A straightforward synthetic access to symmetrical glycosyl disulfides and biological evaluation thereof
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A straightforward synthetic access to symmetrical glycosyl disulfides and biological evaluation thereof (112 visite)

Adinolfi M, Capasso D, Di Gaetano S, Iadonisi A, Leone L, Pastore A

Org Biomol Chem (ISSN: 1477-0520, 1477-0539, 1477-0539electronic), 2011 Sep 21; 9(18): 6278-6283.



Tipo di articolo: Journal Article,

Impact factor: 3.696, Impact factor a 5 anni: 3.652

Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-80052216122&partnerID=40&md5=ad3176e16240b23c9685272708d99a51

Parole chiave: Biological Evaluation, Cytotoxic Activities, Glycosyl Disulfides, Human Tumor Cells, Sequential Approach, Synthetic Compounds, Cell Culture, Cytotoxicity, Selenium Compounds, Reaction Intermediates, Antineoplastic Agent, Article, Cell Survival, Chemistry, Drug Effect, Oxidation Reduction Reaction, Synthesis, Tumor Cell Line, Oxidation-Reduction,

Affiliazioni:

*** IBB - CNR ***
Dipartimento di Chimica Organica e Biochimica, Università Federico II di Napoli, via Cinthia 4, I-80126 Naples, Italy
Facoltà di Scienze Biotecnologiche, Università di Napoli Federico II, via Mezzocannone 16, 80134 Naples, Italy
Istituto di Biostrutture e Bioimmagini, CNR, via Mezzocannone 16, 80134 Naples, Italy
Facolt di Scienze Biotecnologiche, Universit di Napoli Federico II, via Mezzocannone 16, 80134 Naples, Italy


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Symmetrical glycosyl disulfides can be prepared within a few hours from per-O-acetylated precursors via a sequential approach entailing short reactions and no purification of any intermediate. The final thiolate-to-disulfide oxidation step is noticeably accelerated by low amounts of phenyl diselenide under air. Applicability of the strategy to non-saccharidic symmetrical alkyl disulfides has also been examined. A preliminary assay of the cytotoxic activity of symmetrical 1,1'-disulfides was performed on two human tumor cell lines, and a noteworthy activity was recorded for a range of these synthetic compounds.
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Impact Factor: 2.266
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Tosco A, Monti MC, Fontanella B, Montefusco S, D'Andrea LD, Ziaco B, Baldantoni D, Rio MC, Marzullo L
* Copper binds the carboxy-terminus of trefoil protein 1 (TFF1), favoring its homodimerization and motogenic activity (123 visite)
Cellular And Molecular Life Sciences (ISSN: 1420-9071electronic, 1420-682xlinking), 2010 Jun; 67(11): 1943-1955.
Impact Factor: 7.047
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Kelly SE, Di Benedetto A, Greco A, Howard CM, Sollars VE, Primerano DA, Valluri JV, Claudio PP
* Rapid Selection and Proliferation of CD133(+) Cells from Cancer Cell Lines: Chemotherapeutic Implications (142 visite)
Plosone (ISSN: 1932-6203, 1932-6203electronic), 2010 Apr 8; 5(4): N/D-N/D.
Impact Factor: 4.411
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Satriano C, Messina GM, Marino C, Aiello I, Conte E, La Mendola D, Distefano DA, D'Alessandro F, Pappalardo G, Impellizzeri G
* Surface immobilization of fibronectin-derived PHSRN peptide on functionalized polymer films - Effects on fibroblast spreading (168 visite)
J Colloid Interface Sci (ISSN: 1095-7103electronic, 0021-9797linking), 2010 Jan 15; 341(2): 232-239.
Impact Factor: 3.068
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Di Stasi R, Diana D, Capasso D, Palumbo R, Romanelli A, Pedone C, Fattorusso R, D'Andrea LD
* VEGFR1(D2) in drug discovery: Expression and molecular characterization (111 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2010; 94(6): 800-809.
Impact Factor: 2.572
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Carriero MV, Longanesi-cattani I, Bifulco K, Maglio O, Lista L, Barbieri A, Votta G, Masucci MT, Arra C, Franco R, De Rosa M, Stoppelli MP, Pavone V
* Structure-based design of an urokinase-type plasminogen activator receptor-derived peptide inhibiting cell migration and lung metastasis (136 visite)
Mol Cancer Ther Molecular Cancer Therapeutics (ISSN: 1535-7163, 1538-8514electronic, 1535-7163linking), 2009 Sep; 8(9): 2708-2717.
Impact Factor: 4.953
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Ierano C, Giuliano P, D'Alterio C, Cioffi M, Mettivier V, Portella L, Napolitano M, Barbieri A, Arra C, Liguori G, Franco R, Palmieri G, Rozzo C, Pacelli R, Castello G, Scala S
* A point mutation (G574A) in the chemokine receptor CXCR4 detected in human cancer cells enhances migration (110 visite)
Cell Cycle (ISSN: 1538-4101), 2009 Apr 15; 8(8): 1228-1237.
Impact Factor: 4.087
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De Bona P, Giuffrida ML, Caraci F, Copani A, Pignataro B, Attanasio F, Cataldo S, Pappalardo G, Rizzarelli E
* Design And Synthesis Of New Trehalose-Conjugated Pentapeptides As Inhibitors Of Abeta (1-42) Fibrillogenesis And Toxicity (183 visite)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2009 Mar; 15(3): 220-228.
Impact Factor: 1.807
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Del Vecchio S, Zannetti A, Fonti R, Iommelli F, Lettieri A, Salvatore M
* Molecular imaging of drug resistance in cancer (114 visite)
Minerva Biotecnol (ISSN: 1120-4826), 2009 Mar; 21(1): 31-36.
Impact Factor: 0.268
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Sorriento D, Campanile A, Santulli G, Leggiero E, Pastore L, Trimarco B, Iaccarino G
* A new synthetic protein, TAT-RH, inhibits tumor growth through the regulation of NFκB activity (110 visite)
Mol Cancermolecular Cancer (ISSN: 1476-4598), 2009; 8: N/D-N/D.
Impact Factor: 4.16
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Hilvo M, Baranauskiene L, Salzano AM, Scaloni A, Matulis D, Innocenti A, Scozzafava A, Monti SM, Di Fiore A, De Simone G, Lindfors M, Janis J, Valjakka J, Pastorekova S, Pastorek J, Kulomaa MS, Nordlund HR, Supuran CT, Parkkila S
* Biochemical characterization of CA IX, one of the most active carbonic anhydrase isozymes (139 visite)
J Biol Chem Journal Of Biological Chemistry (ISSN: 0021-9258, 1083-351x), 2008 Oct 10; 283(41): 27799-27809.
Impact Factor: 5.52
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Viparelli F, Cassese A, Doti N, Paturzo F, Marasco D, Dathan NA, Monti SM, Basile G, Ungaro P, Sabatella M, Miele C, Teperino R, Consiglio E, Pedone C, Beguinot F, Formisano P, Ruvo M
* Targeting of PED/PEA-15 molecular interaction with phospholipase D1 enhances insulin sensitivity in skeletal muscle cells (107 visite)
J Biol Chem Journal Of Biological Chemistry (ISSN: 0021-9258, 1083-351x), 2008 Sep 1; 283(31): 21769-21778.
Impact Factor: 5.52
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Castiglione M, Calafiore M, Costa L, Sortino MA, Nicoletti F, Copani A
* Group I metabotropic glutamate receptors control proliferation, survival and differentiation of cultured neural progenitor cells isolated from the subventricular zone of adult mice (97 visite)
Neuropharm (ISSN: 0028-3908, 1873-7064electronic, 0028-3908linking), 2008 Sep; 55(4): 560-567.
Impact Factor: 3.383
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Guarnieri D, Borzacchiello A, De Capua A, Ruvo M, Netti P
* Engineering of covalently immobilized gradients of RGD peptides on hydrogel scaffolds: Effect on cell behaviour (121 visite)
Macromol Sympos (ISSN: 1022-1360), 2008; 266(1): 36-40.
Impact Factor: 0
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Sorriento D, Ciccarelli M, Santulli G, Campanile A, Altobelli GG, Cimini V, Galasso G, Astone D, Piscione F, Pastore L, Trimarco B, Iaccarino G
* The G-protein-coupled receptor kinase 5 inhibits NFκB transcriptional activity by inducing nuclear accumulation of IκBα (97 visite)
Proc Natl Acad Sci U S A (ISSN: 0027-8424, 1091-6490, 0027-8424print), 2008; 105(46): 17818-17823.
Impact Factor: 9.38
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Nicoletti VG, Santoro AM, Grasso G, Vagliasindi LI, Giuffrida ML, Cuppari C, Purrello VS, Stella AMG, Rizzarelli E
* Carnosine interaction with nitric oxide and astroglial cell protection (252 visite)
Journal Of Neuroscience Research (ISSN: 0360-4012), 2007 Sep 1; 85(10): 2239-2245.
Impact Factor: 3.268
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De Luca S, De Capua A, Saviano M, Della Moglie R, Aloj L, Tarallo L, Pedone C, Morelli G
* Synthesis and biological evaluation of cyclic and branched peptide analogues as ligands for cholecystokinin type 1 receptor (110 visite)
Bioorg Med Chem (ISSN: 0968-0896, 1464-3391, 1464-3391electronic), 2007 Sep 1; 15(17): 5845-5853.
Impact Factor: 2.662
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Ragno R, Simeoni S, Castellano S, Vicidomini C, Mai A, Caroli A, Tramontano A, Bonaccini C, Trojer P, Bauer I, Brosch G, Sbardella G
* Small molecule inhibitors of histone arginine methyltransferases: Homology modeling, molecular docking, binding mode analysis, and biological evaluations (151 visite)
J Med Chem (ISSN: 0022-2623, 1520-4804, 0022-2623print), 2007 Mar 22; 50(6): 1241-1253.
Impact Factor: 4.895
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Minopoli G, Stante M, Napolitano F, Telese F, Aloia L, De Felice M, Di Lauro R, Pacelli R, Brunetti A, Zambrano N, Russo T
* Essential roles for Fe65, Alzheimer amyloid precursor-binding protein, in the cellular response to DNA damage (113 visite)
J Biol Chem Journal Of Biological Chemistry (ISSN: 0021-9258, 1083-351x), 2007 Jan 12; 282(2): 831-835.
Impact Factor: 5.581
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Dalla Bona A, Formaggio F, Peggion C, Kaptein B, Broxterman Quirinus B, Galdiero S, Galdiero M, Vitiello M, Benedetti E, Toniolo C
* Synthesis, conformation, and bioactivity of novel analogues of the antiviral lipopeptide halovir (100 visite)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2006 Dec; 12(12): 748-757.
Impact Factor: 1.801
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Galdiero S, Falanga A, Vitiello M, Browne H, Pedone C, Galdiero M
* Fusogenic domains in herpes simplex virus type 1 glycoprotein (98 visite)
J Biol Chem Journal Of Biological Chemistry (ISSN: 0021-9258, 1083-351x), 2005 Sep 5; 280(31): 28632-28643.
Impact Factor: 5.854
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Calabrese V, Colombrita C, Guagliano E, Sapienza M, Ravagna A, Cardile V, Scapagnini G, Santoro AM, Mangiameli A, Butterfield DA, Giuffrida Stella AM, Rizzarelli E
* Protective effect of carnosine during nitrosative stress in astroglial cell cultures (108 visite)
Neurochemical Research (ISSN: 0364-3190, 1573-6903), 2005 Jun; 30(6-7): 797-807.
Impact Factor: 2.187
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Cozzolino R, Palladino P, Rossi F, Cali G, Benedetti E, Laccetti P
* Antineoplastic cyclic astin analogues kill tumour cells via caspase-mediated induction of apoptosis (166 visite)
Carcinogenesis (ISSN: 0143-3334), 2005 Apr; 26(4): 733-739.
Impact Factor: 5.108
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Paesano N, Marzocco S, Vicidomini C, Saturnino C, Autore G, De Martino G, Sbardella G
* Synthesis and biological evaluation of 3-benzyl-1-methyl- and 1-methyl-3-phenyl-isothioureas as potential inhibitors of iNOS (120 visite)
Bioorganic & Medicinal Chemistry Letters (ISSN: 0960-894x), 2005 Feb 1; 15(3): 539-543.
Impact Factor: 2.478
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Tedesco I, Nappo A, Petitto F, Iacomino G, Nazzaro F, Palumbo R, Russo Gian L
* Antioxidant and cytotoxic properties of lyophilized beer extracts on HL-60 cell line (136 visite)
Nutr Cancer (ISSN: 0163-5581), 2005; 52(1): 74-83.
Impact Factor: 2.426
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Borgatti M, Boyd DD, Lampronti I, Bianchi N, Fabbri E, Saviano M, Romanelli A, Pedone C, Gambari R
* Decoy molecules based on PNA-DNA chimeras and targeting Sp1 transcription factors inhibit the activity of urokinase-type plasminogen activator receptor (uPAR) promoter (126 visite)
Oncology Research (ISSN: 0965-0407), 2005; 15(7-8): 373-383.
Impact Factor: 1.844
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Russo M, Tedesco I, Iacomino G, Palumbo R, Galano G, Russo GL
* Dietary phytochemicals in chemoprevention of cancer (108 visite)
Curr Med Chem (ISSN: 1568-0134), 2005; 5(1): 61-72.
Impact Factor: 3.715
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Iaccarino G, Ciccarelli M, Sorriento D, Galasso G, Campanile A, Santulli G, Cipolletta E, Cerullo V, Cimini V, Altobelli GG, Piscione F, Priante O, Pastore L, Chiariello M, Salvatore F, Koch WJ, Trimarco B
* Ischemic neoangiogenesis enhanced by β2-adrenergic receptor overexpression: A novel role for the endothelial adrenergic system (115 visite)
Circ Res (ISSN: 0009-7330, 1524-4571electronic), 2005; 97(11): 1182-1189.
Impact Factor: 9.408
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Filippo C, Mariangela C, Giuseppina F, Pier Luigi C, Angelo B, Marco C, Giuseppe B, Paolo B, Ferdinando N, Agata C, Maria Angela S
* Nicergoline, a drug used for age-dependent cognitive impairment, protects cultured neurons against β-amyloid toxicity (250 visite)
Brain Res (ISSN: 0006-8993), 2005; 1047(1): 30-37.
Impact Factor: 2.296
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Borgatti M, Finotti A, Romanelli A, Saviano M, Bianchi N, Lampronti I, Lambertini E, Penolazzi L, Nastruzzi C, Mischiati C, Piva R, Pedone C, Gambari R
* Peptide nucleic acids (PNA)-DNA chimeras targeting transcription factors as a tool to modify gene expression (132 visite)
Curr Drug Targets (ISSN: 1389-4501), 2004 Nov; 5(8): 735-744.
Impact Factor: 4.104
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Penolazzi L, Borgatti M, Lambertini E, Mischiati C, Finotti A, Romanelli A, Saviano M, Pedone C, Piva R, Gambari R
* Peptide nucleic acid-DNA decoy chimeras targeting NF-kappa B transcription factors: Induction of apoptosis in human primary osteoclasts (115 visite)
International Journal Of Molecular Medicine (ISSN: 1107-3756), 2004 Sep; 14(2): 145-152.
Impact Factor: 3.19
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Caricasole A, Copani A, Caraci F, Aronica E, Rozemuller AJ, Caruso A, Storto M, Gaviraghi G, Terstappen GC, Nicoletti F
* Induction of Dickkopf-1, a negative modulator of the Wnt pathway, is associated with neuronal degeneration in Alzheimer's brain (130 visite)
J Neurosci (ISSN: 0270-6474, 0361-803x, 1529-2401), 2004 Jun 30; 24(26): 6021-6027.
Impact Factor: 2.384
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Aloj L, Panico M, Caraco C, Del Vecchio S, Arra C, Affuso A, Accardo A, Mansi R, Tesauro D, De Luca S, Pedone C, Visentin R, Mazzi U, Morelli G, Salvatore M
* In vitro and in vivo characterization of Indium-111 and Technetium-99m labeled CCK-8 derivatives for CCK-B receptor imaging (114 visite)
Cancer Biotherapy And Radiopharmaceuticals (ISSN: 1084-9785, 1084-4978), 2004 Feb; 19(1): 93-98.
Impact Factor: 1.091
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Rossi F, Zanotti G, Saviano M, Iacovino R, Palladino P, Saviano G, Amodeo P, Tancredi T, Laccetti P, Corbier C, Benedetti E
* New antitumour cyclic astin analogues: Synthesis, conformation and bioactivity (103 visite)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2004 Feb; 10(2): 92-102.
Impact Factor: 1.652
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Cortesi R, Mischiati C, Borgatti M, Breda L, Romanelli A, Saviano M, Pedone C, Gambari R, Nastruzzi C
* Formulations for natural and peptide nucleic acids based on cationic polymeric submicron particles (102 visite)
The Aaps Journal (ISSN: 1522-1059, 1550-7416), 2004 Jan 20; 6(1): N/D-N/D.
Impact Factor: 1.938
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Spalletti-cernia D, Sorrentino R, Di Gaetano S, Arciello A, Garbi C, Piccoli R, D'Alessio G, Vecchio G, Laccetti P, Santoro M
* Antineoplastic ribonucleases selectively kill thyroid carcinoma cells via caspase-mediated induction of apoptosis (121 visite)
Journal Of Clinical Endocrinology & Metabolism (ISSN: 0021-972x), 2003 Jun; 88(6): 2900-2907.
Impact Factor: 5.873
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Russo M, Palumbo R, Mupo A, Tosto M, Iacomino G, Scognamiglio A, Tedesco I, Galano G, Russo GL
* Flavonoid quercetin sensitizes a CD95-resistant cell line to apoptosis by activating protein kinase Cα (143 visite)
Oncogene (ISSN: 0950-9232, 1476-5594), 2003; 22(21): 3330-3342.
Impact Factor: 6.495
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Cardone L, de Cristofaro T, Affaitati A, Garbi C, Ginsberg MD, Saviano M, Varrone S, Rubin CS, Gottesman ME, Avvedimento EV, Feliciello A
* A-kinase anchor protein 84/121 are targeted to mitochondria and mitotic spindles by overlapping amino-terminal motifs (91 visite)
J Mol Biol (ISSN: 0022-2836, 1089-8638, 1089-8638electronic), 2002 Jul 12; 320(3): 663-675.
Impact Factor: 5.359
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De Falco S, Ruvoletto MG, Verdoliva A, Ruvo M, Raucci A, Marino M, Senatore S, Cassani G, Alberti A, Pontisso P, Fassina G
* Cloning and Expression of a Novel Hepatitis B Virus-binding Protein from HepG2 Cells (142 visite)
J Biol Chem Journal Of Biological Chemistry (ISSN: 0021-9258, 1083-351x), 2001 Sep 28; 276(39): 36613-36623.
Impact Factor: 7.258
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Fonti R, Levchenko A, Mehta BM, Zhang J, Tsuruo T, Larson SM
Measurement of P-glycoprotein expression in human neuroblastoma xenografts using in vitro quantitative autoradiography (87 visite)
Nucl Med Biol (ISSN: 0969-8051, 0883-2897), 1999 Jan; 26(1): 35-41.
Impact Factor: 1.623
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Fonti R, Cheung N-KV, Bridger GJ, Guo H-F, Abrams MJ, Larson SM
99mTc-monoclonal antibody radiolabeled via hydrazino nicotinamide derivative for imaging disialoganglioside G(D2)-positive tumors (102 visite)
Nucl Med Biol (ISSN: 0969-8051, 0883-2897), 1999; 26(6): 681-686.
Impact Factor: 1.623
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Cook JA, Krishna MC, Pacelli R, DeGraff W, Liebmann J, Mitchell JB, Russo A, Wink DA
Nitric oxide enhancement of melphalan-induced cytotoxicity (99 visite)
Br J Cancer (ISSN: 0007-0920, 0007-0920print, 0007-0920linking), 1997 Sep; 76(3): 325-334.
Impact Factor: 2.938
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Li PY, Del Vecchio S, Fonti R, Carriero MV, Potena MI, Botti G, Miotti S, Lastoria S, Menard S, Colnaghi MI, Salvatore M
Local concentration of folate binding protein GP38 in sections of human ovarian carcinoma by in vitro quantitative autoradiography (161 visite)
J Nucl Med (ISSN: 0161-5505, 1535-5667, 1535-5667electronic), 1996 Apr; 37(4-6): 665-672.
Impact Factor: 3.491
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Latella G, Fonti R, Caprilli R, Marcheggiano A, Magliocca F, Das KM, Gambús G, Sambuy Y
Characterization of the mucins produced by normal human colonocytes in primary culture (93 visite)
International Journal Of Colorectal Disease (ISSN: 0179-1958, 0179-1958linking), 1996; 11(2): 76-83.
Impact Factor: 0.732
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Miles AM, Gibson MF, Kirshina M, Cook JC, Pacelli R, Wink D, Grisham MB
Effects of superoxide on nitric oxide-dependent n-nitrosation reactions (79 visite)
Free Radic Res Free Radical Research (ISSN: 1071-5762), 1995 Oct; 23(4): 379-390.
Impact Factor: 2.361
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Fonti R, Latella G, Bises G, Magliocca F, Nobili F, Caprilli R, Sambuy Y
Human colonocytes in primary culture: a model to study epithelial growth, metabolism and differentiation (110 visite)
International Journal Of Colorectal Disease (ISSN: 0179-1958, 0179-1958linking), 1994; 9(1): 13-22.
Impact Factor: 0.732
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Scala S, Pacelli R, Iaffaioli RV, Normanno N, Pepe S, Frasci G, Genua G, Tsuruo T, Tagliaferri P, Bianco AR
Reversal of adriamycin resistance by recombinant α-interferon in multidrug-resistant human colon carcinoma LoVo-doxorubicin cells (67 visite)
Cancer Res (ISSN: 0008-5472, 1538-7445, 1538-7445electronic), 1991 Sep 15; 51(18): 4898-4902.
Impact Factor: 8.426
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Trischitta V, Wong KY,  Brunetti A, Scalisi R, Vigneri R, Goldfine ID
Endocytosis, recycling, and degradation of the insulin receptor. Studies with monoclonal antireceptor antibodies that do not activate receptor kinase (88 visite)
J Biol Chem Journal Of Biological Chemistry (ISSN: 0021-9258, 1083-351x), 1989 Mar 25; 264(9): 5041-5046.
Impact Factor: 6.963
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Ferrara LA, Soro S, Marotta T, Mancini M
Chronobiological Evaluation Of Cardiovascular Reactivity (115 visite)
Atherosclerosis And Cardiovascular Disease Descovich G C Gaddi A Magri Gl Lenzi S, 1989; 4(a): 10-10.
Impact Factor: 0
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Purrello F, Gullo D,  Brunetti A, Buscema M, Italia S, Goldfine ID, Vigneri R
Direct effects of biguanides on glucose utilization in vitro (66 visite)
Metab Clin Exp (ISSN: 0026-0495, 1532-8600), 1987 Sep; 36(8): 774-776.
Impact Factor: 1.681
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87 Records (81 escludendo Abstract e Conferenze).
Impact factor totale: 345.497 (325.045 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 358.094 (334.228 escludendo Abstract e Conferenze).







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