Synthesis of a novel benzodifuran derivative and its molecular recognition of poly rA RNA (351 views)
Biol Chem Biological Chemistry (ISSN: 1437-4315, 1431-6730), 2013 Sep; 394(9): 1235-1239.
Export to BibTeX Export to EndNote
Paper type: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 2.689, 5-year impact factor: 2.861
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84881525878&partnerID=40&md5=380e3cb1abad86cf38f02f33352cb7be
Keywords: 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:
*** 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:
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 BibTeX Export to EndNote
Paper type: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 2.689, 5-year impact factor: 2.861
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84881525878&partnerID=40&md5=380e3cb1abad86cf38f02f33352cb7be
Keywords: 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:
*** 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:
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
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View Export to BibTeX Export to EndNote
Vicidomini C, Cioffi F, Broersen K, Roviello V, Riccardi C, Montesarchio D, Capasso D, Gaetano SD, Musumeci D, Roviello GN
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Impact Factor: 3.451
View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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J Phys Chem Lett (ISSN: 1948-7185, 1948-7185electronic, 1948-7185linking), 2017 Apr 20; 8(8): 1777-1783.
Impact Factor: 8.709
View Export to BibTeX Export to EndNote
Musumeci D, Roviello GN, Rigione G, Capasso D, Di Gaetano S, Riccardi C, Roviello V, Montesarchio D
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Chempluschem, 2017; 82: 251-260.
Impact Factor: 2.8
View Export to BibTeX Export to EndNote
Martínez-fernández L, Granucci G, Pollum M, Crespo-hernández CE, Persico M, Corral I
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Impact Factor: 5.16
View Export to BibTeX Export to EndNote
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Chem Sci (ISSN: 2041-6520, 2041-6520linking, 2041-6520print), 2016; 7(2): 1286-1297.
Impact Factor: 8.668
View Export to BibTeX Export to 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 (292 views)
J Phys Chem A (ISSN: 1089-5639, 1520-5215electronic), 2015; 119(21): 5476-5489.
Impact Factor: 2.883
View Export to BibTeX Export to 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 (372 views)
Rsc Adv (ISSN: 2046-2069), 2014; 4(54): 28691-28698.
Impact Factor: 3.84
View Export to BibTeX Export to EndNote
Improta R
* Photophysics and photochemistry of thymine deoxy-dinucleotide in water: A PCM/TD-DFT quantum mechanical study (274 views)
J Phys Chem B (ISSN: 1520-6106, 1520-5207, 1520-5207electronic), 2012 Dec 13; 116(49): 14261-14274.
Impact Factor: 3.607
View Export to BibTeX Export to 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 (398 views)
Amino Acids (ISSN: 1438-2199, 0939-4451, 1438-2199electronic), 2012 Oct; 43(4): 1615-1623.
Impact Factor: 3.914
View Export to BibTeX Export to EndNote
De Simone G, Supuran CT
* (In)organic anions as carbonic anhydrase inhibitors (353 views)
J Chem Res (ISSN: 0162-0134, 1873-3344, 0162-0134print), 2012 Jun; 111: 117-129.
Impact Factor: 3.197
View Export to BibTeX Export to 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 (329 views)
Chem Commun (ISSN: 1359-7345, 1364-548x, 1364-548xelectronic), 2012; 48(70): 8838-8840.
Impact Factor: 6.378
View Export to BibTeX Export to 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 (247 views)
Chem Commun (ISSN: 1359-7345, 1364-548x, 1364-548xelectronic), 2011; 47(21): 6117-6119.
Impact Factor: 6.169
View Export to BibTeX Export to EndNote
Vitagliano L, Stanzione F, De Simone A, Esposito L
* Dynamics and Stability of Amyloid-Like Steric Zipper Assemblies with Hydrophobic Dry Interfaces (394 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2009 Dec; 91(12): 1161-1171.
Impact Factor: 2.605
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Caruso U, Panunzi B, Roviello GN, Roviello GN, Tingoli M, Tuzi A
* Synthesis, structure and reactivity of amino-benzodifurane derivatives (418 views)
Comptes Rendus Chimie (ISSN: 1631-0748), 2009 May; 12(5): 622-634.
Impact Factor: 1.58
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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 (298 views)
Bioorg Med Chem Lett Bioorganic And Medicinal Chemistry Letters (ISSN: 0960-894x), 2006 Jan 15; 16(2): 437-442.
Impact Factor: 2.538
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Caridi A, Cufari A, Lovino R, Palumbo R, Tedesco I
* Influence of Yeast on Polyphenol Composition of Wine (227 views)
Food Technol Biotechnol (ISSN: 1330-9862), 2004 Jan; 42(1): 37-40.
Impact Factor: 0.475
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Goodman M, Del Valle JR, Amino Y, Benedetti E
* Molecular basis of sweet taste in dipeptide taste ligands (234 views)
Pure Appl Chem (ISSN: 0033-4545), 2002; 74(7): 1109-1116.
Impact Factor: 1.75
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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 (259 views)
J Phys Chem A (ISSN: 1089-5639, 1520-5215electronic), 2002; 106(44): 10700-10706.
Impact Factor: 2.765
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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 (381 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1997; 42(1): 1-6.
Impact Factor: 2.425
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22 Records (22 excluding Abstracts).
Total impact factor: 87.755 (87.755 excluding Abstracts).
Total 5 year impact factor: 85.841 (85.841 excluding Abstracts).
Total impact factor: 87.755 (87.755 excluding Abstracts).
Total 5 year impact factor: 85.841 (85.841 excluding Abstracts).
351 views. Last view on Wednesday 21 September 2022, 12:48:26
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