Raymond J Bergeron

Raymond J Bergeron,

Eminent Scholar

Department: Medicinal Chemistry
Business Phone: (352) 273-7725
Business Email: rayb@ufl.edu

Teaching Profile

Courses Taught
2009-2013
PHA7979 Advanced Research
2009-2013
PHA6934 Seminar in Medicinal Chemistry
2009-2013
PHA7980 Research for Doctoral Dissertation
2011-2013
PHA6910 Supervised Research
2010-2012
PHA6971 Masters Research
2010,2012
PHA6447 Drug Design
2009,2011
PHA5906 Research in Med Chem

Publications

2020
Targeting pheochromocytoma/paraganglioma with polyamine inhibitors.
Metabolism: clinical and experimental. 110 [DOI] 10.1016/j.metabol.2020.154297. [PMID] 32562798.
2015
Metabolically programmed iron chelators.
Bioorganic & medicinal chemistry. 23(17):5954-71 [DOI] 10.1016/j.bmc.2015.06.059. [PMID] 26231739.
2014
Desferrithiocin: a search for clinically effective iron chelators.
Journal of medicinal chemistry. 57(22):9259-91 [DOI] 10.1021/jm500828f. [PMID] 25207964.
2012
Substituent effects on desferrithiocin and desferrithiocin analogue iron-clearing and toxicity profiles.
Journal of medicinal chemistry. 55(16):7090-103 [DOI] 10.1021/jm300509y. [PMID] 22889170.
2011
Desferrithiocin analogue iron chelators: iron clearing efficiency, tissue distribution, and renal toxicity.
Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine. 24(2):239-58 [DOI] 10.1007/s10534-010-9389-y. [PMID] 21103911.
2011
Synthesis of Heterobactins A and B and Nocardia Heterobactin.
Tetrahedron. 67(18):3163-3169 [PMID] 22539866.
2010
Design, Synthesis, and Testing of Polyamine Vectored Iron Chelators.
Synthesis. 2010(21):3631-3636 [PMID] 22013282.
2010
The impact of polyether chain length on the iron clearing efficiency and physiochemical properties of desferrithiocin analogues.
Journal of medicinal chemistry. 53(7):2843-53 [DOI] 10.1021/jm9018146. [PMID] 20232803.
2009
Desferrithiocin analogue uranium decorporation agents.
International journal of radiation biology. 85(4):348-61 [DOI] 10.1080/09553000902781089. [PMID] 19399680.
2009
Vibriobactin antibodies: a vaccine strategy.
Journal of medicinal chemistry. 52(12):3801-13 [DOI] 10.1021/jm900119q. [PMID] 19492834.
2008
Desferrithiocin analogues and nephrotoxicity.
Journal of medicinal chemistry. 51(19):5993-6004 [DOI] 10.1021/jm8003398. [PMID] 18788724.
2008
Design, synthesis, and testing of non-nephrotoxic desazadesferrithiocin polyether analogues.
Journal of medicinal chemistry. 51(13):3913-23 [DOI] 10.1021/jm800154m. [PMID] 18533709.
2008
Medi 296-Bacterial Siderophore: New Versatile Synthesis and Stoichiometry of Vulnibactin
. 235
2008
Neurobiological and Clinical Effects of Combining Two Antidepressant Medications From the Start
International Journal of Neuropsychopharmacology. 11:9-10
2007
Impact of the 3,6,9-trioxadecyloxy group on desazadesferrithiocin analogue iron clearance and organ distribution.
Journal of medicinal chemistry. 50(14):3302-13 [PMID] 17564424.
2006
(S)-4,5-dihydro-2-(2-hydroxy-4-hydroxyphenyl)-4-methyl-4-thiazolecarboxylic acid polyethers: a solution to nephrotoxicity.
Journal of medicinal chemistry. 49(9):2772-83 [PMID] 16640338.
2006
The design, synthesis, and evaluation of organ-specific iron chelators.
Journal of medicinal chemistry. 49(24):7032-43 [PMID] 17125256.
2005
Partition-variant desferrithiocin analogues: organ targeting and increased iron clearance.
Journal of medicinal chemistry. 48(3):821-31 [PMID] 15689166.
2005
Polyamine-vectored iron chelators: the role of charge.
Journal of medicinal chemistry. 48(12):4120-37 [PMID] 15943485.
2005
Synthesis and biological evaluation of aminopolyamines.
Journal of medicinal chemistry. 48(9):3099-102 [PMID] 15857111.
2004
Comparison of iron chelator efficacy in iron-overloaded beagle dogs and monkeys (Cebus apella).
Comparative medicine. 54(6):664-72 [PMID] 15679265.
2003
Desferrithiocin analogue based hexacoordinate iron(III) chelators.
Journal of medicinal chemistry. 46(1):16-24 [PMID] 12502356.
2003
Iron chelation promoted by desazadesferrithiocin analogs: An enantioselective barrier.
Chirality. 15(7):593-9 [PMID] 12840823.
2003
Methoxylation of desazadesferrithiocin analogues: enhanced iron clearing efficiency.
Journal of medicinal chemistry. 46(8):1470-7 [PMID] 12672247.
2003
Polyamine-iron chelator conjugate.
Journal of medicinal chemistry. 46(25):5478-83 [PMID] 14640556.
2003
Prevention of acetic acid-induced colitis by desferrithiocin analogs in a rat model.
Digestive diseases and sciences. 48(2):399-407 [PMID] 12643622.
2002
HBED ligand: preclinical studies of a potential alternative to deferoxamine for treatment of chronic iron overload and acute iron poisoning.
Blood. 99(8):3019-26 [PMID] 11929795.
2002
Measurement of arsenic bioavailability in soil using a primate model.
Toxicological sciences : an official journal of the Society of Toxicology. 67(2):303-10 [PMID] 12011490.
2002
Structure-activity relationships among desazadesferrithiocin analogues.
Advances in experimental medicine and biology. 509:167-84 [PMID] 12572994.
2001
Control of irritable bowel syndrome with polyamine analogs: a structure-activity study.
Digestive diseases and sciences. 46(12):2615-23 [PMID] 11768250.
2001
Polyamine analogue antidiarrheals: a structure-activity study.
Journal of medicinal chemistry. 44(2):232-44 [PMID] 11170633.
2001
Significance of asymmetric sites in choosing siderophores as deferration agents.
Journal of medicinal chemistry. 44(15):2469-78 [PMID] 11448229.
2001
Synthesis and evaluation of hydroxylated polyamine analogues as antiproliferatives.
Journal of medicinal chemistry. 44(15):2451-9 [PMID] 11448227.
2000
Metabolism and pharmacokinetics of N1,N11-diethylnorspermine in a Cebus apella primate model.
Cancer research. 60(16):4433-9 [PMID] 10969789.
2000
Synthesis and evaluation of hydroxylated polyamine analogues as antiproliferatives.
Journal of medicinal chemistry. 43(2):224-35 [PMID] 10649978.
1999
Desazadesmethyldesferrithiocin analogues as orally effective iron chelators.
Journal of medicinal chemistry. 42(1):95-108 [PMID] 9888836.
1999
Effects of C-4 stereochemistry and C-4′ hydroxylation on the iron clearing efficiency and toxicity of desferrithiocin analogues.
Journal of medicinal chemistry. 42(13):2432-40 [PMID] 10395484.
1999
Evaluation of the desferrithiocin pharmacophore as a vector for hydroxamates.
Journal of medicinal chemistry. 42(15):2881-6 [PMID] 10425097.
1999
HBED: the continuing development of a potential alternative to deferoxamine for iron-chelating therapy.
Blood. 93(1):370-5 [PMID] 9864183.
1999
Pharmacokinetics of orally administered desferrithiocin analogs in cebus apella primates.
Drug metabolism and disposition: the biological fate of chemicals. 27(12):1496-8 [PMID] 10570032.
1999
Polyamine analogue induction of the p53-p21WAF1/CIP1-Rb pathway and G1 arrest in human melanoma cells.
Cancer research. 59(6):1278-86 [PMID] 10096560.
1998
Effect of polyamine analogues on hypusine content in JURKAT T-cells.
Journal of medicinal chemistry. 41(20):3901-8 [PMID] 9748365.
1998
HBED: A potential alternative to deferoxamine for iron-chelating therapy.
Blood. 91(4):1446-52 [PMID] 9454776.
1998
Human prostatic carcinoma cell lines display altered regulation of polyamine transport in response to polyamine analogs and inhibitors.
The Prostate. 34(1):51-60 [PMID] 9428388.
1998
Lysosomal sequestration of polyamine analogues in Chinese hamster ovary cells resistant to the S-adenosylmethionine decarboxylase inhibitor, CGP-48664.
Cancer research. 58(17):3883-90 [PMID] 9731498.
1998
Polyamine analogue antiarrhythmics.
Pharmacological research. 38(5):367-80 [PMID] 9806817.
1998
Synthesis of reagents for the construction of hypusine and deoxyhypusine peptides and their application as peptidic antigens.
Journal of medicinal chemistry. 41(20):3888-900 [PMID] 9748364.
1998
The origin of the differences in (R)- and (S)-desmethyldesferrithiocin. Iron-clearing properties.
Annals of the New York Academy of Sciences. 850:202-16 [PMID] 9668541.
1997
A comparison of structure-activity relationships between spermidine and spermine analogue antineoplastics.
Journal of medicinal chemistry. 40(10):1475-94 [PMID] 9154970.
1997
Development of a Hypusine Reagent for Peptide Synthesis.
The Journal of organic chemistry. 62(10):3285-3290 [PMID] 11671715.
1997
Effects of novel spermine analogues on cell cycle progression and apoptosis in MALME-3M human melanoma cells.
Cancer research. 57(24):5521-7 [PMID] 9407962.
1997
Structural basis for differential induction of spermidine/spermine N1-acetyltransferase activity by novel spermine analogs.
Molecular pharmacology. 52(1):69-74 [PMID] 9224814.
1997
The influence of molecular conformation upon the self-assembly of cyclohexane diamide diacids.
Bioorganic & medicinal chemistry. 5(11):2049-61 [PMID] 9416422.
1996
Metabolically programmed polyamine analogue antidiarrheals.
Journal of medicinal chemistry. 39(13):2461-71 [PMID] 8691443.
1996
Metabolism and pharmacokinetics of N1,N14-diethylhomospermine.
Drug metabolism and disposition: the biological fate of chemicals. 24(3):334-43 [PMID] 8820425.
1996
Polyamine analogue regulation of NMDA MK-801 binding: a structure-activity study.
Journal of medicinal chemistry. 39(26):5257-66 [PMID] 8978854.
1996
Synthesis and biological evaluation of naphthyldesferrithiocin iron chelators.
Journal of medicinal chemistry. 39(8):1575-81 [PMID] 8648596.
1995
Impact of polyamine analogues on the NMDA receptor.
Journal of medicinal chemistry. 38(3):425-8 [PMID] 7853334.
1995
Metabolism and pharmacokinetics of N1,N11-diethylnorspermine.
Drug metabolism and disposition: the biological fate of chemicals. 23(10):1117-25 [PMID] 8654201.
1995
Preclinical antitumor efficacy of the polyamine analogue N1, N11-diethylnorspermine administered by multiple injection or continuous infusion.
Clinical cancer research : an official journal of the American Association for Cancer Research. 1(8):847-57 [PMID] 9816054.
1995
The impact of polyamine analogues on the blood pressure of normotensive and hypertensive rats.
Clinical and experimental hypertension (New York, N.Y. : 1993). 17(8):1197-217 [PMID] 8563697.
1995
The role of charge in polyamine analogue recognition.
Journal of medicinal chemistry. 38(13):2278-85 [PMID] 7608892.
1994
An investigation of desferrithiocin metabolism.
Journal of medicinal chemistry. 37(18):2889-95 [PMID] 8071936.
1994
Antiproliferative properties of polyamine analogues: a structure-activity study.
Journal of medicinal chemistry. 37(21):3464-76 [PMID] 7932575.
1994
Collateral sensitivity of human melanoma multidrug-resistant variants to the polyamine analogue, N1,N11-diethylnorspermine.
Cancer research. 54(22):5917-24 [PMID] 7954423.
1994
Design and testing of novel cytotoxic polyamine analogues.
Cancer research. 54(23):6210-4 [PMID] 7954468.
1994
Radiopotentiation of human brain tumor cells by the spermine analog N1,N14-bis(ethyl)homospermine.
International journal of radiation oncology, biology, physics. 29(5):1041-7 [PMID] 8083073.
1994
The desferrithiocin pharmacophore.
Journal of medicinal chemistry. 37(10):1411-7 [PMID] 8182699.
1993
A comparative study of the iron-clearing properties of desferrithiocin analogues with desferrioxamine B in a Cebus monkey model.
Blood. 81(8):2166-73 [PMID] 8471775.
1993
Antitumor activity of N1,N11-bis(ethyl)norspermine against human melanoma xenografts and possible biochemical correlates of drug action.
Cancer research. 53(3):581-6 [PMID] 8425191.
1993
Effects of diethyl spermine analogues in human bladder cancer cell lines in culture.
The Journal of urology. 150(4):1293-7 [PMID] 8371417.
1993
Growth inhibition of hormone-responsive and -resistant human breast cancer cells in culture by N1, N12-bis(ethyl)spermine.
Cancer research. 53(9):2071-5 [PMID] 8481909.
1993
Investigations of the mechanism by which mammalian cell growth is inhibited by N1N12-bis(ethyl)spermine.
The Biochemical journal. 291 ( Pt 1):131-7 [PMID] 8471032.
1993
Polyamine and polyamine analog regulation of spermidine/spermine N1-acetyltransferase in MALME-3M human melanoma cells.
The Journal of biological chemistry. 268(25):19118-25 [PMID] 8360194.
1993
Regulation of polyamine transport by polyamines and polyamine analogs.
Journal of cellular physiology. 155(2):399-407 [PMID] 8482732.
1993
Role of ribonucleotide reductase in inhibition of mammalian cell growth by potent iron chelators.
The Journal of biological chemistry. 268(35):26200-5 [PMID] 8253740.
1992
A comparison of the iron-clearing properties of 1,2-dimethyl-3-hydroxypyrid-4-one, 1,2-diethyl-3-hydroxypyrid-4-one, and deferoxamine.
Blood. 79(7):1882-90 [PMID] 1558978.
1992
Antitumor activity of N,N’-bis(ethyl)spermine homologues against human MALME-3 melanoma xenografts.
Cancer research. 52(9):2424-30 [PMID] 1568212.
1992
Antitumor effects of N-alkylated polyamine analogues in human pancreatic adenocarcinoma models.
Cancer chemotherapy and pharmacology. 30(3):179-82 [PMID] 1628365.
1992
Differential effects of the spermine analog, N1, N12-bis(ethyl)-spermine, on polyamine metabolism and cell growth in human melanoma cell lines and melanocytes.
Anticancer research. 12(4):1083-9 [PMID] 1503400.
1992
Regulatory and antiproliferative effects of N-alkylated polyamine analogues in human and hamster pancreatic adenocarcinoma cell lines.
Cancer chemotherapy and pharmacology. 30(3):183-8 [PMID] 1628366.
1992
Steady-state messenger RNA and activity correlates with sensitivity to N1,N12-bis(ethyl)spermine in human cell lines representing the major forms of lung cancer.
Cancer research. 52(19):5359-63 [PMID] 1327507.
1992
Structural alterations in desferrioxamine compatible with iron clearance in animals.
Journal of medicinal chemistry. 35(25):4739-44 [PMID] 1469701.
1991
Characterization of human spermidine/spermine N1-acetyltransferase purified from cultured melanoma cells.
Archives of biochemistry and biophysics. 284(2):238-44 [PMID] 1989509.
1991
Correlations between polyamine analogue-induced increases in spermidine/spermine N1-acetyltransferase activity, polyamine pool depletion, and growth inhibition in human melanoma cell lines.
Cancer research. 51(14):3715-20 [PMID] 2065327.
1991
Evaluation of desferrithiocin and its synthetic analogues as orally effective iron chelators.
Journal of medicinal chemistry. 34(7):2072-8 [PMID] 2066978.
1991
Increase in spermine content coordinated with siderophore production in Paracoccus denitrificans.
Journal of bacteriology. 173(7):2238-43 [PMID] 1826103.
1991
Selective cellular depletion of mitochondrial DNA by the polyamine analog N1,N12-bis(ethyl)spermine and its relationship to polyamine structure and function.
Molecular pharmacology. 39(4):487-94 [PMID] 2017149.
1991
Synthesis and biological evaluation of hydroxamate-based iron chelators.
Journal of medicinal chemistry. 34(11):3182-7 [PMID] 1956036.
1990
A comparative evaluation of iron clearance models.
Annals of the New York Academy of Sciences. 612:378-93 [PMID] 2127168.
1990
Combined regulation of ornithine and S-adenosylmethionine decarboxylases by spermine and the spermine analogue N1 N12-bis(ethyl)spermine.
The Biochemical journal. 268(1):207-12 [PMID] 2344358.
1990
Effect of N1,N14-bis(ethyl)homospermine on the growth of U-87 MG and SF-126 human brain tumor cells.
Cancer research. 50(11):3137-40 [PMID] 2334909.
1990
Induction of spermidine/spermine N1-acetyltransferase activity in Chinese-hamster ovary cells by N1N11-bis(ethyl)norspermine (corrected) and related compounds.
The Biochemical journal. 267(2):331-8 [PMID] 2334396.
1990
Kinetics of iron acquisition from ferric siderophores by Paracoccus denitrificans.
Journal of bacteriology. 172(5):2650-7 [PMID] 2185228.
1989
Correlation between the effects of polyamine analogues on DNA conformation and cell growth.
Cancer research. 49(20):5591-7 [PMID] 2507131.
1989
Differential induction of spermidine/spermine N1-acetyltransferase in human lung cancer cells by the bis(ethyl)polyamine analogues.
Cancer research. 49(14):3829-33 [PMID] 2544259.
1989
Differential response to treatment with the bis(ethyl)polyamine analogues between human small cell lung carcinoma and undifferentiated large cell lung carcinoma in culture.
Cancer research. 49(3):639-43 [PMID] 2535963.
1989
Effect of N1,N12-bis(ethyl)spermine and related compounds on growth and polyamine acetylation, content, and excretion in human colon tumor cells.
The Journal of biological chemistry. 264(20):11744-9 [PMID] 2745415.
1989
Major increases in spermidine/spermine-N1-acetyltransferase activity by spermine analogues and their relationship to polyamine depletion and growth inhibition in L1210 cells.
Cancer research. 49(22):6226-31 [PMID] 2804970.
1989
Role of the methylene backbone in the antiproliferative activity of polyamine analogues on L1210 cells.
Cancer research. 49(11):2959-64 [PMID] 2720656.
1989
Structure-function correlations of polyamine analog-induced increases in spermidine/spermine acetyltransferase activity.
Biochemical pharmacology. 38(9):1435-42 [PMID] 2497746.
1988
Control of ornithine decarboxylase activity in alpha-difluoromethylornithine-resistant L1210 cells by polyamines and synthetic analogues.
The Journal of biological chemistry. 263(22):11008-14 [PMID] 3134356.
1988
Demonstration of ferric L-parabactin-binding activity in the outer membrane of Paracoccus denitrificans.
Journal of bacteriology. 170(8):3711-7 [PMID] 3403511.
1988
Enzyme regulation as an approach to interference with polyamine biosynthesis–an alternative to enzyme inhibition.
Advances in enzyme regulation. 27:57-79 [PMID] 3250233.
1988
Modulation of polyamine biosynthesis and transport by oncogene transfection.
Biochemical and biophysical research communications. 157(1):264-70 [PMID] 3143363.
1988
Regulation of polyamine biosynthetic activity by spermidine and spermine analogs–a novel antiproliferative strategy.
Advances in experimental medicine and biology. 250:677-90 [PMID] 3076344.
1988
Selective regulation of S-adenosylmethionine decarboxylase activity by the spermine analogue 6-spermyne.
The Biochemical journal. 254(2):337-42 [PMID] 3178763.
1988
Synthetic polyamine analogues as antineoplastics.
Journal of medicinal chemistry. 31(6):1183-90 [PMID] 3373487.
1987
Microbial iron chelator-induced cell cycle synchronization in L1210 cells: potential in combination chemotherapy.
Cancer research. 47(22):6010-6 [PMID] 3664504.
1987
Regulation of ornithine decarboxylase activity by spermidine and the spermidine analogue N1N8-bis(ethyl)spermidine.
The Biochemical journal. 242(2):433-40 [PMID] 3036091.
1987
Relative abilities of bis(ethyl) derivatives of putrescine, spermidine, and spermine to regulate polyamine biosynthesis and inhibit L1210 leukemia cell growth.
Cancer research. 47(11):2821-5 [PMID] 3567905.
1987
Structural determinants of spermidine-DNA interactions.
Biopolymers. 26(5):691-703 [PMID] 3593890.
1986
Comparison and characterization of growth inhibition in L1210 cells by alpha-difluoromethylornithine, an inhibitor of ornithine decarboxylase, and N1,N8-bis(ethyl)spermidine, an apparent regulator of the enzyme.
Cancer research. 46(12 Pt 1):6279-85 [PMID] 3096560.
1986
Effects of the Vibrio cholerae siderophore vibriobactin on the growth characteristics of L1210 cells.
Biochemical and biophysical research communications. 136(1):273-80 [PMID] 3707576.
1985
Biological properties of N4- and N1,N8-spermidine derivatives in cultured L1210 leukemia cells.
Cancer research. 45(5):2050-7 [PMID] 3921235.
1985
Characterization of L1210 cell growth inhibition by the bacterial iron chelators parabactin and compound II.
Cancer research. 45(10):4754-9 [PMID] 4027962.
1985
Influence of iron on in vivo proliferation and lethality of L1210 cells.
The Journal of nutrition. 115(3):369-74 [PMID] 3973748.
1985
Mechanism and stereospecificity of the parabactin-mediated iron-transport system in Paracoccus denitrificans.
The Journal of biological chemistry. 260(13):7936-44 [PMID] 4008483.
1984
Aliphatic chain length specificity of the polyamine transport system in ascites L1210 leukemia cells.
Cancer research. 44(1):126-8 [PMID] 6690029.
1984
Antineoplastic and antiherpetic activity of spermidine catecholamide iron chelators.
Biochemical and biophysical research communications. 121(3):848-54 [PMID] 6331431.
1984
Treatment with alpha-difluoromethylornithine plus a spermidine analog leads to spermine depletion and growth inhibition in cultured L1210 leukemia cells.
Journal of cellular physiology. 121(3):476-82 [PMID] 6438117.
1983
Bacteriostatic and fungostatic action of catecholamide iron chelators.
Antimicrobial agents and chemotherapy. 24(5):725-30 [PMID] 6419673.
1983
Spermidine requirement for cell proliferation in eukaryotic cells: structural specificity and quantitation.
Science (New York, N.Y.). 219(4588):1083-5 [PMID] 6823570.
1982
Biological properties of N4-spermidine derivatives and their potential in anticancer chemotherapy.
Cancer research. 42(10):4072-8 [PMID] 7105005.
1980
Synthesis, absorption, and toxicity of N1,N8-bis(2,3-dihydroxybenzoyl)spermidine, a potent iron chelator.
Journal of medicinal chemistry. 23(10):1130-3 [PMID] 7420358.

Grants

Mar 2010 – May 2016
Iron Chelators Predicated on Desferrithiocin.
Role: Principal Investigator
Funding: NATL INST OF HLTH NIDDK

Contact Details

Phones:
Business:
(352) 273-7725
Emails:
Business:
rayb@ufl.edu
Addresses:
Business Mailing:
PO Box 100485
GAINESVILLE FL 32610
Business Street:
P6-04 JHMHC
GAINESVILLE FL 32610