Abstract
Novel substitutionally inert chiral ruthenium(II) complex cations of the form [Ru(R*R*-picchxnMe(2))(bidentate)](2+), where R*R*-picchxnMe2 is the linear N-4-tetradentate N,N'-dimethyl-N, N'-di(2-picolyl)-1R*, 2R*-diaminocyclohexane, have been synthesised and a preliminary assessment made of their value as discriminatory metallointercalators of nucleic acids. Intermolecular interactions with DNA for the series of metalloprobes where the aromatic N-2-bidentate fragment is 1,10-phenanthroline (phen), dipyrido[3,2-d:2'3-f]quinoxaline (dpq) or 9,10-phenanthrenequinone diimine (phdi) have been studied. The chiral recognition properties of DNA towards the diastereomeric and enantiomeric forms of the cations were investigated using calf thymus DNA, synthetic oligonucleotide fragments, poly[dA].poly[dT], (poly[dG.dC])(2) and bacterial DNA systems. Equilibrium binding constants have been determined by intrinsic methods and these are used to rank the intercalating ability of the different bidentate systems as phdi > dpq > phen. Bacterial mutagenicity investigations correlate well with this ranking order, with the Delta-cis-alpha isomers demonstrating an implied higher intercalation affinity than for the Lambda and cis-beta forms in each of the bidentate systems. However, there is no correlation between the observed mutagenic activities and enantioselectivities indicated by the binding constant data within each bidentate system.
Original language | English |
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Title of host publication | Structure, Motion, Interaction and Expression of Biological Macromolecules |
Subtitle of host publication | Proceedings of the Tenth Conversation held at the University, June 17-21, 1997 |
Editors | Ramaswamy H. Sarma, Mukti H. Sarma |
Place of Publication | Schenectady, NY |
Publisher | Adenine Press |
Pages | 195-206 |
Number of pages | 12 |
Volume | 15 (5) |
ISBN (Print) | 0940030764 |
DOIs | |
Publication status | Published - 1998 |
Event | 10th Conversation in Biomolecular Stereodynamics Conference - ALBANY Duration: 17 Jun 1997 → 21 Jun 1997 |
Conference
Conference | 10th Conversation in Biomolecular Stereodynamics Conference |
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City | ALBANY |
Period | 17/06/97 → 21/06/97 |