Presentation is loading. Please wait.

Presentation is loading. Please wait.

Computer Modeling of Ruthenium and Ruthenium-Nitrosyl Complexes to Identify Chemotherapeutic Agents Eric M. Majchrzak, Stephanie V. Harding, and Matthew.

Published by Modified over 9 years ago

Similar presentations

Presentation on theme: "Computer Modeling of Ruthenium and Ruthenium-Nitrosyl Complexes to Identify Chemotherapeutic Agents Eric M. Majchrzak, Stephanie V. Harding, and Matthew."— Presentation transcript:

1 Computer Modeling of Ruthenium and Ruthenium-Nitrosyl Complexes to Identify Chemotherapeutic Agents Eric M. Majchrzak, Stephanie V. Harding, and Matthew S. Ward Daemen College Natural Sciences Department According to the American Cancer Society, nearly half of the 1.5 million cases of cancer diagnosed in 2005 will result in death. The development of new chemotherapeutic agents with increased in vivo selectivity and less severe side effects is essential. This study focuses on computational chemistry to identify potential new chemotherapeutic agents and examines the reliability of computer based molecular modeling. Chemotherapy is the treatment of cancer cells utilizing specific chemical agents to destroy malignant cells and tissue. Chemotherapy destroys malignant cells by interrupting and inhibiting the growth and reproduction of cancer cells. Ruthenium complexes were chosen for this study because of the potential they have shown as chemotherapeutic agents. Ruthenium coordinated ligands will mimic iron in vivo and possess a much higher selectivity than currently available products. Photodynamic therapy (PDT) is a potential treatment for cancer that utilizes a photo-chemically active complex that can be altered in vivo to destroy malignant cells. Ruthenium nitrosyl complexes can be utilized as PDT photo-sensitizers because of their ability to release a photo-labile nitric oxide unit. Comparisons of bond length, bond angle, and energy were made between computation data and results reported in literature. These comparisons were used to determine the relevance of molecular modeling to ruthenium nitrosyls and to examine potential new nitrosyl complexes. Daemen College Natural Sciences Department Daemen College Faculty Research Fund Daemen College Think Tank Photodynamic Therapy and ChemotherapySimulating the Blood Stream Acknowledgements Examining Bond Angles and Bond Distances Table of Spartan calculated values using PM3 semi-empirical calculations for ruthenium nitrosyl complexes. Literature values were obtained by X-ray diffraction. (1) Patra, A.K.; Rose, M.J.; Murphy, K.A.; Olmstead, M.M.; Mascharak, P.K. Inorg. Chem. 2004, 43, 4487- 4495. (2) Patra, A. K.; Mascharak, P. K. Inorg. Chem. 2003, 42, 7363-7365. Table of Spartan calculated values using MMFF calculations for ruthenium nitrosyl complexes. Literature values were obtained by X-ray diffraction. (1) Patra, A.K.; Rose, M.J.; Murphy, K.A.; Olmstead, M.M.; Mascharak, P.K. Inorg. Chem. 2004, 43, 4487-4495. (2) Patra, A. K.; Mascharak, P. K. Inorg. Chem. 2003, 42, 7363-7365. [(Me 2 bpb)Ru(NO)(Cl)] [(Me 2 bpb)Ru(NO)(py)](BF 4 ) Ru(PaPy 3 )(NO)](BF 4 ) 2 [Ru(edta)] 2- [Ru(edampda)] + 5H 2 O [Ru(tpen)] 2+ + 30H 2 O Chemotherapy Complex Key 1Ru(edta)-G(N-3)5Ru(im) 2 2Ru(edta)-G(N-7)6Ru(rap) 3Ru(edampda)7KP1019 4Ru(tpen)8cis-[Cl 2 (azpy)Ru] Electrochemistry Ruthenium Nitrosyls PM3X-ray Diffraction Complex Ru-N Bond Length (Å) N-O Bond Length (Å) Ru-N-O Bond Angle Energy (kcal/mol) Ru-N Bond Length (Å) N-O Bond Length (Å) Ru-N-O Bond Angle [(bpb)Ru(NO)(Cl)]1.8961.166173.45°30.8421.7534 1 1.1444 1 172.37° 1 [(Me 2 bpb)Ru(NO)(Cl)]1.8961.166173.88°10.8101.7420 1 1.1540 1 173.90° 1 [(Me 2 bpb)Ru(NO)(py)] (BF 4 )1.9331.156175.18°270.3411.7580 1 1.1470 1 170.00° 1 [Ru(PaPy 3 )(NO)] 2+ 1.7571.159178.60°290.5171.7790 2 1.1420 2 170.92° 2 Ruthenium Nitrosyls MMFFX-ray Diffraction Complex Ru-N Bond Length (Å) N-O Bond Length (Å) Ru-N-O Bond Angle Energy (Hartress) Ru-N Bond Length (Å) N-O Bond Length (Å) Ru-N-O Bond Angle [(bpb)Ru(NO)(Cl)]2.2091.083179.91°137.2041.7534 1 1.1444 1 172.37° 1 [(Me 2 bpb)Ru(NO)(Cl)]2.2091.083179.91°142.2491.7420 1 1.1540 1 173.90° 1 [(Me 2 bpb)Ru(NO)(py)] (BF 4 )2.2211.083179.88°181.9821.7580 1 1.1470 1 170.00° 1 [Ru(PaPy 3 )(NO)] 2+ 2.2131.083179.84°215.2821.7790 2 1.1420 2 170.92° 2 [Ru(edampda)] + 100H 2 O Ru(edta)-G(N-3) Ru(edta)-G(N-7) [Ru II (edta)] 2- → [Ru III (edta)] 1- +1e - [Ru II (edampda)] → [Ru III (edampda)] 1+ +1e - [Ru II (tpen)] 2+ → [Ru III (tpen)] 3+ +1e - Conclusions PM3 calculations yield Ru(rap) with the lowest calculated energy. The complex Ru(im) 2 yielded the lowest MMFF calculated energy. Ru II/III edta, edampda, and tpen complexes show a similar trend in increasing energy difference (PM3) to the reported E 1/2 values of the corresponding iron complexes 0.14V (edta), 0.44V (edampda) and 0.84V (tpen) vs. NHE (Inorg. Chim. Acta 1999, 286, 197-206). Both MMFF and PM3 calculations yield linear relationships for the calculated energies to the addition of waters. Comparative studies show that the PM3 calculated bond distances and bond angles are in closer agreement to the reported x-ray diffraction data for the ruthenium-nitrosyl complexes.

Download ppt "Computer Modeling of Ruthenium and Ruthenium-Nitrosyl Complexes to Identify Chemotherapeutic Agents Eric M. Majchrzak, Stephanie V. Harding, and Matthew."

Similar presentations

157 T INTERNAL MAGNETIC FIELD IN Fe[C(SiMe 3 ) 3 ] 2 COMPOUND AT 20K Ernő Kuzmann, 1,2 Roland Szalay, 2 Attila Vértes, 1,2 Zoltán Homonnay, 2 Imre Pápai,

157 T INTERNAL MAGNETIC FIELD IN Fe[C(SiMe 3 ) 3 ] 2 COMPOUND AT 20K Ernő Kuzmann, 1,2 Roland Szalay, 2 Attila Vértes, 1,2 Zoltán Homonnay, 2 Imre Pápai,
Advantage: Can often be very successful in treating some kinds of cancer if the cancer cells are based in one small area and can easily be cut out and.

Advantage: Can often be very successful in treating some kinds of cancer if the cancer cells are based in one small area and can easily be cut out and.
Understand broad treatment strategies in the treatment of tumors.

Understand broad treatment strategies in the treatment of tumors.
Complementary Use of Modern Spectroscopy and Theory in the Study of Rovibrational Levels of BF 3 Robynne Kirkpatrick a, Tony Masiello b, Alfons Weber c,

Complementary Use of Modern Spectroscopy and Theory in the Study of Rovibrational Levels of BF 3 Robynne Kirkpatrick a, Tony Masiello b, Alfons Weber c,
Molecular Modeling of Structure and Dynamics in Fuel Cell Membranes A. Roudgar, Sudha N.P. and M.H. Eikerling Department of Chemistry, Simon Fraser University,

Molecular Modeling of Structure and Dynamics in Fuel Cell Membranes A. Roudgar, Sudha N.P. and M.H. Eikerling Department of Chemistry, Simon Fraser University,
B3LYP study on the lowest energy Pt clusters and their reactivity towards small alkanes T. Cameron Shore, Drake Mith, and Yingbin Ge* Department of Chemistry,

B3LYP study on the lowest energy Pt clusters and their reactivity towards small alkanes T. Cameron Shore, Drake Mith, and Yingbin Ge* Department of Chemistry,
Hydrogen Bonding within Tyrosinate-Bound Iron Complexes Acknowledgments I would like to thank Kyle Rodriguez and Christian Tooley for advising me through.

Hydrogen Bonding within Tyrosinate-Bound Iron Complexes Acknowledgments I would like to thank Kyle Rodriguez and Christian Tooley for advising me through.
Synthesis, Characterization, and Formation Constant Studies of Novel Bifunctional Ligands for Sensing Copper, Zinc, and Iron Alexis Kasparian, Lea Nyiranshuti,

Synthesis, Characterization, and Formation Constant Studies of Novel Bifunctional Ligands for Sensing Copper, Zinc, and Iron Alexis Kasparian, Lea Nyiranshuti,
Bioinorganic Chemistry

Bioinorganic Chemistry
Analysis of Prostate Cancer Prevention Behavior in Florida Utilizing The 2002 BRFSS Data Yussif Dokurugu MPH Candidate April 9, 2004.

Analysis of Prostate Cancer Prevention Behavior in Florida Utilizing The 2002 BRFSS Data Yussif Dokurugu MPH Candidate April 9, 2004.
Using Diffusion Weighted Magnetic Resonance Image (DWMRI) scans, it is possible to calculate an Apparent Diffusion Coefficient (ADC) for a Region of Interest.

Using Diffusion Weighted Magnetic Resonance Image (DWMRI) scans, it is possible to calculate an Apparent Diffusion Coefficient (ADC) for a Region of Interest.
 MicroRNAs (miRNAs) are a class of small RNA molecules, about ~21 nucleotide (nt) long.  MicroRNA are small non coding RNAs (ncRNAs) that regulate.

 MicroRNAs (miRNAs) are a class of small RNA molecules, about ~21 nucleotide (nt) long.  MicroRNA are small non coding RNAs (ncRNAs) that regulate.
Conclusions The spin density surfaces of the antiferromagnetic ground states demonstrate opposite spins at the ends, and alternating spins along the length.

Conclusions The spin density surfaces of the antiferromagnetic ground states demonstrate opposite spins at the ends, and alternating spins along the length.
Thalidomide, Radiation, and Peripheral Stem Cell Transplantation as Combination Treatment for Multiple Myeloma Allison Reczek Department of Biological.

Thalidomide, Radiation, and Peripheral Stem Cell Transplantation as Combination Treatment for Multiple Myeloma Allison Reczek Department of Biological.
March 30, 2004Ryan Hutcheson University of Idaho 1 Dependence of the Fe II/III EDTA complex on pH Ryan Hutcheson and I. Francis Cheng* Department of Chemistry,

March 30, 2004Ryan Hutcheson University of Idaho 1 Dependence of the Fe II/III EDTA complex on pH Ryan Hutcheson and I. Francis Cheng* Department of Chemistry,
Thermodynamics of binding of iron(III) by brasilibactin A James Harrington, Heekwang Park, Yongcheng Ying, Jiyong Hong, and Alvin L. Crumbliss, Department.

Thermodynamics of binding of iron(III) by brasilibactin A James Harrington, Heekwang Park, Yongcheng Ying, Jiyong Hong, and Alvin L. Crumbliss, Department.
1Computational Chemistry for Chemistry Educators - Gotwals/Sendlinger Copyright© 2007 All Rights Reserved Chapter 24 Computational Chemistry Research.

1Computational Chemistry for Chemistry Educators - Gotwals/Sendlinger Copyright© 2007 All Rights Reserved Chapter 24 Computational Chemistry Research.
The Chemical Context of Life Elements of Life Atoms, Molecules & Compounds Chemical Bonds Structure and Function Chemical Reactions.

The Chemical Context of Life Elements of Life Atoms, Molecules & Compounds Chemical Bonds Structure and Function Chemical Reactions.
Computational Chemistry, WebMO, and Energy Calculations

Computational Chemistry, WebMO, and Energy Calculations
Relativistic Effects on the Heavy Metal-ligand NMR Spin-spin Couplings Copyright, 1996 © Dale Carnegie & Associates, Inc. Jana Khandogin and Tom Ziegler.

Relativistic Effects on the Heavy Metal-ligand NMR Spin-spin Couplings Copyright, 1996 © Dale Carnegie & Associates, Inc. Jana Khandogin and Tom Ziegler.

Similar presentations

Ads by Google