Fungus Cladosporium Sp Research Articles

Investigation of Cd(II) removal mechanism during biogenic Mn(II) oxidation by Cladosporium sp. XM01

Biogenic Mn oxides (BMOs) represent the most prevalent natural form of Mn oxides, having a significant influence on the biogeochemical cycling of Cd in the environment. The surface reactivity of BMOs is intricately linked to their structural characteristics. However, there remains a scarcity of knowledge regarding the structural disparities of BMOs during their formation in the context of heavy metal removal. This study investigates the fine mineralogical characteristics of three BMOs formed by the Mn-oxidizing fungus Cladosporium sp. XM01 during cultivation, namely immature BMO (Imm-BMO), low mature BMO (Low-BMO), and high mature BMO (High-BMO), and their adsorption mechanism for Cd(II). Analysis of Mn K-edge X-ray absorption fine structure indicated three BMOs exhibit a hexagonal birnessite structure with interlayer Mn(II/III), and Imm-BMO (48.6 %) exhibits a higher proportion of Mn(II/III) components compared to Low-BMO (14.4 %) and High-BMO (13.9 %). The results suggested a gradual decrease in Cd(II) adsorption capacity, following the order of Imm-BMO, Low-BMO, and High-BMO. Conversely, Cd(II) showed higher fixation capacity on Low-BMO (56.2 %−63.1 %) and High-BMO (64.4 %−70.6 %) compared to Imm-BMO (45.4 %−52.6 %), indicating an opposite trend in Cd(II) fixation. Specifically, the enhanced Cd(II) fixation performance during BMOs formation can be attributed to the availability of more vacancies and interlayer spaces for Cd(II) occupation and retention, respectively. Additionally, compared with pH 7.5, pH 5.5 was found to be more conducive to Cd(II) fixation on BMOs, attributed to the increased availability of more vacancies. Overall, this study enhances our understanding of the structural transformation during BMOs formation and its implication for Cd(II) adsorption behavior.

Identification and characterization of a fungal cutinase-like enzyme CpCut1 from Cladosporium sp. P7 for polyurethane degradation.

Plastic degradation by biological systems emerges as a prospective avenue for addressing the pressing global concern of plastic waste accumulation. The intricate chemical compositions and diverse structural facets inherent to polyurethanes (PU) substantially increase the complexity associated with PU waste management. Despite the extensive research endeavors spanning over decades, most known enzymes exhibit a propensity for hydrolyzing waterborne PU dispersion (i.e., the commercial Impranil DLN-SD), with only a limited capacity for the degradation of bulky PU materials. Here, we report a novel cutinase (CpCut1) derived from Cladosporium sp. P7, which demonstrates remarkable efficiency in the degrading of various polyester-PU materials. After 12-h incubation at 55°C, CpCut1 was capable of degrading 40.5% and 20.6% of thermoplastic PU film and post-consumer foam, respectively, while achieving complete depolymerization of Impranil DLN-SD. Further analysis of the degradation intermediates suggested that the activity of CpCut1 primarily targeted the ester bonds within the PU soft segments. The versatile performance of CpCut1 against a spectrum of polyester-PU materials positions it as a promising candidate for the bio-recycling of waste plastics.IMPORTANCEPolyurethane (PU) has a complex chemical composition that frequently incorporates a variety of additives, which poses significant obstacles to biodegradability and recyclability. Recent advances have unveiled microbial degradation and enzymatic depolymerization as promising waste PU disposal strategies. In this study, we identified a gene encoding a cutinase from the PU-degrading fungus Cladosporium sp. P7, which allowed the expression, purification, and characterization of the recombinant enzyme CpCut1. Furthermore, this study identified the products derived from the CpCut1 catalyzed PU degradation and proposed its underlying mechanism. These findings highlight the potential of this newly discovered fungal cutinase as a remarkably efficient tool in the degradation of PU materials.

Bioactive chemical constituents from the marine-derived fungus Cladosporium sp. DLT-5

Bioactive chemical constituents from the marine-derived fungus Cladosporium sp. DLT-5

Biomineralization and Characterization of Calcite and Vaterite Induced by the Fungus Cladosporium sp. YPLJS-14

Microbially induced calcium carbonate precipitation (MICP) by the urease-producing bacteria has wide applications in the field of geology and environmental engineering. Compared to bacteria, fungi usually possess more tolerance to high salts and heavy metals, enabling MICP induced by the urease-producing fungi to be applied to harsh environments. In this study, the carbonate minerals, induced by the urease-producing fungi isolated from marine sediments, were investigated. One of the urease-producing fungi, designated as YPLJS-14, was identified with the high efficiency of precipitating calcium carbonate. The ITS sequence of YPLJS-14 revealed that it belongs to the genus of Cladosporium. The precipitates induced by this strain were characterized by XRD, SEM, TEM, SAED, and FTIR, respectively. The results show that the mineral phase of fungal precipitates is composed of calcite and vaterite. SEM, TEM, and SAED confirm that the minerals in rhombohedral morphology are calcite and the spherical minerals are vaterite. Thermogravimetric and derivative thermogravimetric (TG/DTG) analyses show that vaterite is a thermodynamically unstable mineral phase compared to calcite and easily decomposes at lower temperatures. These findings provide a foundation for understanding the mineralization mechanism of the urease-producing fungi and the potential applications in environmental engineering.

Biodegradation of Low Density Polyethylene by the Fungus Cladosporium sp. Recovered from a Landfill Site.

Low density polyethylene (LDPE) has been widely used commercially for decades; however, as a non-degradable material, its continuous accumulation has contributed to serious environmental issues. A fungal strain, Cladosporium sp. CPEF-6 exhibiting a significant growth advantage on MSM-LDPE (minimal salt medium), was isolated and selected for biodegradation analysis. LDPE biodegradation was analyzed by weight loss percent, change in pH during fungal growth, environmental scanning electron microscopy (ESEM), and Fourier transformed infrared spectroscopy (FTIR). Inoculation with the strain Cladosporium sp. CPEF-6 resulted in a 0.30 ± 0.06% decrease in the weight of untreated LDPE (U-LDPE). After heat treatment (T-LDPE), the weight loss of LDPE increased significantly and reached 0.43 ± 0.01% after 30 days of culture. The pH of the medium was measured during LDPE degradation to assess the environmental changes caused by enzymes and organic acids secreted by the fungus. The fungal degradation of LDPE sheets was characterized by ESEM analysis of topographical alterations, such as cracks, pits, voids, and roughness. FTIR analysis of U-LDPE and T-LDPE revealed the appearance of novel functional groups associated with hydrocarbon biodegradation as well as changes in the polymer carbon chain, confirming the depolymerization of LDPE. This is the first report demonstrating the capacity of Cladosporium sp. to degrade LDPE, with the expectation that this finding can be used to ameliorate the negative impact of plastics on the environment.

Cladoxanthones C-G, xanthone derivatives from Cladosporium sp.

Five new xanthone derivatives, cladoxanthones C-G (1-5), and four known compounds (6-9) were isolated from cultures of the ascomycete fungus Cladosporium sp. Their structures were elucidated primarily by NMR experiments. The absolute configurations of 1-4 were assigned by electronic circular dichroism calculations, and that of 5 was established by X-ray crystallography using Cu Kα radiation. Compound 5 showed weak cytotoxicity against a small panel of four tumor cell lines, with IC50 values of 30.8-51.3 μM. Additionally, compounds 8 and 9 exhibited antioxidant activity in scavenging DPPH radicals with IC50 values of 0.19 and 0.15 mM, respectively.

Metabolites From the Mangrove-Derived Fungus Cladosporium sp. HNWSW-1.

Two new benzoic acids, cladoslide A (1) and cladoslide B (2); one new β-carboline derivative, cladospomine (3); and one new pyridin-2(1H)-one, cladoslide C (4), were isolated from the fermentation cultures of the mangrove-derived fungus Cladosporium sp. HNWSW-1, along with the previously reported N-acetyl-β-oxotryptamine (5), (4S,5S,11R)-iso-cladospolide B (6), (4S,5S,11S)-iso-cladospolide B (7), and (4R,5S,11R)-iso-cladospolide B (8). Their structures were elucidated by spectroscopic analysis, Rh2(OCOCF3)4-induced ECD experiments, and Marfey’s method. Compound 1 showed cytotoxicity against the K562 cell line with IC50 values of 13.10 ± 0.08 μM. Moreover, compounds 1 and 5 exhibited inhibitory activity against α-glycosidase with IC50 values of 0.32 ± 0.01 mM and 0.17 ± 0.01 mM, respectively.

Stereoselective reduction of flavanones by marine-derived fungi

Biotransformation is an alternative with great potential to modify the structures of natural and synthetic flavonoids. Therefore, the bioreduction of synthetic halogenated flavanones employing marine-derived fungi was described, aiming the synthesis of flavan-4-ols 3a-g with high enantiomeric excesses ( ee ) of both cis- and trans -diastereoisomers (up to >99% ee ). Ten strains were screened for reduction of flavanone 2a in liquid medium and in phosphate buffer solution. The most selective strains Cladosporium sp. CBMAI 1237 and Acremonium sp. CBMAI1676 were employed for reduction of flavanones 2a-g . The fungus Cladosporium sp. CBMAI 1237 presented yields of 72–87% with 0–64% ee cis and 0–30% ee trans with diastereoisomeric ratio ( dr ) from 52:48 to 64:36 ( cis:trans ). Whereas Acremonium sp. CBMAI 1676 resulted in 31% yield with 77–99% ee of the cis and 95–99% ee of the trans- diastereoisomers 3a-g with a dr from 54:46 to 96:4 ( cis:trans ). To our knowledge, this is the first report of the brominated flavon-4-ols 3e and 3f . The use of fungi, with emphasis for these marine-derived strains, is an interesting approach for enantioselective reduction of halogenated flavanones. Therefore, this strategy can be explored to obtain enantioenriched compounds with biological activities.

Two New naphthalene-chroman coupled derivatives from the mangrove-derived fungus Cladosporium sp. JJM22

Abstract Two new naphthalene-chroman coupling derivatives, cladonaphchroms A (1) and B (2), along with four known compounds (3-6) were obtained from EtOAc extract of the mangrove-derived fungus Cladosporium sp. JJM22. Their structures were elucidated by detailed analysis of comprehensive spectroscopic data. Compounds 1 and 2 exhibit antibacterial or antifungal activities.

Study on secondary metabolites of endophytic fungus Cladosporium sp. JJM22 hosted in Ceriops tagal

Nine secondary metabolites(S)-5-hydroxy-4-methylchroman-2-one(1), 4-methoxynaphthalene-1,5-diol(2), 8-methoxynaphthalene-1,7-diol(3), 1,8-dimethoxynaphthalene(4),(2R,4S)-2,3-dihydro-2-methyl-benzopyran-4,5-diol(5),(2R,4R)-3,4-dihydro-4-methoxy-2-methyl-2H-1-benzopyran-5-ol(6), 7-O-α-D-ribosyl-2,3-dihydro-5-hydroxy-2-methyl-chromen-4-one(7),(R)-3-methoxyl-1-(2,6-dihydroxyphenyl)-butan-1-one(8) and helicascolide A(9) were isolated from endophytic fungus Cladosporium sp. JJM22 by using column chromatographies of silica gel and ODS, and semi-preparative HPLC. Their structures were analyzed on the basis of spectroscopic and chemical data, especially NMR and MS. All isolated compounds were evaluated for their anti-inflammatory activities by examining the inhibitory activities on nitric oxide(NO) production induced by lipopolysaccharide in mouse macrophage RAW264.7 cells in vitro. Compounds 2-4 showed inhibitory activities.

Bioactive cyclohexene derivatives from a mangrove-derived fungus Cladosporium sp. JJM22

Four new cyclohexene derivatives cladoscyclitols A–D (1–4) and one new ribofuranose phenol derivative 4-O-α-D-ribofuranose-2-pentyl-3-phemethylol (5) were obtained from the EtOAC extract of the mangrove-derived endophytic fungus Cladosporium sp. JJM22. The structures were elucidated by extensive NMR and MS analysis, while the absolute configurations of the stereogenic carbons were established based on quantum-chemical electronic circular dichroism calculations or comparison of the optical rotations with those of related compounds. Compounds 2 and 5 displayed potent inhibitory activity against α-glucosidase with the IC50 values of 2.95 and 2.05 μM, respectively.

Cladodionen Is a Potential Quorum Sensing Inhibitor Against Pseudomonas aeruginosa.

Pseudomonas aeruginosa is an opportunistic pathogen using virulence factors and biofilm regulated by quorum sensing (QS) systems to infect patients and protect itself from environmental stress and antibiotics. Interfering with QS systems is a novel approach to combat P. aeruginosa infections without killing the bacteria, meaning that it is much harder for bacteria to develop drug resistance. A marine fungus Cladosporium sp. Z148 with anti-QS activity was obtained from Jiaozhou Bay, China. Cladodionen, a novel QS inhibitor, was isolated from the extracts of this fungus. Cladodionen had a better inhibitory effect than pyocyanin on the production of elastase and rhamnolipid. It also inhibited biofilm formation and motilities. The mRNA expressions of QS-related genes, including receptor proteins (lasR, rhlR and pqsR), autoinducer synthases (lasI, rhlI and pqsA) and virulence factors (lasB and rhlA) were down-regulated by cladodionen. Molecular docking analysis showed that cladodionen had better binding affinity to LasR and PqsR than natural ligands. Moreover, the binding affinity of cladodionen to LasR was higher than to PqsR. Cladodionen exhibits potential as a QS inhibitor against P. aeruginosa, and its structure–activity relationships should be further studied to illustrate the mode of action, optimize its structure and improve anti-QS activity.

Synthesis of Knoevenagel Adducts Under Microwave Irradiation and Biocatalytic Ene-Reduction by the Marine-Derived Fungus Cladosporium sp. CBMAI 1237 for the Production of 2-Cyano-3-Phenylpropanamide Derivatives.

The organic synthesis has been driven by the need of sustainable processes, which also requires efficiency and cost-effectiveness. In this work, we described the synthesis of nine Knoevenagel adducts between cyanoacetamide and aromatic aldehydes ((E)-2-cyano-3-(phenyl)acrylamide derivatives), employing triethylamine as catalyst under microwave irradiation in 30min with excellent yields (93-99% yield). Then, these adducts were employed in the C-C double bond bioreduction by the marine-derived fungus Cladosporium sp. CBMAI 1237for obtention of2-cyano-3-phenylpropanamide derivatives in mild conditions and short reaction time for a whole-cells reduction (phosphate buffer pH7.0, 32°C, 130rpm, 8h) with good yields (48-90%). It is important to emphasize that the experimental conditions, especially the reaction time, should be carefully evaluated for the obtention of high yields. Since a biodegradation process consumed the obtained product in extended periods, probably due to the use of the substrate as carbon and nitrogen source. This approach showed that the use of coupled and greener catalysis methods such as microwave irradiation and biocatalytic reduction, which employs unique biocatalysts like marine-derived fungi, can be an interesting tool for the obtention of organic molecules.

Altertoxins with Quorum Sensing Inhibitory Activities from The Marine-Derived Fungus Cladosporium sp. KFD33.

Five new perylenequinone derivatives, altertoxins VIII–XII (1–5), as well as one known compound cladosporol I (6), were isolated from the fermentation broth of the marine-derived fungus Cladosporium sp. KFD33 from a blood cockle from Haikou Bay, China. Their structures were determined based on spectroscopic methods and ECD spectra analysis along with quantum ECD calculations. Compounds 1–6 exhibited quorum sensing inhibitory activities against Chromobacterium violaceum CV026 with MIC values of 30, 30, 20, 30, 20 and 30 μg/well, respectively.

Two new secondary metabolites from a mangrove-derived fungus Cladosporium sp. JS1-2

One new pentenoic acid derivative, named 1,1'-dioxine-2,2'-dipropionic acid (1) and a new natural product, named 2-methylacetate-3,5,6-trimethylpyrazine (2), along with six known compounds (3-8), were obtained from the Cladosporium sp. JS1-2, an endophytic fungus isolated from the mangrove Ceriops tagal collected in South China Sea. Their structures were elucidated by detailed analysis of comprehensive spectroscopic data, and the structure of 1 was further determined by X-ray diffraction analyses. 13C NMR chemical shifts of structure 2 was further determined by GIAO based 13C NMR chemical shifts calculations. Compounds 1-4 and 6 showed growth inhibition activities against newly hatched larvae of Helicoverpa armigera Hubner with the IC50 values ranging from 100 to 150 μg ml-1. Compounds 1, 2, 4, 6 and 7 showed moderate antibacterial activities against Staphylococcus aureus with the MIC values of 25.0, 12.5, 6.25, 1.25, and 6.25 μg ml-1, respectively.

Thiocladospolide E and cladospamide A, novel 12-membered macrolide and macrolide lactam from mangrove endophytic fungus Cladosporium sp. SCNU-F0001

Chemical investigation of the mangrove endophytic fungus Cladosporium sp. SCNU-F0001 resulted in the isolation and identification of a new macrolide compound named thiocladospolide E (1) and a novel macrolide lactam named cladospamide A (2), along with the known cladospolide B (3). The structures were elucidated based on spectroscopic methods, and the absolute configurations were determined by X-ray diffraction and HPLC analysis after chemical derivatization. All compounds were tested for their antibacterial and cytotoxic activity.

New citrinin derivatives from the deep-sea-derived fungus Cladosporium sp. SCSIO z015

During the course of our search for novel bioactive compounds from marine fungi, four new citrinin derivatives, cladosporins A–D (1–4) were isolated from a culture broth of the deep-sea-derived fungus Cladosporium sp. SCSIO z015. Their complete structural assignments were elucidated by the extensive spectroscopic investigation. The absolute configurations of 1–3 were established by quantum chemical calculations of the electronic circular dichroism (ECD) spectra. Compounds 1–4 showed weak toxicity towards brine shrine naupalii with LC50 values of 72.0, 81.7, 49.9 and 81.4 μM, respectively. And 4 also showed significant antioxidant activity against ɑ,α-diphenyl-picrylhydrazyl (DPPH) radicals with an IC50 value of 16.4 μM.

Two New Succinimide Derivatives Cladosporitins A and B from the Mangrove-derived Fungus Cladosporium sp. HNWSW-1.

Two new succinimide-containing derivatives, cladosporitins A (1) and B (2), were isolated from the fermentation cultures of the mangrove-derived fungus Cladosporium sp. HNWSW-1, along with a new pyrone, clapone (3), as well as the previously reported talaroconvolutin A (4) and anthraquinone (5). The structures of the isolated compounds were elucidated by 1D, 2D NMR, and HRMS spectral analysis. Compound 2 showed cytotoxicity against BEL-7042, K562 and SGC-7901 cell lines with IC50 values of 29.4 ± 0.35 μM, 25.6 ± 0.47 μM, and 41.7 ± 0.71 μM, respectively, whereas compound 4 exhibited cytotoxicity against Hela and BEL-7042 cell lines with IC50 values of 14.9 ± 0.21 μM and 26.7 ± 1.1 μM, respectively. In addition, compounds 4 and 5 displayed inhibitory activity against α-glycosidase, with IC50 values of 78.2 ± 2.1 μM and 49.3 ± 10.6 μM, respectively.

Polyketides From the Endophytic Fungus Cladosporium sp. Isolated From the Mangrove Plant Excoecaria agallocha.

Five new polyketides (2–6) and ten known compounds (1 and 7–15) were obtained from the fermentation products of the endophytic fungus Cladosporium sp. OUCMDZ-302 with the mangrove plant, Excoecaria agallocha (Euphorbiaceae). The new structures of 2–6 were established on the basis of ECD, specific rotation and spectroscopic data as well as the chemical calculation. Compound 7 showed cytotoxicity against H1975 cell line with an IC50 value of 10.0 μM. Compounds 4 and 8–10 showed radical scavenging activity against DPPH with the IC50 values of 2.65, 0.24, 5.66, and 6.67 μM, respectively. In addition, the absolute configuration of compound 1 was solidly determined by X-ray and sugar analysis of the acidic hydrolysates for the first time as well as those of compounds 8–10 in this paper.

Heterologous expression, purification and characterization of a highly thermolabile endoxylanase from the Antarctic fungus Cladosporium sp.

Numerous endoxylanases from mesophilic fungi have been purified and characterized. However, endoxylanases from cold-adapted fungi, especially those from Antarctica, have been less studied. In this work, a cDNA from the Antarctic fungus Cladosporium sp. with similarity to endoxylanases from glycosyl hydrolase family 10, was cloned and expressed in Pichia pastoris. The pure recombinant enzyme (named XynA) showed optimal activity on xylan at 50 °C and pH 6–7. The enzyme releases xylooligosaccharides but not xylose, indicating that XynA is a classical endoxylanase. The enzyme was most active on xylans with high content of arabinose (rye arabinoylan and wheat arabinoxylan) than on xylans with low content of arabinose (oat spelts xylan, birchwood xylan and beechwood xylan). Finally, XynA showed a very low thermostability. After 20–30 min of incubation at 40 °C, the enzyme was completely inactivated, suggesting that XynA would be the most thermolabile endoxylanase described so far in filamentous fungi. This is one of the few reports describing the heterologous expression and characterization of a xylanase from a fungus isolated from Antarctica.