Marco Clericuzio

Marco Clericuzio
  • University of Piemonte Orientale Amedeo Avogadro

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82
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Current institution
University of Piemonte Orientale Amedeo Avogadro

Publications

Publications (82)
Article
Abstract Cortinarius urbis-veteris is a medium-small, bovinoid Telamonia characterized by reddish brown basidiome colours, a strongly fibrillose, not hygrophanous pileus, a bulbous stipe, and a marked tendence to blacken; microscopically by the amygdaliform, relatively small spores. Phylogenetic analysis places this species in section Bovini, subse...
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Two different collections of the gilled wild fungus Tricholoma terreum, collected in Italy, were subjected to phytochemical analysis. The fungal material was confidently identified by analysis of the ITS genomic sequences. Using both HR-LC-MS and NMR techniques, no evidence was found for the presence in the fruiting bodies of terreolides, terreumol...
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The World Health Organization (WHO) promotes research aimed at developing new drugs from natural compounds. Fungi are important producers of bioactive molecules, and they are often effective against other fungi and/or bacteria and are thus a potential source of new antibiotics. Basidiomycota crude extracts, which have previously been proven to be a...
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The 139-page annotated and illustrated checklist by Clericuzio, Cantini, Vizzini, and Dovana covering 1619 basidiomycetes collected from Tuscany's Grosseto Province may now be downloaded from Mycotaxon's mycobiota webpage. This excellent contribution brings to 155 the number of free-access fungae uploaded or linked to: http://www.mycotaxon.com/myco...
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In this contribution, new data concerning bryophytes, fungi and lichens of the Italian flora are presented. It includes new records and confirmations for the bryophyte genera Bryum , Cryphaea , Didymodon , and Grimmia ; the fungal genera Bryostigma , Cercidospora , Conocybe , Cortinarius , Endococcus , Inocybe , Psathyrella , and Sphaerellothecium...
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The excessive consumption of antibiotics in clinical, veterinary and agricultural fields has resulted in tremendous flow of antibiotics into the environment. This has led to enormous selective pressures driving the evolution of antimicrobial resistance genes in pathogenic and commensal bacteria. In this context, the World Health Organization (WHO)...
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In this contribution, new data concerning bryophytes, fungi and lichens of the Italian flora are presented. It includes new records, confirmations or exclusions for the bryophyte genera Acaulon , Campylopus , Entosthodon , Homomallium , Pseudohygrohypnum , and Thuidium , the fungal genera Entoloma , Cortinarius , Mycenella , Oxyporus , and Psathyre...
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A new species of Cortinarius sect. Calochroi, C. pseudocisticola from European deciduous forests, is described on the basis of morphological and genetic features. Several collections of the species from the Czech Republic, Germany, Hungary and Italy were studied. Illustrations of fresh basidiomes in situ and of the main macro-and micromorphological...
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In this contribution, new data concerning bryophytes, fungi, and lichens of the Italian flora are presented. It includes new records and confirmations for the bryophyte genera Aneura , Aulacomnium , Dumortiera , Fossombronia , Hennediella , Hygrohypnella , Pohlia , Porella , Riccardia , Tortella , and Tortula , the fungal genera Cortinarius , Mycen...
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Onobrychis carduchorum (Fabaceae) is a plant widely employed in Kurdish traditional medicine to cure wounds, inflammations, and other skin diseases. We could isolate ten different polyphenols from the acetone extract of this plant: 1–4 are isoflavones, having a genistein skeleton; 5–7 are flavanones, having a naringenin skeleton; and 8–10 are preny...
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Traditional medicine is still widely practiced in Iraqi Kurdistan, especially by people living in villages on mountainous regions; medicinal plants are also sold in the markets of the large towns, such as at Erbil, the capital of the Kurdistan Autonomous Region. About a dozen of Verbascum species (Scrophulariaceae) are commonly employed in the Kurd...
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Zornia latifolia is a plant suspected to possess psychoactive properties and marketed as a marijuana substitute under the name ‘maconha brava’. In this study, the effects of fractions obtained from a 2-propanol extract of aerial portions of the plant were determined by multielectrode array (MEA) analyses on cultured networks of rat cortical neurons...
Article
Four unprecedented acetylenic alcohols, (Z)-non-7-en-5-yn-1,2,4-triol (1), (Z)-non-7-en-5-yn-1,4-diol (2), (Z)-1,2-dihydroxynon-7-en-5-yn-4-one (3), and (Z)-1-hydroxynon-7-en-5-yn-4-one (4) were isolated from the poisonous mushroom Tricholoma pardinum (Agaricales, Basidiomycota), together with the known compounds 1H-indole-3-carbaldehyde (5) and 6-...
Article
A new species of Cortinarius sect. Calochroi, C. lentus, is described on the basis of morphological and genetic features. It is characterised by a yellow-orange to brown-orange pileus, initially violaceous pink lamellae, a cream to pale yellow universal veil, amygdaliform to almost citriform spores, coarsely verrucose, typically narrow (Qav = 1.9)...
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Mushrooms have a long history of uses for their medicinal and nutritional properties. They have been consumed by people for thousands of years. Edible mushrooms are collected in the wild or cultivated worldwide. Recently, mushroom extracts and their secondary metabolites have acquired considerable attention due to their biological effects, which in...
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The results are reported from the first investigation of the secondary metabolites of the basidiomycete Hygrophorus discoxanthus (Fr.) Rea. Five new oxidized 4-oxo fatty acids (C-16, C-18) were isolated from the fruiting bodies and their structures established on the basis of their spectroscopic data and an ozonolysis experiment. Preliminary data i...
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Dried herbal preparations, based on “Zornia latifolia,” are commonly sold on web, mainly for their supposed hallucinogenic properties. In this work, we demonstrate that these commercial products contain a different Fabacea, i.e., Stylosanthes guianensis, a cheaper plant, widely cultivated in tropical regions as a fodder legume. We were provided wit...
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Two new terpenoids, saponaceolide T (7), and lanostane triterpenoid saponaceol D (11), were isolated from an EtOAc extract of Tricoloma saponaceum fruiting bodies and their structures have been established by spectroscopic analysis. In addition, known saponaceolides A (1), C (3), F (5), H (6), together with cerevisterol and fasciculol B depsipeptid...
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The large mushroom genus Tricholoma (Fr.) Staude comprises hundreds of species growing worldwide. Phytochemical studies on the contents of these mushrooms have been increasing steadily in the last decades; this review is the first complete report about the secondary metabolites isolated to date (January 2018) from the fruiting bodies, with the excl...
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A new sappanin-type 3-benzyl chroman-4-one (homoisoflavanone), (3S)-3-(4'-methoxybenzyl)-3,5-dihydroxy-7-methoxy-6-methyl chroman-4-one (1), together with known congeners (3S)-3-(4'-methoxybenzyl)-3,5-dihydroxy-7-methoxy chroman-4-one (2), (3S)-3-(4'-hydroxybenzyl)-3,5-dihydroxy-7-methoxy-6-methyl chroman-4-one (3), (3S)-3-(4'-hydroxybenzyl)-3,5-di...
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Seagrasses are high plants sharing adaptive metabolic features with both terrestrial plants and marine algae, resulting in a phytocomplex possibly endowed with interesting biological properties. The aim of this study is to evaluate the in vitro activities on skin cells of an ethanolic extract obtained from the leaves of Posidonia oceanica (L.) Deli...
Article
The ancient purple dye known as folium is still a mystery for both scientists and art historians. Today, it is commonly assumed that folium was produced from the fruits of Chrozophora tinctoria (L.) A. Juss., a plant belonging to the Euphorbiaceae family, and efforts have been mainly devoted to highlight the analytical features of the dyes extracte...
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This is the sixth in a series of papers where we bring collaborating mycologists together to produce a set of notes of several taxa of fungi. In this study we introduce a new family Fuscostagonosporaceae in Dothideomycetes. We also introduce the new ascomycete genera Acericola, Castellaniomyces, Dictyosporina and Longitudinalis and new species Acer...
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Two new collections of the recently described Cortinarius flavoaurantians are reported from Southern Tuscany (Italy). The morphologic traits of the two findings are well coincident with those of the type collection. For one of them, the ITS sequences could be obtained, and fully confirmed the taxonomic assignment. To date this species has been reco...
Article
Functional hydroxyl terminated poly(styrene-r-methyl methacrylate) P(S-r-MMA) copolymers (RCPs) are becoming key materials to control the substrate wetting characteristics not only for the conventional polystyrene-b-poly(methyl methacrylate) (PS-b-PMMA) block copolymers (BCPs) but also for high  BCPs systems. This paper reports on the thermal stab...
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The taxonomy, phylogeny and nomenclature of Cortinarius parasuaveolens (sect. Calochroi) are treated. To date this species has been poorly known and variously and conflictingly interpreted. Based on morphological examination and analyses of DNA sequence data from the nrITS region of the type specimens of C. pseudogracilior and C. parasuaveolens (bo...
Article
Stylosanthes guianensis is a fodder legume native from South America and widely grown worldwide. Dried plant material was purchased on the web and taxonomically identified by light and SEM microscopy, and morphological analysis of plants germinated from seeds. The plant was extracted with dichloromethane:2-propanol (9:1). Bioguided fractionation us...
Article
An Italian collection of E. ochreoprunuloides [=E. prunuloides var. obscurum] is described. The specimen was identified by means of morphology, and by the analysis of its nrITS sequence. The European distribution of the species is also discussed. The sequence from a single Italian specimen of E. luteobasis suggests that E. luteobasis and E. ochreop...
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Context: The search for bioactive compounds from botanical sources is attracting much interest. However, differences in chemical composition may occur within the same species depending on different geographical origins. Objectives: We evaluated the properties on skin enzymes and cells of extracts from sulla legume crop Hedysarum coronarium L. (Faba...
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Accompanied by other rare compounds, a new iridoid dimer, named kurdnestorianoside (1), showing an unprecedented secologanol stereochemistry, has been isolated for the first time from the Kurdish medicinal plant Pterocephalus nestorianus, which is used in Kurdistan for treating oral diseases and inflammation. The structure of 1 was established from...
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Two new (1, 2) and five (3-7) known sterols were isolated for the first time from the fruiting bodies of Cortinarius glaucopus. Their structures were established by 1- and 2D-NMR spectra and HR-FABS-MS. The relative configuration of 1 was firmly determined by comparison of the observed 1H-1H couplings and NOESY correlations, with those predicted fo...
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A new ursane-type triterpene acid, named azarolic acid (1), along with four known phenolic compounds and four known triterpene acids, was isolated from the crude EtOAc extract of the leaves of Crataegus azarolus var. aronia L. The structure of 1 was determined from 1D and 2D NMR spectroscopic data. Euscaphic acid showed high anti-vasoconstriction e...
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Hyperpigmentation is an abnormal darkening of the skin mostly derivedfrom excessive melanin production. It is typical of skin disorders including melasma associated to pregnancy or age, freckles, sun freckles and photoaging, age spots, and actinic keratosis. These conditions can be uncomfortable for aesthetic reasons and specific depigmenting treat...
Article
Three new seco-cucurbitane triterpenes, viz. roseic acid (1) and roseolactones A (2) and B (3), all bearing a furan moiety condensed to the B-ring, were isolated from Russula aurora and R. minutula. Their structures were elucidated using 1D and 2D NMR spectroscopy, and ESI HRMS. Compounds 2 and 3 were found to be epimers at C-23. A detailed ab init...
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Malignant mesothelioma is a poor prognosis cancer in urgent need of alternative therapies. Oleuropein, the major phenolic of olive tree (Olea europaea L.), is believed to have therapeutic potentials for various diseases, including tumors. We obtained an oleuropein-enriched fraction, consisting of 60% w/w oleuropein, from olive leaves, and assessed...
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The results of the first investigation of secondary metabolites occurring in intact and damaged fruiting bodies of the European mushrooms Lactarius aurantiacus, L. subdulcis, and Russula sanguinaria are reported. The pattern of sesquiterpenes in injured R. sanguinaria is dramatically different from that of Lactarius. The structure of the new furano...
Chapter
The beneficial effects of wine drinking are at present acknowleged by the scientific community, for the reason of the polyphenolic content of wine which causes a lower incidence of cardiovascular diseases. The health treasure kept in wine derives from its raw materials; grapes, in fact, contain high amounts of polyphenols. However, only a fraction...
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Two rare cadinane-type sesquiterpenes, lyophyllone A (1) and lyophyllanetriol A (2), were isolated from the mushroom Lyophyllum transforme. The structures were elucidated on the basis of exhaustive NMR techniques, together with MS, UV-Vis and molecular modelling. The absolute configuration of lyophyllone A was determined by ab initio theoretical CD...
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The genus Ophioglossum consists of ferns with different therapeutic properties, including vulnerary virtues. The species Ophioglossum vulgatum L. is traditionally used on wounds and burns as an ointment, suggesting the occurrence of lipophilic compounds with tissue repair properties. We isolated and characterized a galactosyldiacylglycerol mixture...
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Two new glycosylated and acylated flavonols, viz. quercetin-3-O-[(6-caffeoyl)-β-glucopyranosyl (1 → 3) α-rhamnopyranoside]-7-O-α-rhamnopyranoside (2), and kaempferol-3-O-[(6-caffeoyl)-β-glucopyranosyl (1 → 3) α-rhamnopyranoside]-7-O-α-rhamnopyranoside (3), together with the known quercetin-3-O-methyl ether (1), were isolated from the aerial parts o...
Article
Four aristolane sesquiterpenes were isolated from the fruiting bodies of Russula lepida and R. amarissima, namely (1R,2S)-1,2-dihydroxyaristolone (6), (2S,11S)-2,12-dihydroxy-aristolone (7), (1R,2S,11S)-1,2,12-trihydroxyaristolone (8), (1S,2S,11S)-1,2,12-trihydroxy-aristolone (9). In addition, a seco-cucurbitane triterpene, i.e. 3,4-secocucurbita-4...
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A new species of Cortinarius, C. flavoaurantians sp. nov., is described from Italian Quercus woods based on both morphological and ITS rDNA data. This taxon is characterized by a yellowish pileus and cortina, a white universal veil, and a pileipellis that reacts yellow-orange with KOH. Illustrations of the key micromorphological features and fresh...
Article
(1R,6R,9S)-6-Hydroxycaryophyllene (S)-6-hydroxystearate, a sesquiterpene alcohol esterified by the unusual fatty acid (S)-(+)-6-hydroxystearic acid, has been isolated from the fruiting bodies of the Basidiomycete Lactanus subumbonatus. Both NMR data and AM1 calculations indicate that the caryophyllene macrocyclic ring adopts a ββ conformation. The...
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
Nuclear medicine imaging of cell proliferation has gained broad interest in clinical oncology. A good tracer to image cell proliferation, possibly associated to tumour progression, should rapidly and specifically be incorporated into growing DNA. Following this idea, we have singled out thymidine as a potential biological carrier for delivery of th...
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In this review the biogenesis, structures, and bioactivities of all sesquiterpenoids isolated from Russula and Lactarius species in the last decade are critically discussed, and divided into sections according to their skeletons. A brief chemotaxonomic overview of the family Russulaceae is reported in the final part of the review.
Article
Two new amides derived from cinnamic acid, namely, (R)-2-hydroxyputrescine dicinnamamide (4) and pholiotic acid {(2R)-2-((S)-3-hydroxy-3-methylglutaryloxy)putrescine dicinnamamide} (5), in addition to the known compound maytenine (N1,N8-dicinnamoyl spermidine) (3) were isolated from the fruiting bodies of the Basidiomycete Pholiota spu- mosa. The a...
Article
Previously, it was isolated from the fruiting bodies of the gilled mushroom Pholiota spumosa (Basidiomycetes, Strophariaceae), putrescine-1,4-dicinnamide, a phenylpropanoid derivative conjugated with polyamine putrescine never isolated before as a natural compound. Recently, polyamine analogs that are similar in structure to the natural polyamines...
Article
Chrysotriones A (1) and B (2), two new 2-acylcyclopentene-1,3-dione derivatives, were isolated from the fruiting bodies of the Basidiomycete Hygrophorus chrysodon, and their structures were established by spectroscopic data and synthesis of compound 2. They represent the first examples of 2-acylcyclopentene-1,3-diones found in mushrooms and suggest...
Article
A reinvestigation of the fruiting bodies of the mushroom Leucopaxillus gentianeus, allowed the isolation of two minor cucurbitane triterpenes, namely, cucurbitacin D (5) and the new metabolite 16-deoxycucurbitacin B (6). The latter compound lacks an oxygenated substituent at C-16, an unprecedented structural feature among congeners of cucurbitacin...
Article
Treatment of the germacrane ketone 8-dehydro-12-O-methyl-deacylhallerin (2) with bases under conditions of thermodynamic enolization resulted in complete epimerization at the adjacent carbon atom C-7, with formation of 3. The conformational features of the epimeric ketones 2 and 3 were investigated by X-ray crystal structure analysis, NMR spectrosc...
Article
The relative stereochemistry of the four stereocentres of spirolaxine 1, a bioactive 6,5-spiroacetal phthalide secondary metabolite, was determined through single-crystal X-ray analysis. Its absolute configuration was determined by circular dichroism; the experimental spectrum of spirolaxine is in good agreement with that evaluated by means of DeVo...
Article
A mixture of oleic, linoleic and α-linolenic esters (1b-d, 2b-d) of ergosterol (1a) and episterol (2a) was isolated from the fruiting bodies of Mycena chlorinella. Ergosterol and its endoperoxide (3) were also found as free sterols. In addition, relatively large amounts of the nucleoside adenosine (4) were isolated.
Article
In addition to the known bioactive triterpene cucurbitacin B (1), two new cucurbitane triterpenoids, namely, leucopaxillones A (3) and B (4), exhibiting a new oxygenation pattern among cucurbitacins, have been isolated from the mushroom Leucopaxillus gentianeus (syn. L. amarus). Cucurbitacin B (1) imparts a bitter taste to the flesh of the fungus;...
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RECEIVED DECEMBER 16, 2003; REVISED MARCH 8, 2004; ACCEPTED MARCH 8, 2004 Three compounds of different biosynthetic origin were isolated from the fruiting bodies of the gilled mushroom Pholiota spumosa (Basidiomycetes, Strophariaceae). Fasciculol E, a lanostane triterpenoid conjugated to a depsipeptide unit, was isolated for the first time from gen...
Article
Racemic thiol esters of α-arylpropionic acids were deracemized by a procedure which featured deprotonation with LDA or KHMDS, transformation into the TMS or TBDMS enol ethers, and enantioselective protonation of the silyl enol ethers using (R)-1,1′-bi-2-naphthol/SnCl4. Oxidative hydrolysis of the enantiomerically enriched mixtures of thiol esters t...
Article
Reported here is a new procedure for the synthesis of α-arylpropionic acids 1 in the racemic form, starting from derivatives of aromatic carboxylic acids 2 (i.e., esters), via 1-aryl-2,2,2-tris(alkylsulfanyl)ethanones 4-6, S-alkyl (aryl)bis(alkylsulfanyl)thioacetates 7-9, S-alkyl α-aryl-α-(alkylsulfanyl)thiopropionates 10-12 and S-alkyl α-arylthiop...
Article
A chemical investigation of the fruiting bodies of Lactarius atlanticus (Russulaceae, Basidiomycetes) resulted in the isolation of new protoilludane sesquiterpenes, namely esters of atlanticones A (1) and B (2), and atlanticones C (3) and D (4). The former two compounds were isolated from intact carpophores, whereas the remaining two were isolated...
Article
The sesquiterpenes of Collybia maculata and C. peronata (Basidiomycetes) have been reinvestigated. In addition to collybolide, isocollybolide and deoxycollybolidol, five new structurally related sesquiterpene lactones have been isolated. The structures have been established by spectroscopic methods. Stereochemical assignments required a detailed co...
Article
The four conformations of β-caryophyllene (αα, αβ, βα, and ββ) were investigated ab initio at the 6-31G*/HF and MP2 levels and additionally with density functional methods (B3LYP/6-31G*), as it concerns their relative thermodynamic stabilities. The αα is predicted to be the most stable geometry, in agreement with low-temperature NMR measurements. I...
Article
(1R,6R,9S)-6-Hydroxycaryophyllene (S)-6-hydroxystearate, a sesquiterpene alcohol esterified by the unusual fatty acid (S)-(+)-6-hydroxystearic acid, has been isolated from the fruiting bodies of the Basidiomycete Lactarius subumbonatus. Both NMR data and AM1 calculations indicate that the caryophyllene macrocyclic ring adopts a ββ conformation. The...
Article
The polymerization of a mixture of cis (ca. 30%) and trans (ca. 70%) isomers of 7-tetradecene oxide (7-TDO) with methyl trifluoromethansulfonate (methyl triflate) as initiator has been investigated. The main reaction products afforded during the polymerization were a linear polyether, a cyclic dimer [2,3,5,6 tetra(n-hexyl)dioxane], and 7-tetradecan...
Article
The sesquiterpenoids extracted from both intact injured fruit bodies of Russula delica (Russulaceae) with EtOAc and dichloromethane have been investigated. The dichloromethane extract of intact specimens contained stearoyldelicone (2b) (75%) and stearoylplorantinone B (3b) (25%), while the EtOAc extracts contained comparable amounts of 3b, no 2b bu...
Article
The paramagnetic species nature of different geological origin asphaltenes are discussed on the basis of Electron Paramagnetic Resonance (EPR) results. Free organic radicals are present in petroleum asphaltenes but their molecular nature is poorly known owing to the multiplicity of their molecular structures which causes the appearance of a single...
Article
Stearoyldelicone (3), containing an unusual and reactive bicyclo[4.2.0]octa-1,4-dien-3-one moiety, was isolated from the methylene chloride extracts of intact fruit bodies of the Basidiomycete Russula delica. 3 is unstable and easily transformed to the illudalane sesquiterpenoid 4a during chromatography on silica gel.
Article
The only sesquiterpenoid present in intact fruit bodies of Russula cuprea was found to be velutinal, as a mixture of stearic, oleic, linoleic and palmitic acid esters. As a response to injury, the velutinal esters are converted to the marasmane sesquiterpenes isovelleral, isovellerol, isovellerdiol and the new aldehyde cupreal [(2S, 3R, 6R, 7S, 8S,...
Article
Three new protoilludane sesquiterpenes, plorantinone A, B and C (1, 2a and 3), were isolated from injured fruit bodies of the Basidiomycete Russula delica, presumably formed from stearoylplorantinone B (2b) which was isolated from intact fruit bodies. The isolation and structure elucidation including the determination of the absolute configuration...
Article
Novel polymer electrolytes (LiBF4/plasticizer/PE) based on the interpenetrating network approach, were obtained starting from functionalized polyether network precursors, in the presence of LiBF4 and PC (propylene carbonate) or TGME (tetraethylene-glycol dimethyl-ether) as plasticizers. Self-consistent and easily handled membranes were obtained as...
Article
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Visbreaking (VB) is a thermal cracking process, widely used in the refineries of Western Europe to obtain distillates (gasoil, naphtha) from a petroleum residue (feedstock). The visbroken residue (tar) is used to produce fuel oil, after addition of the appropriate amounts of cutter-stock. Even if the highest conversion of feedstock would be desirab...
Article
Solid aromatic polymers are capable of adsorbing O2 molecules on aromatic rings selectively. The amount of adsorbed oxygen is affected by the chemical nature of the polymer, by the crystalline amorphous ratio, by the kind of crystal structure (polymorphism), and by molecular motions.In particular poly(1,4-oxy 2,6-dimethyl)phenylene is capable of ad...
Article
The circular dichroism of the lowest energy pi-pi* transition in cyclohexylidenepropenes (a class of s-trans dienes) has been investigated theoretically. Two calculation methods, viz. the De Voe coupled oscillators theory and a semiempirical MO-SCF method (CNDO/S), have been employed. CD signs opposite to those experimentally found by Walborsky and...

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