NMSU - Department of Chemisty and Biochemistry

JEFFREY B. ARTERBURN

Professor

University of Colorado, Denver, CO, B.A. summa cum laude, 1986
University of Arizona, AZ Ph.D. 1990
ETH-Zurich PostDoc 1991
University of Washington, WA PostDoc 1991-1992.

jarterbu@nmsu.edu
(505)-646-2738

RESEARCH PUBLICATIONS GROUP WEBSITE

Research projects in Dr. Arterburn's laboratory have originated from an interest in developing new methodology for organic synthesis, an appreciation for the unique chemistry of transition metal complexes containing metal-ligand multiple bonds, and a desire to synthesize new antiviral drugs and radiopharmaceuticals.

We have recently shown that rhenium oxo complexes catalyze oxygen atom transfer reactions from sulfoxide donors, providing a very mild method for oxidizing organic compounds. Specific examples include a method for the selective oxidation of secondary alcohols that directly provide ketals, polymer-supported alcohol oxidation catalysts, and a catalytic method for the synthesis of nucleotide phosphorothioate esters from thiiranes.

We are also using catalytic carbon-nitrogen bond forming reactions (amination) to synthesize novel heterocyclic amines. Specific examples include the copper catalyzed synthesis of 5-aminouracil derivatives, and the palladium-catalyzed synthesis of pyridyl hydrazines. We have recently initated a program for the combinatorial synthesis of new antivirals targeted against Hantavirus, as part of an effort to establish a Center for Emerging Pathogen Research at New Mexico State University. Antiviral candidates are screened through an active collaboration with Dr. C. Jonsson.

The group is actively involved in the synthesis of novel pyridyl hydrazine derivatives of estradiol as radiopharmaceuticals for the selective imaging and detection of breast cancer. We have recently shown that the multiple-bonded imido linkage can be used to connect the metal center with highly functionalized organic ligands. We are currently developing new methods for radiolabeling various other organic receptor ligands (e.g. peptide, steroid, nucleotide) for selective imaging and radiotherapy

SELECTED PUBLICATIONS:

1	"Ribavirin Reveals a Lethal Threshold of Allowable Mutation Frequency" Dong-Hoon Chung, Yanjie Sun, William Parker, Jeffrey Arterburn, Al Bartolucci, and Colleen B. Jonsson, (2007). J.Virology, in press.
2	“Synthetic Estrogen Ligands Demonstrate the Functionality of Intracellular GPR30” Chetana M. Revankar, Hugh Mitchell, Ritwik Burai, Cesear Corona, Chinnasamy Ramesh, Larry A. Sklar, Jeffrey Arterburn, and Eric R. Prossnitz, ACS Chemical Biology 2007, ASAP Article; DOI: 10.1021/cb700072n.
3	“Structural effects on the phosphorylation of 3-substituted 1-β-D-ribofuranosyl-1,2,4-triazoles by human adenosine kinase” Sidath C. Kumarapperuma, Yanjie Sun, Marjan Jeselnik, Kiwon Chung, William B. Parker, Colleen B. Jonsson, Jeffrey B. Arterburn (2007). Bioorg. Med. Chem. Lett. 17, 3203-3207.
4	“GPR30: A G protein-coupled receptor for estrogen” Eric R. Prossnitz, Jeffrey B. Arterburn, Larry A. Sklar, (2007). Molecular and Cellular Endocrinology 265-266, 138-142.
5	“GPR30: a novel intracellular estrogen receptor” Chetana M. Revankar, Larry A. Sklar, Jeffrey B. Arterburn, and Eric R. Prossnitz., Trends in Endocrinology and Metabolism (2006) in press.
6	“Characterization of a radiolabeled small molecule targeting LFA-1 expression in lymphoma and leukemia” Rahul B. Poria, Jeffrey P. Norenberg, Tamara L. Anderson, Carston R. Wagner, Jeffrey B. Arterburn, Richard S. Larson (2006). Cancer Biotherapy and Radiopharmaceuticals, 21, No 5, 418-426.
7	“Linkage Effects on Binding Affinity and Activation of GPR30 and Estrogen Receptors ERα/β with Tridentate Pyridin-2-yl Hydrazine Tricarbonyl-Re/99mTc(I) Chelates” Chinasamy Ramesh, Bj, K. Bryant, Tapan Nayak, Chetana M. Revankar, Tamara Anderson, Jeffrey P. Norenberg, Kathryn E. Carlson, John A. Katzenellenbogen, Larry A. Sklar, Eric R. Prossnitz, Jeffrey B. Arterburn. J. Am. Chem. Soc. 128, 14476-14477.
8	“Steroid-binding GPCRs: New Drug Discovery Targets for Old Ligands?” Eric R. Prossnitz, Jeffrey b. Arterburn, Bruce S. Edwards, Larry A. Sklar, Tudor I. Oprea (2006). Expert Opinion in Drug Discovery 1(2)137-150.
9	“Synthesis of a biotin-derived alkyne for Pd-catalyzed coupling reactions” Cesear Corona, Bj K. Bryant, Jeffrey B. Arterburn. Org. Letters 2006. 8, 1883-1886.
10	“Virtual and Biomolecular Screening Converge on a Selective Agonist for GPR30” Cristian G. Bologa, Chetana M. Revankar, Susan M. Young, Bruce S. Edwards, Jeffrey B. Arterburn, Matthew A. Parker, Sergey E. Tkachenko, Nikolay P. Savchuck, Larry A. Sklar, Tudor I. Oprea* and Eric R. Prossnitz. Nature Chemical Biology (2006). 2, 207-212.
11	“Applications of boronic acids in selective C-C and C-N arylation of purines” J. Jacob Strouse, Marjan Jeselnik, Jeffrey B. Arterburn. Acta Chim. Slov. (2005) 52, 187-199.
12	“Copper catalyzed arylation with boronic acids for the synthesis of N1-aryl purine nucleosides” J. Jacob Strouse, Marjan Jeselnik, Fredrick Tapaha, Colleen B. Jonsson, Jeffrey B. Arterburn. Tetrahedron Letters (2005) 46, 5699-5702.
13	“Potential Importance of Error Catastrophe to the Development of Antiviral Strategies for Hantaviruses” Colleen B. Jonsson, Brook G. Milligan, and Jeffrey B. Arterburn. Virus Research 2005, 307, 195-205.
14	“A Transmembrane Intracellular Estrogen Receptor Mediates Rapid Cell Signaling” Chetana M. Revankar, Daniel F. Cimino, Larry A. Sklar, Jeffrey B. Arterburn, Eric R. Prossnitz. Science (2005) 307, 1625-1630.
15	“Synthesis of (pyridin-2-yl)hydrazine conjugates as bifunctional chelates using the Suzuki/Miyaura reaction” Jeffrey B. Arterburn, Bj K. Bryant, DaJun Chen. Chemical Communications (2003) 1890-1891.
16	“Synthesis of 17-alpha-estradiol-pyridin-2-yl hydrazine conjugates as effective ligands for labeling with Alberto's complex fac-[Re(OH2)3(CO)3]+ in water.” Jeffrey B. Arterburn, Cesear Corona, Kalla Venkateswara Rao, Kathryn E. Carlson, John A. Katzenellenbogen. J. Org. Chem. (2003) 68, 7063-7070.
17	“Polystyrene-Supported (Catecholato)oxorhenium Complexes: Catalysts for Alcohol Oxidation with DMSO and for Deoxygenation of Epoxides to Alkenes with Triphenylphosphine” Jeffrey B. Arterburn, Minghua Liu and Marc C. Perry. Helvetica Chimica Acta., (2002) 85, 3225-3236.
18	“Selective Oxidation of Secondary Alcohols” Jeffrey B. Arterburn. Tetrahedron (2001), 57, 9765-9788.
19	“Catalytic Amination of 2-Substituted Pyridines with Hydrazine Derivatives” Jeffrey B. Arterburn, Kalla Venkateswara Rao, Ranjit Ramdas, Benjamin R. Dible Organic Letters (2001), 3, 1351-1354.
20	“Catalytic Amination of 5-Iodouracil Derivatives” Jeffrey B. Arterburn, Madhavi Pannala, Anicele M. Gonzalez. Tetrahedron Letters (2001), 42, 1475-1477.
21	“Catalytic Reduction of Pertechnetate (99TcO4-) in Simulated Alkaline Nuclear Wastes” Jonathan G. Bernard, Eve Bauer, Monique P. Richards, Jeffrey B. Arterburn, and Rebecca M. Chamberlin. Radiochimica Acta (2001), 89, 59-61.
22	“Palladium Catalyzed Transfer Hydrogenation in Alkaline Aqueous Medium” Jeffrey B. Arterburn, Madhavi Pannala, Anicele M. Gonzalez, Rebecca M. Chamberlin. Tetrahedron Letters (2000), 41, 7847-7849.
23	“Functionalized Re(V) Organoimido Complexes as Potential Radiopharmaceuticals (II). Synthesis, Structural Characterization, and Reactivity of N-Succinimidyl Ester Derivatives with Amines” Jeffrey B. Arterburn, Kalla Venkateswara Rao, Donna M. Goreham, Marcela V. Valenzuela, Mylena S. Holguin, Keith A. Hall, Kevin C. Ott, and Jeffrey C. Bryan. Organometallics (2000), 19, 1789-1795.
24	“Novel 17α-Ethynylestradiol Derivatives: Sonogashira Couplings Using Unprotected Phenylhydrazines” Jeffrey B. Arterburn, Kalla Venkateswara Rao, and Marc C. Perry. Tetrahedron Letters (2000), 41, 839-842.
25	“Solid- Supported Hydrazine Substrate for Labeling Estradiol Ligands with Rhenium” Jeffrey B. Arterburn, Kalla Venkateswara Rao, and Marc C. Perry, Angewandte Chemie (2000), 39, 771-772.
26	“Solid- Supported Hydrazine Substrate for Labeling Estradiol Ligands with Rhenium” Jeffrey B. Arterburn, Kalla Venkateswara Rao, and Marc C. Perry, Angewandte Chemie (2000), 39, 771-772.
27	“Trichlorooxo(triphenylphosphine)(triphenylphosphine oxide)rhenium(V)” Jeffrey C. Bryan, Marc C. Perry, and Jeffrey B. Arterburn. Acta Crystallogr. (C) (1998), 54, 1607-1608.