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3D-QSAR and molecular mechanics study for the differences in the azole activity against yeastlike and filamentous fungi and their relation to P450DM inhibition. 1. 3-substituted-4(3H)-quinazolinones.

A combination between 3D-QSAR and molecular mechanics (MM)-docking study was used as a tool to detail and model the mechanism of action of 46 antifungal azoles. Two methods of alignment of the ligands were performed: (i) alignment of the main skeleton without substituents and (ii) alignment of a defined substructure. The best model is characterized by q(2) with the values of 0.70 for yeastlike (yeast), 0.66 for filamentous fungi, and 0.70 for the selectivity against filamentous fungi. 3D-QSAR regression maps derived from six models were used to identify the regions responsible for the differences in the compounds activity against yeast and filamentous fungi. The binding energy of the important substructures (Local Binding Energy-LBE) and its standard deviation were calculated in order to demonstrate quantitatively the contribution of substituents reflecting the diversity of the antifungal activity. The comparisons of these results with the same regions of the contour maps indicated a good correspondence between the 3D-QSAR and MM (LBE) approaches allowing association between the maps and the participating residues in the active sites of P450DM of C. albicans and A. fumigatus. The pi-pi interactions of two or more aromatic groups of the ligands with Phe228 and Tyr132 prove to be most important for the differences in activity against C. albicans. In A. fumigatus there was a better occupation of the inner central I-spiral in the areas around the heme. For the activity against A. fumigatus the pi-pi interactions of aromatic groups of the compounds with Phe509, Phe228, and Tyr132 are significant for the activity.

Azoles↗
PubMed2001

Concerted chemical and microbial degradation of sulfophthalimides formed from sulfophthalocyanine dyes by white-rot fungi.

3- and 4-sulfophthalimide (SPI) have recently been shown to be the major product formed by white-rot fungi upon decolorization of sulfophthalocyanine (SPC) textile dyes. To make use of this metabolic potential in textile wastewater treatment, the fungal breakdown products should be degradable by activated sludge. Here,the aerobic degradation of SPI was studied in die-away tests, and biodegradation intermediates and degradation products were analyzed by liquid chromatography-electrospray ionization-mass spectrometry. The degradation of SPI is initiated by a chemical hydrolysis to sulfophthalamic acid (SPAA) with half-lives of 8 and 40 h at pH 6.5 for 4- and 3-SPI, respectively. Then, 4-SPAA can be mineralized by aerobic mixed cultures, while 3-SPAA remained stable throughout the experiment (35 d). Analogously, the potential intermediate in 4-SPAA degradation, the 4-sulfophthalic acid, but not its 3-isomer, can be completely mineralized aerobically by mixed cultures. In all chemical and microbialtransformations of these aromatic sulfonates the 4-sulfo-isomer is more reactive than the 3-isomer. The triade of fission of the SPC-system by white-rot fungi to SPI, chemical hydrolysis of SPI to SPAA, and microbial degradation of SPAA offers a pathway to mineralize the major part of the SPC system of textile dyes, whether in a respective effluent treatment system or in the aquatic environment. More general, these results illustrate on a molecular level how white-rot fungi and bacteria may cooperate in mineralizing structurally complex colored substances.

Bacteria, Aerobic↗
PubMed2003

Antifungal effects of different organic extracts from Melia azedarach L. on phytopathogenic fungi and their isolated active components.

Extracts from different parts of Melia azedarach L. were studied as potential antifungal agents for selected phytopathogenic fungi. In a serial agar dilution method, hexanic and ethanolic extracts from fruit, seed kernels, and senescent leaves exhibited fungistatic activity against Aspergillus flavus,Diaporthe phaseolorum var. meridionales, Fusarium oxysporum, Fusarium solani, Fusarium verticillioides, and Sclerotinia sclerotiorum. Both hexanic extract from senescent leaves and ethanolic extract from seed kernel were highly effective on all tested fungi, with minimum inhibitory concentration (MIC) values ranging from 0.5 to 25 mg/mL and 0.5 to 5 mg/mL, respectively. In addition, all of the above-mentioned extracts showed fungicidal activity on these fungi, with ethanolic seed kernel extract being the most active. Three compounds displaying activity against F. verticillioides were isolated from the ethanolic seed kernel extract and were characterized as vanillin (1), 4-hydroxy-3-methoxycinnamaldehyde (2), and (+/-)-pinoresinol (3), with MICs of 0.6, 0.4, and 1.0 mg/mL, respectively. These compounds also showed a synergistic effect when combined in different concentrations, needing four times less concentration to reach complete inhibition in the growth of F. verticillioides.

Antifungal Agents↗
PubMed2001

Exocellular enzyme activity of dermatophytes and other fungi isolated from ruminants in Southern Iraq.

Sixteen fungal species were isolated from 182 specimens collected from four ruminants (buffalo, camel, cattle and sheep) in Southern Iraq. Fungi represented by five species of dermatophytes and eleven species of other fungi were screened for the activity of four enzymes: keratinase. proteinase, lipase and amylase. Keratinase was found to be produced by all of the dermatophytes and non-dermatophytes, except for Paecillomyces variottii and Scytalidium lignicola. However, high keratinase activity was expressed by the dermatophytic species particularly by Trichophyton mentagrophytes var. erinacei and Microsporum gypseum. Three dermatophytes viz. M. gypseum, T verrucosum and T. mentagrophytes var. nodulare were capable of producing protease, lipase and amylase. Although, T. mentagrophytes var. erinacei showed high protease activity, it did not produce lipase and amylase. On the contrary most of the non-dermatophytic species revealed protease and lipase activities higher than the dermatophytes. The Curvularia spp. isolates showed the highest protease and amylase activity, while Aspergillus parasiticus revealed the highest activity of lipase andamylase. No correlation was observed between enzyme activity and the growth rate of the examined fungi.

Animals↗
PubMed2003

Growth stimulation of ectomycorrhizal fungi by root exudates of Brassicaceae plants: role of degraded compounds of indole glucosinolates.

Brassicaceae plants are nonmycorrhizal. They were found to inhibit VA mycorrhizal infection in their host plants. We tested if they can influence growth of ectomycorrhizal (ECM) fungi. When roots and leaves of Brassicaceae plants and ECM fungi were cultured together in the same petri dishes, the root exudates of turnip (Brassica rapa), swede (B. napobrassica), cabbage (B. oleracea, var. capitata), broccoli (B. oleracea, var. italica Plenck), kohlrobi (B. caulorapa Pasq.), mustard (B. juncea), radish (Raphanus sativus), and choy (B. napus) significantly stimulated hyphal growth of the ectomycorrhizal fungus Paxillus involutus. Root exudates of turnip and cabbage stimulated hyphal growth of Pisolithus tinctorius and two isolates of P. involutus. Colony area of P. involutus was increased by 452 and 414%, respectively, in the presence of turnip and cabbage germinants. Root exudates of turnip increased the biomass of P. involutus and P. tinctorius by 256 and 122% and cabbage by 220 and 82%, respectively. The stimulatory effect was not affected by autoclaving the root exudates. Root exudates had chemical reactions with glutathione and lysine, which resulted in a reduction of the growth stimulation of ECM fungi. Myrosinase enhanced further the stimulatory effects of turnip on the ECM colony diameter growth by 23%. Autoclaved roots and leaves of turnip did not stimulate fungal growth, but mechanically ground roots and leaves of turnip stimulated growth of P. involutus by 147 and 135%, respectively. After desulfuration with aryl sulphatuse, the glucosinolates (GLSs) in turnip roots and leaves were identified by HPLC. The major ones were indole GLSs. Prominent compounds identified were 1-methoxy-3-indolymethyl GLS and4-methoxy-3-indolymethyl GLS. The finding provides an opportunity to field test the use of Brassicaceae plants in enhancing ectomycorrhizal formation in conifers by interplanting conifers with Brassicaceae plants in forest tree nursery and agroforestry systems.

Brassicaceae↗
PubMed2002

The susceptibility of different species and stages of ticks to entomopathogenic fungi.

Boophilus annulatus, Hyalomma excavatum and Rhipicephalus sanguineus ticks were shown to be susceptible to different entomopathogenic fungi under laboratory conditions. Comparative results of bioassays using five different fungal species showed that some strains of Metarhizium anisopliae are highly pathogenic against various tick stages tested. In contrast to to their activity against insects, fungi also affected tick eggs. All tested tick stages including those feeding on a host were found to be susceptible to these fungi, except for adult H. excalatimn ticks, which were relatively resistant.

Animals↗
PubMed1999

Filamentous fungi as production organisms for glycoproteins of bio-medical interest.

Filamentous fungi are commonly used in the fermentation industry for large scale production of glycoproteins. Several of these proteins can be produced in concentrations up to 20-40 g per litre. The production of heterologous glycoproteins is at least one or two orders of magnitude lower but research is in progress to increase the production levels. In the past years the structure of protein-linked carbohydrates of a number of fungal proteins has been elucidated, showing the presence of oligo-mannosidic and high-mannose chains, sometimes with typical fungal modifications. A start has been made to engineer the glycosylation pathway in filamentous fungi to obtain strains that show a more mammalian-like type of glycosylation. This mini review aims to cover the current knowledge of glycosylation in filamentous fungi, and to show the possibilities to produce glycoproteins with these organisms with a more mammalian-like type of glycosylation for research purposes or pharmaceutical applications.

Biotechnology↗
PubMed2001

[Animals and fungi as allergy inducers].

Pets particularly dog and cat are the men's best friend. In the daily practice respiratory allergy to animal proteins are not uncommon and in some areas the frequency is even higher than allergy to house dust mites. In Switzerland nearly half of the households keeps some kind of a domestic animal with cats followed by dogs as the principal pets. Because the exposure to domestic animals is perennial, allergic symptoms such as rhinoconjunctivitis or asthma usually are less acute than due to pollen or an occupational allergen. The best and most effective management of a domestic animal allergy is to avoid having contact with the relevant pet. Because of personal and emotional conflicts other strategies are employed to reduce allergen levels of the pet such as by washing or by restriction of the territory. For many years, fungal spores have been recognized as potential causes of respiratory allergies. Besides the more community recognized microfungi or molds such as Alternaria alternata, Aspergillus fumigatus or Cladosporium herbarum the class of basidiomycetes--physically the largest and morphologically the most complex fungi--are known to produce allergic symptoms. This class consists of about 14,000 species, including mushrooms, bracket fungi, puffballs, toad stools and jelly fungi, as well as the plant-pathogenic rusts and smuts. Clinically, symptoms due to fungal allergens are not distinguishable from those due to pollen, however, in recent years asthma attacks particularly in young people have been associated with high spore counts in the air. Upon contact fungal components may cause eczema or trigger inflammatory skin eruptions in a subgroup of patients with atopic eczema. Though food allergies to mushrooms are largely anecdotal, a few well documented cases mainly due to Boletus edulis (king bolete or cepe) have been published recently. Since fungal spores are ubiquitous atmospheric components avoidance measures are often not achievable. Nevertheless, some preventive steps especially at home may help to control growth of molds. Specific immunotherapy may be indicated for both domestic animal and fungal (mold) allergies in certain circumstances. Clinical relevance, however, needs to be demonstrated by an accurate allergological assessment.

Animals↗
PubMed2001

Fungal extracellular polysaccharides, beta (1-->3)-glucans and culturable fungi in repeated sampling of house dust.

Fungal exposure inside homes has been associated with adverse respiratory symptoms in children and adults. While fungal assessment has traditionally relied upon questionnaires, fungal growth on culture plates and spore counts, new immunoassays for extracellular polysaccharides (EPS) and beta (1-->3)-glucans have enabled quantitation of fungal agents in house dust in a more timely and cost-effective manner, possibly providing a better measure of fungal exposure. We investigated associations among measurements of EPS, beta (1-->3)-glucans and culturable fungi obtained from 23 Dutch homes. From each home, dust samples were vacuumed from the living room floor twice during the Fall, Winter and Spring seasons for a total of six collections (every 6 weeks from October 1997 to May 1998). Samples were sieved and fine dust was analyzed for EPS from Aspergillus and Penicillium spp. combined, beta (1-->3)-glucans and culturable fungi. EPS was positively associated with glucan; an increase from the 25th to the 75th percentile of glucan concentration was associated with a 1.6-fold increase in EPS concentration (95% CI = 1.3 to 2.0; p < 0.01). The most significant variables associated with EPS and glucan concentrations were the surface type that was vacuumed and the concentration of total culturable fungi (in colony forming units (CFU)/g dust), with an increase in CFU/g from the 25th to the 75th percentile associated with a 1.3 (1.1-1.6)-fold increase in glucan and a 1.7 (1.3-2.2)-fold increase in EPS concentrations. In addition, the within-home variation of EPS levels were smaller than those between homes (25,646 U/g vs. 50,635 U/g), whereas the variation of glucan levels was similar within and between homes (1,300 vs. 1,205 micrograms/g). These positive associations suggest that house dust concentrations of beta (1-->3)-glucan, and particularly those of EPS, are good markers for the overall levels of fungal concentrations in floor dust which is a surrogate for estimating airborne fungal exposure.

Adult↗
PubMed2006

Characterization of a carbohydrate transporter from symbiotic glomeromycotan fungi.

The symbiotic relationships between mycorrhizal fungi and plants have an enormous impact on terrestrial ecosystems. Most common are the arbuscular mycorrhizas, formed by fungi belonging to the phylum Glomeromycota. Arbuscular mycorrhizal fungi facilitate the uptake of soil nutrients by plants and in exchange obtain carbohydrates, thus representing a large sink for atmospheric plant-fixed CO(2). However, how carbohydrates are transported through the symbiotic interface is still unknown. Here we report the characterization of the first known glomeromycotan monosaccharide transporter, GpMST1, by exploiting the unique symbiosis of a glomeromycotan fungus (Geosiphon pyriformis) with cyanobacteria. The GpMST1 gene has a very low GC content and contains six introns with unusual boundaries. GpMST1 possesses twelve predicted transmembrane domains and functions as a proton co-transporter with highest affinity for glucose, then mannose, galactose and fructose. It belongs to an as yet uncharacterized phylogenetic monosaccharide transporter clade. This initial characterization of a new transporter family involved in fungal symbiosis will lead to a better understanding of carbon flows in terrestrial environments.

Biological Transport↗
PubMed2006

Approaches to functional genomics in filamentous fungi.

The study of gene function in filamentous fungi is a field of research that has made great advances in very recent years. A number of transformation and gene manipulation strategies have been developed and applied to a diverse and rapidly expanding list of economically important filamentous fungi and oomycetes. With the significant number of fungal genomes now sequenced or being sequenced, functional genomics promises to uncover a great deal of new information in coming years. This review discusses recent advances that have been made in examining gene function in filamentous fungi and describes the advantages and limitations of the different approaches.

Cloning, Molecular↗
PubMed1974

Intracellular protein breakdown in thermophilic and mesophilic fungi.

1. The rate of protein breakdown was determined on growing and non-growing cultures of thermophilic and mesophilic fungi. 2. In growing cells protein breakdown was negligible. 3. In non-growing cells the breakdown rate of total protein varied between 5.2%/h and 6.7%/h. These values were found to be dependent on both the temperature of the protein breakdown assay and the temperature of growth of the organism. 4. The rate of breakdown of soluble protein in thermophilic fungi was 9-15%/h whereas the rate in mesophilic fungi for the soluble protein fraction was only 4%/h.

Aspergillus↗
PubMed2005

Serpentine plant MLO proteins as entry portals for powdery mildew fungi.

In the dicotyledonous plant species Arabidopsis and the monocot barley, presence of specific isoforms of the family of heptahelical plasma membrane-localized MLO proteins is required for successful host-cell invasion by ascomycete powdery mildew fungi. Absence of these MLO proteins, either caused by natural polymorphisms or induced lesions in the respective Mlo genes, results in failure of fungal sporelings to penetrate the plant cell wall. As a consequence, recessively inherited cell-autonomous mlo resistance is effective against all known isolates of powdery mildew fungi colonizing either barley or Arabidopsis. Barley MLO interacts constitutively with the cytoplasmic calcium sensor calmodulin, but the strength of this interaction increases transiently during fungal pathogenesis. In addition, MLO as well as ROR2, a plasma membrane-resident syntaxin also implicated in mlo penetration resistance, focally accumulate at sites of attempted fungal attack, thereby defining a novel pathogen-triggered micro-domain. In conclusion, powdery mildew fungi appear to specifically corrupt MLO to modulate vesicle-associated processes at the plant cell periphery for successful pathogenesis.

Fungi↗
PubMed2003

Study of temperature-growth interactions of entomopathogenic fungi with potential for control of Varroa destructor (Acari: Mesostigmata) using a nonlinear model of poikilotherm development.

AIMS: To investigate the thermal biology of entomopathogenic fungi being examined as potential microbial control agents of Varroa destructor, an ectoparasite of the European honey bee Apis mellifera. METHODS AND RESULTS: Colony extension rates were measured at three temperatures (20, 30 and 35 degrees C) for 41 isolates of entomopathogenic fungi. All of the isolates grew at 20 and 30 degrees C but only 11 isolates grew at 35 degrees C. Twenty-two isolates were then selected on the basis of appreciable growth at 30-35 degrees C (the temperature range found within honey bee colonies) and/or infectivity to V. destructor, and their colony extension rates were measured at 10 temperatures (12.5-35 degrees C). This data were then fitted to Schoolfield et al. [J Theor Biol (1981)88:719-731] re-formulation of the Sharpe and DeMichele [J Theor Biol (1977)64:649-670] model of poikilotherm development. Overall, this model accounted for 87.6-93.9% of the data variance. Eleven isolates exhibited growth above 35 degrees C. The optimum temperatures for extension rate ranged from 22.9 to 31.2 degrees C. Only three isolates exhibited temperature optima above 30 degrees C. The super-optimum temperatures (temperature above the optimum at which the colony extension rate was 10% of the maximum rate) ranged from 31.9 to 43.2 degrees C. CONCLUSIONS: The thermal requirements of the isolates examined against V. destructor are well matched to the temperatures in the broodless areas of honey bee colonies, and a proportion of isolates, should also be able to function within drone brood areas. SIGNIFICANCE AND IMPACT OF THE STUDY: Potential exists for the control of V. destructor with entomopathogenic fungi in honey bee colonies. The methods employed in this study could be utilized in the selection of isolates for microbial control prior to screening for infectivity and could help in predicting the activity of a fungal control agent of V. destructor under fluctuating temperature conditions.

Acari↗
PubMed2000

Ericoid mycorrhizal fungi are common root associates of a Mediterranean ectomycorrhizal plant (Quercus ilex).

Mycorrhiza samples of neighbouring Quercus ilex and Erica arborea plants collected in a postcutting habitat were processed to see whether plants differing in mycorrhizal status harbour the same root endophytes. Three experiments were performed in parallel: (i) isolation, identification and molecular characterization of fungi from surface-sterilized roots of both plant species; (ii) re-inoculation of fungal isolates on axenic E. arborea and Q. ilex seedlings; (iii) direct inoculation of field-collected Q. ilex ectomycorrhizas onto E. arborea seedlings. About 70 and 150 fungal isolates were obtained from roots of Q. ilex and E. arborea, respectively. Among them, Oidiodendron species and five cultural morphotypes of sterile isolates formed typical ericoid mycorrhizas on E. arborea in vitro. Fungi with such mycorrhizal ability were derived from both host plants. Isolates belonging to one of these morphotypes (sd9) also exhibited an unusual pattern of colonization, with an additional extracellular hyphal net. Ericoid mycorrhizas were also readily obtained by direct inoculation of E. arborea seedlings with Q. ilex ectomycorrhizal tips. Polymerase chain-restriction fragment length polymorphism and random amplified polymorphic DNA analyses of the shared sterile morphotypes demonstrate, in the case of sd9, the occurrence of the same genet on the two host plants. These results indicate that ericoid mycorrhizal fungi associate with ectomycorrhizal roots, and the ecological significance of this finding is discussed.

DNA, Ribosomal Spacer↗
PubMed2002

Isolation of keratinophilic fungi from elementary schools and public parks in Isfahan, Iran.

A total of 330 dust and soil samples collected from different sites at 13 elementary schools and seven public parks in the province of Isfahan, Iran were examined for the frequency of keratinophilic fungi by the hair-baiting technique. Two hundred and fourteen isolates of keratinophilic fungi belonging to seven species were identified. The most frequent isolate was Chrysosporium keratinophilum (54.2%). The frequency and distribution of these keratinophilic fungi are discussed in relation to the presence of children in these environments.

Child↗
PubMed2002

Decline in diversity and abundance of endophytic fungi in twigs of Fagus sylvatica L. after experimental long-term exposure to sodium dodecylbenzene sulphonate (SDBS) aerosol.

Sodium dodecylbenzene sulphonate (SDBS) is an anionic synthetic detergent found in polluted sea aerosol and is known for its harmful effects on leaf surface ultrastructure on conifers and broadleaved trees. Four-year-old saplings of European beech were sprayed weekly for three consecutive growing seasons with either a 50 mg l(-1) solution of SDBS in deionized water or with pure deionized water (control). Two- to three- year-old twigs were collected from SDBS-treated and control plants during the growing season one year after the last treatment to isolate endophytic fungi. The frequency of colonization by endophytic fungi was significantly lower on SDBS-treated plants (63.8%) than on control plants (85.4%). Multiple colonization of twigs occurred more frequently and diversity of endophyte species was higher in control plants than in SDBS-treated plants. Thirty-six fungal species were isolated from 360 twigs. Cladosporium cladosporioides, Coryneum compactum, Phialocephala dimorphospora, and a species each of Mycosphaerella and Phomopsis were the most abundant endophytes with frequencies of colonization of more than 5%. The abundance of the Phomopsis species proved to be significantly reduced by the SDBS treatment. Within the limits of the indoor experimental conditions, the obtained results suggest that long-term exposure of aerial parts of beech to SDBS can affect the amount and composition of endophytic fungal communities of lignified twigs. Degradation of the leaf epicuticular wax layer and changes of the assimilation capacity and leaf water content (transpiration) of the crowns are presumed to be responsible for the reduction of endophytic fungi detected in twigs of SDBS-treated plants.

Aerosols↗
PubMed2003

Characterization of the surface hydrophobicity of filamentous fungi.

A method for the quantitative analysis of the hydrophobicity of the mycelial mat of filamentous fungi based on contact angle measurements is presented. It was tested for a range of fungi belonging to the classes of basidiomycetes, ascomycetes and deuteromycetes. The measured contact angles of the mycelial mats ranged between hydrophilic (<30 degrees) for the deuteromycetes Fusarium oxysporum Fo47 GUS1 and Trichoderma harzianum P1[pZEGA1] and hydrophobic (>60 degrees) for the ascomycete Cladosporium sp. DSE48.1b and the basidiomycetes Paxillus involutus WSL 37.7, Hebeloma crustiliniforme WSL 6.2, Suillus bovinus WSL 48.1 and Laccaria bicolor WSL 73.1. For some fungi, variations in the hydrophobicity of the mycelium depending on the growth medium, the physiological state and the exposure to water were distinguished.

Culture Media↗