Fungus Penicillium Research Articles

Ferroptosis Inhibitory Compounds from the Deep-Sea-Derived Fungus Penicillium sp. MCCC 3A00126

Two new xanthones (1 and 2) were isolated from the deep-sea-derived fungus Penicillium sp. MCCC 3A00126 along with 34 known compounds (3-36). The structures of the new compounds were established by spectroscopic data. The absolute configuration of 1 was validated by comparison of experimental and calculated ECD spectra. All isolated compounds were evaluated for cytotoxicity and ferroptosis inhibitory activities. Compounds 14 and 15 exerted potent cytotoxicity against CCRF-CEM cells, with IC50 values of 5.5 and 3.5 μM, respectively, whereas 26, 28, 33, and 34 significantly inhibited RSL3-induced ferroptosis, with EC50 values of 11.6, 7.2, 11.8, and 2.2 μM, respectively.

Fungal Pigments: Carotenoids, Riboflavin, and Polyketides with Diverse Applications.

Natural pigments and colorants have seen a substantial increase in use over the last few decades due to their eco-friendly and safe properties. Currently, customer preferences for more natural products are driving the substitution of natural pigments for synthetic colorants. Filamentous fungi, particularly ascomycetous fungi (Monascus, Fusarium, Penicillium, and Aspergillus), have been shown to produce secondary metabolites containing a wide variety of pigments, including β-carotene, melanins, azaphilones, quinones, flavins, ankaflavin, monascin, anthraquinone, and naphthoquinone. These pigments produce a variety of colors and tints, including yellow, orange, red, green, purple, brown, and blue. Additionally, these pigments have a broad spectrum of pharmacological activities, including immunomodulatory, anticancer, antioxidant, antibacterial, and antiproliferative activities. This review provides an in-depth overview of fungi gathered from diverse sources and lists several probable fungi capable of producing a variety of color hues. The second section discusses how to classify coloring compounds according to their chemical structure, characteristics, biosynthetic processes, application, and present state. Once again, we investigate the possibility of employing fungal polyketide pigments as food coloring, as well as the toxicity and carcinogenicity of particular pigments. This review explores how advanced technologies such as metabolic engineering and nanotechnology can be employed to overcome obstacles associated with the manufacture of mycotoxin-free, food-grade fungal pigments.

A New Eudesmane Sesquiterpenoid from the Marine-Derived Fungus Penicillium sp. HK1-22

A New Eudesmane Sesquiterpenoid from the Marine-Derived Fungus Penicillium sp. HK1-22

Penazaphilones J-L, Three New Hydrophilic Azaphilone Pigments from Penicillium sclerotiorum cib-411 and Their Anti-Inflammatory Activity.

Penazaphilones J-L (1-3), three new hydrophilic azaphilone pigments, as well as six known compounds, were discovered from the filamentous fungus Penicillium sclerotiorum cib-411. Compounds 1-3 were structurally elucidated by the detailed interpretation of their 1D and 2D NMR spectroscopic data. Compound 1 is an unprecedented hybrid of an azaphilone and a glycerophosphate choline. Compounds 2 and 3 each contain an intact amino acid moiety. The bioassay showed that compound 3 exhibited significant anti-inflammatory activity. Concretely, compound 3 significantly suppressed the NO production, the expression levels of COX-2, IL-6, IL-1β, and iNOS mRNA in LPS-stimulated RAW264.7 cells. Moreover, treatment of compound 3 prevented the translocation of NF-κB through inhibiting the phosphorylation of PI3K, PDK1, Akt, and GSK-3β. Thus, the inhibition of compound 3 against LPS-induced inflammation should rely on its inactivation on NF-κB.

Triple Trouble: Disseminated Penicilliosis in a Cancer patient with COVID-19

AbstractPenicilliosis is a fungal infection caused by the fungus Penicillium marneffei or Talaromyces marneffei. Penicillosis is commonly seen in immunocompromised patients such as in HIV(AIDS). Herein, we present a case of penicilliosis in an oral cavity cancer patient who was admitted for the management of SARS-CoV-2 infection at our hospital. A 50-year-old male patient operated on for squamous cell carcinoma of the oral cavity who completed his adjuvant chemoradiation 2 months ago, presented to our hospital with dry cough for more than 3 weeks. His nasopharyngeal swab was positive for the severe acute respiratory distress syndrome (SARS-CoV-2). During his hospital stay for SARS-CoV-2 infection, he was diagnosed with disseminated penicilliosis. The patient was treated with intravenous antifungals caspofungin and voriconazole. However, he succumbed to disseminated fungal sepsis. This case highlights the need to consider penicilliosis as a possible opportunistic pathogen, especially in immunocompromised patients such as cancer.

Bio-decolorization of synthetic dyes by a novel endophytic fungus Penicillium janthinellum LM5 from blueberry pulp

Synthetic dyes from textile, paper, leather, and plastic processing, etc. are the majority of the colored effluents and have a harmful impact on human health and environment. Dye biosorption through endophytic fungi will be a challenge. A new fungus isolated from blueberry pulp was identified morphologically and genetically as Penicillium janthinellum LM5. It was utilized for the biosorption of synthetic dyes by forming mycelium particles with efficient decolorization properties in the dye solution. The results of decolorization experiments exhibited that dye type, pH, temperature and time were the important factors and the best decolorization condition on Congo red was pH 6.0, 30 ℃ and 48 h. Moreover, LM5 can achieve 90% decolorization rate even under the high salt concentrations of 200 mg/mL. Based on spectral analysis, the decolorization of Congo red was mainly attributed to the biosorption of mycelium and its pellet structure. Additionally, the fungus adsorbed Congo red can be as an excellent electrode material with a long-cycle performance and stable capacitance property, being a good way for recycling. In summary, this research employed a novel dye treatment method with simultaneous culture and decolorization through an endophytic fungus LM5, being a promising biomaterial in the application of dye wastewater treatment.

The complete genome sequences of Penicillium concavorugulosum

The fungal genus Penicillium and many other soil-borne fungi have widely been reported to create soil myco-rhizhospheric conditions that influence plant growth. These fungal species are relatively difficult to differentiate to species level. Of the three Penicillium species that were morphologically identified, one isolate was established to have a bio-suppressive effect on Fusarium oxysporum. Molecular identification using the polymerase chain reaction (PCR) technique was carried out to accurately identify this isolate to species level. The BLAST consensus and alignments of related species was carried out. The species was identified as Penicillium concavorugulosum (NCBI accession number MK841454.1).

Protein Kinase PoxMKK1 Regulates Plant-Polysaccharide-Degrading Enzyme Biosynthesis, Mycelial Growth and Conidiation in Penicillium oxalicum.

The ability to adapt to changing environmental conditions is crucial for living organisms, as it enables them to successfully compete in natural niches, a process which generally depends upon protein phosphorylation-mediated signaling transduction. In the present study, protein kinase PoxMKK1, an ortholog of mitogen-activated protein kinase kinase Ste7 in Saccharomyces cerevisiae, was identified and characterized in the filamentous fungus Penicillium oxalicum. Deletion of PoxMKK1 in P. oxalicum ΔPoxKu70 led the fungus to lose 64.4-88.6% and 38.0-86.1% of its plant-polysaccharide-degrading enzyme (PPDE) production on day 4 after a shift under submerged- and solid-state fermentation, respectively, compared with the control strain ΔPoxKu70. In addition, PoxMKK1 affected hypha growth and sporulation, though this was dependent on culture formats and carbon sources. Comparative transcriptomics and real-time quantitative reverse transcription PCR assay revealed that PoxMKK1 activated the expression of genes encoding major PPDEs, known regulatory genes (i.e., PoxClrB and PoxCxrB) and cellodextrin transporter genes (i.e., PoxCdtD and PoxCdtC), while it inhibited the essential conidiation-regulating genes, including PoxBrlA, PoxAbaA and PoxFlbD. Notably, regulons modulated by PoxMKK1 and its downstream mitogen-activated protein kinase PoxMK1 co-shared 611 differential expression genes, including 29 PPDE genes, 23 regulatory genes, and 16 sugar-transporter genes. Collectively, these data broaden our insights into the diverse functions of Ste7-like protein kinase, especially regulation of PPDE biosynthesis, in filamentous fungi.

Microorganisms isolated from seabirds feathers for mercury bioremediation

Environmental pollution caused by mercury has received increasing attention in recent years. Several studies have warned of the high rates of biomagnification in superior levels of marine food networks affecting seabirds. Although seabird feathers are reported as bioindicators of mercury, the possibility of using the microbiota associated with them for the bioremediation of this metal has not been considered. Despite the potential of the seabird feather microbiota, the cultivable microorganisms from this sample matrix have not been identified. In this study, we isolated and identified the organisms in the feathers from three types of seabirds, two species of penguins (Pygoscelis antartica and Pygoscelis papua) and the brown skua bird (Catharacta lonnbergi) through poisoned media a final concentration of 10 mg / L Hg2+ in the culture medium for the microbial consortia. Yeast isolates belonged to the genus Debaryomyces, Meyerozyma, Papiliotrema, and Rhodotorula, and fungi genera Leiotrametes, Penicillium, Pseudogymnoascus, and Cladosporium were identified. Adult bird feathers with high mercury concentrations can serve as a matrix to isolate microorganisms capable of removing mercury. Keywords: Antarctica, bioremediation, feathers, mercury, microorganisms

New Bioactive β-Resorcylic Acid Derivatives from the Alga-Derived Fungus Penicillium antarcticum KMM 4685.

Five new β-resorcylic acid derivatives, 14-hydroxyasperentin B (1), β-resoantarctines A-C (3, 5, 6) and 8-dehydro-β-resoantarctine A (4), together with known 14-hydroxyasperentin (5'-hydroxyasperentin) (2), were isolated from the ethyl acetate extract of the fungus Penicillium antarcticum KMM 4685 associated with the brown alga Sargassum miyabei. The structures of the compounds were elucidated by spectroscopic analyses and modified Mosher's method, and the biogenetic pathways for compounds 3-6 were proposed. For the very first time, the relative configuration of the C-14 center of a known compound 2 was assigned via analyses of magnitudes of the vicinal coupling constants. The new metabolites 3-6 were biogenically related to resorcylic acid lactones (RALs); however, they did not possess lactonized macrolide elements in their structures. Compounds 3, 4 and 5 exhibited moderate cytotoxic activity in LNCaP, DU145 and 22Rv1 human prostate cancer cells. Moreover, these metabolites could inhibit the activity of p-glycoprotein at their noncytotoxic concentrations and consequently synergize with docetaxel in p-glycoprotein-overexpressing drug-resistant cancer cells.

New Polyketide and Sesquiterpenoid Derivatives from the Magellan Seamount-Derived Fungus Penicillium rubens AS-130.

Rubenpolyketone A (1), a polyketide featuring a new carbon skeleton having cyclohexenone condensed with a methyl octenone chain and a new linear sesquiterpenoid, chermesiterpenoid D (2), together with seven known secondary metabolites (3-9) were isolated and identified from the Magellan Seamount-derived fungus Penicillium rubens AS-130. Their structures were determined based on detailed analysis of NMR and mass spectroscopic data and the absolute configurations of these two new compounds were elucidated by the combination of quantum mechanical (QM)-NMR and time-dependent density functional (TDDFT) ECD calculation approaches. Chermesiterpenoids B (3) and C (4) showed potent inhibitory activities against the aquatic pathogen Vibrio anguillarum with MIC values of 0.5 and 1 μg/mL, respectively, while chermesin F (6) exhibited activity against Escherichia coli with MIC value of 1 μg/mL.

Two new linear peptides from the marine-derived fungus Penicillium sp. SCSIO 41512

Two new linear peptides, penicamides A and B (1 and 2), together with four known analogous were isolated from the extracts of the marine-derived fungus Penicillium sp. SCSIO 41512. Their structures were elucidated by analysis of 1D/2D NMR data and HRESI-MS. Their absolute configurations were established by Marfey’s methods and quantum chemical calculations.

Interconvertible Pyridone Alkaloids from the Marine-Derived Fungus Penicillium oxalicum QDU1.

Eleven new pyridone alkaloids, penicipyridones A-K (1-11), and three new tetramic acids, tolypocladenols D-F (12-14), were isolated from rice media cultures of the marine-derived fungus Penicillium oxalicum QDU1. Their structures, including absolute configurations, were determined by comprehensive analyses of spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction data. Interestingly, several of the penicipyridones undergo interconversions between hydroxy and methoxy groups at C-4 in acidic MeOH solution. Furthermore, in an acidic aqueous solution, OH-4 could be replaced by diverse substituent groups. Compounds 1, 4, 5, 8, 10, 11, and 14 exhibited moderate inhibitory effects on NO production in the LPS-induced RAW264.7 macrophages, with IC50 values ranging from 9.2 to 19 μM.

Anti-multidrug-resistant Staphylococcus aureus and anti-dermatophyte activities of secondary metabolites of the endophytic fungus Penicillium brevicompactum ANT13 associated with the Algerian endemic plant Abies numidica

This study aims to identify and assess the antimicrobial activity of endophytic fungi found in the endemic plant Abies numidica. Among all isolates, the ANT13 isolate demonstrated significant antimicrobial activity in the preliminary screening, particularly Staphylococcus aureus ATCC 25923 and Candida albicans ATCC 1024, with inhibition zones of 22 and 21.5mm, respectively. Based on its morphological and molecular features, this isolate was identified as Penicillium brevicompactum. The maximum activity was observed in the ethyl acetate extract, followed by the dichloromethane extract; however, the n-hexane extract exhibited no activity. The ethyl acetate extract demonstrated very significant activity against the five strains of multidrug-resistant Staphylococcus aureus used, with average zones of inhibition ranging from 21 to 26mm, in contrast to more resistant Enterococcus faecalis ATCC 49452 and Bacillus cereus ATCC 10876. The ethyl acetate extractwas also very active against dermatophytes, where the zones of inhibition for Candida albicans, Microsporum canis, Trichophyton mentagrophytes, Trichophyton rubrum, and Epidermophyton floccosum were 23.5, 31, 43, 47, and 53.5mm, respectively. The MIC values for dermatophytes ranged between 100 and 3200µg/mL. The wild isolate of Penicillium brevicompactum ANT13 discovered as an endophyte in Abies numidica may be a distinctive source of novel compounds and drug discovery to trait dermatophytes and multidrug-resistant Staphylococcus aureus infections.

Prenylated indole-terpenoids with antidiabetic activities from Penicillium sp. HFF16 from the rhizosphere soil of Cynanchum bungei Decne.

Finding novel and effective suppression of hepatic glucagon response antidiabetic compounds is urgently required for the development of new drugs against diabetes. Fungi are well known for their ability to produce new bioactive secondary metabolites. In this study, four new prenylated indole-terpenoids (1-4), named encindolenes I-L, as well as a known analogue (5), were isolated from the fungus Penicillium sp. HFF16from the rhizosphere soil of Cynanchum bungei Decne. The structures of the compounds were elucidated by spectroscopic data and ECD analysis. In the antidiabetic activity assay, compounds 1-5 could inhibit glucagon-induced hepatic glucose output with EC50 values of 67.23, 102.1, 49.46, 25.20, and 35.96 μM, respectively, and decrease the intracellular cAMP contents in primary hepatocytes.

Immobilization of Heavy Metals in Contaminated Soil using Calcium Phosphate Amendment and Phosphate-solubilizing Fungi (Penicillium sp) in Benin City, Edo state, Nigeria

Soil is a limited resource that is continually contaminated by the presence of heavy metals as a result of human activities. This study used a combination of calcium phosphate amendment and phosphate-solubilizing fungi to immobilize heavy metals in polluted soil. Bovine bones were collected at an Abattoir Market in Aduwawa, Benin City, Nigeria with coordinates 6°22’6.24” N and 5°41’0.24” E and calcined to extract calcium-phosphate (hydroxyapatite), serial dilution and plating on Pikovskaya medium were utilized to obtain fungi extract from fertile soil. Prior to remediation, heavy metal analysis of polluted soil indicated high value of metal concentrations zinc 120.60mg/kg, chromium 22.67 mg/kg, cadmium 11.23 mg/kg, lead 18.43 mg/kg, iron 187.27 mg/kg and nickel 10.62 mg/kg above the World Health Organization permissible limit. There was a decrease in zinc and iron contents after the first week of treatment. The second week demonstrated a significant decrease in all metal concentrations; 27.53% for Zn, Cr 39.83%, Cd 46.13%, Pb 7.60%, Fe 46.26% and Ni 15.07% – indicating the treatment’s effectiveness.

Fungi Associated with the Spoilage of Sweet Orange (Citrus sinensis) Fruits and their Management by Bio-Control Agents

Different Sweet Orange fruits (Citrus Sinensis) rot fungi were isolated from rotted fruits.These were Aspergillus niger, Aspergillus flavus, Aspergillus fumigatus, Penicillium digitatum. During pathogenicity test two fungi Aspergillus niger and Penicillium digitatum were proved to be most pathogenic. The Aspergillus niger fungi during dual culture with Bacillus substilis, Bacillus substilis srtain2, Pseudomonas fluorescens, Pseudomonas aeruginosa , Bacillus methylotrophicus, Bacillus cereus, Bacillus aryabhattai and Streptomyces strain showed different level of inhibation zones. Bacillus cereus was the most effective and caused 71.5% inhibition and Pseudomonas aeruginosa was least 53.28% and others Bacillus substilis, Bacillus substilis srtain2, Pseudomonas fluorescens, Bacillus methylotrophicus , Bacillus aryabhattai ,and Streptomyces caused 68.05%, 64.00%, 70.25%, 59.37%, 57.75% and, 55.25%, respectively. Penicillium digitatum fungi during dual culture with Bacillus substilis, Bacillus substilis srtain2, Pseudomonas fluorescens, Pseudomonas aeruginosa , Bacillus methylotrophicus, Bacillus cereus, Bacillus aryabhattai and Streptomyces strain showed different level of inhibation zones. Bacillus cereus was the most effective and caused 69.25% inhabition and Pseudomonas aeruginosa was least 51.75% respectively. During experiment on fruits the most effective biocontrol agent Bacillus cereus and Streptomyces strain were tested on fruits and it was found that Bacillus cereus and Streptomyces strain were effectively control the rot by Aspergillus niger and showed data 49.45%, 43.55%. During experiment on fruits the most effective biocontrol agent Bacillus cereus and Streptomyces strain were tested on fruits and it was found that Bacillus cereus and Streptomyces strain were effectively control the rot by Penicillium digitatum and showed data (51.62%, 45.67%). Experiment were performed for protective and curative effects. During protective effect the two biocontrol agents Bacillus methylotrophicus and Bacillus cereus reduced the percentage rottenig by 64.74% and 57.52% respectively in case of Aspergillus niger and in case of Penicillium digitatum the effect of two Biocontrol agents Bacillus methylotrophicus and Bacillus cereus caused 59.37% and 54.63% respectively reducuction in decaying. During the Curative effect the two biocontrol agents Bacillus methylotrophicus and Bacillus cereus reduced the rottenig percentage 62.53% and 55.84% respectively in case of Aspergillus niger but in case of Penicillium digitatum the effect of the Biocontrol agents Bacillus methylotrophicus and Bacillus cereus caused 58.29% and 51.99% respectively reducuction in decaying. Use of Biocontrol agents as protective is better than the curative.

Secondary metabolites from marine derived fungus Penicillium chrysogenum Y19-1 with proangiogenic and antithrombotic activities

Investigation of the ethyl acetate extract from the marine derived fungus Penicillium chrysogenum Y19-1 led to the isolation and identification of nine compounds, including ethyl formyltyrosinate (1), ergosterol peroxide (2), ergosterol (3), cerebroside A (4), conidiogenone C (5), dihydroresorcylide (6), 7-hydroxydihydroresorcylide (7), N-(2-hydroxypropanoyl)-2-aminobenzoic acid amide (8), and 4-methyl-5,6-dihydro-2H-pyran-2-one (9). Their chemical structures were determined by NMR analysis, ESIMS experiment and comparison with the reported data in the literature. Among them, compound 1 was identified as a natural product for the first time. All compounds were evaluated for antithrombotic and proangiogenic activities. Compounds 1, 4 and 5 exhibited antithrombotic activities, while compounds 1, 2, 8 and 9 showed proangiogenic activities. Meanwhile, the chemotaxonomic significance of these isolated compounds was also discussed.

Regulation of secondary metabolites in the endophytic fungus Penicillium sp. KMU18029 by the chemical epigenetic modifier 5-azacitidine

The chemical epigenetic modifier 5-azacitidine (5-Aza C), a DNA methyltransferase inhibitor, was used to manipulate the endophytic fungus Penicillium sp. KMU18029. From its rice fermentation extract, a new polyketone compound (3S,4R)-3,4,8-trihydroxy-6-methyl-3,4-dihydronaphthalen-1(2H)-one (1), along with 13 known compounds, 3,4,8-trihydroxy-6-(hydroxymethyl)-3,4-dihydronaphthalen-1(2H)-one (2), decaturin B (3), 15-hydroxydecaturin A (4), oxalicine A (5), pileotin A (6), pyrandecarurin A (7), decaturenol A (8), decaturenoid (9), penisarins A (10), oxaline (11), (4E,8E)-N-D-2'-hydroxyocta-decanoyl-1-O-β-D-glycopy-ranosyl-9-methyl-4,8-sphingadienine (12), ergosterol (13) and stigma-5-en-3-O-β-glucoside (14), were separated. Among the known compounds, 2, 7, 12 and 14 were not found in our previous research on this strain. The structure of the new compound was identified by spectroscopic techniques such as HR-ESIMS, 1D NMR, 2D NMR and CD. Furthermore, all the isolated compounds were tested for their antimicrobial activities, and only compounds 1, 2 and 11 showed weak activities against S. aureus, with MICs of 128 μg/mL.

Genome analysis and genomic comparison of a fungal cultivar of the nonsocial weevil Euops chinensis reveals its plant decomposition and protective roles in fungus-farming mutualism.

Fungus-farming mutualisms are models for studying co-evolutionary among species. Compared to well-documented fungus-farming in social insects, the molecular aspects of fungus-farming mutualisms in nonsocial insects have been poorly explored. Euops chinensis is a solitary leaf-rolling weevil feeding on Japanese knotweed (Fallopia japonica). This pest has evolved a special proto-farming bipartite mutualism with the fungus Penicillium herquei, which provide nutrition and defensive protection for the E. chinensis larvae. Here, the genome of P. herquei was sequenced, and the structure and specific gene categories in the P. herquei genome were then comprehensively compared with the other two well-studied Penicillium species (P. decumbens and P. chrysogenum). The assembled P. herquei genome had a 40.25 Mb genome size with 46.7% GC content. A diverse set of genes associating with carbohydrate-active enzymes, cellulose and hemicellulose degradation, transporter, and terpenoid biosynthesis were detected in the P. herquei genome. Comparative genomics demonstrate that the three Penicillium species show similar metabolic and enzymatic potential, however, P. herquei has more genes associated with plant biomass degradation and defense but less genes associating with virulence pathogenicity. Our results provide molecular evidence for plant substrate breakdown and protective roles of P. herquei in E. chinensis mutualistic system. Large metabolic potential shared by Penicillium species at the genus level may explain why some Penicillium species are recruited by the Euops weevils as crop fungi.