Xylaria Sp Research Articles

Oxidative stress induction by crude extract of Xylaria sp. triggers lethality in the larvae of Aedes aegypti (Diptera: Culicidae).

ABSTRACTBackground: Aedes aegypti is currently controlled with synthetic larvicides; however, mosquitoes have become highly resistant to these larvicides and difficult to eradicate. Studies have shown that insecticides derived from fungal extracts have various mechanisms of action that reduce the risk of resistance in these mosquitoes. One possible mechanism is uncontrolled production of reactive oxygen species (ROS) in the larvae, which can cause changes at the cellular level. Thus, the crude extract of Xylaria sp. was evaluated to investigate the oxidative effect of this extract in A. aegypti larvae by quantifying the oxidative damage to proteins and lipids. Methods: The larvicidal potential of the crude extract of Xylaria sp. Was evaluated, and the extract was subsequently tested in human lung fibroblasts for cytotoxicity and ROS production. ROS level was quantified in the larvae that were killed following exposure to the extract in the larvicide test. Results: The crude extract of Xylaria sp. Caused cytotoxicity and induced ROS production in human lung fibroblasts and A. aegypti larvae, respectively. In the larvicide trial, the extract showed an LC50 of 264.456 ppm and an LC90 of 364.307 ppm, and was thus considered active. The extract showed greater oxidative damage to lipids and proteins, with LC90 values of 24.7 µmol MDA/L and 14.6278 ×10-3 nmol carbonyl/ mg protein, respectively. Conclusions: Crude extracts of Xylaria sp. induced oxidative stress that may have caused the mortality of A. aegypti larvae.

Antibacterial Screening of Endophytic Fungus Xylaria sp. derived from Andrographis paniculata (Sambiloto)

AIM: The purpose of this research is to evaluate the antibacterial activity of endophytic fungi derived from the flowers of Andrographis paniculata (Sambiloto). METHODS: The endophytic fungi were obtained following the dilution method with potato dextrose agar as media. Four isolates of fungi have been obtained and then fermented with rice media for 3 weeks. The fermented fungi were extracted with ethyl acetate (EtOAc) and evaporated to yield the EtOAc extract. All EtOAc extracts were evaluated for their antibacterial activity using agar diffusion method. RESULTS: The results indicated that the EtOAc extract from fungus RG-2 was the potential source of antibacterial compounds. Molecular identification showing fungus RG-2 was Xylaria sp. CONCLUSION: Further investigation of the antibacterial compounds produced by fungus Xylaria sp. derived from the flowers of A. paniculata will be performed in the future. To the best of our knowledge, endophytic fungal Xylaria sp. is firstly isolated from A. paniculata.

Xylarins A-D, Two Pairs of Diastereoisomeric Isoindoline Alkaloids from the Endolichenic Fungus Xylaria sp.

Two pairs of diastereoisomeric isoindoline alkaloids, xylarins A-D (1-4), were isolated from the endolichenic fungus Xylaria sp. Xylarins A and B (1 and 2) possess a previously undescribed 5/6/5-5/6 polycyclic scaffold, featuring a combination of a novel dihydrobenzofurone unit and an isoindoline unit, while xylarins C and D (3 and 4) contain an additional N,N-dimethylaniline at the C-3' position. Their structures were elucidated by comprehensive spectroscopic analyses combined with single-crystal X-ray diffraction and electronic circular dichroism calculations. The plausible biosynthetic pathways and gene clusters for 1-4 were proposed. Compound 1 exhibited significant antithrombotic activity.

Xylaria sp.; The Candle Snuff Fungus from West Java

Candle snuff fungus belongs to Xylaria group. Generally, Xylaria has a form like stick or candle or elongated fruit of shapes. Xylaria is classified into Ascomycota within Xylariaceae. This study found one species of candle-shaped mushroom in IPB Unversity. This study aimed to identified and characterized the specimen using molecular and morphological data. The specimen was collected and preservedinto FAA solution and deposited into Herbarium Bogoriense as BO 24426. Molecular analyses using Large Subunit as a region for amplification showed that the BO 24426 was classified into Xylaria sp. This species closes to Xylaria consociata. The stromata were erected, unbranched, and tapered to the apex. The texture was rigid and hard. Ascus bore 8 ascospores. The ascospores were fusiform or bean-shaped and smooth. The morphological observations supported molecular identification of BO 24426 as Xylaria sp. Other genes were needed to ensure the exact species of Xylaria

MICROBIAL DEGRADATION OF LOW-DENSITY POLYETHYLENE (LDPE) BY FUNGUS ISOLATED FROM LANDFILL SOIL

A low density polyethylene (LDPE) is one of the hazardous polymers accelerates land and water pollution. Standardizing the protocol for degradation of plastics in an aesthetic approach is a big task. Low density polyethylene polymer can be degraded by microbial enzymes by means of cutting down the molecular chains. Two fungal strains Aspergillus fumigus and Xylaria sp. were showing high degradable activity through the determination of pH variation and carbon di oxide estimation. Aspergillus fumigus and Xylaria sp shows pH variation in the culture media containing LDPE strips after 30 days and was recorded as 6.5 to 8.4 and 6.5 to 7.7 respectively. The efficacy of polyethylene degradation was confirmed further by CO2 estimation of culture filtrate and was recorded as 1.460 g/l in Aspergillus fumigus and 1.350 g/l in Xylaria sp. Surface erosion and the formation of pits and cavities on the surface of the LDPE strips were also observed using Scanning Electron Microscope and significant disappearance in carbonyl peak with respect to the control band absorbance (2361.61 cm-1) and increase or decrease in peak intensity with respect to control indicates structural changes in chemical bond due to degradation process.

Actin cytoskeletal inhibitor 19,20-epoxycytochalasin Q sensitizes yeast cells lacking ERG6 through actin-targeting and secondarily through disruption of lipid homeostasis

Repetitive uses of antifungals result in a worldwide crisis of drug resistance; therefore, natural fungicides with minimal side-effects are currently sought after. This study aimed to investigate antifungal property of 19, 20-epoxycytochalasin Q (ECQ), derived from medicinal mushroom Xylaria sp. BCC 1067 of tropical forests. In a model yeast Saccharomyces cerevisiae, ECQ is more toxic in the erg6∆ strain, which has previously been shown to allow higher uptake of many hydrophilic toxins. We selected one pathway to study the effects of ECQ at very high levels on transcription: the ergosterol biosynthesis pathway, which is unlikely to be the primary target of ECQ. Ergosterol serves many functions that cholesterol does in human cells. ECQ’s transcriptional effects were correlated with altered sterol and triacylglycerol levels. In the ECQ-treated Δerg6 strain, which presumably takes up far more ECQ than the wild-type strain, there was cell rupture. Increased actin aggregation and lipid droplets assembly were also found in the erg6∆ mutant. Thereby, ECQ is suggested to sensitize yeast cells lacking ERG6 through actin-targeting and consequently but not primarily led to disruption of lipid homeostasis. Investigation of cytochalasins may provide valuable insight with potential biopharmaceutical applications in treatments of fungal infection, cancer or metabolic disorder.

Polyene-Producing Streptomyces spp. From the Fungus-Growing Termite Macrotermes barneyi Exhibit High Inhibitory Activity Against the Antagonistic Fungus Xylaria.

Fungus-growing termites are engaged in a tripartite mutualism with intestinal microbes and a monocultivar (Termitomyces sp.) in the fungus garden. The termites are often plagued by entomopathogen (Metarhizium anisopliae) and fungus garden is always threatened by competitors (Xylaria spp.). Here, we aim to understand the defensive role of intestinal microbes, the actinomycetes which were isolated from the gut of Macrotermes barneyi. We obtained 44 antifungal isolates, which showed moderate to strong inhibition to Xylaria sp. HPLC analysis indicated that different types of polyenes (tetraene, pentene, and heptaene) existed in the metabolites of 10 strong antifungal Streptomyces strains. Two pentene macrolides (pentamycin and 1′14-dihydroxyisochainin) were firstly purified from Streptomyces strain HF10, both exhibiting higher activity against Xylaria sp. and M. anisopliae than cultivar Termitomyces. Subsequently, tetraene and heptaene related gene disruption assay showed that the mutant strains lost the ability to produce corresponding polyenes, and they also had significantly decreased activities against Xylaria sp. and M. anisopliae compared to that of wild type strains. These results indicate that polyene-producing Streptomyces from the guts of M. barneyi have strong inhibition to competitor fungus and polyenes contribute to inhibitory effects on Xylaria sp.

Secondary Metabolites from the Leather Coral-Derived Fungal Strain Xylaria sp. FM1005 and Their Glycoprotein IIb/IIIa Inhibitory Activity.

Five new tyrosine derivatives (1-5), one new phenylacetic acid derivative (6), two new quinazolinone analogues (7 and 8), one new naphthalenedicarboxylic acid (9), and one new 3,4-dihydroisocoumarin derivative (10), together with seven known compounds, were isolated from the fungus Xylaria sp. FM1005, which was isolated from Sinularia densa (leather coral) collected in the offshore region of the Big Island, Hawaii. The structures of compounds 1-10 were elucidated by extensive analysis of NMR spectroscopy, HRESIMS, and ECD data. Due to their structure similarity to the antiplatelet drug tirofiban, compounds 1-5 together with 6 were investigated for their antithrombotic activities. Compounds 1 and 2 strongly inhibited the binding of fibrinogen to purified integrin IIIb/IIa in a dose-dependent manner with the IC50 values of 0.89 and 0.61 μM, respectively, and compounds 1 and 2 did not show any cytotoxicity against A2780 and HEK 293 at 40 μM.

A New Chromone Derivative from Endophytic Fungus Xylaria sp. ECN212

A New Chromone Derivative from Endophytic Fungus Xylaria sp. ECN212

An actin depolymerizing agent 19,20-epoxycytochalasin Q of Xylaria sp. BCC 1067 enhanced antifungal action of azole drugs through ROS-mediated cell death in yeast

Multidrug resistance is a highly conserved phenomenon among all living organisms and a major veritable public health problem worldwide. Repetitive uses of antibiotics lead to antimicrobial drug resistance. Here, 19,20-epoxycytochalasin Q (ECQ) was isolated from endophytic fungus Xylaria sp. BCC 1067 and, its chemical structure was determined via chromatographic and spectral methods. ECQ displayed an antifungal activity with low MIC50 of 410 and 55 mg/l in the model yeast Saccharomyces cerevisiae wild-type and ScΔpdr5 strains, respectively. ECQ was a new inducer and potential substrate of key multi-drug efflux pumps S. cerevisiae ScPdr5 and Candida albicans CaCdr1. ECQ targeted actin filament, disrupting actin dynamics of yeast cells. ECQ also sensitized the ScΔsrv2 mutant, lacking suppressor of RasVal19. Overexpression of ScPDR5 or CaCDR1 genes prevented aggregation of actin and alleviated antifungal effect of ECQ. Additionally, ECQ induced high accumulation of reactive oxygen species, caused plasma membrane leakage and decreased yeast cell survival. Importantly, a discovery of ECQ implied a cellular connection between multi-drug resistance and actin stability, an important determinant of transporter mediated-drug resistance mechanism. Combination of ECQ and antifungal azoles displayed promising drug synergy against S. cerevisiae strains expressing multi-drug transporters, thereby providing potential solution for antifungal therapy and chemotherapeutic application.

Cytochalasins from Xylaria sp. CFL5, an Endophytic Fungus of Cephalotaxus fortunei

Three previously undescribed cytochalasins, named xylariasins A‒C (1‒3), together with six known ones (4‒9) were isolated 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 5 μM, 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 4.74 μM. Meanwhile, the IC50 values of compounds 1, 7, and 8 against LAG3/FGL1 were 11.78, 4.39, and 7.45 μM, respectively.Graphic

Application of Optimized and Validated Agar Overlay TLC-Bioautography Assay for Detecting the Antimicrobial Metabolites of Pharmaceutical Interest.

The agar overlay TLC-bioautography is one of the crucial methods for simultaneous in situ detection and separation of antimicrobial metabolites of pharmaceutical interest. The main focus of this research relies on the dereplication of an antimicrobial metabolite coriloxin derived from mycoendophytic Xylaria sp. NBRTSB-20 with a validation of agar overlay TLC-bioautography technique. This polyketide metabolite coriloxin was purified by column chromatography, and its purity was assessed by HPLC, UPLC-ESI-QTOF-MS, FT-IR and NMR spectral analysis. The antimicrobial capability of ethyl acetate extract and the purified compound coriloxin was determined by disc diffusion, minimal inhibitory concentration and agar overlay TLC-bioautography assay. The visible LOD of coriloxin antimicrobial activity was found at 10μg for Escherichia coli and 20μg for both Staphylococcus aureus and Fusarium oxysporum. Inter- and intra-day precision was determined as the relative standard deviation is less than 6.56%, which proved that this method was precise. The accuracy was expressed as recovery, and the values were found ranging from 91.18 to 108.73% with RSD values 0.94-2.30%, respectively. The overall findings of this investigation suggest that agar overlay TLC-bioautography assay is a suitable and acceptable method for the in situ determination of antimicrobial pharmaceuticals.

Xyloneside A: A New Glycosylated Incisterol Derivative from Xylaria sp. FB.

Xylaria species are prolific natural product producers. Here, we report the characterization of a new glycosylated incisterol derivative, called xyloneside A (1) and two known lignans (2 and 3) from the ascomycetous Xylaria sp. FB. The structure of xyloneside A (1) was determined by 1D and 2D NMR spectroscopy, high-resolution electrospray ionization mass spectrometry and electronic circular dichroism measurements. Xyloneside A is composed of a 1,2,3,4,5,10,19-heptanorergosterane skeleton and a β-D-mannopyranose moiety. This is the first report of an incisterol derivative from an Ascomycete. The biological effects of the isolated metabolites on cytotoxicity, autophagy, cell-migration, and angiogenesis were evaluated.

New curtachalasin from the Xylaria sp. DO 1801

One new cytochalasin, named curtachalasin Q (1), together with 8 known cytochalasins were isolated from the ethyl acetate extract of the Xylaria sp. DO1801. The structure of the new compound was elucidated on the basis of IR, UV, HR-ESI-MS, NMR spectra and X-ray diffraction. Compound 1 and 2 were not cytotoxic (IC50>50uM) against four tumour cell lines (SW-1990, ASPC-1, HepG2 and Hep3B).

Bioactivity-guided isolation of antimicrobial metabolite from Xylaria sp.

Symbiotic plant-microbe metabolic interactions not only have beneficial effects on plants but also contribute to rich, unmatched and complex chemical biodiversity with biological potential. Systematic delineated bioprospecting of fungal diversity associated with Ficus pumila Linn (Moraceae) for antimicrobial metabolite revealed Xylaria sp. FPL-25(M). The present study describes bioactivity guided fractionation prioritized for antimicrobial potential. Thus, chemical investigation of culture broth of Xylaria sp. FPL-25(M) by bioactivity guided fractionation with spectroscopic techniques revealed bioactive metabolite xylobovide-9-methyl ester. The xylobovide-9-methyl ester exhibited broad-spectrum antimicrobial activity. However, Gram-positive bacteria and fungi were more susceptible than Gram-negative bacteria. The present study results represent bioassay-based screening strategy which facilitates rapid, efficient and reliable approach for endophytic strain prioritization for novel bioactive molecules.

KEANEKARAGAMAN JENIS JAMUR MAKROSKOPIS DI BUKIT WANGKANG DESA SUNGAI AMBAWANG KABUPATEN KUBU RAYA

Macroscopic fungi important role for ecosystem sustainable forest. Research to diversity of species macroscopic fungi in area Bukit Wangkang, Sungai Ambawang village. The research was counducted by survey method with multiple plot techniques. Laying of plots by means of purposive sampling, plots measuring 5m x 5m. obtained 23 plot observations total area of 0,0575 Ha, total research area of 3700 Ha. The research area, found 29 macroscopic fungi from 13 families, the families polyporaceae many of 10 species, then hymenochaetaceae many of 4 (four) types and ganodermataceae many of 3 (three) types. The high INP value Mycena sp (26,571), Xylaria sp 1 (23,3312) and Xylaria sp 2 (13,8331). Discovered 8 (eight) species macroscopic fungi can be consumed such as ganoderma lucidum as medicinal ingredient which processed of powder and Lentinus tigrinus as food ingredients boiled or sautéed. Macroscopic fungi cannot be consumed like rigidoporus microporus because it has fruiting body that is hard, and poisonous fungi species such as coltricia sp and microporus sp types used as souvenir. 29 species of fungi founded 4 (four) species fungi grow out of the ground and 25 species types other in dead wood. Obtained 23 plots with three types of canopy density where density rarely obtained 6 (six) species of macroscopis fungi of 4 (four) plot, then density obtained 10 of fungi of 9 (nine) plot observation. Density obrained 13 fungi of 10 plot observations.Keywords: Edible mushroom, Macroscopic fungi, Secondary forest

Anti-inflammatory and cytotoxic agents from Xylaria sp. SWUF09-62 fungus

The ongoing search for anti-cancer agents from microorganisms led to the isolation of four new compounds including 6-ethyl-8-hydroxy-4H-chromen-4-one (1), 6-ethyl-7,8-dihydroxy-4H-chromen-4-one (2), (3S)-3,4-dihydro-8-hydroxy-7-methoxy-3-methylisocoumarin (3) and (3S)-3,4-dihydro-5,7,8-trihydroxy-3-methylisocoumarin (4), together with eleven known compounds (5–15) from Xylaria sp. SWUF09-62 fungus. The chemical structures were deduced from IR, 1D and 2D NMR, and MS data. The absolute configurations of 3 and 4 were determined by ECD experiment. Compounds 2 and 4 indicated possible chemo-prevention and chemo-therapeutic properties, exhibited anti-inflammatory properties by reducing nitric oxide production in LPS-stimulated RAW264.7 cells (IC50 = 1.57 ± 0.25 and 3.02 ± 0.27 μg/mL) and cytotoxicity against HT29 cells (IC50 = 16.46 ± 0.48 and 97.78 ± 7.14 μg/mL).

Secondary Metabolites Produced by Combined Culture of Penicillium crustosum and a Xylaria sp.

Four new alkyl aromatics, penixylarins A-D (1-4), along with the known biogenetically related 1,3-dihydroxy-5-(12-hydroxyheptadecyl)benzene (5) and 1,3-dihydroxy-5-(12-sulfoxyheptadecyl)benzene (6), were isolated from a mixed culture of the Antarctic deep-sea-derived fungus Penicillium crustosum PRB-2 and the mangrove-derived fungus Xylaria sp. HDN13-249. UPLC-MS data and an analysis of structural features showed that compounds 1 and 2 were produced by collaboration of the two fungi, while compounds 3-6 could be produced by Xylaria sp. HDN13-249 alone, but in noticeably increased quantities by cocultivation. Compounds 2, 3, 5, and 6 showed antibacterial activity against a panel of strains, and compound 3 possessed potential antituberculosis effects (MIC = 6.25 μM against Mycobacterium phlei).

Draft Genome Sequence of the Wood-Decaying Fungus Xylaria sp. BCC 1067.

Xylaria sp. BCC 1067 is a wood-decaying fungus which is capable of producing lignocellulolytic enzymes. Based on the results of a single-molecule real-time sequencing technology analysis, we present the first draft genome of Xylaria sp. BCC 1067, comprising 54.1 Mb with 12,112 protein-coding genes.

Use of Palm Empty Fruit Bunches for the Production of Ligninolytic Enzymes by Xylaria sp. in Solid State Fermentation

Palm empty fruit bunches (PEFB) as a cheap substrate for the production of ligninolytic enzymes was investigated using Xylaria sp. BCC 7794 in solid state fermentation. To improve the enzyme production, the optimization was carried out with one factor-at-a-time method. It was found that Xylaria sp. BCC 7794 cultivated in PEFB with the 7% (w/w) wheat starch as co-substrate, the initial moisture content of 70% and the six agar plugs of inoculum for 12 days gave the highest ligninolytic enzymes production. Moreover, the statistic methods using Box-Behnken design was conducted to investigate the optimum nitrogen and CuSO4 concentration for the enzyme production. The maximum laccase and MnP activity of 16.3 and 24.8 U/gPEFB, respectively was achieved at 2.06 g/l (NH4)2H2PO4 (DAHP), 1.07 g/l urea and 5.22 mg/l CuSO4·5H2O. The optimum temperature and pH for the production of ligninolytic enzymes was at 25 °C and pH 5.0–6.0. In addition, it was found that Xylaria sp. BCC 7794 produced hydrolytic enzymes including CMCase, FPase, xylanase and β-glucosidase at 9.93, 0.49, 9.23 and 21.5 U/g PEFB, respectively. Selectivity values of 0.9 was also found with the lignin and cellulose degradation of 16.2 and 18.0%, respectively. PEFB had the potential to use as low cost substrate for the production of ligninolytic enzymes.