9 results on '"Lanzotti V"'
Search Results
2. Discovery and biological evaluation of the novel naturally occurring diterpene pepluanone as antiinflammatory agent.
- Author
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Corea G, Fattorusso E, Lanzotti V, Di Meglio P, Maffia P, Grassia G, Ialenti A, and Ianaro A
- Subjects
- Acute Disease, Animals, Anti-Inflammatory Agents isolation & purification, Anti-Inflammatory Agents pharmacology, Carrageenan, Cell Line, Cyclooxygenase 2 biosynthesis, Dinoprostone antagonists & inhibitors, Dinoprostone biosynthesis, Diterpenes isolation & purification, Diterpenes pharmacology, Edema chemically induced, Edema drug therapy, Macrophages drug effects, Macrophages metabolism, Magnetic Resonance Spectroscopy, Male, Mice, NF-kappa B antagonists & inhibitors, NF-kappa B metabolism, Nitric Oxide antagonists & inhibitors, Nitric Oxide biosynthesis, Nitric Oxide Synthase Type II antagonists & inhibitors, Nitric Oxide Synthase Type II biosynthesis, RNA, Messenger biosynthesis, Rats, Rats, Wistar, Structure-Activity Relationship, Tumor Necrosis Factor-alpha antagonists & inhibitors, Tumor Necrosis Factor-alpha biosynthesis, Anti-Inflammatory Agents chemistry, Diterpenes chemistry, Euphorbia chemistry
- Abstract
From the whole plant of Euphorbia peplus L., a new diterpene based on a rare pepluane skeleton, named pepluanone (1), was isolated together with a known pepluane diterpene (2). The stereostructure of pepluanone was determined on the basis of an extensive NMR study, MS data, and chemical reaction. The ability of these compounds to act as antiinflammatory agents has been evaluated for the first time by in vivo tests on carrageenin-induced rat paw edema, an experimental model of acute inflammation. Comparison of the bioactivity of pepluanone and compound 2 in terms of chemical structure, evidenced the high efficiency of pepluanone and the absence of appreciable activity for compound 2, thus giving a first insight into the structure-activity relationship. Further in vitro experiments performed on pepluanone let us hypothesize that its activity could be explained in reducing the production of nitric oxide, prostaglandin E(2), and TNF-alpha by inhibiting the expression of inducible nitric oxide synthase, cyclooxygenase-2, and TNF-alpha mRNA through the down-regulation of NF-kappaB binding activity.
- Published
- 2005
- Full Text
- View/download PDF
3. Antispasmodic saponins from bulbs of red onion, Allium cepa L. var. Tropea.
- Author
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Corea G, Fattorusso E, Lanzotti V, Capasso R, and Izzo AA
- Subjects
- Magnetic Resonance Spectroscopy, Plant Roots chemistry, Saponins chemistry, Spectrometry, Mass, Fast Atom Bombardment, Onions chemistry, Parasympatholytics analysis, Saponins analysis
- Abstract
A phytochemical analysis of the polar extract from the red bulbs of Allium cepa L. var. Tropea, typical of Calabria, a southern region of Italy, was performed extensively for the first time, leading to the isolation of four new furostanol saponins, named tropeoside A1/A2 (1a/1b) and tropeoside B1/B2 (3a/3b), along with the respective 22-O-methyl derivatives (2a/2b and 4a/4b), almost certainly extraction artifacts. High concentrations of ascalonicoside A1/A2 (5a/5b) and ascalonicoside B (6), previously isolated from Allium ascalonicum Hort., were also found. This is the first report of furostanol saponins in this A. cepa variety. The chemical structures of the new compounds were established through a combination of extensive nuclear magnetic resonance, mass spectrometry and chemical analyses. High concentrations of quercetin, quercetin 4(I)-glucoside, taxifolin, taxifolin 7-glucoside, and phenylalanine were also isolated. The new saponins were found to possess antispasmodic activity in the guinea pig isolated ileum; such an effect might contribute to explaining the traditional use of onion in the treatment of disturbances of the gastrointestinal tract.
- Published
- 2005
- Full Text
- View/download PDF
4. Jatrophane diterpenes as modulators of multidrug resistance. Advances of structure-activity relationships and discovery of the potent lead pepluanin A.
- Author
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Corea G, Fattorusso E, Lanzotti V, Motti R, Simon PN, Dumontet C, and Di Pietro A
- Subjects
- ATP Binding Cassette Transporter, Subfamily B, Member 1 metabolism, Antibiotics, Antineoplastic metabolism, Biological Transport, Cell Line, Tumor, Cyclosporine pharmacology, Daunorubicin metabolism, Diterpenes chemistry, Diterpenes pharmacology, Drug Resistance, Neoplasm drug effects, Humans, Magnetic Resonance Spectroscopy, Nicotinic Acids chemistry, Nicotinic Acids pharmacology, Structure-Activity Relationship, Diterpenes isolation & purification, Drug Resistance, Multiple drug effects, Nicotinic Acids isolation & purification
- Abstract
From the whole plant of Euphorbia peplus L., five new diterpenes based on a jatrophane skeleton (pepluanins A-E, 1-5) were isolated, together with two known analogues (6 and 7), which served to divulge in detail the structure-activity relationships within this class of P-glycoprotein inhibitors. The results revealed the importance of substitutions on the medium-sized ring (carbons 8, 9, 14, and 15). In particular, the activity is collapsed by the presence of a free hydroxyl at C-8, while it increases with a carbonyl at C-14, an acetoxyl at C-9, and a free hydroxyl at C-15. The most potent compound of the series, pepluanin A, showed a very high activity for a jatrophane diterpene, outperforming cyclosporin A by a factor of at least 2 in the inhibition of Pgp-mediated daunomycin transport.
- Published
- 2004
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- View/download PDF
5. Jatrophane diterpenes as P-glycoprotein inhibitors. First insights of structure-activity relationships and discovery of a new, powerful lead.
- Author
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Corea G, Fattorusso E, Lanzotti V, Taglialatela-Scafati O, Appendino G, Ballero M, Simon PN, Dumontet C, and Di Pietro A
- Subjects
- ATP Binding Cassette Transporter, Subfamily B, Member 1 chemistry, Diterpenes chemistry, Protein Binding, Structure-Activity Relationship, ATP Binding Cassette Transporter, Subfamily B, Member 1 antagonists & inhibitors, Diterpenes isolation & purification, Euphorbia chemistry
- Abstract
The Mediterranean spurge Euphorbia dendroides L. afforded a series of 10 closely related jatrophane polyesters, nine of which are new, which served as a base for the establishment of structure-activity relationships within this class of P-glycoprotein inhibitors. The results, while pointing to the general role of lipophilicity for activity, also highlighted the relevance of the substitution pattern at the positions 2, 3, and 5, suggesting the involvement of this fragment in binding. The most powerful compound of the series, euphodendroidin D (4), outperformed cyclosporin by a factor of 2 to inhibit Pgp-mediated daunomycin transport.
- Published
- 2003
- Full Text
- View/download PDF
6. Chemical composition of shallot (Allium ascalonicum Hort.).
- Author
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Fattorusso E, Iorizzi M, Lanzotti V, and Taglialatela-Scafati O
- Subjects
- Glycosides analysis, Magnetic Resonance Spectroscopy, Mass Spectrometry, Molecular Structure, Quercetin analysis, Saponins analysis, Spectrometry, Mass, Fast Atom Bombardment, Allium chemistry, Flavonols, Plant Extracts chemistry, Quercetin analogs & derivatives
- Abstract
An extensive phytochemical analysis of the polar extracts from bulbs of shallot, Allium ascalonicum Hort., led to the isolation of two new furostanol saponins, named ascalonicoside A1/A2 (1a/1b) and ascalonicoside B (4), respectively, along with compounds 2a and 2b, most likely extraction artifacts. On the basis of 2D NMR and mass spectrometry data, the structures of the novel compounds were elucidated as furost-5(6)-en-3beta,22alpha-diol 1beta-O-beta-D-galactopyranosyl 26-O-[alpha-L-rhamnopyranosyl-(1-->2)-O-beta-D-glucopyranoside] (1a), its epimer at position 22 (1b), and furost-5(6),20(22)-dien-3beta-ol 1beta-O-beta-D-galactopyranosyl 26-O-[alpha-L-rhamnopyranosyl-(1-->2)-O-beta-D-glucopyranoside] (4). This is the first report of furostanol saponins in A. ascalonicum. High concentrations of quercetin, isorhamnetin, and their glycosides were also isolated and described.
- Published
- 2002
- Full Text
- View/download PDF
7. Antimicrobial furostanol saponins from the seeds of Capsicum annuum L. var. acuminatum.
- Author
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Iorizzi M, Lanzotti V, Ranalli G, De Marino S, and Zollo F
- Subjects
- Anti-Bacterial Agents, Anti-Infective Agents isolation & purification, Chromatography, High Pressure Liquid, Escherichia coli drug effects, Fungi drug effects, Gram-Positive Bacteria drug effects, Magnetic Resonance Spectroscopy, Pseudomonas drug effects, Saponins chemistry, Saponins isolation & purification, Yeasts drug effects, Anti-Infective Agents pharmacology, Capsicum chemistry, Saponins pharmacology, Seeds chemistry
- Abstract
Three new furostanol saponins named capsicoside E (1), capsicoside F (2), and capsicoside G (5) were obtained from the seeds of Capsicum annuum L. var. acuminatum along with known oligoglycosides (3, 4, and 6-10). On the basis of chemical and spectroscopic analyses, the structures of these new furostanol oligoglycosides were elucidated as 26-O-beta-D-glucopyranosyl-22-O-methyl-5alpha-furost-25(27)-en-2alpha,3beta,22xi,26-tetraol-3-O-beta-D-glucopyranosyl(1-->3)-beta-D-glucopyranosyl(1-->2)-[beta-D-glucopyranosyl(1-->3)]-beta-D-glucopyranosyl(1-->4)-beta-D-galactopyranoside (1), 26-O-beta-D-glucopyranosyl-(25R)-5alpha-furost-20(22)-en-2alpha,3beta,26-triol-3-O-beta-D-glucopyranosyl (1-->3)-beta-D-glucopyranosyl(1-->2)-[beta-D-glucopyranosyl(1-->3)]-beta-D-glucopyranosyl(1-->4)-beta-D-galactopyranoside (2), and 26-O-beta-D-gluco-pyranosyl-(25R)-5alpha-furosta-3beta,22xi,26-triol-3-O-beta-D-glucopyranosyl(1-->3)-beta-D-glucopyranosyl(1-->2)-[beta-D-glucopyranosyl(1-->3)]-beta-D-glucopyranosyl(1-->4)-beta-D-galactopyranoside (5). The isolated saponins showed higher antimicrobial activity against yeasts than against common fungi. Data indicated that the antiyeast activity was related to the combination of the oligosaccharide chain (S1, S2, or S3) with an O-methyl group at R(3) and the presence of a hydroxyl group at the C-2 position.
- Published
- 2002
- Full Text
- View/download PDF
8. New glycosides from Capsicum annuum L. var. acuminatum. Isolation, structure determination, and biological activity.
- Author
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Iorizzi M, Lanzotti V, De Marino S, Zollo F, Blanco-Molina M, Macho A, and Muñoz E
- Subjects
- Glycosides chemistry, Magnetic Resonance Spectroscopy, Mass Spectrometry, Plant Extracts chemistry, Reactive Oxygen Species, Capsicum chemistry, Glycosides isolation & purification, Plants, Medicinal
- Abstract
Investigation of polar extracts from ripe fruits of Capsicum annuum L. var. acuminatum yielded three new glycosides, capsosides A (1) and B (2) and capsianoside VII (3), along with seven known compounds (4-10). The chemical structures were elucidated mainly by extensive nuclear magnetic resonance methods and mass spectrometry, and the biological activities of icariside E(5) (4) were tested by different assays. Icariside E(5), in contrast to capsaicin, neither induces an increase in the intracellular levels of reactive oxygen species nor affects the mitochondria permeability transition, and it does not signal through the vanilloid receptor type 1. Interestingly, this compound protects Jurkat cells from apoptosis induced by the oxidative stress mediated by serum withdrawal. These results suggest that icariside E(5) may have antioxidant properties that strengthen the importance of peppers in the Mediterranean diet.
- Published
- 2001
- Full Text
- View/download PDF
9. Cytotoxic saponins from bulbs of Allium porrum L.
- Author
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Fattorusso E, Lanzotti V, Taglialatela-Scafati O, Di Rosa M, and Ianaro A
- Subjects
- Animals, Antineoplastic Agents, Phytogenic chemistry, Antineoplastic Agents, Phytogenic pharmacology, Carbohydrate Sequence, Drug Screening Assays, Antitumor, Mice, Molecular Sequence Data, Saponins chemistry, Saponins pharmacology, Tumor Cells, Cultured, Allium chemistry, Antineoplastic Agents, Phytogenic isolation & purification, Saponins isolation & purification
- Abstract
An extensive phytochemical analysis of the saponin content has been undertaken on leek, Allium porrum L., sown and collected at different seasons. As a result of this investigation, eight saponins (1-8) have been isolated, four of them (5-8) being novel compounds. Compounds 5 and 6, possessing the same tetrasaccharide moiety of compounds 1 and 3, display very unusual spirostane aglycones, 12-ketoporrigenin and 2,12-diketoporrigenin (named porrigenin C), respectively, recently isolated for the first time as free sapogenin in the same plant. Compounds 7 and 8 are rare cholestane bidesmosides possessing a di- and trisaccharide residues linked to a polyhydroxycholesterol aglycone, respectively. The structures of the isolated compounds have been determined by nondegradative spectroscopic analysis, mainly based on NMR. All the eight saponins isolated from leek were tested for their cytotoxic activity against two different cell lines in vitro, and compounds 1, 2, and 6 resulted particularly active.
- Published
- 2000
- Full Text
- View/download PDF
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