A chemical investigation on the cultures of Xylaria carpophila led to the isolation of one known cyclopeptide cyclo(N-methyl-L-Phe-L-Pro-L-Leu-D-Ile-L-Val)(1),five new sesquiterpenes,named as xylcarpins A-E(2-6),and a...A chemical investigation on the cultures of Xylaria carpophila led to the isolation of one known cyclopeptide cyclo(N-methyl-L-Phe-L-Pro-L-Leu-D-Ile-L-Val)(1),five new sesquiterpenes,named as xylcarpins A-E(2-6),and another known compound(7).The structures were determined by extensive NMR and MS spectroscopic analysis.The absolute configuration of 1 was established by use of Marfey’s method and ROESY spectroscopic data.All compounds were tested for their cytotoxicities against five human cancer cell lines.Compound 7 showed week inhibitory activity.展开更多
Two new tetralone derivatives named xylariol A （1） and B （2） were isolated from the EtOAc extract of the culture broth of Xylaria hypoxylon AT-028 （Xylariaceae）, and their structures were elucidated by MS, 1R, 1...Two new tetralone derivatives named xylariol A （1） and B （2） were isolated from the EtOAc extract of the culture broth of Xylaria hypoxylon AT-028 （Xylariaceae）, and their structures were elucidated by MS, 1R, 1D- and 2D-NMR spectra, and by X-ray diffraction analysis. 1 and 2 showed moderate cytotoxic activities against Hep G2 cells in the in vitro cytotoxic assay with IC50 values of 22.3 and 21.2 μg/mL, respectively.展开更多
[ Objective ] The paper was to explore the antimicmbial activities of extracts from Xylaria striata via submerged culture. [ Methods ] The antibacterial activities of X. striata extracts against 10 kinds of bacteria w...[ Objective ] The paper was to explore the antimicmbial activities of extracts from Xylaria striata via submerged culture. [ Methods ] The antibacterial activities of X. striata extracts against 10 kinds of bacteria were determined using Oxford cup method and mJcroplate assay, and the antifungal activities against nine kinds of pathogenic fungi were determined using mycelial growth rate method. [ Results ] The inhibition zone diameters of the mycelium extract against tested bacte- ria ranged from 13.0 to 17.5 mm, and that of the fermentation broth extract ranged from 10.5 to 12.7 ram. Enterobacter cloacae was the most sensitive to both my- celium extract and fermentation broth extract, with the inhibition zone diameters of 17.1 and 12.7 mm and the minimum inhibitory concentrations of 2.5 and 5 mg/mL, respectively. The inhibitory effects of the mycelium extract and the fermentation broth extract against Fusarium graminearum were the greatest, and the in- hibition rates were 89.88% and 69.53%, respectively. [ Conclusion] X. striata has potential antimicrobial activity and deserves to be further studied.展开更多
The fungus Xylaria sp.KYJ-15 was isolated from Illigera celebica.Based on the one strain many compounds(OSMAC)strategy,the strain was fermented on potato and rice solid media,respectively.As a result,two novel steroid...The fungus Xylaria sp.KYJ-15 was isolated from Illigera celebica.Based on the one strain many compounds(OSMAC)strategy,the strain was fermented on potato and rice solid media,respectively.As a result,two novel steroids,xylarsteroids A(1)and B(2),which are the first examples of C28-steroid with an unusualβ-andγ-lactone ring,respectively,along with two new dihydroisocoumarin glycosides,xylarglycosides A(3)and B(4),were identified.Their structures were elucidated by spectroscopic methods,X-ray diffraction and electronic circular dichroism(ECD)experiments.All isolated compounds were evaluated for cytotoxicity,DPPH radical scavenging activity,acetylcholinesterase inhibitory and antimicrobial effect.Compound 1 exhibited potent AChE inhibitory activity with an IC50 value of 2.61±0.05μmol·L^(−1).Theβ-lactone ring unit of 1 is critical for its AChE inhibitory activity.The finding was further confirmed through exploring the interaction of 1 with AChE by molecular docking.In addition,both compounds 1 and 2 exhibited obvious antibacterial activity against Bacillus subtilis with a minimum inhibitory concentration(MIC)of 2μg·mL^(−1).Compounds 3 and 4 exhibited antibacterial activities against Staphylococcus aureus with MICs of 4 and 2μg·mL^(−1),respectively,which also exhibited DPPH radical scavenging activity comparable to the positive control with IC50 values of 9.2±0.03 and 13.3±0.01μmol·L^(−1),respectively.展开更多
A detailed chemical investigation of the secondary metabolites produced by the endophytic fungus Xylaria sp.isolated from the stems of Isodon sculponeatus afforded six new compounds,xylariahgins A-F(1-6),two new natur...A detailed chemical investigation of the secondary metabolites produced by the endophytic fungus Xylaria sp.isolated from the stems of Isodon sculponeatus afforded six new compounds,xylariahgins A-F(1-6),two new natural products(7 and 8),along with two known compounds(9 and 10)(Fig.1).The structures of all compounds were unambiguously established by analyzing their spectroscopic data or referring to pertinent literature.Compounds 1-8 were tested for their cytotoxic activity against five human tumor cell lines.展开更多
Three previously undescribed cytochalasins,named xylariasins A‒C(1‒3),together with six known ones(4‒9)were iso-lated from Xylaria sp.CFL5,an endophytic fungus of Cephalotaxus fortunei.The chemical structures of all n...Three previously undescribed cytochalasins,named xylariasins A‒C(1‒3),together with six known ones(4‒9)were iso-lated from Xylaria sp.CFL5,an endophytic fungus of Cephalotaxus fortunei.The chemical structures of all new compounds were elucidated on the basis of extensive spectroscopic data analyses and electronic circular dichroism calculation,as well as optical rotation calculation.Biological activities of compounds 1,4‒9 were evaluated,including cytotoxic,LAG3/MHC II binding inhibition and LAG3/FGL1 binding inhibition activities.Compounds 6 and 9 possessed cytotoxicity against AGS cells at 5μM,with inhibition rates of 94%and 64%,respectively.In addition,all tested isolates,except compound 6,exhibited obvious inhibitory activity against the interaction of both LAG3/MHC II and LAG3/FGL1.Compounds 1,5,7,and 8 inhibited LAG3/MHC II with IC50 values ranging from 2.37 to 4.74μM.Meanwhile,the IC50 values of compounds 1,7,and 8 against LAG3/FGL1 were 11.78,4.39,and 7.45μM,respectively.展开更多
Bioactive compounds from the wood-decay fungus Xylaria cf.longipes SWUF08-81,cultivated in three different culture media(GM,YM and PDB),were isolated.Their structures and stereochemistry were deduced from spectroscopi...Bioactive compounds from the wood-decay fungus Xylaria cf.longipes SWUF08-81,cultivated in three different culture media(GM,YM and PDB),were isolated.Their structures and stereochemistry were deduced from spectroscopic and MS data analysis,together with quantum chemical calculations of 13C NMR chemical shifts and electronic circular dichroism(ECD)spectra.Five undescribed polyketides including dibenzofuran(1),mellein(2),dihydroisocoumarin(15),and two pyrans(16,17),together with twenty-three compounds were determined.Compounds 18 and 20 were significantly toxic against cancer cell lines(HCT116,HT29,MCF-7 and HeLa)based on the MTT assay.Quantification by HPLC showed that 18 was produced three-fold higher in the broth of PDB than YM.These studies showed that the production of different compounds were primarily dependent on nutrition sources and it has given a starting point for the growth optimization conditions for the scaling up of bioactive compounds production.展开更多
Two new cytochalasans,xylariaides A(1)and B(2),were isolated and identified from a soil fungus Xylaria sp.Y01.Their structures were unambiguously determined by extensive spectroscopic methods including high resolution...Two new cytochalasans,xylariaides A(1)and B(2),were isolated and identified from a soil fungus Xylaria sp.Y01.Their structures were unambiguously determined by extensive spectroscopic methods including high resolution electro-spray ionization mass spectrometry,ultraviolet radiation,infrared spectroscopy,and 1D/2D NMR,as well as in-depth quantum chemical calculations of gauge-including atomic orbital(GIAO)^(13)C NMR chemical shifts,electronic circular dichroism(ECD),and spin-spin coupling constants.The unprecedented core structure with a 5/6/5/3 fused tetracyclic ring system further enriches the scaffold types of cytochalasans.展开更多
Owing to their potential applications,as well as their structural diversity,the discovery of novel secondary metabolites from insect-associated fungi has been of interest to researchers in recent years.The aim of this...Owing to their potential applications,as well as their structural diversity,the discovery of novel secondary metabolites from insect-associated fungi has been of interest to researchers in recent years.The aim of this study was therefore to estimate the diversity of fungi associated with fungus-growing termites and bioprospecting these for potential secondary metabolites.In total,18 fungal species were isolated and described from the gut and comb of Macrotermes barneyi based on 18S ribosomal DNA gene sequence analysis.Antimicrobial activity assays were carried out on all the known fungi,and nine isolates were recorded as active against pathogenic fungi.Xylaria escharoidea,the best performing isolate,was grown at laboratory scale and 4,8-dihydroxy-3,4-dihydronaphthalen-l(2H)was isolated and characterized.The minimum inhibitory concentration of this isolated compound against tested pathogenic organisms was found to be 6.25 fig.In addition,molecular docking studies have revealed that 4,8-dihydroxy-3,4-dihydronaphthalen-l(2H)is a prominent antibacterial agent with a marked interaction with key residues on protein A(agrAc)that regulates the accessory gene.The findings of this study support the drug discovery of antimicrobial properties in insect-associated fungi,which may lead to novel secondary metabolites.展开更多
Objective:To isolate,purify and characterize extracellular protease produced by Xylaria psidii(X.psidii)KT30.Methods:In the present study,the extracellular protease secreted by X.psidii KT30 was isolated and purified ...Objective:To isolate,purify and characterize extracellular protease produced by Xylaria psidii(X.psidii)KT30.Methods:In the present study,the extracellular protease secreted by X.psidii KT30 was isolated and purified by using three steps of protein purification,then the purified protease was characterized by applying qualitative and quantitative enzymatic assays.Results:Extracellular protease with molecular mass 71 kDa has been purified successfully by applying diethylaminoethanol-Sepharose followed by sephadex SG75 with its final specific protease activity of 0.091 IU/mg.Protease was the most active at temperature 60℃ and pH 7.The activity of enzyme was abolished mostly by phenylmethanesulfonyl fluoride,showing it is family of serine protease.Conclusions:Extracellular serine protease produced by X.psidii KT30 with good biochemical properties displayed some promising results for its further application in field of biotechnology or medicine.展开更多
基金This project was supported by the National Basic Research Program of China(973 Program,2009CB522300)the National Natural Sciences Foundation of China(30830113)MOST(2009ZX09501-029).
文摘A chemical investigation on the cultures of Xylaria carpophila led to the isolation of one known cyclopeptide cyclo(N-methyl-L-Phe-L-Pro-L-Leu-D-Ile-L-Val)(1),five new sesquiterpenes,named as xylcarpins A-E(2-6),and another known compound(7).The structures were determined by extensive NMR and MS spectroscopic analysis.The absolute configuration of 1 was established by use of Marfey’s method and ROESY spectroscopic data.All compounds were tested for their cytotoxicities against five human cancer cell lines.Compound 7 showed week inhibitory activity.
文摘Two new tetralone derivatives named xylariol A （1） and B （2） were isolated from the EtOAc extract of the culture broth of Xylaria hypoxylon AT-028 （Xylariaceae）, and their structures were elucidated by MS, 1R, 1D- and 2D-NMR spectra, and by X-ray diffraction analysis. 1 and 2 showed moderate cytotoxic activities against Hep G2 cells in the in vitro cytotoxic assay with IC50 values of 22.3 and 21.2 μg/mL, respectively.
基金Supported by National Natural Science Foundation of China(21272189)Student Innovation Fund of Southwest University of Science and Technology(CX14-039)
文摘[ Objective ] The paper was to explore the antimicmbial activities of extracts from Xylaria striata via submerged culture. [ Methods ] The antibacterial activities of X. striata extracts against 10 kinds of bacteria were determined using Oxford cup method and mJcroplate assay, and the antifungal activities against nine kinds of pathogenic fungi were determined using mycelial growth rate method. [ Results ] The inhibition zone diameters of the mycelium extract against tested bacte- ria ranged from 13.0 to 17.5 mm, and that of the fermentation broth extract ranged from 10.5 to 12.7 ram. Enterobacter cloacae was the most sensitive to both my- celium extract and fermentation broth extract, with the inhibition zone diameters of 17.1 and 12.7 mm and the minimum inhibitory concentrations of 2.5 and 5 mg/mL, respectively. The inhibitory effects of the mycelium extract and the fermentation broth extract against Fusarium graminearum were the greatest, and the in- hibition rates were 89.88% and 69.53%, respectively. [ Conclusion] X. striata has potential antimicrobial activity and deserves to be further studied.
文摘The fungus Xylaria sp.KYJ-15 was isolated from Illigera celebica.Based on the one strain many compounds(OSMAC)strategy,the strain was fermented on potato and rice solid media,respectively.As a result,two novel steroids,xylarsteroids A(1)and B(2),which are the first examples of C28-steroid with an unusualβ-andγ-lactone ring,respectively,along with two new dihydroisocoumarin glycosides,xylarglycosides A(3)and B(4),were identified.Their structures were elucidated by spectroscopic methods,X-ray diffraction and electronic circular dichroism(ECD)experiments.All isolated compounds were evaluated for cytotoxicity,DPPH radical scavenging activity,acetylcholinesterase inhibitory and antimicrobial effect.Compound 1 exhibited potent AChE inhibitory activity with an IC50 value of 2.61±0.05μmol·L^(−1).Theβ-lactone ring unit of 1 is critical for its AChE inhibitory activity.The finding was further confirmed through exploring the interaction of 1 with AChE by molecular docking.In addition,both compounds 1 and 2 exhibited obvious antibacterial activity against Bacillus subtilis with a minimum inhibitory concentration(MIC)of 2μg·mL^(−1).Compounds 3 and 4 exhibited antibacterial activities against Staphylococcus aureus with MICs of 4 and 2μg·mL^(−1),respectively,which also exhibited DPPH radical scavenging activity comparable to the positive control with IC50 values of 9.2±0.03 and 13.3±0.01μmol·L^(−1),respectively.
基金supported financially by the National Natural Science Foundation of China(81673329 and 21322204).
文摘A detailed chemical investigation of the secondary metabolites produced by the endophytic fungus Xylaria sp.isolated from the stems of Isodon sculponeatus afforded six new compounds,xylariahgins A-F(1-6),two new natural products(7 and 8),along with two known compounds(9 and 10)(Fig.1).The structures of all compounds were unambiguously established by analyzing their spectroscopic data or referring to pertinent literature.Compounds 1-8 were tested for their cytotoxic activity against five human tumor cell lines.
基金supported financially by the National Natural Science Foundation of China(No.21778027)the Natural Science Foundation of Gansu Province(No.18JR4RA003).
文摘Three previously undescribed cytochalasins,named xylariasins A‒C(1‒3),together with six known ones(4‒9)were iso-lated from Xylaria sp.CFL5,an endophytic fungus of Cephalotaxus fortunei.The chemical structures of all new compounds were elucidated on the basis of extensive spectroscopic data analyses and electronic circular dichroism calculation,as well as optical rotation calculation.Biological activities of compounds 1,4‒9 were evaluated,including cytotoxic,LAG3/MHC II binding inhibition and LAG3/FGL1 binding inhibition activities.Compounds 6 and 9 possessed cytotoxicity against AGS cells at 5μM,with inhibition rates of 94%and 64%,respectively.In addition,all tested isolates,except compound 6,exhibited obvious inhibitory activity against the interaction of both LAG3/MHC II and LAG3/FGL1.Compounds 1,5,7,and 8 inhibited LAG3/MHC II with IC50 values ranging from 2.37 to 4.74μM.Meanwhile,the IC50 values of compounds 1,7,and 8 against LAG3/FGL1 were 11.78,4.39,and 7.45μM,respectively.
基金supported by the Fundamental Fund of Khon Kaen University.
文摘Bioactive compounds from the wood-decay fungus Xylaria cf.longipes SWUF08-81,cultivated in three different culture media(GM,YM and PDB),were isolated.Their structures and stereochemistry were deduced from spectroscopic and MS data analysis,together with quantum chemical calculations of 13C NMR chemical shifts and electronic circular dichroism(ECD)spectra.Five undescribed polyketides including dibenzofuran(1),mellein(2),dihydroisocoumarin(15),and two pyrans(16,17),together with twenty-three compounds were determined.Compounds 18 and 20 were significantly toxic against cancer cell lines(HCT116,HT29,MCF-7 and HeLa)based on the MTT assay.Quantification by HPLC showed that 18 was produced three-fold higher in the broth of PDB than YM.These studies showed that the production of different compounds were primarily dependent on nutrition sources and it has given a starting point for the growth optimization conditions for the scaling up of bioactive compounds production.
基金supported by National Natural Science Foundation of China(82173713)Key Research and Development Program of Hunan Province(2022SK2031)+2 种基金Natural Science Foundation of Hunan Province(2024JJ8127)Project of Hunan Administration of Traditional Chinese Medicine(B2023059)Changsha Municipal Natural Science Foundation(kq2403041).
文摘Two new cytochalasans,xylariaides A(1)and B(2),were isolated and identified from a soil fungus Xylaria sp.Y01.Their structures were unambiguously determined by extensive spectroscopic methods including high resolution electro-spray ionization mass spectrometry,ultraviolet radiation,infrared spectroscopy,and 1D/2D NMR,as well as in-depth quantum chemical calculations of gauge-including atomic orbital(GIAO)^(13)C NMR chemical shifts,electronic circular dichroism(ECD),and spin-spin coupling constants.The unprecedented core structure with a 5/6/5/3 fused tetracyclic ring system further enriches the scaffold types of cytochalasans.
基金This study was supported by grants from the National Natural Science Foundation of China(31272370,31970119).
文摘Owing to their potential applications,as well as their structural diversity,the discovery of novel secondary metabolites from insect-associated fungi has been of interest to researchers in recent years.The aim of this study was therefore to estimate the diversity of fungi associated with fungus-growing termites and bioprospecting these for potential secondary metabolites.In total,18 fungal species were isolated and described from the gut and comb of Macrotermes barneyi based on 18S ribosomal DNA gene sequence analysis.Antimicrobial activity assays were carried out on all the known fungi,and nine isolates were recorded as active against pathogenic fungi.Xylaria escharoidea,the best performing isolate,was grown at laboratory scale and 4,8-dihydroxy-3,4-dihydronaphthalen-l(2H)was isolated and characterized.The minimum inhibitory concentration of this isolated compound against tested pathogenic organisms was found to be 6.25 fig.In addition,molecular docking studies have revealed that 4,8-dihydroxy-3,4-dihydronaphthalen-l(2H)is a prominent antibacterial agent with a marked interaction with key residues on protein A(agrAc)that regulates the accessory gene.The findings of this study support the drug discovery of antimicrobial properties in insect-associated fungi,which may lead to novel secondary metabolites.
基金Supported by Ministry of Research and Technology,Republic of Indonesia(Grant No.RD-2013-0552).
文摘Objective:To isolate,purify and characterize extracellular protease produced by Xylaria psidii(X.psidii)KT30.Methods:In the present study,the extracellular protease secreted by X.psidii KT30 was isolated and purified by using three steps of protein purification,then the purified protease was characterized by applying qualitative and quantitative enzymatic assays.Results:Extracellular protease with molecular mass 71 kDa has been purified successfully by applying diethylaminoethanol-Sepharose followed by sephadex SG75 with its final specific protease activity of 0.091 IU/mg.Protease was the most active at temperature 60℃ and pH 7.The activity of enzyme was abolished mostly by phenylmethanesulfonyl fluoride,showing it is family of serine protease.Conclusions:Extracellular serine protease produced by X.psidii KT30 with good biochemical properties displayed some promising results for its further application in field of biotechnology or medicine.
