Synthesis of a novel benzodifuran derivative and its molecular recognition of poly rA RNA (344 views visite)
Biol Chem Biological Chemistry (ISSN: 1437-4315, 1431-6730), 2013 Sep; 394(9): 1235-1239.
Export to Esporta in BibTeX Export to Esporta in EndNote
Paper type Tipo di articolo: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 2.689, 5-year impact factor Impact factor a 5 anni: 2.861
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84881525878&partnerID=40&md5=380e3cb1abad86cf38f02f33352cb7be
Keywords Parole chiave: Benzodifuran, 4 Benzoquinone, Ammonium Hydroxide, Aromatic Compound, Benzodifuran Derivative, Rna Polymerase, Unclassified Drug, Article, Chemical Structure, Circular Dichroism, Conformational Transition, Cyclization, Electrospray Mass Spectrometry, Molecular Recognition, Nuclear Magnetic Resonance, Polyadenylation, Priority Journal, Spectroscopy, Stoichiometry, Synthesis, Tautomerization, Benzofurans, Molecular Structure,
Affiliations Affiliazioni:
*** IBB - CNR ***
Istituto di Biostrutture e Bioimmagini, CNR, Via Mezzocannone 16, I-80134 Napoli, Italy. giovanni.roviello@cnr.it
CNR, Istituto di Biostrutture E Bioimmagini, Via Mezzocannone 16, I-80134 Napoli, Italy
CNR, Istituto per L'Ambiente Marino Costiero, Calata Porta di Massa, I-80133 Napoli, Italy
Dipartimento di Scienze Chimiche, Universita di Napoli Federico II, I-80126 Napoli, Italy
References Riferimenti:
Carella, A., Borbone, F., Roviello, A., Roviello, G., Tuzi, A., Kravinsky, A., Shikler, R., Ninno, D., Benzodifuroxazinones, a new class of heteroacene molecules for possible applications in organic electronics: Synthesis, electronic properties and crystal structure (2012) Dyes Pigm, 95, pp. 116-12
Caruso, U., Panunzi, B., Roviello, G.N., Roviello, G., Tingoli, M., Tuzi, A., Synthesis, structure and reactivity of aminobenzodifurane derivatives (2009) C. R. Chim., 12, pp. 622-634
Feng, Z., Mohapatra, S., Klimko, P.G., Hellberg, M.R., May, J.A., Kelly, C., Williams, G., Sharif, N.A., Novel benzodifuran analogs as potent 5-HT2A receptor agonists with ocular hypotensive activity (2007) Bioorg. Med. Chem. Lett., 17, pp. 2998-3002
Guiotto, A., Rodighiero, P., Marciani Magno, S., Gia, O., Pastorini, G., Manzini, P., Zucca, M., Viano, I., Bis-basic derivatives of planar heterocyclic compounds (1979) Farmaco Sci, 34, pp. 774-788
Krishnamurthy, K.S., Rajitha, B., Kanakalingeswara Rao, M., Synthesis of biologically active angularly fused bis aroyl benzodifurans by ptc and solvent free microwave irradiation (2003) Ind. J. Chem., 42 B, pp. 425-428
Krzyzanowska, D., Lisowski, M., Kochman, M., UV-difference and CD spectroscopy studies on juvenile hormone binding to its carrier protein (1998) J. Pept. Res., 51, pp. 96-102
Li, H., Jiang, P., Yi, C., Li, C., Liu, S., Tan, S., Zhao, B., Wandlowski, T., Benzodifuran-based-conjugated copolymers for bulk heterojunction solar cells (2010) Macromolecules, 43, pp. 8058-8062
Nikolaeva, I.S., Adamskaya, E.V., Vozyakova, T.I., Golovanova, E.A., Fomina, A.N., Oleinik, A.F., Kistenev, B.M., Synthesis and antiviral activity of tilorone and its analogs (1989) Pharm. Chem. J., 22, pp. 641-644
Piantanida, I., Palm, B.S., Zinic, M., Schneider, H.-J., A new 4, 9-diazapyrenium intercalator for single- And doublestranded nucleic acids: Distinct differences from related diazapyrenium compounds and ethidium bromide (2001) J. Chem. Soc., Perkin Trans., 2, pp. 1808-1816
Rocchi, R., Borin, G., Marchiori, F., Moroder, L., Peggion, E., Scoffone, E., Crescenzi, V., Quadrifoglio, F., Interaction of S-protein with s-peptide and with synthetic S-peptide analogs, A spectroscopic and calorimetric investigation (1972) Biochemistry, 11, pp. 50-57
Roviello, G.N., Moccia, M., Sapio, R., Valente, M., Bucci, E.M., Castiglione, M., Pedone, C., Musumeci, D., Synthesis, characterization and hybridization studies of new nucleo-peptides based on diaminobutyric acid (2006) J. Pept. Sci., 12, pp. 829-835
Roviello, G.N., Musumeci, D., Moccia, M., Castiglione, M., Sapio, R., Valente, M., Bucci, E.M., Pedone, C., DabPNA: Design, synthesis, and DNA binding studies (2007) Nucleos. Nucleot. Nucl. Acids, 26, pp. 1307-1310
Song, G., Ren, J., Recognition and regulation of unique nucleic acid structures by small molecules (2010) Chem. Commun., 46, pp. 7283-7294
Topalian, S.L., Kaneko, S., Gonzales, M.I., Bond, G.L., Ward, Y., Manley, J.L., Identification and functional characterization of neo-poly(A) polymerase, an RNA processing enzyme overexpressed in human tumors (2001) Mol. Cell. Biol., 21, pp. 5614-5623
Tsuji, H., Mitsui, C., Sato, Y., Nakamura, E., Bis(carbazolyl)benzodifuran: A high-mobility ambipolar material for homojunction organic light-emitting diode devices (2009) Adv. Mater., 21, pp. 3776-3779
Viano, I., Dianzani, C., Gia, O., Gastaldi, S., Genazzani, E., Biological properties of benzodifuran derivatives (1985) Drugs Exp. Clin. Res., 11, pp. 865-867
Biol Chem Biological Chemistry (ISSN: 1437-4315, 1431-6730), 2013 Sep; 394(9): 1235-1239.
Export to Esporta in BibTeX Export to Esporta in EndNote
Paper type Tipo di articolo: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 2.689, 5-year impact factor Impact factor a 5 anni: 2.861
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84881525878&partnerID=40&md5=380e3cb1abad86cf38f02f33352cb7be
Keywords Parole chiave: Benzodifuran, 4 Benzoquinone, Ammonium Hydroxide, Aromatic Compound, Benzodifuran Derivative, Rna Polymerase, Unclassified Drug, Article, Chemical Structure, Circular Dichroism, Conformational Transition, Cyclization, Electrospray Mass Spectrometry, Molecular Recognition, Nuclear Magnetic Resonance, Polyadenylation, Priority Journal, Spectroscopy, Stoichiometry, Synthesis, Tautomerization, Benzofurans, Molecular Structure,
Affiliations Affiliazioni:
*** IBB - CNR ***
Istituto di Biostrutture e Bioimmagini, CNR, Via Mezzocannone 16, I-80134 Napoli, Italy. giovanni.roviello@cnr.it
CNR, Istituto di Biostrutture E Bioimmagini, Via Mezzocannone 16, I-80134 Napoli, Italy
CNR, Istituto per L'Ambiente Marino Costiero, Calata Porta di Massa, I-80133 Napoli, Italy
Dipartimento di Scienze Chimiche, Universita di Napoli Federico II, I-80126 Napoli, Italy
References Riferimenti:
Carella, A., Borbone, F., Roviello, A., Roviello, G., Tuzi, A., Kravinsky, A., Shikler, R., Ninno, D., Benzodifuroxazinones, a new class of heteroacene molecules for possible applications in organic electronics: Synthesis, electronic properties and crystal structure (2012) Dyes Pigm, 95, pp. 116-12
Caruso, U., Panunzi, B., Roviello, G.N., Roviello, G., Tingoli, M., Tuzi, A., Synthesis, structure and reactivity of aminobenzodifurane derivatives (2009) C. R. Chim., 12, pp. 622-634
Feng, Z., Mohapatra, S., Klimko, P.G., Hellberg, M.R., May, J.A., Kelly, C., Williams, G., Sharif, N.A., Novel benzodifuran analogs as potent 5-HT2A receptor agonists with ocular hypotensive activity (2007) Bioorg. Med. Chem. Lett., 17, pp. 2998-3002
Guiotto, A., Rodighiero, P., Marciani Magno, S., Gia, O., Pastorini, G., Manzini, P., Zucca, M., Viano, I., Bis-basic derivatives of planar heterocyclic compounds (1979) Farmaco Sci, 34, pp. 774-788
Krishnamurthy, K.S., Rajitha, B., Kanakalingeswara Rao, M., Synthesis of biologically active angularly fused bis aroyl benzodifurans by ptc and solvent free microwave irradiation (2003) Ind. J. Chem., 42 B, pp. 425-428
Krzyzanowska, D., Lisowski, M., Kochman, M., UV-difference and CD spectroscopy studies on juvenile hormone binding to its carrier protein (1998) J. Pept. Res., 51, pp. 96-102
Li, H., Jiang, P., Yi, C., Li, C., Liu, S., Tan, S., Zhao, B., Wandlowski, T., Benzodifuran-based-conjugated copolymers for bulk heterojunction solar cells (2010) Macromolecules, 43, pp. 8058-8062
Nikolaeva, I.S., Adamskaya, E.V., Vozyakova, T.I., Golovanova, E.A., Fomina, A.N., Oleinik, A.F., Kistenev, B.M., Synthesis and antiviral activity of tilorone and its analogs (1989) Pharm. Chem. J., 22, pp. 641-644
Piantanida, I., Palm, B.S., Zinic, M., Schneider, H.-J., A new 4, 9-diazapyrenium intercalator for single- And doublestranded nucleic acids: Distinct differences from related diazapyrenium compounds and ethidium bromide (2001) J. Chem. Soc., Perkin Trans., 2, pp. 1808-1816
Rocchi, R., Borin, G., Marchiori, F., Moroder, L., Peggion, E., Scoffone, E., Crescenzi, V., Quadrifoglio, F., Interaction of S-protein with s-peptide and with synthetic S-peptide analogs, A spectroscopic and calorimetric investigation (1972) Biochemistry, 11, pp. 50-57
Roviello, G.N., Moccia, M., Sapio, R., Valente, M., Bucci, E.M., Castiglione, M., Pedone, C., Musumeci, D., Synthesis, characterization and hybridization studies of new nucleo-peptides based on diaminobutyric acid (2006) J. Pept. Sci., 12, pp. 829-835
Roviello, G.N., Musumeci, D., Moccia, M., Castiglione, M., Sapio, R., Valente, M., Bucci, E.M., Pedone, C., DabPNA: Design, synthesis, and DNA binding studies (2007) Nucleos. Nucleot. Nucl. Acids, 26, pp. 1307-1310
Song, G., Ren, J., Recognition and regulation of unique nucleic acid structures by small molecules (2010) Chem. Commun., 46, pp. 7283-7294
Topalian, S.L., Kaneko, S., Gonzales, M.I., Bond, G.L., Ward, Y., Manley, J.L., Identification and functional characterization of neo-poly(A) polymerase, an RNA processing enzyme overexpressed in human tumors (2001) Mol. Cell. Biol., 21, pp. 5614-5623
Tsuji, H., Mitsui, C., Sato, Y., Nakamura, E., Bis(carbazolyl)benzodifuran: A high-mobility ambipolar material for homojunction organic light-emitting diode devices (2009) Adv. Mater., 21, pp. 3776-3779
Viano, I., Dianzani, C., Gia, O., Gastaldi, S., Genazzani, E., Biological properties of benzodifuran derivatives (1985) Drugs Exp. Clin. Res., 11, pp. 865-867
Synthesis of a novel benzodifuran derivative and its molecular recognition of poly rA RNA
In this manuscript, we describe a synthetic approach to a novel benzodifuran derivative as well as CD studies regarding its ability to interact with DNA and RNA. After the chemical synthesis and ESI-MS and NMR characterization, this heteroaromatic molecule was investigated by CD spectroscopy in order to evaluate it as a potential nucleic acid binder. Interestingly, the benzodifuran compound was found to be able to induce conformational changes in both DNA and RNA homoadenine molecules forming in the latter case a complex with a 6:1 benzodifuran/nucleobase stoichiometric ratio, as evidenced by CD titration experiments.
In this manuscript, we describe a synthetic approach to a novel benzodifuran derivative as well as CD studies regarding its ability to interact with DNA and RNA. After the chemical synthesis and ESI-MS and NMR characterization, this heteroaromatic molecule was investigated by CD spectroscopy in order to evaluate it as a potential nucleic acid binder. Interestingly, the benzodifuran compound was found to be able to induce conformational changes in both DNA and RNA homoadenine molecules forming in the latter case a complex with a 6:1 benzodifuran/nucleobase stoichiometric ratio, as evidenced by CD titration experiments.
Synthesis of a novel benzodifuran derivative and its molecular recognition of poly rA RNA
Synthesis of a novel benzodifuran derivative and its molecular recognition of poly rA RNA
Vicidomini C, Cioffi F, Broersen K, Roviello V, Riccardi C, Montesarchio D, Capasso D, Gaetano SD, Musumeci D, Roviello GN
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* Benzodifuran derivatives as potential antiproliferative agents: possible correlation between the bioactivity and their aggregation properties (443 visite)
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Di Fiore A, Pedone C, D'Ambrosio K, Scozzafava A, De Simone G, Supuran CT
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21 Records (21 escludendo Abstract e Conferenze).
Impact factor totale: 81.691 (81.691 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 80.479 (80.479 escludendo Abstract e Conferenze).
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Vicidomini C, Cioffi F, Broersen K, Roviello V, Riccardi C, Montesarchio D, Capasso D, Gaetano SD, Musumeci D, Roviello GN
* Benzodifurans for biomedical applications: BZ4, a selective anti-proliferative and anti-amyloid lead compound (538 visite)
Future Med Chem (ISSN: 1756-8919linking, 1756-8927electronic), 2019 Feb 25; 11: 285-302.
Impact Factor: 3.617
Dettagli Esporta in BibTeX Esporta in EndNote
Diana D, Di Salvo C, Celentano V, De Rosa L, Romanelli A, Fattorusso R, D'Andrea LD
* Conformational stabilization of a beta-hairpin through a triazole-tryptophan interaction (317 visite)
Org Biomol Chem (ISSN: 1477-0539electronic, 1477-0520linking), 2018 Jan 31; 16(5): 787-795.
Impact Factor: 3.451
Dettagli Esporta in BibTeX Esporta in EndNote
Conti I, Martinez-fernandez L, Esposito L, Hofinger S, Nenov A, Garavelli M, Improta R
* Multiple Electronic and Structural Factors Control Cyclobutane Pyrimidine Dimer and 6-4 Thymine-Thymine Photodimerization in a DNA Duplex (294 visite)
Chemistry (ISSN: 0947-6539, 1521-3765, 1521-3765electronic), 2017 Oct 26; 23(60): 15177-15188.
Impact Factor: 5.16
Dettagli Esporta in BibTeX Esporta in EndNote
Pepino AJ, Segarra-marti J, Nenov A, Improta R, Garavelli M
* Resolving Ultrafast Photoinduced Deactivations in Water-Solvated Pyrimidine Nucleosides (240 visite)
J Phys Chem Lett (ISSN: 1948-7185, 1948-7185electronic, 1948-7185linking), 2017 Apr 20; 8(8): 1777-1783.
Impact Factor: 8.709
Dettagli Esporta in BibTeX Esporta in EndNote
Musumeci D, Roviello GN, Rigione G, Capasso D, Di Gaetano S, Riccardi C, Roviello V, Montesarchio D
* Benzodifuran derivatives as potential antiproliferative agents: possible correlation between the bioactivity and their aggregation properties (443 visite)
Chempluschem, 2017; 82: 251-260.
Impact Factor: 2.8
Dettagli Esporta in BibTeX Esporta in EndNote
Martínez-fernández L, Granucci G, Pollum M, Crespo-hernández CE, Persico M, Corral I
* Decoding the Molecular Basis for the Population Mechanism of the Triplet Phototoxic Precursors in UVA Light-Activated Pyrimidine Anticancer Drugs (212 visite)
Chemistry (ISSN: 0947-6539, 1521-3765, 1521-3765electronic), 2017; 23(11): 2619-2627.
Impact Factor: 5.16
Dettagli Esporta in BibTeX Esporta in EndNote
Santoro AM, Cunsolo A, D'Urso A, Sbardella D, Tundo GR, Ciaccio C, Coletta M, Diana D, Fattorusso R, Persico M, Di Dato A, Fattorusso C, Milardi D, Purrello R
* Cationic porphyrins are tunable gatekeepers of the 20S proteasome (630 visite) (PDF 227 visite)
Chem Sci (ISSN: 2041-6520, 2041-6520linking, 2041-6520print), 2016; 7(2): 1286-1297.
Impact Factor: 8.668
Dettagli Esporta in BibTeX Esporta in EndNote
Fahleson T, Kauczor J, Norman P, Santoro F, Improta R, Coriani S
* TD-DFT investigation of the magnetic circular dichroism spectra of some purine and pyrimidine bases of nucleic acids (287 visite)
J Phys Chem A (ISSN: 1089-5639, 1520-5215electronic), 2015; 119(21): 5476-5489.
Impact Factor: 2.883
Dettagli Esporta in BibTeX Esporta in EndNote
Roviello GN, Roviello GN, Musumeci D, Capasso D, Di Gaetano S, Costanzo M, Pedone C
* Synthesis and supramolecular assembly of 1, 3-bis(1 '-uracilyl)-2-propanone (358 visite)
Rsc Adv (ISSN: 2046-2069), 2014; 4(54): 28691-28698.
Impact Factor: 3.84
Dettagli Esporta in BibTeX Esporta in EndNote
Improta R
* Photophysics and photochemistry of thymine deoxy-dinucleotide in water: A PCM/TD-DFT quantum mechanical study (272 visite)
J Phys Chem B (ISSN: 1520-6106, 1520-5207, 1520-5207electronic), 2012 Dec 13; 116(49): 14261-14274.
Impact Factor: 3.607
Dettagli Esporta in BibTeX Esporta in EndNote
Roviello GN, Roviello G, Musumeci D, Bucci EM, Pedone C
* Dakin-West reaction on 1-thyminyl acetic acid for the synthesis of 1, 3-bis(1-thyminyl)-2-propanone, a heteroaromatic compound with nucleopeptide-binding properties (391 visite)
Amino Acids (ISSN: 1438-2199, 0939-4451, 1438-2199electronic), 2012 Oct; 43(4): 1615-1623.
Impact Factor: 3.914
Dettagli Esporta in BibTeX Esporta in EndNote
De Simone G, Supuran CT
* (In)organic anions as carbonic anhydrase inhibitors (351 visite)
J Chem Res (ISSN: 0162-0134, 1873-3344, 0162-0134print), 2012 Jun; 111: 117-129.
Impact Factor: 3.197
Dettagli Esporta in BibTeX Esporta in EndNote
Di Fiore A, Maresca A, Supuran CT, De Simone G
* Hydroxamate represents a versatile zinc binding group for the development of new carbonic anhydrase inhibitors (324 visite)
Chem Commun (ISSN: 1359-7345, 1364-548x, 1364-548xelectronic), 2012; 48(70): 8838-8840.
Impact Factor: 6.378
Dettagli Esporta in BibTeX Esporta in EndNote
Bonaccorso C, Sgarlata C, Grasso G, Zito V, Sciotto D, Arena G
* A gemini guest triggers the self-assembly of a calixarene capsule in water at neutral pH (246 visite)
Chem Commun (ISSN: 1359-7345, 1364-548x, 1364-548xelectronic), 2011; 47(21): 6117-6119.
Impact Factor: 6.169
Dettagli Esporta in BibTeX Esporta in EndNote
Vitagliano L, Stanzione F, De Simone A, Esposito L
* Dynamics and Stability of Amyloid-Like Steric Zipper Assemblies with Hydrophobic Dry Interfaces (377 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2009 Dec; 91(12): 1161-1171.
Impact Factor: 2.605
Dettagli Esporta in BibTeX Esporta in EndNote
Caruso U, Panunzi B, Roviello GN, Roviello GN, Tingoli M, Tuzi A
* Synthesis, structure and reactivity of amino-benzodifurane derivatives (409 visite)
Comptes Rendus Chimie (ISSN: 1631-0748), 2009 May; 12(5): 622-634.
Impact Factor: 1.58
Dettagli Esporta in BibTeX Esporta in EndNote
Di Fiore A, Pedone C, D'Ambrosio K, Scozzafava A, De Simone G, Supuran CT
* Carbonic anhydrase inhibitors: Valdecoxib binds to a different active site region of the human isoform II as compared to the structurally related cyclooxygenase II 'selective' inhibitor celecoxib (297 visite)
Bioorg Med Chem Lett Bioorganic And Medicinal Chemistry Letters (ISSN: 0960-894x), 2006 Jan 15; 16(2): 437-442.
Impact Factor: 2.538
Dettagli Esporta in BibTeX Esporta in EndNote
Caridi A, Cufari A, Lovino R, Palumbo R, Tedesco I
* Influence of Yeast on Polyphenol Composition of Wine (213 visite)
Food Technol Biotechnol (ISSN: 1330-9862), 2004 Jan; 42(1): 37-40.
Impact Factor: 0.475
Dettagli Esporta in BibTeX Esporta in EndNote
Goodman M, Del Valle JR, Amino Y, Benedetti E
* Molecular basis of sweet taste in dipeptide taste ligands (224 visite)
Pure Appl Chem (ISSN: 0033-4545), 2002; 74(7): 1109-1116.
Impact Factor: 1.75
Dettagli Esporta in BibTeX Esporta in EndNote
Saracino GAA, Tedeschi A, D'Errico G, Improta R, Franco L, Ruzzi M, Corvaia C, Barone V
* Solvent polarity and pH effects on the magnetic properties of ionizable nitroxide radicals: A combined computational and experimental study of 2, 2, 5, 5-tetramethyl-3-carboxypyrrolidine and 2, 2, 6, 6-tetramethyl-4-carboxypiperidine nitroxides (253 visite)
J Phys Chem A (ISSN: 1089-5639, 1520-5215electronic), 2002; 106(44): 10700-10706.
Impact Factor: 2.765
Dettagli Esporta in BibTeX Esporta in EndNote
Crisma M, Formaggio F, Valle G, Toniolo C, Saviano M, Iacovino R, Zaccaro L, Benedetti E
Experimental evidence at atomic resolution for intramolecular N- H···π (phenyl) interactions in a family of amino acid derivatives (378 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1997; 42(1): 1-6.
Impact Factor: 2.425
Dettagli Esporta in BibTeX Esporta in EndNote
21 Records (21 escludendo Abstract e Conferenze).
Impact factor totale: 81.691 (81.691 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 80.479 (80.479 escludendo Abstract e Conferenze).
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