Organometallic chemistry

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Organometallic chemistry

  1. 1. Metal Complexes as DNA Intercalators HONG-KE LIU &PETER J. SADLER Fatemeh BabaeiIntercalation induces structural distortions
  2. 2. Ethidium intercalated between two adenine-thymine base pairsThese molecules cause structural modifications that can lead to functional changes, oftento inhibition of transcription and replication and DNA repair processes, which makeintercalators potent mutagens.
  3. 3. Two major modes of inercalation Classical intercalation Threading intercalation benzo[α]pyrene acridine-4-carboxamides Inserted between GpG base pair Occupy and interact with both majorThat form the top and the bottom of and minor grooves of DNA intercalation site
  4. 4. Intercalation by Inert Square-Planar and Octahedral Metal ComplexesSquare-planar complexes containingaromatic fragments can bind to DNAby intercalation without direct metalcoordination to DNA bases. Octahedral metallointercalators permit the targeting of specific DNA sites by matching the shape, symmetry, and functionalities of the metal complex to that of the DNA target.
  5. 5. Interaction of Metallointercalators with DNAMetallo intercalation Metallo insertion
  6. 6. Intercalation by Dual-Function Metal Complexes with σ-Bonded Side Arm IntercalatorsWhen do the Dual function happen?When the aromatic side arms or areneligands can intercalate between DNAbases while the metal coordinatesdirectly to a DNA base.N7 Increasing the cytotoxicity by adding pyridine and quinoline Using as an anticancer drug  pyridine and quinoline have intercalation with DNA duplex
  7. 7. Intercalation by Organometallic Ru -Arene Complexes P-cymene(cym) Dihydroanthracene(dha) Benzen (ben)
  8. 8.  Rate of reaction of (η6-arene)Ru- (en)(H2O]2+with cGMPArene Rate of reaction ( 10-2 M-1 S-1)Tetrahydroantheracene 14.72biphenyl 8.06Dihydroanthracene 7.08P-Cymene 2.49Benzen 1.13 Cytotoxic activityArene IC50 (μM)Tetrahydroantheracene 0.5Dihydroanthracene 2 P-cymene(cym) Dihydroanthracene(dha)Biphenyl 5P-Cymene 10 Benzen (ben)Benzen 17Cytotoxic activity, conformational distortions, recognation by DNA-binding proteins, and repairmechanisms are depend on the Arene.
  9. 9. Adducts of Ru-Arene Complexes with Nucleobases and DNALarge low-field shifts for protons on rings B and C of Ru-tha are observed for the monoruthenated DNA adduct.
  10. 10. Thanks for your attentionEram Garden (Shiraz)
  11. 11. Qazvin Tehran Tehran EsfahanShiraz Shiraz

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