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JEFFREY
B. ARTERBURN
Professor
B.A. (summa cum laude) University of Colorado, Denver, CO 1986
Ph.D., University of Arizona, AZ 1990
Postdoctoral, ETH-Zurich 1991
Postdoctoral, University of Washington, WA 1991-1992
Chemistry
& Biochemistry
New Mexico State University PO Box 30001 MSC 3C Las Cruces, NM 88003-8001 jarterbu@nmsu.edu (575)
646-2738
RESEARCH
PUBLICATIONS
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:
- Synthesis
and anti-Hantaan virus activity of N1-3-fluorophenyl-inosine.
Chung DH, Strouse JJ, Sun Y, Arterburn JB, Parker WB, Jonsson
CB. Antiviral Research 2009, 80-85; DOI 10.1016/j.antiviral.2009.03.007.
PMCID: In Process
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- In
vivo effects of a GPR30 antagonist. Dennis MK, Burai R, Ramesh
C, Petrie WK, Alcon SN, Nayak TK, Bologa CG, Leitao A, Brailoiu
E, Deliu E, Dun NJ, Sklar LA, Hathaway HJ, Arterburn JB, Oprea
TI, Prossnitz ER. Nature Chemical Biology 5, 3 May 2009, 421-427;
DOI 10.1038/nchembio.168. PMCID: In Process
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- Duplex
high-throughput flow cytometry screen identifies two novel formylpeptide
receptor family probes. Young SM, Bologa CM, Fara D, Bryant
BK, Strouse JJ, Arterburn JB, Ye RD, Oprea TI, Prossnitz ER,
Sklar LA, Edwards BS. Cytometry A. 2009; 75A (3): 253-263. PMCID:
2645486
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- Expression
of estrogen receptor GPR30 in the rat spinal cord, autonomic
and sensory ganglia. Dun SL, Brailoiu GC, Gao X, Brailoiu E,
Arterburn JB, Prossnitz ER, Oprea TI, Dun NJ. Journal of Neuroscience
Research 2009; 87: 1610-1619. PMCID: PMC2692324
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- Prossnitz
ER, Oprea TI, Sklar LA, Arterburn JB. The ins and outs of GPR30:
A transmembrane estrogen receptor. Journal of Steroid Biochemistry
& Molecular Biology 2008; 109 (3): 350-353. PMCID: 5481563
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- Nayak
TK, Hathaway HH, Ramesh C, Arterburn JB, Dai D, Sklar LA, Norenberg
JP and Prossnitz ER. Pre-clinical development of a neutral,
estrogen receptor-targeted tridentate 99mTc(I) estradiol pyridine-2-yl
hydrazine derivative for imaging of breast and endometrial cancers.
J Nucl Med 2008 June; 49(6):978-986. PMCID: 2435083
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- Bisphenol
A directly targets tubulin to disrupt spindle organization in
embryonic and somatic cells. George O, Bryant BK, Ramesh C,
Corona C, Arterburn JB and Shuster CB. ACS Chem Biol 2008; (3):167-179.
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- Synthesis
of 1-ß-D-ribofuranosyl-3-ethynyl-[1,2,4] triazole and
its In Vitro and In Vivo efficacy against hantaviruses. Chung
DH, Kumarapperuma SC, Sun Y, Li Q, Chu Y-K, Arterburn JB, Parker
WB, Smith J, Spik K, Ramanathan H, Schmaljohn CS and Jonsson
CB. Antiviral Research 2008; (79):19-27.
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- Estrogen
signaling through the transmembrane G protein-coupled receptor
GPR30. Prossnitz ER, Arterburn JB, Smith HO, Oprea TI, Sklar
LA, and Hathaway HJ. Ann Rev Physiol 2008; (70):165-190.
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- GPR30:
a novel therapeutic target in estrogen- related disease. Prossnitz
ER, Sklar LA, Oprea TI and Arterburn JB. Trends in Pharmaceutical
Science 2008; 29(3):116-123.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- Selective
Oxidation of Secondary Alcohols. Jeffrey B. Arterburn. Tetrahedron
(2001), 57, 9765-9788.
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- 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.
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- Catalytic
Amination of 5-Iodouracil Derivatives. Jeffrey B. Arterburn,
Madhavi Pannala, Anicele M. Gonzalez. Tetrahedron Letters
(2001), 42, 1475-1477.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- 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.
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- Trichlorooxo(triphenylphosphine)(triphenylphosphine
oxide)rhenium(V). Jeffrey C. Bryan, Marc C. Perry, and Jeffrey
B. Arterburn. Acta Crystallogr. (C) (1998), 54,
1607-1608.
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