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Pregled bibliografske jedinice broj: 385260

New dicationic derivatives of dibenzotetraaza[14]annulene: tuning of the DNA/RNA binding properties

Pawlica, Dariusz; Radić Stojković, Marijana; Dudek, Łukasz; Piantanida, Ivo; Sieroń, Lesław; Eilmes, Julita
New dicationic derivatives of dibenzotetraaza[14]annulene: tuning of the DNA/RNA binding properties // Tetrahedron, 65 (2009), 20; 3980-3989 doi:10.1016/j.tet.2009.03.030 (međunarodna recenzija, članak, znanstveni)

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Naslov
New dicationic derivatives of dibenzotetraaza[14]annulene: tuning of the DNA/RNA binding properties

Autori
Pawlica, Dariusz ; Radić Stojković, Marijana ; Dudek, Łukasz ; Piantanida, Ivo ; Sieroń, Lesław ; Eilmes, Julita

Izvornik
Tetrahedron (0040-4020) 65 (2009), 20; 3980-3989

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
dibenzotetraaza[14]annulene ; synthesis ; crystal structure ; DNA binding ; UV/Vis titration ; DNA thermal denaturation ; ethidium bromide displacement

Sažetak
Four new water-soluble derivatives of dibenzotetraaza14]annulene have been synthesized bearing meso substituents different in structure and dimensions: 3-(N, N, N-trimethylammonium)propyl, 3-(N-pyridinium-1-yl)propyl, 2-[3-(N, N, N-trimethylammonium)propoxy]benzoyl and 2-[3-(N-pyridinium-1-yl)propoxy]benzoyl. The crystal structures of 3-(trimethylammonium)propyl and (N, N, N-trimethylammonium)propoxy]benzoyl derivatives have been determined by single crystal X-Ray analysis. According to the UV-Vis titrations, thermal denaturation experiments and ethidium bromide displacements assays all here presented compounds strongly interact with double stranded (ct-) DNA. The product equipped with 3-(trimethylammonium)propyl pendant groups and two positive charges interacts with DNA by one dominant binding mode, whereas other three derivatives revealed more complex mixed-type of non-covalent interactions. The results have been discussed in terms of dimensions, geometry and electronic properties of evaluated compounds on the basis of corresponding crystallographic data.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Projekti:
098-0982914-2918 - Dizajn, sinteza i ispitivanje interakcija malih molekula s DNA, RNA i proteinima (Piantanida, Ivo, MZOS ) ( CroRIS)

Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Ivo Piantanida (autor)

Avatar Url Marijana Radić Stojković (autor)

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com doi.org

Citiraj ovu publikaciju:

Pawlica, Dariusz; Radić Stojković, Marijana; Dudek, Łukasz; Piantanida, Ivo; Sieroń, Lesław; Eilmes, Julita
New dicationic derivatives of dibenzotetraaza[14]annulene: tuning of the DNA/RNA binding properties // Tetrahedron, 65 (2009), 20; 3980-3989 doi:10.1016/j.tet.2009.03.030 (međunarodna recenzija, članak, znanstveni)
Pawlica, D., Radić Stojković, M., Dudek, Ł., Piantanida, I., Sieroń, L. & Eilmes, J. (2009) New dicationic derivatives of dibenzotetraaza[14]annulene: tuning of the DNA/RNA binding properties. Tetrahedron, 65 (20), 3980-3989 doi:10.1016/j.tet.2009.03.030.
@article{article, author = {Pawlica, Dariusz and Radi\'{c} Stojkovi\'{c}, Marijana and Dudek, \Lukasz and Piantanida, Ivo and Siero\'{n}, Les\law and Eilmes, Julita}, year = {2009}, pages = {3980-3989}, DOI = {10.1016/j.tet.2009.03.030}, keywords = {dibenzotetraaza[14]annulene, synthesis, crystal structure, DNA binding, UV/Vis titration, DNA thermal denaturation, ethidium bromide displacement}, journal = {Tetrahedron}, doi = {10.1016/j.tet.2009.03.030}, volume = {65}, number = {20}, issn = {0040-4020}, title = {New dicationic derivatives of dibenzotetraaza[14]annulene: tuning of the DNA/RNA binding properties}, keyword = {dibenzotetraaza[14]annulene, synthesis, crystal structure, DNA binding, UV/Vis titration, DNA thermal denaturation, ethidium bromide displacement} }
@article{article, author = {Pawlica, Dariusz and Radi\'{c} Stojkovi\'{c}, Marijana and Dudek, \Lukasz and Piantanida, Ivo and Siero\'{n}, Les\law and Eilmes, Julita}, year = {2009}, pages = {3980-3989}, DOI = {10.1016/j.tet.2009.03.030}, keywords = {dibenzotetraaza[14]annulene, synthesis, crystal structure, DNA binding, UV/Vis titration, DNA thermal denaturation, ethidium bromide displacement}, journal = {Tetrahedron}, doi = {10.1016/j.tet.2009.03.030}, volume = {65}, number = {20}, issn = {0040-4020}, title = {New dicationic derivatives of dibenzotetraaza[14]annulene: tuning of the DNA/RNA binding properties}, keyword = {dibenzotetraaza[14]annulene, synthesis, crystal structure, DNA binding, UV/Vis titration, DNA thermal denaturation, ethidium bromide displacement} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE

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  • CA Search (Chemical Abstracts)

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