text: Search results for: Luciano Mayol
  Synthesis and label free characterization of a bimolecular PNA homo quadruplex
  Brunella Pinto, Giulia Rusciano, Stefano D'Errico, Nicola Borbone, more
  Biochimica et Biophysica Acta (BBA) - General Subjects > 2017 > 1861 > 5(PB) > 1222-1228
  G-quadruplex DNA is involved in many physiological and pathological processes. Both clinical and experimental studies on DNA G-quadruplexes are slowed down by their enzymatic instability. In this frame, more stable chemically modified analogs are needed.The bis-end-linked-(gggt)2 PNA molecule (BEL-PNA) was synthesized using in solution and solid phase synthetic approaches. Quadruplex formation was...
  Synthesis and Evaluation of the Antiproliferative Properties of a Tethered Tubercidin–Platinum(II) Complex
  Stefano D'Errico, Giorgia Oliviero, Nicola Borbone, Elena Di Gennaro, more
  European Journal of Organic Chemistry > 2015 > 34 > 7550 - 7556
  Herein, the synthesis of a nucleoside platinum(II) complex in which a cisplatin‐like unit is joined to 7‐deazaadenosine through an amino alkyl chain installed at the C6 position of purine was explored. The capability of the new complex to react with DNA purine bases was confirmed by a model reaction with deoxyguanosine monophosphate, whereas its antiproliferative activity against A549 and Cal27 human...
  Synthesis of C6‐Pyridylpurine Nucleosides by Reaction of Nebularine N1‐Oxide with Pyridinyl Grignard Reagents
  Stefano D'Errico, Giorgia Oliviero, Nicola Borbone, Fabrizia Nici, more
  European Journal of Organic Chemistry > 2015 > 10 > 2244 - 2249
  A general synthesis of C6‐pyridylpurine nucleosides is described. The reported synthetic procedure exploits the regioselective addition of pyridinyl Grignard reagents, obtained by bromine/magnesium exchange between mono‐ or dihalopyridines and iPrMgCl, to the C6–N1–O– moiety of nebularine N1‐oxide. The regioselective transmetallation of unsymmetrical dihalopyridines with iPrMgCl allowed C6‐halopyridylpurine...
  DNA-based nanostructures: The effect of the base sequence on octamer formation from d(XGGYGGT) tetramolecular G-quadruplexes
  Valentina D'Atri, Nicola Borbone, Jussara Amato, Valérie Gabelica, more
  Biochimie > 2014 > 99 > Complete > 119-128
  In a previous work we have demonstrated that the DNA sequence CGGTGGT folds into a higher order G-quadruplex structure (2Q), obtained by the 5′–5′ stacking of two unusual G(:C):G(:C):G(:C):G(:C) planar octads belonging to two identical tetra-stranded parallel quadruplexes, when annealed in the presence of ammonium or potassium ions. In the present paper, we discuss the role played by the title nucleosides...
  Roberta Trotta, Stefano De Tito, Ilaria Lauri, Valeria La Pietra, more
  Biochimie > 2011 > 93 > 8 > 1280-1287
  The growing amount of literature about G-quadruplex DNA clearly demonstrates that such a structure is no longer viewed as just a biophysical strangeness but it is instead being considered as an important target for the treatment of various human disorders such as cancers or venous thrombosis. In this scenario, with the aim of finding brand new molecular scaffolds able to interact with the groove of...
  Synthesis of a Dibromoperylene Phosphoramidite Building Block and Its Incorporation at the 5′ End of a G-Quadruplex Forming Oligonucleotide: Spectroscopic Properties and Structural Studies of the Resulting Dibromoperylene Conjugate
  Marco Franceschin, Nicola Borbone, Giorgia Oliviero, Valentina Casagrande, more
  Bioconjugate Chemistry > 2011 > 22 > 7 > 1309 - 1319
  Jussara Amato, Bruno Pagano, Nicola Borbone, Giorgia Oliviero, more
  Sandro Cosconati, Luciana Marinelli, Roberta Trotta, Ada Virno, more
  Journal of the American Chemical Society > 2010 > 132 > 18 > 6425 - 6433
  Giorgia Oliviero, Stefano D'Errico, Nicola Borbone, Jussara Amato, more
  Tetrahedron > 2010 > 66 > 10 > 1931-1936
  We report here an efficient solid-phase synthesis of N-1-alkyl-substituted analogues of cyclic inosine-diphosphate-ribose (cIDPR), a mimic of cyclic ADP-ribose (cADPR). Our synthetic strategy makes use of a polystyrene support to which inosine was bonded through a 2′,3′-acetal linkage. Insertion of a ω-hydroxy-polymethylene chain of variable length on N-1, followed by conversion into N-1-alkylinosine-bis-phosphate...
  Facile Solid‐Phase Synthesis of AICAR 5′‐Monophosphate (ZMP) and Its 4‐N‐Alkyl Derivatives
  European Journal of Organic Chemistry > 2010 > 8 > 1517 - 1524
  We report herein a facile, solid‐phase synthesis of 5‐amino‐1‐β‐D‐ribofuranosylimidazole‐4‐carboxamide‐5′‐monophosphate (ZMP), a biosynthetic precursor of purine nucleotides, as well as a small collection of its 4‐N‐alkyl derivatives. The very difficult, direct, chemical phosphorylation of 5‐amino‐1‐β‐D‐ribofuranosylimidazole‐4‐carboxamide (AICAR) was circumvented by installing a suitable, fully protected,...
  Journal of the American Chemical Society > 2009 > 131 > 45 > 16336 - 16337
  Bruno Pagano, Ada Virno, Carlo A. Mattia, Luciano Mayol, more
  Biochimie > 2008 > 90 > 8 > 1224-1232
  The use of small molecules that bind and stabilize G-quadruplex structures is emerging as a promising way to inhibit telomerase activity in tumor cells. In this paper, isothermal titration calorimetry (ITC) and 1 H NMR studies have been conducted to examine the binding of distamycin A and its two carbamoyl derivatives (compounds 1 and 2) to the target [d(TGGGGT)] 4 and d[AG 3 ...
  Superstructural self-assembly of the G-quadruplex structure formed by the homopurine strand in a DNA tract of human telomerase gene promoter
  Sabrina Pisano, Michela Varra, Emanuela Micheli, Teresa Coppola, more
  Biophysical Chemistry > 2008 > 136 > 2-3 > 159-163
  AFM imaging and physico-chemical studies provide evidence of the ability of the G-quadruplex structure, formed by a homopurine DNA sequence present in the human telomerase gene promoter, to self-assemble, giving rise to periodical linear superstructures. The reported study suggests the possibility of G-rich DNA sequences to form a new type of G-wire stabilized by end-to-end stacking between terminal...
  Synthesis of 4-N-alkyl and ribose-modified AICAR analogues on solid support
  Giorgia Oliviero, Jussara Amato, Nicola Borbone, Stefano D'Errico, more
  Tetrahedron > 2008 > 64 > 27 > 6475-6481
  Herein, we report the solid-phase synthesis of several 5-aminoimidazole-4-(N-alkyl)carboxamide-1-ribosides (4-N-alkyl AICARs) and the corresponding 2′,3′-secoriboside derivatives. The method uses the N-1-dinitrophenyl-inosine 5′-bonded to a solid support. This inosine derivative has the C-2 of the purine base strongly activated towards the attack of N-nucleophiles thus allowing the preparation of...