH bridge. Biologically, frangula-emodin () and diorcinol () displayed remarkable anti-food allergic activity with IC values of 7.9 ± 3.0 μM and 13.4 ± 1.2 μM, respectively, while diorcinol () and penicitrinol A () exhibited weak inhibitory activity against , with MIC values ranging from 128 to 256 μM.
Topics: Citrinin; Aspergillus; Fungi; Magnetic Resonance Spectroscopy; Molecular Structure
PubMed: 37888439
DOI: 10.3390/md21100504 -
Journal of Agricultural and Food... Oct 2020Fungi have been proved as promising and prolific sources of functional secondary metabolites with potent agricultural applications. In this study, 14 xanthone...
Fungi have been proved as promising and prolific sources of functional secondary metabolites with potent agricultural applications. In this study, 14 xanthone derivatives (-), including six new ones, versicones I-N (, , ), and a biogenetically related derivative (), were isolated from the alga-derived fungus D5. Their structures were elucidated by comprehensive spectroscopic methods. Versicone L () exhibited a broad antifungal spectrum and prominent inhibitory effects on at a minimum inhibitory concentration (MIC) of 152 μM, 7-fold stronger than that of the positive control, carbendazim (MIC = 1.05 × 10 μM). Dihydrosterigmatocystin () showed strong antifungal activity toward at MIC = 38.3 μM, almost 30-fold stronger than that of carbendazim. Meanwhile, exhibited potent herbicidal activity toward L. with an MIC of 24.5 μM, approximately 4-fold stronger than that of the positive control, glyphosate (MIC = 94.7 μM). Additionally, also displayed remarkable activity against other weeds belonging to sp. Analysis of the structure-herbicidal activity relationship indicated that the bifuranic ring played an important role in xanthone phytotoxicity and the presence of a double bond in the furan ring could decrease phytotoxicity. This study indicated that xanthones can be served as promising candidates for lead compounds of agrochemicals.
Topics: Amaranthus; Antifungal Agents; Aspergillus; Botrytis; China; Chlorophyta; Herbicides; Microbial Sensitivity Tests; Molecular Structure; Xanthones
PubMed: 32915561
DOI: 10.1021/acs.jafc.0c04265 -
International Journal of Biological... Feb 2023Until now, relatively little is known about marine-derived fungal polysaccharides and their activities. Exopolysaccharide AVP141-A was isolated from the broth of...
Until now, relatively little is known about marine-derived fungal polysaccharides and their activities. Exopolysaccharide AVP141-A was isolated from the broth of marine-derived fungus Aspergillus versicolor SCAU141 and purified by Diethylaminoethyl-Sepharose Fast Flow and Sephadex G-100. The structural characteristics of AVP141-A was studied by chemical analysis together with high-performance gel permeation chromatography, ion chromatography, Fourier-transform infrared spectroscopy, gas chromatography-mass spectrometry and nuclear magnetic resonance spectroscopy. The results showed that AVP141-A with the molecular weight of 5.10 kDa was mainly composed of →4)-α-D-Glcp-(1→, branched by α-D-Glcp-(1→ and →6)-α-D-Glcp-(1→ at C-6 positions of the glucan backbone. In particular, sulfate ester (approximately 3.62 %) was found in AVP141-A, which was frequently considered to occur in marine-derived microbial polysaccharides rather than other microbial polysaccharides. Furthermore, AVP141-A significantly enhanced the activity of the inflammatory factors NO, COX-2 and TNF-α in RAW264.7 macrophages by activating the MAPK/p38 and NF-κB/p65 pathways. In addition, metabolomic analysis revealed that most of the pathways with significant changes in RAW264.7 macrophages treated with AVP141-A were amino acid-related pathways, and arginine was the characteristic metabolite. In conclusion, this study identified AVP141-A as a marine fungus-derived sulfated exopolysaccharide with potential for development as an immune activator.
Topics: Polysaccharides; Gas Chromatography-Mass Spectrometry; Aspergillus; Fungal Polysaccharides; Fungi; Molecular Weight; Spectroscopy, Fourier Transform Infrared
PubMed: 36535356
DOI: 10.1016/j.ijbiomac.2022.12.127 -
International Journal of Biological... Apr 2021Beta-glucosidase (EC 3.2.1.21) catalyzes the hydrolysis of cellobiose and cellooligosaccharides containing (1 → 4)-beta-glycosidic bonds to glucose, which is crucial...
Beta-glucosidase (EC 3.2.1.21) catalyzes the hydrolysis of cellobiose and cellooligosaccharides containing (1 → 4)-beta-glycosidic bonds to glucose, which is crucial in cellulosic ethanol production. In this study, Aspergillus versicolor, a novel highly productive beta-glucosidase strain, was first isolated from Camptotheca acuminata seeds. The highest beta-glucosidase activity with 812.86 U/mL was obtained by using the response surface methodology, and a 14.4-fold has increased compared to the control. The beta-glucosidase was then purified to homogeneity with recovery yield and specific activity of 25.98% and 499.15 U/mg, respectively. To enhance its stability and recyclability, the purified beta-glucosidase was first immobilized onto magnetic MnO by electrostatic adsorption. The immobilized materials were characterized by FR-IT, TEM and FE-SEM. Compared with the free beta-glucosidase, the immobilized enzyme exhibited enhanced thermal stability (1.5-fold raise in half-life at 50 °C), and reusability (holding over 60% activity after eight cycles), besides, the optimum pH has increased to 6.0. Substrate specificity research suggested that the enzyme had high hydrolytic activity on cellobiose. It also had a hydrolysis effect on (1 → 3) and (1 → 6)-beta-glycosidic linkages. Application trials in cellulose hydrolysis revealed that the immobilized enzyme was comparatively more effective. Our results suggested this novel immobilized beta-glucosidase makes a promising alternative for the cellulosic ethanol production.
Topics: Aspergillus; Cellulose; Enzymes, Immobilized; Fungal Proteins; beta-Glucosidase
PubMed: 33636259
DOI: 10.1016/j.ijbiomac.2021.02.154 -
Journal of Autism and Developmental... Jan 2021In this study, we tested the feces of children with ASD and those of healthy children, and the overall changing of the gut fungal community was observed in ASD children...
In this study, we tested the feces of children with ASD and those of healthy children, and the overall changing of the gut fungal community was observed in ASD children compared with controls. However, there were no abundant fungi populations showed significant variations between the ASD and Control group both at phylum and class level. Among the 507 genera identified, Saccharomyces and Aspergillus showed significant differences between ASD (59.07%) and Control (40.36%), indicating that they may be involved in the abnormal gut fungal community structure of ASD. When analyzed at the species level, a decreased abundance in Aspergillus versicolor was observed while Saccharomyces cerevisiae was increased in children with ASD relative to controls. Overall, this study characterized the fungal microbiota profile of children with ASD and identified potential diagnostic species closely related to the immune response in ASD.
Topics: Aspergillus; Autism Spectrum Disorder; Child; Child, Preschool; Dysbiosis; Feces; Female; Gastrointestinal Microbiome; Humans; Male; Principal Component Analysis; Saccharomyces cerevisiae
PubMed: 32447559
DOI: 10.1007/s10803-020-04543-y -
Water Science and Technology : a... Feb 2020In the current batch study, lithium(I) ion sorption behaviors of Aspergillus versicolor fungus and newly isolated Kluyveromyces marxianus yeast were investigated...
In the current batch study, lithium(I) ion sorption behaviors of Aspergillus versicolor fungus and newly isolated Kluyveromyces marxianus yeast were investigated comparatively. Surface and structural characterization studies of the biosorbents carried out with Fourier transform infrared spectrometer (FTIR), scanning electron microscope (SEM), surface area and zeta potential analyses showed that isolated K. marxianus yeast from salty wastes has more preferable properties (i.e. higher porosity, surface area and negativity) for cation sorption. Biosorption studies also supported this estimation; higher lithium(I) sorption capacities were obtained with K. marxianus cells at all experimental conditions studied. Rapid sorption profiles of the sorbents demonstrated that physical interaction is the main mechanism in this system. The effects of pH and initial lithium(I) concentration on the lithium(I) sorption capacities of biosorbents were examined. The maximum adsorption capacities of 347.9 and 409.2 μmol lithium(I)/g biosorbent were obtained at an initial lithium(I) concentration of 20 mg/L at pH 9.0 using A. versicolor and K. marxianus, respectively. The equilibrium data fitted both Langmuir and Freundlich models in the concentration ranges studied. This study revealed that K. marxianus yeast can be used for effective, rapid and low cost capture process of lithium(I) ions from aqueous solutions.
Topics: Adsorption; Aspergillus; Hydrogen-Ion Concentration; Kinetics; Kluyveromyces; Lithium; Spectroscopy, Fourier Transform Infrared; Water Pollutants, Chemical
PubMed: 32385203
DOI: 10.2166/wst.2020.126 -
Microorganisms Jan 2020No information is available in the literature about the influence of temperature (T) on and spp. growth and mycotoxin production on cheese rinds. The aim of this work...
No information is available in the literature about the influence of temperature (T) on and spp. growth and mycotoxin production on cheese rinds. The aim of this work was to: (i) study fungal ecology on cheese in terms of T requirements, focusing on the partitioning of mycotoxins between the rind and mycelium; and (ii) validate predictive models previously developed by in vitro trials. Grana cheese rind blocks were inoculated with , , , and , incubated at different T regimes (10-30 °C, step 5 °C) and after 14 days the production of mycotoxins (ochratoxin A (OTA); sterigmatocystin (STC); roquefortine C (ROQ-C), mycophenolic acid (MPA), Pr toxin (PR-Tox), citrinin (CIT), cyclopiazonic acid (CPA)) was quantified. All the fungi grew optimally around 15-25 °C and produced the expected mycotoxins (except MPA, Pr-Tox, and CIT). The majority of the mycotoxins produced remained in the mycelium (~90%) in three out of five fungal species (, and ); the opposite occurred for and with 71% and 58% of STC and OTA detected in cheese rind, respectively. Available predictive models fitted fungal growth on the cheese rind well, but validation was not possible for mycotoxins because they were produced in a very narrow T range.
PubMed: 31906515
DOI: 10.3390/microorganisms8010069 -
Zeitschrift Fur Naturforschung. C,... May 2017During the systematic search of active compounds from endophytic fungi, two new butyrolactones, namely aspernolides L (2) and M (4), together with four known compounds:...
During the systematic search of active compounds from endophytic fungi, two new butyrolactones, namely aspernolides L (2) and M (4), together with four known compounds: 1-O-acetylglycerol (1), butyrolactone I (3), butyrolactone VI (5), and (+) alantrypinone (6) were characterized from the EtOAc extract of the endophytic fungus Aspergillus versicolor isolated from the roots of Pulicaria crispa (Asteraceae). Extensive spectroscopic analysis, including 1D, 2D NMR, and HRESIMS, was used to elucidate their structures. Compounds 1, 5, and 6 are reported for the first time from this fungus.
Topics: 4-Butyrolactone; Aspergillus; Ethanol; Magnetic Resonance Spectroscopy; Molecular Structure; Plant Roots; Pulicaria; Solvents; Spectrometry, Mass, Electrospray Ionization
PubMed: 27658145
DOI: 10.1515/znc-2016-0138 -
Brazilian Journal of Microbiology :... Nov 2018Gallesia integrifolia (Phytolaccaceae) is native to Brazil and has a strong alliaceous odor. The objective of this study was to identify the chemical composition of G....
Gallesia integrifolia (Phytolaccaceae) is native to Brazil and has a strong alliaceous odor. The objective of this study was to identify the chemical composition of G. integrifolia fruit essential oil and evaluate fungicidal activity against the main food-borne diseases and food spoilage fungi. The essential oil was extracted by hydrodistillation and identified by GC-MS. From 35 identified compounds, 68% belonged to the organosulfur class. The major compounds were dimethyl trisulfide (15.49%), 2,8-dithianonane (52.63%) and lenthionine (14.69%). The utilized fungi were Aspergillus fumigatus, Aspergillus niger, Aspergillus ochraceus, Aspergillus versicolor, Penicillium funiculosum, Penicillium ochrochloron, Penicillium verrucosum var. cyclopium, and Trichoderma viride. Minimal fungicidal concentration for the essential oil varied from 0.02 to 0.18mg/mL and bifonazole and ketoconazole controls ranged from 0.20 to 3.50mg/mL. The lower concentration of the essential oil was able to control P. ochrochloron, A. fumigatus, A. versicolor, A. ochraceus and T. viride. This study shows a high fungicidal activity of G. integrifolia fruit essential oil and can support future applications by reducing the use of synthetic fungicides.
Topics: Aspergillus; Brazil; Fruit; Fungicides, Industrial; Gas Chromatography-Mass Spectrometry; Microbial Sensitivity Tests; Oils, Volatile; Penicillium; Phytolaccaceae; Plant Oils
PubMed: 29706576
DOI: 10.1016/j.bjm.2018.03.006 -
Journal of Asian Natural Products... Mar 2024Two new quinazoline alkaloids versicomides G-H ( and ), together with seven known compounds, were isolated from HYQZ-215 obtained from the sediment of . Their...
Two new quinazoline alkaloids versicomides G-H ( and ), together with seven known compounds, were isolated from HYQZ-215 obtained from the sediment of . Their structures were elucidated by NMR, HRESIMS, and quantum chemical ECD calculations data. The antimicrobial activities of these compounds were evaluated against seven agricultural pathogenic fungi and eight clinically drug-resistant bacteria.
Topics: Molecular Structure; Quinazolines; Alkaloids; Anti-Infective Agents; Aspergillus
PubMed: 37455565
DOI: 10.1080/10286020.2023.2230895