29 results on '"Anna Maria Serrilli"'
Search Results
2. Coumarins and other components of Daphne oleoides Schreb. subsp. oleoides from Majella National Park
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Giampiero Ciaschetti, Alessandro Venditti, Anna Maria Serrilli, Mirella Di Cecco, and Armandodoriano Bianco
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chemistry.chemical_classification ,Geographic isolation ,010405 organic chemistry ,National park ,Glycoside ,Biology ,Daphne oleoides ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Phytochemical ,chemistry ,Genus ,Botany ,Thymelaeaceae ,Daphne oleoides Schreb. subsp. oleoides ,thymelaeaceae ,secondary metabolites ,chemotaxonomy ,infraspecific chemovariability ,Ethnomedicine ,Ecology, Evolution, Behavior and Systematics - Abstract
The present study reports about the phytochemical analysis of a sample of Daphne oleoides Schreb. subsp. oleoides (family Thymelaeaceae) collected from the Majella National Park. Twenty components, belonging to different classes of natural products, have been identified by means of spectroscopic and spectrometric techniques: [monomeric (4), bis- (5, 7–10, 20) and trimeric coumarins (11), including aglycones and glycosides, coumarinolignoid (6); flavonoids (16–19); glycosidic furolignans (14, 15), glucosidic phenylpropanoids (12, 13), cyclic tetrapyrrole derivatives (2, 3), unsaturated triglyceride (1)]. Besides the chemosystematic markers of the genus (4–10, 12, 14–18, 20) several other components were identified for the first time in the species (17, 20) and/or in the Daphne genus (1–3, 13, 19). The observed composition was discussed from the chemotaxonomic standpoint and compared with those recognized from a Sardinian accession. It was observed a pronounced difference in the two metabolites patterns, most probably attributable to geographic isolation of the studied populations and, in some extent, also by the different environmental conditions, evidencing a possible tendency of D. oleoides to the infraspecific chemovariability. Considering the wide traditional uses of Daphne spp. in ethnomedicine of several countries, also the pharmacologic potential of the identified secondary metabolites is discussed.
- Published
- 2019
3. Synthesis of deuterium-labelled substrates for the study of oleuropein biosynthesis inOlea europaeacallus cultures
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Anna Maria Serrilli, Armandodoriano Bianco, Valentina Casagrande, and Agnese Maggi
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0106 biological sciences ,0301 basic medicine ,Iridoid ,medicine.drug_class ,Iridoid Glucosides ,Plant Science ,ESI-MS ,iridoid ,biogenesis ,deuterium label ,oleuropein ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,Tissue Culture Techniques ,03 medical and health sciences ,chemistry.chemical_compound ,Biosynthesis ,Oleuropein ,Olea ,Botany ,medicine ,Iridoids ,Molecular Structure ,biology ,Loganin ,Organic Chemistry ,Deuterium ,biology.organism_classification ,030104 developmental biology ,chemistry ,Cell culture ,Callus ,010606 plant biology & botany ,Explant culture - Abstract
We propose the cell culture approach to investigate oleuropein (1) biogenesis in Olea europaea L. We suggest employing olive callus cultures to identify the iridoidic precursor of oleuropein. In fact, we confirmed that callus cells from olive shoot explants are able to produce key secoiridoid as 1. To enable this approach, we synthesised and characterised deuterium-labelled iridoidic precursors belonging both to the loganin and the 8-epiloganin series. These iridoids are [7,8-(2)H2]-7-deoxy-8-epi-loganin (2(D)), [8,10-(2)H2]-8-epi-loganin (4(D)) and [7,8-(2)H2]-7-deoxy-loganin (3(D)).
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- 2015
4. Effects of olive leaf polyphenols on male mouse brain NGF, BDNF and their receptors TrkA, TrkB and p75
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Anna Maria Serrilli, Alessandro Venditti, Sara De Nicolò, Marco Fiore, Luigi Tarani, Valentina Carito, Armandodoriano Bianco, Mauro Ceccanti, and George N. Chaldakov
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Male ,Olfactory system ,polyphenols ,bdnf ,ngf ,olive ,medicine.medical_specialty ,Blotting, Western ,Iridoid Glucosides ,Receptors, Nerve Growth Factor ,Plant Science ,Tropomyosin receptor kinase B ,Striatum ,Tropomyosin receptor kinase A ,Hippocampal formation ,Biochemistry ,Analytical Chemistry ,Mice ,Olive leaf ,Neurotrophic factors ,Olea ,Internal medicine ,Nerve Growth Factor ,medicine ,Animals ,Receptor, trkB ,Iridoids ,Nerve Growth Factors ,Receptor, trkA ,Neurons ,NGF ,Chemistry ,Brain-Derived Neurotrophic Factor ,Organic Chemistry ,Brain ,Glutathione ,Plant Leaves ,BDNF ,Endocrinology ,Nerve growth factor ,nervous system ,Models, Animal - Abstract
In this study, we evaluated, in the mouse, the effects of 20 mg/kg i. p. daily administration for 15 consecutive days of a blend of polyphenols, containing mostly oleuropein, extracted from the olive leaves (Olea europaea) on brain nerve growth factor (NGF) and brain-derived neurotrophic factor (BDNF) and on the expression of their receptors, TrkA, TrkB and p75. Polyphenols decreased the levels of reduced glutathione (GSH) and increased the levels of NGF and BDNF in the serum. In the brain, we found decreased levels of NGF and BDNF in the hippocampus and striatum but elevated levels of NGF in the olfactory lobes and hypothalamus and again BDNF potentiation in the olfactory lobes. No changes in TrkA, TrkB and p75 expression were observed. In conclusion, olive polyphenols may not only elicit an activation of the rodent olfactory system by increasing the levels of NGF and BDNF but also be stressing for the animal by reducing both the levels of hippocampal NGF/BDNF and serum GSH and increasing serum levels of NGF and BDNF.
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- 2014
5. Nocellaralactone, a new monoterpenoid with anti-inflammatory activity, fromOlea europaeaL., cultivar Nocellara del Belice
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Armandodoriano Bianco, Francesco Bonina, Luisa Rizza, Anna Maria Serrilli, and Giuseppina Frasca
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Keratinocytes ,olea europaea9 ,medicine.drug_class ,secoiridoids ,anti-inflammatory activity ,olea europaea ,nocellaralactone ,Anti-Inflammatory Agents ,Nitric Oxide Synthase Type II ,Plant Science ,Biochemistry ,Anti-inflammatory ,Cell Line ,Analytical Chemistry ,Jasminum grandiflorum ,chemistry.chemical_compound ,Oleuropein ,Olea ,Botany ,medicine ,Humans ,Olive oil extraction ,Cultivar ,chemistry.chemical_classification ,biology ,Plant Extracts ,Organic Chemistry ,Intercellular Adhesion Molecule-1 ,biology.organism_classification ,Aglycone ,chemistry ,Monoterpenes ,Lactone - Abstract
Nocellara del Belice, a cultivated variety (cultivar) of olive tree (Olea europaea L.), was examined with respect to the medium-polar compounds present in the wastewaters of olive oil extraction at the end of 2007. Charcoal-polyamide chromatography of obtained wastewaters showed the presence of the chemotaxonomical markers of Olea europaea. In addition a new compound was isolated which resulted to be a lactone related to oleuropein aglycone. We propose the name of nocellaralactone (NOC). This compound is also present in the leaves and it appears to be structurally, probably biogenetically, related to jasminanhydride, a monoterpenoid previously isolated from Jasminum grandiflorum. NOC showed a significant in vitro anti-inflammatory activity.
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- 2013
6. Iridoids from Bellardia trixago (L.) All
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Alessandro Venditti, Armandodoriano Bianco, and Anna Maria Serrilli
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Molecular Structure ,iridoids ,biology ,Stereochemistry ,Organic Chemistry ,bellardia ,orobanchaceae ,Iridoid Glucosides ,Plant Science ,Geniposidic acid ,biology.organism_classification ,Biochemistry ,Analytical Chemistry ,chemistry.chemical_compound ,chemistry ,Orobanchaceae ,Phytochemical ,Mussaenoside ,Bellardia trixago ,Aucubin - Abstract
The phytochemical study of the polar fraction of Bellardia trixago (L.) All. led to the isolation of eight iridoid glucosides. Five of these glucosides (aucubin (1), bartsioside (2), melampyroside (3), mussaenoside (4) and gardoside methyl ester (5)) were confirmed as they were previously isolated from this plant, and the remaining three known compounds (mussaenosidic acid (6), geniposidic acid (7) and 8-epiloganin (8)) were isolated here for the first time. Of particular interest were the presence of 7 and 8 due to two reasons: the first one because it is not accompanied with geniposide, the corresponding methyl ester, as in the case of 4 and 6, and the second one because it is the parent compound of iridoids characteristic of Orobanchaceae family. Also an alditol, D-mannitol (9), was recognised for the first time from this species.
- Published
- 2013
7. Volatile compounds from Achillea tenorii (Grande) growing in the Majella National Park (Italy)
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Armandodoriano Bianco, Mirella Di Cecco, Sauro Vittori, Giampiero Ciaschetti, Ferruccio Poli, Alessandro Venditti, Anna Maria Serrilli, Fabrizio Papa, Filippo Maggi, Manuela Mandrone, Alessandro Venditti, Filippo Maggi, Sauro Vittori, Fabrizio Papa, Anna Maria Serrilli, Mirella Di Cecco, Giampiero Ciaschetti, Manuela Mandrone, Ferruccio Poli, and Armandodoriano Bianco
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Achillea ,trans-sabinol ,Achillea tenorii (Grande), essential oil, trans-sabinol, trans-sabinyl acetate, α-thujone ,Achillea nobilis ,Plant Science ,Biology ,Biochemistry ,essential oil ,Analytical Chemistry ,law.invention ,Terpene ,achillea tenorii (grande) ,law ,Botany ,Oils, Volatile ,Essential oil ,Bicyclic Monoterpenes ,Terpenes ,National park ,Organic Chemistry ,Plant Components, Aerial ,α-thujone ,biology.organism_classification ,Italy ,Phytochemical ,Monoterpenes ,trans-sabinyl acetate ,Artemisia absinthium - Abstract
This work presents the first reported phytochemical study on the hydro-distilled essential oil from Achillea tenorii (Grande), collected in the protected area of Majella National Park (Italy). The composition of the essential oil was very different from those reported for the other species of Achillea nobilis group, being constituted mainly by oxygenated monoterpenes, among which ketones, alcohols and acetates compounds were the most representative. The marker compounds of A. nobilis group were not detected while the most abundant phytoconstituents were α-thujone (29.7%), trans-sabinol (18.6%) and trans-sabinyl acetate (15.7%), revealing a composition quite similar to that of Artemisia absinthium.
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- 2014
8. Endemic plants of Italy and their peculiar molecular pattern
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Mauro Serafini, Anna Maria Serrilli, Alessandro Venditti, Valentina Petitto, and Armandodoriano Bianco
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Mediterranean climate ,Flora ,geography ,geography.geographical_feature_category ,010405 organic chemistry ,Ecology ,National park ,Biology ,Endemic plants ,Italy ,molecular pattern ,01 natural sciences ,Mediterranean Basin ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Peninsula ,Ecosystem ,Identification (biology) ,Endemism - Abstract
Chemistry of natural organic products regards studies of molecular structural characters devoted to the identification of new molecular architectures and searching new compounds present in natural matrices characterized by biological useful activity. More recently, particular attention has been directed to phytochemical studies of plants, the so-called endemic species, growing in particular areas, characterized by narrow limits. The hypothesis is that a wide variety of climates, environmental, geological, geographical, and biological conditions has led to the diversification of species. Endemism is the condition of being restricted to a particular area with a prescribed extent and describes species that are native to a particular geographic territory, and usually occurs in areas that are in some way isolated. The term “endemism” derives from the medical language and it was used for the first time, referred to plants, in 1820 by De Candolle. It is possible to distinguish several categories of endemisms. In 1926 Herzog sets the differences between neoendemics and paleoendemics species. Favarger & Contandriopoulos in 1961 and Favarger in 1964 proposed a new classification based on the mode of genesis of the species: schizoendemism, apoendemism, patroendemism, and paleoendemism. Paleoendemism and patroendemism represent the conservative component of the flora of a territory while schizoendemism and apoendemism represent the innovating component of it. Like other Mediterranean-type ecosystems, the Mediterranean Basin has high levels of plant diversity and endemism. The floral diversity of the Mediterranean Basin is dramatic. Its 25,000 vascular plants species (13,000 endemic species) are more than four times the number found in all the rest of Europe. The Mediterranean region constitutes both a refuge area and one that encourages floral exchange and active plant speciation. Many of the endemic species are concentrated on islands, peninsulas, cliffs, and peaks. In this review, studies on the molecular pattern of endemic plants of restricted areals (Sardinia Island and Central Italy with Monti Sibillini National Park and Majella National Park) are reported, with particular attention toward plants containing active compounds and plants with an ethnopharmacologic history and tradition. These two areas were selected as representative sites of insular and peninsular areas of Italy.
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- 2016
9. Phytochemical analysis of Plantago sempervirens from Majella National Park
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M. Di Cecco, Armandodoriano Bianco, Anna Maria Serrilli, Alessandro Venditti, G. Ciaschetti, and T. Andrisano
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Plantago sempervirens ,Spectrometry, Mass, Electrospray Ionization ,Magnetic Resonance Spectroscopy ,Iridoid Glucosides ,Plant Science ,Biology ,Biochemistry ,Analytical Chemistry ,chemistry.chemical_compound ,Caryoptoside ,Verbascoside ,Glucosides ,Phenols ,8-epiloganic acid ,aucubin ,caryoptoside ,gardoside ,iridoids ,plantago sempervirens ,plantarenaloside ,verbascoside ,Botany ,Iridoids ,Plantago ,Aucubin ,chemistry.chemical_classification ,Traditional medicine ,National park ,Organic Chemistry ,Glycoside ,Phenylethanoid ,Italy ,chemistry ,Phytochemical - Abstract
In this study, we report the isolation and identification of several compounds from Plantago sempervirens Crantz, collected in the protected area of Majella National Park. We examined the polar fraction, in particular the iridoidic one. Aucubin, caryoptoside, plantarenaloside and gardoside were isolated and identified. For the first time, in this species, 8-epiloganic acid was recognised. Also, verbascoside, a phenylethanoid glycoside, was recognised in this plant.
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- 2011
10. The occurrence of phenyl propanoid glycosides in endemicTeucriumspecies
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Mauro Serafini, Mauro Ballero, Rosanna Rullo, Alessia Ramunno, Anna Maria Serrilli, and Armandodoriano Bianco
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Magnetic Resonance Spectroscopy ,Molecular composition ,sardinia ,teucrium marum ,Plant Science ,Biochemistry ,phenyl-propanoid glycosides ,Teucrium ,Analytical Chemistry ,lamiaceae ,teucrium subspinosum ,Mediterranean Islands ,chemistry.chemical_compound ,Verbascoside ,Glucosides ,Phenols ,Species Specificity ,Botany ,chemistry.chemical_classification ,Molecular Structure ,biology ,Teucrium marum ,Traditional medicine ,Teucrium subspinosum ,Organic Chemistry ,Glycoside ,balearic islands ,biology.organism_classification ,angiosperms ,chemistry ,Lamiaceae - Abstract
The phenyl propanoid fraction of Teucrium subspinosum Pourrette ex Willd. (Lamiaceae) from Baleari Island, was examined together with the same fraction of T. subspinosum from Sardinia. In T. subspinosum, besides verbascoside as main component, a new phenyl-propanoid-glycoside was isolated and identified by (1)H- and (13)C-NMR spectra analysis. Comparison with molecular composition of T. marum confirmed the differences between these species and evidenced their endemic character.
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- 2007
11. Dihydroasparagusic acid: antioxidant and tyrosinase inhibitory activities and improved synthesis
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Manuela Mandrone, Armandodoriano Bianco, Alessandro Venditti, Ferruccio Poli, Anna Maria Serrilli, Carmelina Iannello, Fabiana Antognoni, Alessandro Venditti, Manuela Mandrone, Anna Maria Serrilli, Armandodoriano Bianco, Carmelina Iannello, Ferruccio Poli, and Fabiana Antognoni
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Antioxidant ,in vitro antioxidant activity ,tyrosinase inhibition ,DPPH ,Tyrosinase ,medicine.medical_treatment ,sulfur-containing compound ,Thiophenes ,Antioxidants ,Asparagus sp ,chemistry.chemical_compound ,medicine ,dimercaptanics ,Enzyme Inhibitors ,polyphenol oxidase ,ABTS ,Monophenol Monooxygenase ,In vitro toxicology ,food and beverages ,dimercaptanic ,asparagus sp ,General Chemistry ,Free Radical Scavengers ,dihydroasparagusic acid ,Maillard Reaction ,lineweaver-burk (l-b) plot ,sulfur-containing compounds ,Deoxyribose ,chemistry ,Biochemistry ,Asparagusic acid ,Trolox ,Lineweaver-Burk (L-B) plot ,General Agricultural and Biological Sciences ,Asparagus Plant ,Oxidation-Reduction - Abstract
Dihydroasparagusic acid (DHAA) is the reduced form of asparagusic acid, a sulfur-containing flavor component produced by Asparagus plants. In this work, DHAA was synthetically produced by modifying some published protocols, and the synthesized molecule was tested in several in vitro assays (DPPH, ABTS, FRAP-ferrozine, BCB, deoxyribose assays) to evaluate its radical scavenging activity. Results show that DHAA is endowed with a significant in vitro antioxidant activity, comparable to that of Trolox. DHAA was also evaluated for its inhibitory activity toward tyrosinase, an enzyme involved, among others, in melanogenesis and in browning processes of plant-derived foods. DHAA was shown to exert an inhibitory effect on tyrosinase activity, and the inhibitor kinetics, analyzed by a Lineweaver-Burk plot, exhibited a competitive mechanism. Taken together, these results suggest that DHAA may be considered as a potentially active molecule for use in various fields of application, such as pharmaceutical, cosmetics, agronomic and food.
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- 2013
12. Molecular composition and quality/taste of olive oil: monoterpenes and natural phenols
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Anna Maria Serrilli, Armandodoriano Bianco, and Cristiana Melchioni
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lcsh:QD241-441 ,Taste ,chemistry.chemical_compound ,Molecular composition ,chemistry ,lcsh:Organic chemistry ,Oleuropein ,Organic Chemistry ,Organic chemistry ,Food science ,Phenols ,Olive oil - Abstract
This article deals with the monoterpenic and phenolic micro-components present in olives and the manner in which these compounds are transferred into the olive oil. Of particular interest is the molecular structure of the isolated compounds and the transformations of oleuropein during the technological process of olive oil preparation. The existing relationship between the quality/taste of the olive oil and these micro-components are also discussed.
- Published
- 2006
13. Taxonomical markers in two endemic plants of Sardinia:Verbascum conocarpumandScrophularia trifoliata
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Alessia Ramunno, Francesco Piccioni, Anna Maria Serrilli, Mauro Ballero, and Mauro Serafini
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Scrophularia ,Scrophulariaceae ,Iridoid Glucosides ,Plant Science ,Biochemistry ,aucubin ,verbascoside ,phenylpropanoids ,iridoids ,catalpol ,Analytical Chemistry ,chemistry.chemical_compound ,Verbascoside ,Glucosides ,Phenols ,Verbascum ,Botany ,Humans ,Iridoids ,Aucubin ,biology ,Plant Extracts ,Organic Chemistry ,Scrophularia trifoliata ,Classification ,biology.organism_classification ,Antineoplastic Agents, Phytogenic ,Catalpol ,Quaternary Ammonium Compounds ,Italy ,chemistry ,Biomarkers ,Phytotherapy - Abstract
The monoterpenoid composition of Verbascum conocarpum and Scrophularia trifoliata, both endemic plants of Sardinia, was examined. The main chemotaxonomic markers of Scrophulariaceae, the iridoids aucubin, verbascoside and catalpol, were isolated.
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- 2006
14. Synthesis of deuterium-labelled substrates for the study of oleuropein biosynthesis in Olea europaea callus cultures
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Anna Maria Serrilli, Agnese Maggi, Valentina Casagrande, Armandodoriano Bianco, Anna Maria Serrilli, Agnese Maggi, Valentina Casagrande, and Armandodoriano Bianco
- Published
- 2016
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15. Secondary metabolites from Pinus mugo Turra subsp. mugo growing in the Majella National Park (Central Apennines, Italy)
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Amandodoriano Bianco, Sauro Vittori, G. Ciaschetti, Mirella Di Cecco, Filippo Maggi, Alessandro Venditti, Maurizio Bruno, Sergio Rosselli, Anna Maria Serrilli, Fabrizio Papa, Venditti, A, Serrilli, A M, Vittori, S, Papa, F, Maggi, F, Di Cecco, M, Ciaschetti, G, Bruno, M, Rosselli, S, and Bianco, A
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Flavonols ,Bioengineering ,Biochemistry ,Essential oil ,Pinus mugo ,Botany ,Oils, Volatile ,essential oils ,Molecular Biology ,Ecosystem ,biology ,National park ,Chemistry ,flavonols ,diterpenes ,abietanes ,pinus mugo ,General Chemistry ,General Medicine ,Settore CHIM/06 - Chimica Organica ,biology.organism_classification ,Pinus ,%22">Pinus ,Italy ,Abietanes ,Molecular Medicine ,Abietane ,Diterpenes ,Diterpene ,Flavonol - Abstract
In this study, we examined the composition regarding secondary metabolites of P. mugo Turra ssp. mugo growing in the protected area of Majella National Park, which is the southernmost station of the habitat of this species. Both the nonpolar and polar fractions were considered. In particular, the essential-oil composition showed a high variety of compounds, and 109 compounds were detected, and 101 were identified, among which abietane-type compounds have a taxonomic relevance. Abietanes were also isolated from the polar fraction, together with an acylated flavonol and a remarkably high amount of shikimic acid.
- Published
- 2013
16. Properties of dihydroasparagusic acid and its use as an antidote against mercury(II) poisoning
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Armandodoriano Bianco, Maria Rosa Festa, Emilio Bottari, Anna Maria Serrilli, Alessandro Venditti, and Lorella Gentile
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Chemistry ,Inorganic chemistry ,chemistry.chemical_element ,Protonation ,protonation complexes ,General Chemistry ,Solubility equilibrium ,stability constant ,Glass electrode ,dihydroasparagusic acid ,law.invention ,Mercury (element) ,coordination chemistry ,solubility product ,antidote towards mercury(ii) ,law ,Stability constants of complexes ,Galvanic cell ,Solubility ,Chemical composition - Abstract
Dihydroasparagusic acid is the first naturally occurring dimercaptanic compound that was isolated in 1948 from Asparagus concentrate. Although several synthetic procedures were proposed in the past decades for this natural substance, most of its chemical properties remain unstudied. In this work the capacity of the acid to act as an antidote against mercury(II) toxicity was evaluated in a simple biological model system, Saccharomyces cerevisiae, and is explained by the formation of a precipitate between mercury(II) and dihydroasparagusic acid. The precipitate was analyzed and studied. The solubility was determined by measuring in equilibrated solutions either the concentration of the total mercury(II) present in solution or the free concentration of hydrogen ions. The protonation constants were determined at 25 °C and in 1.00 M NaCl, as constant ionic medium, by means of potential difference measurements of a galvanic cell with a glass electrode. The experimental data are explained by proposing the chemical composition of the precipitate and the value of its solubility product. As the solubility of the precipitate increases by increasing the concentration of dihydroasparagusic acid, the further formation of a complex between mercury(II) and dihydroasparagusic acid is assumed.
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- 2013
17. Hypericum hircinum L. components as new single-molecule inhibitors of both HIV-1 reverse transcriptase-associated DNA polymerase and ribonuclease H activities
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Alessandro Venditti, Angela Corona, Cinzia Sanna, Laura Guarcini, Francesca Esposito, Cristina Parolin, Claudia Del Vecchio, Enzo Tramontano, Mauro Ballero, Anna Maria Serrilli, Valeria Cannas, and Armandodoriano Bianco
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Microbiology (medical) ,Magnetic Resonance Spectroscopy ,DNA polymerase ,Allosteric regulation ,Mutant ,hiv ,Chemical Fractionation ,rnase h ,Antiviral Agents ,rt ,chemistry.chemical_compound ,betulinic acid ,Betulinic acid ,Animals ,Humans ,Immunology and Allergy ,dual inhibitors ,Enzyme Inhibitors ,RNase H ,General Immunology and Microbiology ,biology ,Plant Extracts ,General Medicine ,Shikimic acid ,HIV Reverse Transcriptase ,Reverse transcriptase ,Ribonuclease H, Human Immunodeficiency Virus ,Infectious Diseases ,Italy ,chemistry ,Biochemistry ,Hypericum hircinum ,HIV-1 ,biology.protein ,Chromatography, Thin Layer ,Hypericum - Abstract
Among HIV-1 reverse transcriptase (RT)-associated functions, DNA polymerase and Ribonuclease H (RNase H) are both essential for HIV replication and excellent targets for drug development. While all RT inhibitors approved for therapy target the DNA polymerase activity, there is the pressing need for new RT inhibitors possibly targeting the RNase H function. In the last 20 years, many natural substances have shown antiviral activity against HIV-1, but only a few against the RNase H function. In this study, we have tested the ethanolic extracts obtained by the Hypericum hircinum L. (Hypericaceae) growing in Sardinia (Italy) on the HIV-1 RT-associated RNase H function and found that they have inhibitory effects. Active extracts were fractionated up to obtain the main components that have been isolated, tested, and identified to be betulinic acid, shikimic acid, chlorogenic acid, quercetin, 5,7,3',5'-tetrahydroxyflavanone, and 5,7,3',5'-tetrahydroxyflavanone 7-O-glucoside. Betulinic acid and 5,7,3',5'-tetrahydroxyflavanone 7-O-glucoside were active on both RT-associated activities, and betulinic acid was also active on HIV-1 mutant RTs resistant to efavirenz. Overall, our results suggest that some of these compounds inhibit the HIV-1 RT binding to an allosteric site previously described for other natural compounds and are potential leads for further drug development of a single molecules having dual inhibitory activity.
- Published
- 2013
18. Aromadendrine, a new component of the flavonoid pattern of Olea europaea L. and its anti-inflammatory activity
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Armandodoriano Bianco, Anna Maria Serrilli, Giuseppina Frasca, Francesco Bonina, Alessandro Venditti, Venera Cardile, and Luisa Rizza
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medicine.drug_class ,Cell Survival ,Flavonoid ,Ethyl acetate ,Anti-Inflammatory Agents ,Enzyme-Linked Immunosorbent Assay ,Plant Science ,Biochemistry ,Anti-inflammatory ,Analytical Chemistry ,Cell Line ,chemistry.chemical_compound ,Olea ,medicine ,Humans ,Normal keratinocytes ,Chemokine CCL2 ,aromadendrine ,dihydroflavonol ,flavonoids ,olea europaea ,chemistry.chemical_classification ,Flavonoids ,biology ,Organic Chemistry ,Extraction (chemistry) ,Interleukin-8 ,Biological activity ,biology.organism_classification ,Tyrosol ,chemistry - Abstract
Leaves of Olea europaea, cultivar Nocellara del Belice, were examined with respect to the medium-polar fraction, obtained by an ethyl acetate extraction of the whole extract. In the medium polar fraction, we isolated the two hydroxy-phenyl-ethyl alcohols (hydroxyl-tyrosol and tyrosol) that are the main component of olives. In addition, we isolated a flavonoidic compound, aromadendrine, a dihydroflavonol yet known but quite rare in nature. It is the first time that aromadendrine is isolated in O. europaea and we studied the aromadendrine biological activity. In particular, the ability of aromadendrine to reduce the inflammation induced in normal keratinocytes using an in vitro cell model was evaluated. The results of the present research indicate aromadendrine as a novel component in O. europaea with effective activity against skin inflammation.
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- 2012
19. Phytochemical composition of polar fraction of Stachys germanica L. subsp. salviifolia (Ten.) Gams, a typical plant of Majella National Park
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Alessandro Venditti, T. Andrisano, G. Ciaschetti, M. Di Cecco, Armandodoriano Bianco, and Anna Maria Serrilli
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Magnetic Resonance Spectroscopy ,iridoids ,Iridoid Glucosides ,Fraction (chemistry) ,Plant Science ,verbascoside ,Biology ,Stachys germanica ,Biochemistry ,Mass Spectrometry ,Analytical Chemistry ,chemistry.chemical_compound ,Verbascoside ,Glucosides ,Phenols ,Genus ,Botany ,Phytochemical composition ,Glycosides ,stachys germanica subsp. salviifolia ,stachys germanica subsp ,Pyrans ,arbutin ,salviifolia ,Molecular Structure ,National park ,Plant Extracts ,Organic Chemistry ,Arbutin ,Stachys ,Plant Components, Aerial ,biology.organism_classification ,chemistry ,Italy ,Iridoid Glycosides - Abstract
In this study, we report the isolation and identification of several compounds present in the polar fraction of Stachys germanica L. subsp. salviifolia (Ten.) Gams, collected in the protected area of Majella National Park. In particular, we have isolated and identified harpagide, 7 -β-hydroxy-harpagide, ajugol, 5-allosyloxy-aucubin, verbascoside and, for the first time in this genus, arbutin.
- Published
- 2012
20. A new flavonoid and other polar compounds from Galeopsis angustifolia Ehrh. ex Hoffm
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Alessandro Venditti, Armandodoriano Bianco, and Anna Maria Serrilli
- Subjects
chemistry.chemical_classification ,Flavonoids ,acetylated flavonoids ,Spectrometry, Mass, Electrospray Ionization ,Lamiaceae ,Magnetic Resonance Spectroscopy ,biology ,Flavonoid glycosides ,Molecular Structure ,Chemistry ,Stereochemistry ,Organic Chemistry ,Flavonoid ,Iridoid Glucosides ,galeopsis angustifolia ehrh ,Plant Science ,Galeopsis angustifolia ,biology.organism_classification ,Biochemistry ,Analytical Chemistry ,iridoids ,Botany ,Iridoids - Abstract
The analysis of the polar fraction of Galeopsis angustifolia Ehrh. ex Hoffm. indicates that the main components are iridoids and flavonoids. Six compounds were identified: a new flavonoid, 3′-hydroxy-isoscutellarein 7-O-[6′″acetyl-β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranoside]; three iridoid glucosides: harpagide, acetyl harpagide and for the first time in this species, 8-epi-loganin; two known acetylated flavonoid glycosides: 3′-hydroxy-4′-O-methylisoscutellarein 7-O-[6′″acetyl-β-D-allopyranosyl-(1 → 2)-6″-acetyl-β-D-glucopyranoside], 3′-hydroxy-4′-O-methylisoscutellarein 7-O-[6′″acetyl-β-D-allopyranosyl-(1 → 2)-β-D-glucopyranoside]. Both flavonoids and iridoids are present in high amount; respectively, 16.7% and 4.5% of the crude extract.
- Published
- 2012
21. N-cyclic bay-substituted perylene G-quadruplex ligands have selective antiproliferative effects on cancer cells and induce telomere damage
- Author
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Alina Ciammaichella, Valentina Casagrande, Anna Maria Serrilli, Annamaria Biroccio, Manuela Porru, Antonello Alvino, Erica Salvati, Luca Ginnari-Satriani, Armandodoriano Bianco, Carmen D'Angelo, Stephen Neidle, Giancarlo Ortaggi, Sara Iachettini, Carlo Leonetti, Angela Maria Rizzo, and Marco Franceschin
- Subjects
Spectrometry, Mass, Electrospray Ionization ,Stereochemistry ,DNA damage ,Cell Survival ,Antineoplastic Agents ,G-quadruplex ,Ligands ,Histones ,chemistry.chemical_compound ,Structure-Activity Relationship ,Piperidines ,Cell Line, Tumor ,Drug Discovery ,Fluorescence Resonance Energy Transfer ,Structure–activity relationship ,Humans ,Phosphorylation ,Perylene ,Cell Proliferation ,Cell growth ,Telomere ,G-Quadruplexes ,chemistry ,Cell culture ,Cancer cell ,Molecular Medicine ,Drug Screening Assays, Antitumor ,DNA Damage - Abstract
A series of bay-substituted perylene derivatives is reported as a new class of G-quadruplex ligands. The synthesized compounds have differing N-cyclic substituents on the bay area and differing side chains on the perylene major axis. ESI-MS and FRET measurements highlighted the strongest quadruplex binders in this series and those showing the highest quadruplex/duplex selectivity. Several biological assays were performed on these compounds, which showed that compound 5 (PPL3C) triggered a DNA damage response in transformed cells with the formation of telomeric foci containing phosphorylated γ-H2AX and 53BP1. This effect mainly occurred in replicating cells and was consistent with Pot1 dissociation. Compound 5 does not induce telomere damage in normal cells, which are unaffected by treatment with the compound, suggesting that this agent preferentially kills cancer cells. These results reinforce the notion that G-quadruplex binding compounds can act as broad inhibitors of telomere-related processes and have potential as selective antineoplastic drugs.
- Published
- 2011
22. Endemic Sardinian plants: The case of Genista cadasonensis Valsecchi
- Author
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Valentina Graziosi, Anna Maria Serrilli, Caterina Foddis, Armandodoriano Bianco, Mauro Serafini, Paolo Scartezzini, Mauro Ballero, Ferruccio Poli, SERRILLI A.M., GRAZIOSI V., BALLERO M., FODDIS C., SERAFINI M., POLI F., SCARTEZZINI P., and BIANCO A.
- Subjects
GENISTA CADANSONENSIS ,Plant composition ,Flavonoid ,Plant Science ,Biology ,Biochemistry ,Analytical Chemistry ,Acetone ,Genus ,Botany ,heterocyclic compounds ,Genista ,Endemism ,chemistry.chemical_classification ,Methylene Chloride ,Ethanol ,LEGUMINOSAE ,fungi ,Organic Chemistry ,food and beverages ,FLAVONOIDS ,Plant Components, Aerial ,ENDEMISM ,biology.organism_classification ,Genistein ,genista cadasonensis ,leguminosae ,sardinia ,endemism ,flavonoids ,carbohydrates (lipids) ,chemistry ,SARDINIA - Abstract
The flavonoid fraction of the aerial parts of Genista cadasonensis Valsecchi (Leguminosae), an endemic plant from Sardinia, was examined and compared with the flavonoid pattern already known in the Genista genus. This comparison evidenced the endemic nature of this species, showing the presence of a rare flavonoid, the 6-hydroxy-genistein. The antioxidant activity of dichloromethanic, ethanolic and acetonic total extracts of aerial parts was evaluated.
- Published
- 2010
23. Polar and antioxidant fraction of Plumbago europæa L.: a spontaneous plant of Sardinia island
- Author
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Anna Maria Serrilli, Paolo Scartezzini, Armandodoriano Bianco, Cinzia Sanna, Mauro Serafini, Mauro Ballero, V. Sanfilippo, Ferruccio Poli, SERRILLI A.M, V. SANFILIPPO, M. BALLERO, C. SANNA, F. POLI, P. SCARTEZZINI, M. SERAFINI, and A. BIANCO.
- Subjects
Magnetic Resonance Spectroscopy ,Plant Science ,Plumbago europaea ,Secondary metabolite ,Tribe (biology) ,FLAVONOL MYRICETIN-3-ORHAMNOSIDE ,Plant Roots ,Biochemistry ,Antioxidants ,Analytical Chemistry ,chemistry.chemical_compound ,Genus ,Botany ,medicine ,NAPHTOQUINONE PLUMBAGIN ,Endemism ,Molecular Structure ,biology ,Organic Chemistry ,Plumbagin ,biology.organism_classification ,Plumbaginaceae ,Plant Leaves ,Italy ,chemistry ,Phytochemical ,HYDRONAPHTOQUINONE HYDROPLUMBAGIN-4-O-GLUCOSIDE ,PLUMBAGINACEAE ,flavanol myricetin-3-o-rhamnoside ,hydronaphtoquinone hydroplumbagin-4-o-glucoside ,naphtoquinone plumbagin ,plumbaginaceae ,medicine.drug - Abstract
Secondary metabolite isolation and analysis of Plumbago europaea L. (Plumbaginaceae) is the aim of this work, which is included in a project of our groups on spontaneous and endemic Sardinian species. Plumbago europaea is the only specie of the genera that grows wild in Italy. Metabolites from leaves and roots of this specie were compared. Moreover, at present, literature on the phytochemical characterisation of P. europaea is poor. Plumbagin was isolated in both of the samples analysed, confirming its nature in the Plumbaginaceae family as chemotaxonomic marker of the Plumbaginae tribe. In this work, hydroplumbagin-4-O-glucoside and myricetin-3-O-rhamnoside are isolated for the first time in the genus.
- Published
- 2010
24. Pharmacological studies on Ephedra nebrodensis Tineo
- Author
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Mauro Serafini, Valentina Petitto, L. Spina, Anna Maria Serrilli, Alessandra Stanzione, R. Longoni, Ferruccio Poli, C. Foddis, S. B. Kasture, Mauro Ballero, Armandodoriano Bianco, and P. Scartezzini
- Subjects
Pharmacology ,Complementary and alternative medicine ,Traditional medicine ,Ephedra nebrodensis ,Organic Chemistry ,Drug Discovery ,Pharmaceutical Science ,Molecular Medicine ,Biology ,Analytical Chemistry - Published
- 2008
25. Iridoidic pattern in endemic Sardinian plants: the case of Galium species
- Author
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Armandodoriano Bianco, Sabrina Santoni, Anna Maria Serrilli, Francesca Amicucci, Mauro Ballero, Alessia Ramunno, Mauro Serafini, and Valentina Chicarella
- Subjects
Rubiaceae ,Iridoid ,biology ,Geography ,Loganin ,medicine.drug_class ,Organic Chemistry ,Plant Science ,biology.organism_classification ,Biochemistry ,Analytical Chemistry ,Galium ,Galium corsicum ,chemistry.chemical_compound ,Mollugo ,Loganic acid ,chemistry ,Italy ,Genus ,Botany ,medicine ,Iridoids - Abstract
The monoterpenoid fractions of three endemic Galium ssp. (Rubiaceae) from Sardinia Island were examined and compared with the iridoidic pattern yet known in Galium species. This comparison evidenced theirs endemic characters. In particular, in G.corsicum and in G. glaucophyllum loganic acid was isolated and identified for the first time in Galium genus. In G. schmidii a rare iridoid is present, 10-hydroxy-loganin, whose presence in this genus was evidenced only in G. mollugo and loganin isolated for the first time.
- Published
- 2008
26. Endemic species of sardo-corso-balearic area: molecular composition and biological assay of Teucrium
- Author
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Armandodoriano Bianco, Ferruccio Poli, Andrea Maxia, Paolo Scartezzini, Mauro Ballero, Mauro Serafini, Anna Maria Serrilli, Mariavittoria Muzzoli, POLI F., SERRILLI A. M., SCARTEZZINI P., MUZZOLI M. V., MAXIA A., BALLERO M., SERAFINI M., and BIANCO A.
- Subjects
Molecular composition ,Antioxidant ,medicine.medical_treatment ,MOLECULAR COMPOSITION ,antioxidant activity ,Plant Science ,verbascoside ,BIOLOGICAL ASSAY ,Biochemistry ,Antioxidants ,teucrium marum ,teucrium subspinosum ,Analytical Chemistry ,Teucrium ,chemistry.chemical_compound ,Verbascoside ,Botany ,medicine ,Bioassay ,Benzothiazoles ,Endemism ,Traditional medicine ,Teucrium marum ,biology ,Molecular Structure ,ENDEMIC SPECIES ,Teucrium subspinosum ,Organic Chemistry ,Free Radical Scavengers ,biology.organism_classification ,beta Carotene ,Thiazoles ,chemistry ,Sulfonic Acids - Abstract
Teucrium marum and T. subspinosum have been extracted with different polarity solvents, each crude extract was analysed with (1)H-NMR to compare the overall metabolic component. The polar extracts showed antioxidant activity in vitro. Verbascoside and arabinosyl-verbascoside were isolated and identified. Their concentrations were in connection to the antioxidant activity.
- Published
- 2007
27. Flavonoids and iridoids from Stachys corsica
- Author
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Mauro Serafini, Francesco Piccioni, Mauro Ballero, Anna Maria Serrilli, and Alessia Ramunno
- Subjects
acetylharpagide ,harpagide ,lamiaceae ,flavonoid glycosides ,stachys corsica ,iridoid glucosides ,isoscutellarein derivatives ,Iridoid Glucosides ,Plant Science ,Biochemistry ,Analytical Chemistry ,chemistry.chemical_compound ,Botany ,Iridoids ,Flavonoids ,biology ,Traditional medicine ,Flavonoid glycosides ,Stachys corsica ,Organic Chemistry ,Stachys ,biology.organism_classification ,chemistry ,Allose ,Lamiaceae - Abstract
Two flavonoid glycosides containing acetylated allose, and two iridoid glucosides were obtained from a EtOH extract of Stachys corsica, an endemic plant of Sardinia and Corsica. All the compounds have previously been isolated from other species of Stachys.
- Published
- 2005
28. Phytochemical characters of Teucrium marum from Sardinia: an endemic plant
- Author
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Bianco, Armandodoriano, Alessia, Ramunno, Serrilli, ANNA MARIA, Lo Castro, M., Anna Maria Serrilli, Michelangelo Lo Castro, Mauro, Ballero, and Serafini, Mauro
- Subjects
labiatae ,Iridoid ,medicine.drug_class ,sardinia ,teucrium marum ,Plant Science ,Biochemistry ,Analytical Chemistry ,Diterpenes, Clerodane ,Teucrium ,Botany ,medicine ,Humans ,iridoid ,angiosperms ,clerodane ,Teucrium marum ,biology ,Traditional medicine ,Plant Extracts ,Organic Chemistry ,biology.organism_classification ,Phytochemical ,Italy ,Medicine, Traditional ,Phytotherapy - Abstract
In this work the iridoidic fraction of Teucrium marum from Sardinia, was examined. A new clerodane, teumarin B, was isolated and identified by 1H- and 13C-NMR spectra analysis. The endemic character of this plant was further confirmed. Teumarin B showed cytotoxic properties.
- Published
- 2004
29. N-Cyclic Bay-Substituted Perylene G-Quadruplex Ligands Have Selective Antiproliferative Effects on Cancer Cells and Induce Telomere Damage.
- Author
-
Valentina Casagrande, Erica Salvati, Antonello Alvino, Armandodoriano Bianco, Alina Ciammaichella, Carmen DâAngelo, Luca Ginnari-Satriani, Anna Maria Serrilli, Sara Iachettini, Carlo Leonetti, Stephen Neidle, Giancarlo Ortaggi, Manuela Porru, Angela Rizzo, Marco Franceschin, and Annamaria Biroccio
- Published
- 2011
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