Xylaria Sp Research Articles

Chemical constituents from a soil fungus Xylaria sp. Y01 and their anticancer potential

Fifteen compounds, namely three new cytochalasans, one new sesquiterpenoid, two new amides, eight known cytochalasans, and one known amide, were isolated from the rice medium fermented by a soil fungus Xylaria sp. Y01. The structures of these compounds were determined through comprehensive analyses of their extensive spectroscopic data, along with quantum chemical calculations. In vitro cytotoxicity assays, we selected three cancer cell lines (HCT116, 4T1, and MHCC97H) and one normal human gastric epithelial GES-1 cell line to explore their potential as anticancer agents. As a result, 6,7-dihydro-7-oxo-cytochalasin C, 5,6-dihydro-7-oxo-19,20-epoxycytochalasin C, 19,20-epoxycytochalasin D, and 19‑epi-cytochalasin P1 showed cytotoxicity against GES-1, while only 19,20-epoxycytochalasin D also exhibited cytotoxicity against 4T1. Our findings further enrich the structural diversity of secondary metabolites from Xylaria species and provide clues for exploring their anticancer potential.

Microsporum canis and Sporothrix schenckii: Fungi Causing Skin Infections in Cats

Companion animals such as cats help to reduce stress among people as they delight their owners in their ways. Good management and hygiene practices of pets help in keeping them in a healthy condition. Nevertheless, since fungal infection develops rapidly, there is a high tendency for them to get infected. The paucity of data regarding skin mycoses among cats in Malaysia leads to this study. Private veterinary clinics from the Central Region of Peninsular Malaysia were approached for participation in this study. Sampling was conducted for one year, collecting hair plucked, skin scrapings, and swabs from lesions of the cats with skin problems and inoculating onto Sabouraud Dextrose Agar media. Diagnosing the fungal colony was conducted through a direct examination method using lactophenol cotton blue stain and molecular identification of the isolates using polymerase chain reaction targeting the fungi species’ internal transcribed spacer region and β-tubulin gene. Of the 127 cats, 93 were positively infected, mainly with Microsporum canis (n = 38) and Sporothrix schenckii (n = 26). Saprophytic fungi detected on cats were Alternaria sp., Aspergillus sp., Candida sp., Chaetomium sp., Chrysosporium sp., Curvularia sp., Fusarium sp., Geotrichum sp., Penicillium sp., Talaromyces sp., Trichoderma sp., Trichosporon sp., and Xylaria sp. This finding represents the number of cats infected with fungal dermatitis in Selangor, Negeri Sembilan, the Federal Territory of Kuala Lumpur, and Putrajaya.

Xylatolides A and B, new 10-membered macrolides from the endophytic fungus Xylaria sp.

Chemical investigation of the fungal endophyte Xylaria sp. isolated from leaves of Moringa oleifera, collected in Cameroon, resulted in the previously undescribed 10-membered macrolide, and two known naturalproducts. The structures of the xylatolides A and B were unambiguously identified by their mass spectra and by extensive 1D and 2D NMR spectroscopic analysis, featuring a 10-membered lactone core structure with oxygenated substituents and an unsubstituted 10-alkyl chain presenting seven carbon atoms. Compounds were screened for their cytotoxic potential against the human HepG2 hepatocellular carcinoma cells and HCT-116 cells (human colon carcinoma cell line). Moreover, the isolated compounds were also assayed against a small panel ofsensitive strains including the bacterial species Escherichia coli, Staphylococcus aureus, and Mycobacterium tuberculosis as well as against the fungal species Candida albicans. However, no significant activities were found.

Xylarkarynone A and B: Two Bioactive Eremophilane Sesquiterpenes from Xylaria sp. HHY-2.

A new compound xylarkarynone A (1), a first reported natural product compound xylarkarynone B (2) and eight known compounds (3-10) were isolated from Xylaria sp. HHY-2. Their structures were elucidated by spectroscopic methods, DP4+ probability analyses and electronic circular dichroism (ECD) calculations. The bioactivities of isolated compounds were assayed. Compound 1 exhibited obvious activity against A549 cells with an IC50 value of 6.12±0.28 μM. Additionally, compound 1 showed moderate antifungal activities against Plectosphaerella cucumerina and Aspergillus niger with minimum inhibitory concentrations (MICs) of both 16 μg/mL, which was at the same grade with positive control nystatin. Most compounds exhibited varying degrees of inhibitory activity against P. cucumerina, indicating that Xylaria sp. has potential as inhibitors against P. cucumerina.

New Pyranone Derivatives and Sesquiterpenoid Isolated from the Endophytic Fungus Xylaria sp. Z184.

The fungus Xylaria sp. Z184, harvested from the leaves of Fallopia convolvulus (L.) Á. Löve, has been isolated for the first time. Chemical investigation on the methanol extract of the culture broth of the titles strain led to the discovery of three new pyranone derivatives, called fallopiaxylaresters A-C (1-3), and a new bisabolane-type sesquiterpenoid, named fallopiaxylarol A (4), along with the first complete set of spectroscopic data for the previously reported pestalotiopyrone M (5). Known pyranone derivatives (6-11), sesquiterpenoids (12-14), isocoumarin derivatives (15-17), and an aromatic allenic ether (18) were also co-isolated in this study. All new structures were elucidated by the interpretation of HRESIMS, 1D, 2D NMR spectroscopy, and quantum chemical computation approach. The in vitro antimicrobial, anti-inflammatory, and α-glucosidase-inhibitory activities of the selected compounds and the crude extract were evaluated. The extract was shown to inhibit nitric oxide (NO) production induced by lipopolysaccharide (LPS) in murine RAW264.7 macrophage cells, with an inhibition rate of 77.28 ± 0.82% at a concentration of 50 μg/mL. The compounds 5, 7, and 8 displayed weak antibacterial activity against Staphylococcus areus subsp. aureus at a concentration of 100 μM.

Secondary Metabolites from the Endophytic Fungus Xylaria sp. GDG-102 by Osmac Strategy and Their Antibacterial Activities

Secondary Metabolites from the Endophytic Fungus Xylaria sp. GDG-102 by Osmac Strategy and Their Antibacterial Activities

Survey, Pathogenicity assay, and Molecular Identification of the Pathogenic Fungi Associated with Pistachio in Anbar Province, Iraq

This study was carried out in 6 different locations in the Anbar Province, between January and February 2021. The locations with higher pistachio cultivation, such as Kabisa, Al-Haditha, Al-Baghdadi, Anah, Al-Qaim, and Rawa were selected to study the prevalence of fungal diseases affecting pistachio crops. Twenty-six distinct fungal isolates were identified, and each isolate was examined for the pathogenicity. Although the level of pathogenicity of each isolate varied from high to moderate, they all caused lesions, damaged vascular tissue, signs of root rot and seed rot in pistachio seedlings. The fungal strains were identified depending on ITS marker. Twelve of the isolates belonged to Fusarium solani, 10 of F. falciforme isolates, 2 of F. oxysporum isolates, while 1 isolate of F. vanettenii and Xylaria sp. The most frequently-occurring species were F. falciforme and F. solani in the Anbar Province. Out of all the studied isolates, Al-Qaim and Al-Baghdadi were the highest pathogenic isolates. The pathogenic effects of F. vanettenii and Xylaria sp. on pistachio plants as well as the existence of F. solani and F. falciforme in Iraq were all recorded in this study for the first time.

The antioxidant activity of endophytic fungal extract of nutmeg plant (Myristica fragrans Houtt.) from Cimande West Java, Indonesia

The bioproduction of bioactive metabolites from nutmeg endophytic fungi from Cimande, Wesh Java Indonesia was successful. In this research, bioactive antioxidant metabolites were extracted from nutmeg endophytic fungi. Endophytic fungi from nutmeg plant parts were grown on CMMA media. Each fungus was isolated by growing it on PDA media. A total of 21 endophytic fungi isolates were grown on PDB media before being extracted with ethyl acetate as a solvent. The morphology of 21 endophytic fungal isolates was identified based on morphological characteristics. There are 11 Phomopsis sp., 1 Fusarium oxysporum, 5 Colletotrichum sp., 1 Schizophyllum sp., 1 Dematiaceae sp., 1 Coelomycetes sp., and 1 Xylaria sp. The bioautographic TLC method and DPPH-free radical scavenging activity were used to determine antioxidant activity. The antioxidant activity analysis showed that 14 of the 21 endophytic fungus extracts were active. One nutmeg pericarp endophytic fungus showed strong antioxidant activity, with an IC50 of 30.0 g mL-1 and AAI of 1.04. Furthermore, the IC50 values for two fungal extracts from the leaf and pistil nutmeg were less than 100 g.mL-1. The three fungi with IC50 less than 100 g.mL-1 were identified as Phomopsis sp.

Initial Study on Physiochemical Property and Antibacterial Activity against Skin-Infecting Bacteria of Silver Nanoparticles Biologically Produced Using Crude Melanin from Xylaria sp.

Silver nanoparticles (AgNPs) produced by biological methods are safer for biomedical applications. Melanins were initially reported to facilitate AgNPs synthesis. Our research found that the stromata of some Xylaria species contained significant amounts of melanins, which had strong antioxidant and anti-ultraviolet activities without toxicity toward human skin cells. This study reported the characteristics and antibacterial activities against skin-infecting bacteria (Staphylococcus aureus and Cutibacterium acnes) of AgNPs synthesized using crude melanin extracted from stromata of Xylaria sp. AgNPs were successfully synthesized by mixing the crude melanin solution with 0.1 M AgNO3 (25:1, v/v) and incubating for 3 h at 100 °C. The SEM found that the average size of the synthesized AgNPs was 18.85 ± 3.75 nm. The melanin-mediated AgNPs displayed significantly higher antibacterial activities against the tested acne-causing bacteria compared to the positive control (Erythromycin). Specifically, the melanin-mediated AgNPs inhibited 90% of S. aureus and C. acnes at 62.5 (µg/mL) and 15.625 (µg/mL), respectively, whereas it required erythromycin up to 4000 (µg/mL) to achieve the same activities. This research illustrated the feasibility of using crude melanin of Xylaria sp. for the direct synthesis of AgNPs and the potential use of the synthesized AgNPs for treating acne-causing bacteria (with further investigation needed).

ELUCIDATING THE FUNCTIONAL ANNOTATION AND EVOLUTIONARY RELATIONSHIPS OF CYTOCHROME P450 GENES IN XYLARIA SP. FL1777 USING IN-SILICO APPROACHES

The higher level of human activities has resulted in several forms of anthropogenic activities with diverse adverse effects on human and environmental sustainability. The traditional means of handling xenobiotics pollutants are no longer sustainable due to the high cost involved, complex procedures and demanding regulatory requirements. Bioremediation using fungi (mycoremediation) is now recognized as an efficient and workable biotechnological tool that effectively employ fungal enzymes via the process of absorption and mineralization to get rid of contaminants. Cytochrome P450s (CYPs) are diverse and unique gene families with varying degree of complexities in the eukaryotes. CYPs mainly utilize molecular oxygen to modify substrate conformation, thereby establishing a mechanism of action for achieving their important physiological and ecological processes. Xylariaceae belongs to the main and highly diversified families of filamentous Ascomycota; it plays an important role as saprotrophs of wood, soil, litter and dung. Genome-wide annotation analysis was carried out to explore the possibility of utilizing the CYPs of Xylaria sp. for achieving mycoremediation. The evolutionary analysis has divided the 214 Xylaria CYPs into fifteen (15) clades. The CYPs were categorized into forty-seven (47 clans) and eighty-six (86) families. MEME suite identified ten (10) conserved motifs. The gene structural investigation reveals high dynamic intron-exon organization. Most of the CYPs have been predicted to be localized in the endoplasmic reticulum. This study therefore calls for deeper exploration of the Xylaria sp and its high potential for application in bioremediation for the degradation of environmental contaminants.

Inhibition of cell cycle-dependent hyphal and biofilm formation by a novel cytochalasin 19,20‑epoxycytochalasin Q in Candida albicans

Biofilm-mediated drug resistance is a key virulence factor of pathogenic microbes that cause a serious global health threat especially in immunocompromised individuals. Here, we investigated the antihyphal and antibiofilm activity of 19,20‑epoxycytochalasin Q (ECQ), a cytochalasin actin inhibitor isolated from medicinal mushroom Xylaria sp. BCC1067 against Candida albicans. Remarkably, 256 µg/ml of ECQ inhibited over 95% of C. albicans hyphal formation after 24 h-treatment. Combined ECQ and lipid-based biosurfactant effectively enhanced the antihyphal activity, lowering required ECQ concentrations. Hyphal fragmentation and reduction of biofilm biomass, shown by SEM and AFM visualization of ECQ-treated biofilms, were well corelated to the reduced metabolic activities of young and 24 h-preformed C. albicans biofilms. Induced intracellular accumulation of reactive oxygen species (ROS) also occurred in accompany with the leakage of shrunken cell membrane and defective cell wall at increasing ECQ concentrations. Transcriptomic analyses via RNA-sequencing revealed a massive change (> 1300 genes) in various biological pathways, following ECQ-treatment. Coordinated expression of genes, associated with cellular response to drugs, filamentous growth, cell adhesion, biofilm formation, cytoskeleton organization, cell division cycle, lipid and cell wall metabolisms was confirmed via qRT-PCR. Protein–protein association tool identified coupled expression between key regulators of cell division cyclin-dependent kinases (Cdc19/28) and a gamma-tubulin (Tub4). They coordinated ECQ-dependent hyphal specific gene targets of Ume6 and Tec1 during different phases of cell division. Thus, we first highlight the antihyphal and antibiofilm property of the novel antifungal agent ECQ against one of the most important life-threatening fungal pathogens by providing its key mechanistic detail in biofilm-related fungal infection.

Genome sequencing and analysis of Xylaria sp. L1 provides novel insights into its utilization in IDF decomposition in okara

This study investigated the genome ofXylaria sp. L1 and its application in assisting the degradation of okara, which is an agricultural waste. The fungus process showed that there was a 50.31% cellulose loss and 56.25% hemicellulose loss, respectively. In merely 7 days, compared with untreated control, the content of insoluble dietary fiber (IDF) in the substrate was significantly decreased by 62% whereas that of soluble dietary fiber (SDF) significantly increased by 413%. Importantly, the activity of cellulase showed a continuous increase trend and it reached the maximum activity at 11.37U/g on the 7th day. The pretreated biomass showed much higher levels of polysaccharides, especially for glucuronic acid (63.63%), than the untreated controls after 7 days. Additionally, Xylaria sp. L1 sporocarps had higher quantities of macronutrients, especially for Zn. Furthermore, we conducted the first annotation of Xylaria sp. L1 genome. Illumina and nanopore sequencing revealed that the genome size of Xylaria sp. L1 was 36.61 Mb. The high activity of cellulase was in accordance with the annotation the Gene Ontology (GO), Kyoto Encyclopedia of Genes and Genomes (KEGG), Eukaryotic Orthologous Groups (KOG), and carbohydrate-active enzymes (CAZy) databases, which are related to cellulose and hemicellulose degradation. GHs were the most abundant enzymes and 203 genes were annotated to GHs. Cellulose and hemicellulose decomposition was likely performed by an expressed GH43 and GH5 protein families containing their binding domains and genes A0779, A0819, A7717 played an important role in pentose and glucuronate interconversions. Therefore, the higher IDF decomposition by Xylaria sp. L1 makes it a prospective feedstock for okara degradation.

Eksplorasi Jamur Desa Tulung Agung, Lampung Timur dan Potensi Pemanfaatannya

Mushrooms an be found in various places, such as litter, rotten wood, trees, and soil around residential areas. Tulung Agung Village in East Lampung Regency has various kinds of vegetation and several other abiotic factors that support the growth of mushroom. The study of mushroom’s exploration could elaborate the knowledge about mushroom diversity in resdential areas. This study aims to explore the types of mushrooms based on the description of their fruiting bodies from the residential location of Tulung Agung Village, District Pekalongan, East Lampung Regency, Lampung. The methods used were purposive sampling technique in a shady area or under the shade of a tree, documenting the mushroom fruiting bodies hat were found, and presenting mushrooms with fruiting bodies characters. After the exploration, 18 species from 14 genera of mushrooms were found, including Auricularia auricula-judae, Collybia sp., Conocybe sp., Daldinia sp., Gymnopilus sp., Marasmius sp., Marasmius haematocephalus, Mycena sp., Lepiota sp., Parasola sp., Pycnoporus sp., Trametes sp., Tremellodendron sp., and Xylaria sp. The various potentials of each type of mushrooms that were found are for food sources, traditional medicines, biodegradation of contaminants, sources of bioluminescence, and sources of various bioactive compounds. The Mushroom that were found need molecular identification to get the correct species so that the potential of Mushroom can be utilized optimally by residents based on more specific type information.

Steroids and dihydroisocoumarin glycosides from Xylaria sp. by the one strain many compounds strategy and their bioactivities.

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 unusual β- and γ-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 ± 0.05 μmol·L-1. The β-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 2 μg·mL-1. Compounds 3 and 4 exhibited antibacterial activities against Staphylococcus aureus with MICs of 4 and 2 μg·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 ± 0.01 μmol·L-1, respectively.

Two new cytochalasins from the endophytic fungus Xylaria sp. GDGJ-77B

Two new open-chain cytochalasins, xylarchalasins A and B (1 and 2), together with six known analogues (3-8), were isolated from the endophytic fungus Xylaria sp. GDGJ-77B from the Chinese medicinal plant Sophora tonkinensis. Their structures were elucidated on the basis of comprehensive spectroscopic analysis. Compound 2 displayed moderate antibacterial activities against Bacillus subtilis and Escherichia coli with MIC values of 25 and 12.5 μg/mL, respectively.

Media optimization of antimicrobial activity production and beta-glucan content of endophytic fungi Xylaria sp. BCC 1067

Fungi is a notable asset for drug discovery and production of pharmaceuticals; however, slow growth and poor product yields have hindered industrial utilization. Here, the mycelial biomass of Xylaria sp. BCC 1067 was examined in parallel with the assessment of antimicrobial properties by using media-type selection. To enhance both mycelial content and antifungal activity, the media replacement approach was successfully applied to stimulate fungal growth and successively switched to poorer malt-peptone extract media for metabolite production. This simple optimization reduced fungal cultivation time by 7 days and yielded 4-fold increased mycelial mass (32.59 g/L), with approximately 3-fold increased antifungal activity against the model yeast Saccharomyces cerevisiae strain. A high level of β-glucan (115.84 mg/g of cell dry weight) and additive antibacterial effect against Propionibacterium acnes were also reported. This simple strategy of culture media optimization allows for investigation of novel and rich source of health-promoting substances for effective microbial utilization.

Polyhydroxylated sesquiterpenes and ergostane glycosides produced by the endophytic fungus Xylaria sp. from Azadirachta indica

The investigation of the metabolites from the endophytic fungus Xylaria sp. YM 311647 in solid fermentation resulted in the isolation of six undescribed compounds, namely xylarioxides A–F, respectively. These included one eremophilane sesquiterpene, three guaiane sesquiterpene glycosides, and two ergostane glycosides. The structures of the compounds were determined by extensive analyses of spectroscopic data, including 1D and 2D NMR, as well as HRESIMS data. The stereochemistry of xylarioxide A was confirmed by X-ray crystallographic analysis. All of the isolated compounds were assayed for their antifungal activities against seven phytopathogenic fungi and two human pathogenic fungi. Among them, xylarioxides A, E and F showed potent activities against the tested phytopathogens. Particularly, xylarioxide E exhibited the highest activity against Gibberella saubinetii, Curvularia lunata, and Colletotrichum gloeosporioides with MIC values of 4, 4, and 8 μg/mL, respectively, which were comparable to the positive control of nystatin. Interestingly, guaiane sesquiterpene glycosides have been rarely reported from fungal sources. Additionally, xylarioxide E represented an unusual naturally occurring 3,4-seco-steroidal glycoside with a seven-membered lactone in ring A.

Molecular Networking-Based Screening Led to the Discovery of a Cyclic Heptadepsipeptide from an Endolichenic Xylaria sp.

MS/MS-based molecular networking strain prioritization led to the discovery of a group of cyclic depsipeptides from an endolichenic Xylaria sp. The main component, xylaroamide A (1), was obtained by LC-MS-guided isolation. The planar structure of compound 1 was elucidated via 1D and 2D NMR, as well as MS/MS data. The configurations were fully determined by the combination of advanced Marfey's analysis, partial hydrolysis, Mosher's reaction, and GIAO NMR calculation based on a restricted conformational search. A plausible biosynthetic pathway for xylaroamide A (1) involving a rare trans-acting N-methyltransferase is proposed based on bioinformatics analysis. Xylaroamide A (1) exhibited inhibitory activity against cancer cell lines BT-549 and RKO with IC50 values of 2.5 and 9.5 μM, respectively.

Screening of Trichoderma spp. isolates based on antagonism and chitinolytic index against Xylaria sp.

Sugarcane disease disturbance is one of the limiting factors in achieving high productivity. Xylaria sp. has become endemic to sugarcane plantations in Lampung and South Sumatra. The intensity of disease attacks in Indonesia by 25% and 26% can reduce sugar production 12.3 and 15.4%, respectively. Losses due to disease attacks are greater in ratoons because plant cane sugarcane which is attacked by this disease, in ratoon stage, there will be a decrease in the number of shoots. The aim of this study was to obtain isolates of Trichoderma spp. which have antagonistic abilities and have chitinase enzymes so that they are effectively used as biological agents against Xylaria sp. The research method of antagonist test used dual culture test and qualitative test of chitin substrate was used to assess the chitinolytic index of four isolates of Trichoderma spp. The parameters were the inhibition of Trichoderma spp. isolates and the chitinolytic index of the four isolates moreover the value of the chitinase enzyme activity of the selected isolates. Mechanism of antagonist T10 are competition, antibiosis and mycoparasitism. The results showed that the Indonesian Sugar Research Institute (ISRI) T10 isolate could be used as a biological agent against Xylaria sp. The isolate had an inhibitory ability 73.33% with a chitinolytic index value 1.15 and the activity value of the chitinase enzyme crude extraction at a dilution 10-1 was 10.99 units/mL.

Cytochalasin Q exerts anti-melanoma effect by inhibiting creatine kinase B

Due to the pivotal role of microfilament in cancer cells, targeting microfilaments with cytochalasins is considered a promising anticancer strategy. Here, we obtained cytochalasin Q (CQ) from Xylaria sp. DO1801, the endophytic fungi from the root of plant Damnacanthus officinarum, and discovered its anti-melanoma activity in vivo and in vitro attributing to microfilament depolymerization. Mechanistically, CQ directly bound to and inactivated creatine kinase B (CKB), an enzyme phosphorylating creatine to phosphocreatine (PCr) and regenerating ATP to cope with high energy demand, and then inhibited the creatine metabolism as well as cytosolic glycolysis in melanoma cells. Preloading PCr recovered ATP generation, reversed microfilament depolymerization and blunted anti-melanoma efficacy of CQ. Knockdown of CKB resulted in reduced ATP level, perturbed microfilament, inhibited proliferation and induced apoptosis, and manifested lower sensitivity to CQ. Further, we found that either CQ or CKB depletion suppressed the PI3K/AKT/FoxO1 pathway, whereas 740Y-P, a PI3K agonist, elevated protein expression of CKB suppressed by CQ. Taken together, our study highlights the significant anti-melanoma effect and proposes a PI3K/AKT/FoxO1/ CKB feedback circuit for the activity of CQ, opening new opportunities for current chemotherapy.