Synthesis of phenanthridinium bis-nucleobase conjugates, interactions with poly U, nucleotides and in vitro antitumor activity of mono- and bis-nucleobase conjugates (CROSBI ID 123212)
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Tumir, Lidija Marija ; Piantanida, Ivo ; Žinić, Mladen ; Juranović Cindrić, Iva ; Meić, Zlatko ; Kralj, Marijeta ; Tomić, Sanja
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Synthesis of phenanthridinium bis-nucleobase conjugates, interactions with poly U, nucleotides and in vitro antitumor activity of mono- and bis-nucleobase conjugates
Novel bis– nucleobase– phenanthridinium conjugates were synthesised and their aqueous solutions spectroscopically characterised. Bis– adenine conjugate revealed in aqueous solutions significantly more pronounced intramolecular aromatic stacking interactions than bis– uracil analogue. In contrast with previously reported poly A recognition by bis– uracil conjugate, recognition of complementary nucleotides and poly U was not observed due to the strong interference of bulk water with hydrogen bonding between nucleobases. The screening of anticancer activity on six human cell lines revealed that tethering of a nucleobase to phenanthridinium moiety diminished antiproliferative potential of phenanthridinium. However, among mono– nucleobase conjugates adenine derivative was found to be the most selective one (MiaPaCa– 2, Hep– 2).
phenanthridinium bis– nucleobase conjugates; nucleotides; polynucleotides; in vitro antitumor activity
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Povezanost rada
Kemija, Temeljne medicinske znanosti