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

2024
Niche for polyamine inhibition in treatment of metastatic pheochromocytoma and paraganglioma.
European journal of clinical investigation. [DOI] 10.1111/eci.14162. [PMID] 38381501.
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)(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