Marine Drugs
·
2015
·Vol. 13
·期 8
·5219-5236
·
IF 2.853
Ming-Wen Xia,Cheng-Bin Cui,Chang-Wei Li,Chang-Jing Wu,Ji-Xing Peng,De-Hai Li
Three new and rare chromones, named epiremisporine B (2), epiremisporine B1 (3) and isoconiochaetone C (4), along with three known remisporine B (1), coniochaetone A (5) and methyl 8-hydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate (6) were isolated from a mutant from the diethyl sulfate (DES) mutagenesis of a marine-derivedPenicillium purpurogenumG59. The structures of2–4including the absolute configurations were determined by spectroscopic methods, especially by NMR analysis and electronic circular dichroism (ECD) experiments in conjunction with calculations. The absolute configuration of the known remisporine B (1) was determined for the first time. Compounds2and3have a rare feature that has only been reported in one example so far. The compounds1–6were evaluated for their cytotoxicity against several human cancer cell lines. The present work explored the great potential of our previous DES mutagenesis strategy for activating silent fungal pathways, which has accelerated the discovery of new bioactive compounds.Keywords:chromone derivatives;remisporine;epiremisporine;isoconiochaetone;ECD;marine-derived fungus;Penicillium purpurogenumG59;DES mutagenesis
研究领域:
微生物学
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药物化学
·
生物合成
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DOI
PubMed
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
·
2022
·
IF 6.056
Ruopeng Yang,Jinyu Miao,Zuyun Zhang,Chunpeng Wan,Liqiang Zou,Chuying Chen,Jinyin Chen
Eugenol (EUG), cinnamaldehyde (CA), and carvacrol (CAR) have been used to prevent fungal invasion due to their potent inhibitory activity. However, nanoemulsion can overcome these limitations because essential oils are hydrophobic, volatile, and have limited bioavailability. The previous study has shown that cytomembrane lipids play an essential role in fungal infection and pathogenesis. Changes in lipid domains have been shown to disrupt the orientation of virulence determinants and influence fungus pathogenicity. Understanding P. digitatum's lipid metabolic process and control are critical for understanding its pathogenesis. Untargeted lipidomics was used in this study to evaluate lipid change in P. digitatum exposed to compound EUG, CAR, and CA nanoemulsions. There were 511 lipid species and 28 classes discovered, with the substantially changed lipids belonging to eight classes can be employed as biomarkers for antifungal nanoemulsion exploitation. Our findings shed new light on nanoemulsion-induced lipid homeostasis disruption in P. digitatum .
研究领域:
微生物学
·
药理学
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脂质组学
·
真菌致病机制
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DOI
高影响因子
JOURNAL OF NATURAL PRODUCTS
·
2025
·
IF 3.6
Shan Cheng,Yanchao Xu,Meng Kang,Weiming Zhu,Liping Wang,Peng Fu
Six new aurovertins (1–6) and a new citreoviridin derivative (7), together with six known analogues (8–13), were isolated from the marine-derived Penicillium sp. OUCMDZ-5930. Their structures were determined based on detailed spectroscopic analysis and ECD calculations. The putative nonenzymatic formation from citreoviridin to various aurovertins was presented, which was confirmed by chemical transformations. These results provide new insights into the formation mechanism of the 2,6-dioxabicyclo[3.2.1]octane ring system present in aurovertin-type natural products.
研究领域:
天然产物化学
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微生物学
·
有机化学
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PubMed
高影响因子
APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY
·
2022
·Vol. 194
·期 12
·6021-6036
·
IF 3.094
Zhang Xin,Wang Yibing,Liu Jiaqi,Wang Weiyang,Yan Xuecui,Zhou Yifa,Cui Jing,Yuan Ye
Because β-1,6-galactans are significant components in arabinogalactans from plant cell walls, identifying selective endo-β-1,6-galactanases is crucial to degrading these polysaccharides and to analyzing and modifying their structures. Here, we cloned and expressed in E. coli a novel endo-β-1,6-galactanase in the glycosidic hydrolase family 30 (GH30) from Penicillium oxalicum . Our recombinant PoGal30 hydrolase (1464 bp gene) that contains an N-terminal His-tag for purification by nickel affinity chromatography has a specific activity of 3.8 U/mg on the substrate de-arabinosylated gum Arabic (dGA) polysaccharide. The enzyme has 487 residues with a molecular mass of 60 kDa, an isoelectric point of 6, and functional pH and temperature optima of pH 2.5 to pH 5.0 and 40 °C, respectively. While the activity of PoGal30 is activated by Mg 2+ (5 or 50 mmol/L), it is completely inhibited by Cu 2+ and Fe 3+ (50 mmol/L) and partially inhibited by Hg 2+ , EDTA, and SDS (50 mmol/L). The enzyme demonstrates high specificity towards β-1,6-galactosidic linkages in dGA, but is inactive against aryl-glycosides and galactobioses with different linkages. Using PoGal30 is, therefore, an effective approach to analyzing the fine structure of polysaccharides and preparing bioactive oligosaccharides.
研究领域:
生物化学
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分子生物学
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酶学
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植物细胞壁分析
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产品关联
DOI
PubMed
高影响因子
Journal of Fungi
·
2022
·Vol. 8
·期 11
·1199
·
IF 5.724
Yonghua Zhang,Yuanzhen Tan,Okwong Oketch Reymick,Qiuli Ouyang,Nengguo Tao
In this study, aγ-cyclodextrin-cinnamaldehyde inclusion compound (γ-CDCL) was prepared to control green mold caused byPenicillium digitatum(P. digitatum) in citrus. The results showed that the minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) ofγ-CDCL against the mycelial growth ofP. digitatumwere 2.0 g L−1and 4.0 g L−1, respectively. Simultaneously, eight × MFCγ-CDCL could effectively reduce the incidence of green mold in citrus fruit without impairment of the fruit qualities, meanwhile, eight × MFCγ-CDCL was comparable to Prochloraz in controlling fruit under natural storage conditions. The structure ofγ-CDCL was characterized by scanning electron microscopy (SEM), X-ray diffraction (XRD), Fourier transform-infrared spectroscopy (FT-IR), and nuclear magnetic resonance (NMR) analyses. Results showed that the successful preparation ofγ-CDCL was due to the spatial interaction between H-4,8 of cinnamaldehyde and H-5′ ofγ-cyclodextrin. Meanwhile, the cell membrane permeability ofP. digitatumwas impaired byγ-CDCL through massive accumulation of reactive oxygen species, whereas the cell wall integrity was barely affected. These results indicated thatγ-CDCL might inhibit the growth ofP. digitatumthrough a membrane damage mechanism and it is a promising alternative to chemical fungicides in controlling the post-harvest citrus decay.Keywords:inclusion compounds;inhibitory activity;green mold;action mechanism;membrane permeability
研究领域:
食品科学
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微生物学
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植物病理学
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DOI
PubMed
高影响因子
Applied Sciences-Basel
·
2019
·Vol. 9
·期 11
·2240
·
IF 2.217
Chunpeng Wan,Yuting Shen,Muhammad Farrukh Nisar,Wenwen Qi,Chuying Chen,Jinyin Chen
Carvacrol (5-Isopropyl-2-methylphenol), a volatile oil constituent, mainly exists in Labiaceae family plants. Carvacrol has long been studied for its natural antifungal potential and food preservative potential. However, its exact mode of action, especially againstPenicillium digitatum(P. digitatum), remains unexplored. Herein, a1H-NMR-based metabolomic technique was used to investigate the antifungal mechanism of carvacrol againstP. digitatum. The metabolomic profiling data showed that alanine, aspartate, glutamate, and glutathione metabolism were imbalanced in the fungal hyphae. A strong positive correlation was seen between aspartate, glutamate, alanine, and glutamine, with a negative correlation among glutathione and lactate. These metabolic changes revealed that carvacrol-induced oxidative stress had disturbed the energy production and amino acid metabolism ofP. digitatum. The current study will improve the understanding of the metabolic changes posed by plant-based fungicides in order to control citrus fruit green mold caused byP. digitatum. Moreover, the study will provide a certain experimental and theoretical basis for the development of novel citrus fruit preservatives.
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高影响因子
POSTHARVEST BIOLOGY AND TECHNOLOGY
·
2024
·
IF 6.4
Ruiling Zhuo,Xiaokang Zhang,Yong Chen,Mengyang Xing,Shiping Tian,Boqiang Li
Penicillium expansum , a causal agent of blue mold rot, leads to substantial postharvest losses in the fruit industry. Due to environmental pollution and the emergence of fungicide-resistant strains, the use of synthetic chemical fungicides faces severe challenges. Natural antifungal compounds derived from plants are considered promising alternatives. In this study, the antifungal activities of coumarin and five hydroxylated derivatives against P. expansum and involved mechanisms were investigated. Among the six coumarins, 3-hydroxycoumarin (3-HC) demonstrated strong inhibitory effects on mycelial growth, germ tube elongation, conidiation, patulin production, and the best control effect on blue mold in apple and jujube fruit. Moreover, 3-HC increased the sensitivity of P. expansum to the cell wall, oxidative, and osmotic stresses . In silico analyses, including target fishing, molecular docking, and molecular dynamics simulations, revealed that the mitogen-activated protein kinase (MAPK) family in P. expansum (Pempks), were the potential targets of 3-HC. Bio-layer interferometry and ATP competition assays found that 3-HC could directly bind to PempkB and PempkC , and inhibit the MAPK activity. Our results suggested that 3-HC may act as an ATP-competitive MAPK inhibitor to affect the MAPK signaling pathway and inhibit the development and pathogenicity of P. expansum .
研究领域:
植物病理学
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分子生物学
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植物化学
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产品关联
DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2022
·
IF 16.744
Cuiyi Liang,Qiong Wang,Wen Wang,Carol Sze Ki Lin,Yunzi Hu,Wei Qi
Lignocellulosic biomass is the most abundant feedstock in production of bio-based fuels and materials. In order to achieve high conversion efficiency, enzyme cocktail has been assessed by numerous studies as a powerful tool to allocate diverse specific activities in one matrix. This study reported an efficient cellulase cocktail produced by co-cultivation of several Penicillium strains with lytic polysaccharide monooxygenases (LPMOs) producing strains. The optimal inoculum proportion was screened with hydrolysis yield as the indicator and through ANOVA analysis. When blending the consortium-derived enzyme cocktail with commercial cellulase preparation, the highest hydrolysis yield reached 88.7%, equivalent to 32% increase compared to using commercial cellulase alone. The behind structure-effect relationship between the substrate and enzymatic degradation was illustrated. Comparative analysis of the enzyme components, activities and the strains transcriptome provided a comprehensive evaluation and insights of the proposed Penicillium consortium, indicating it as a potent cellulase cocktail producer for enhancing lignocellulose biodegradation.
研究领域:
生物技术
·
生物化学
·
微生物学
·
酶学
·
植物科学
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产品关联
DOI
高影响因子
Marine Drugs
·
2021
·Vol. 19
·期 9
·483
·
IF 5.118
Kuo Yong,Sidra Kaleem,Bin Wu,Zhizhen Zhang
Seven novel compounds, namely peniresorcinosides A–E (1–5), penidifarnesylin A (6), and penipyridinone A (7), together with the 11 known ones8–17, were isolated from a culture of the marine-associated fungusPenicilliumsp. ZZ1750 in rice medium. The structures of the new compounds were established based on their high-resolution electrospray ionization mass spectroscopy (HRESIMS) data, extensive nuclear magnetic resonance (NMR) spectroscopic analyses, chemical degradation, Mosher’s method,13C-NMR calculations, electronic circular dichroism (ECD) calculations, and single crystal X-ray diffraction. Peniresorcinosides A (1) and B (2) are rare glycosylated alkylresorcinols and exhibited potent antiglioma activity, with IC50values of 4.0 and 5.6 µM for U87MG cells and 14.1 and 9.8 µM for U251 cells, respectively.Keywords:marine fungus;Penicilliumsp. ZZ1750;peniresorcinosides A–E;penidifarnesylin A;penipyridinone A;structure elucidation;antiglioma activity
研究领域:
生物化学
·
药理学
·
海洋生物学
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产品关联
DOI
PubMed
高影响因子
MOLECULES
·
2021
·Vol. 26
·期 17
·5273
·
IF 4.412
Shouye Han,Yu Liu,Wan Liu,Fan Yang,Jia Zhang,Ruifeng Liu,Fenqin Zhao,Wei Xu,Zhongbin Cheng
The fungal strain YPGA3 was isolated from the sediments of the Yap Trench and identified asPenicillium thomii. Eight new chromone derivatives, named penithochromones M−T (1–8), along with two known analogues,9and10,were isolated from the strain. The structures were established by detailed analyses of the spectroscopic data. The absolute configuration of the only chiral center in compound1was tentatively determined by comparing the experimental and the calculated specific rotations. Compounds7and8represent the first examples of chromone derivatives featuring a 5,7-dioxygenated chromone moiety with a 9-carbon side chain. Bioassay study revealed that compounds6–10exhibited remarkable inhibition against α-glucosidase with IC50values ranging from 268 to 1017 μM, which are more active than the positive control acarbose (1.3 mmol).Keywords:chromone derivatives;structural elucidation;inhibitions on α-glucosidase
研究领域:
海洋生物学
·
天然产物化学
·
药物化学
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产品关联
DOI
PubMed
高影响因子
PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY
·
2023
·
IF 4.7
Yonghua Zhang,Yuanzhen Tan,Qiuli OuYang,Bin Duan,Ziting Wang,Kuixian Meng,Xiaoli Tan,Nengguo Tao
The volatility of essential oils greatly limits their industrial applications. Here, we successfully prepared γ -cyclodextrin ( γ -CD) inclusion compounds ( γ -CDTL) containing thymol (TL) for the control of green mold caused by Penicillium digitatum ( P. digitatum ) in citrus fruit. In vitro experiment showed that the minimum fungicidal concentration (MFC) of γ -CDTL against the hyphae growth of P. digitatum was 2.0 g/L, and 8 × MFC treatment significantly reduced the occurrence of green mold in citrus fruit and had no adverse effect on fruit quality in vivo test compared to prochloraz. Scanning electron microscopy (SEM), x-ray diffraction (XRD), fourier transform-infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), physical properties and sustained release properties were also performed, results indicated that the hydrogen bonds between TL and γ -CD were the basis for the formation of γ -CDTL. We further investigated the inhibition mechanism of γ -CDTL. SEM and TEM experiments showed that γ -CDTL treatment caused severe damage to the hyphal morphology and cells in 30 min and disrupted the permeability of P. digitatum mycelial cell walls by increasing the chitinase activity, thus accelerating the leakage of intracellular lysates. However, the integrity of the cell membrane was obviously damaged only after 60 min of treatment. In conclusion, we prepared a novel inclusion complex γ -CDTL with obvious antifungal effects and preliminarily elucidated its inclusion mechanism and antifungal mechanism. γ -CDTL might be a potent alternative to chemical fungicides for controlling the postharvest decay of citrus.
研究领域:
食品科学
·
微生物学
·
药理学
·
植物病理学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF NATURAL PRODUCTS
·
2021
·
IF 4.05
Zhenzhen Zhang,Xueqian He,Huadong Li,Zhenzhen Liu,Chao Niu,Lanping Yang,Yangyang Zhai,Baohua Hou,Baobao Zhang,Xiaomin Zhang,Dehai Li,Jingchun Zhou,Zhenhui Wang
Precursor-directed biosynthesis was used to introduce selected aniline derivatives into the talaroenamine pathway, which had recently been defined from a Yellow River wetland-derived Penicillim malacosphaerulum HPU-J01. The known talaroenamine B (1) and six previously undescribed talaroenamine derivatives, talaroenamines F–K (2–7), were generated and structurally characterized. The aniline derivatives are introduced via nonenzymatic addition to the reactive intermediate cyclohexanedione. Compound 2 was active against Bacillus cereus with an MIC value of 0.85 μg/mL.
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高影响因子
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