Abstract
Two DNA-sequence-selective hairpin polyamide platinum(II) complexes, containing pyrrole and imidazole heterocyclic rings, have been synthesised by different methods. A six-ring complex, selective for (A/T)GGG(A/T) DNA sequences, was made by using solid-phase synthesis, whilst an eight-ring complex, selective for (A/T)CCTG(A/T) DNA sequences, was made by utilising standard wet chemistry. Solid-phase synthesis resulted in a significantly higher yield, required less purification and is more efficient than the wet synthesis; as such, it is the preferred method for further work. The metal complexes were characterised by 1H and 195Pt NMR spectroscopy and ESI mass spectrometry. The two compounds provide a foundation for the synthesis of more complex molecules containing multiple hairpins and/or platinum groups.
Original language | English |
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Pages (from-to) | 3177-3186 |
Number of pages | 10 |
Journal | Chemistry - A European Journal |
Volume | 13 |
Issue number | 11 |
DOIs | |
Publication status | Published - 5 Apr 2007 |
Externally published | Yes |
Keywords
- DNA recognition
- Antitumor agents
- Platinum
- Polyamides
- Synthesis design