Publications

 

Wake Forest Papers

Advance
Article

X. Qiao, A. E. Zeitany, M. W. Wright, A. S. Essader, K. E. Levine, U. Bierbach: Analysis of the DNA damage produced by a platinum–acridine antitumor agent and its effects in NCI-H460 lung cancer cells. Metallomics (Advance Article).
L. Rao, J. D. Dworkin, W. E. Nell, U. Bierbach: Interactions of Platinum-Modified Perylene Derivative with the Human Telomeric G-Quadruplex. J. Phys. Chem. B, 115, 13701-13712. (2011)
C. L. Smyre, G. Saluta, T. E. Kute, G. L. Kucera, U. Bierbach: Inhibition of DNA Synthesis by a Platinum–Acridine Hybrid Agent Leads to Potent Cell Kill in Non-Small Cell Lung Cancer. ACS Medicinal Chemistry Letters, 2, 870-874. (2011)
H. Kostrhunova, J. Malina, A. J. Pickard, J. Stepankova, M. Vojtiskova, J. Kasparkova, T. Muchova, M. L. Rohlfing, U. Bierbach, V. Brabec: Replacement of a Thiourea with an Amidine Group in a Monofunctional Platinum–Acridine Antitumor Agent. Effect on DNA Interactions, DNA Adduct Recognition and Repair. Mol. Pharmaceutics, 8, 1941-1954. (2011)
L. A. Graham, G. M. Wilson, T. K. West, C. S. Day, G. L. Kucera, U. Bierbach: Unusual Reactivity of a Potent Platinum-Acridine Hybrid Antitumor Agent. ACS Medicinal Chemistry Letters, 2, 687-691. (2011)
J. R. Choudhury, L. Rao, U. Bierbach: Rates of intercalator-driven platination of DNA determined by restriction enzyme cleavage inhibition assay. Journal of Biological Inorganic Chemistry, 16, 373-380. (2011).
L. Rao, T. K. West, G. Saluta, G. L. Kucera, U. Bierbach: Probing Platinum-Adenine-N3 Adduct Formation with DNA Minor-Groove Binding Agents. Chemical Research in Toxicology, 23, 1148-1150. (2010).
L. C. Eiter, N. W. Hall, C. S. Day, G. Saluta, G. L. Kucera, U. Bierbach: Gold(I) Analogues of a Platinum-Acridine Antitumor Agent are Only Moderately Cytotoxic but Show Potent Activity against Mycobacterium tuberculosis. J. Med. Chem., 52, 6519-6522. (2009).
A. R. Kheradi, G. Saluta, G. L. Kucera, C. S. Day, U. Bierbach: Synthesis and biological evaluation of platinum-acridine hybrid agents modified with bipyridine non-leaving groups. Bioorg. Med. Chem. Lett., 19, 3423-3425. (2009).
Z. Ma, L. Rao, U. Bierbach: Replacement of a Thiourea-S with an Amidine-NH Donor Group in a Platinum-Acridine Antitumor Compound Reduces the Metal's Reactivity with Cysteine Sulfur. J. Med. Chem., 52, 3424-3427. (2009).
Z. Ma, J. Roy Choudhury, M. W. Wright, C. S. Day, G. Saluta, G. L. Kucera and U. Bierbach: A Non-Cross-Linking Platinum−Acridine Agent with Potent Activity in Non-Small-Cell Lung Cancer. J. Med. Chem., 51, 7574. (2008).
Z. Ma, G. Saluta, G. L. Kucera, and U. Bierbach: Effect of linkage geometry on biological activity in thiourea- and guanidine-substituted acridines and platinum–acridines. Bioorg. Med. Chem. Lett. 18, 3799. (2008).
J. Roy Choudhury, R.Guddneppanavar, G. Saluta, G. L. Kucera, and U. Bierbach: Tuning the DNA Conformational
Perturbations Induced by Cytotoxic Platinum−Acridine Bisintercalators: Effect of Metal Cis/Trans Isomerism and DNA Threading Groups. J. Med. Chem., 51, 3069. (2008).
L.Rao and U.Bierbach: Kinetically Favored Platination of Adenine in the G-Rich Human Telomeric Repeat. J. Am. Chem. Soc., 129, 15764. (2007).
Z. Ma, C. S. Day and U. Bierbach: Unexpected Reactivity of the 9-Aminoacridine Chromophore in Guanidylation Reactions. J. Org. Chem., 72, 5387. (2007).
A. L. Smith, C. S. Day, L. Que Jr., Y. Zhou and U. Bierbach: Unexpected assembly of a novel triply bridged diiron(II) core by a bidentate Schiff base ligand. Inorg. Chim. Acta., 360, 2824. (2007).
R. Guddneppanavar, J. R. Choudhury, A. R. Kheradi, B. D. Steen, G. Saluta, G. L. Kucera, C. S. Day, and U. Bierbach: Effect of the Diamine Nonleaving Group in Platinum-Acridinylthiourea Conjugates on DNA Damage and Cytotoxicity. J. Med. Chem., 50, 2259. (2007).
R. Guddneppanavar and U. Bierbach: Adenine-N3 in the DNA Minor Groove - An Emerging Target for Platinum Containing Anticancer Pharmacophores. Anti-Cancer Agents in Medicinal Chemistry, 7, 125. (2007).
R. Guddneppanavar, G. Saluta, G. L. Kucera, and U. Bierbach: Synthesis, Biological Activity, and DNA-Damage Profile of Platinum-Threading Intercalator Conjugates Designed To Target Adenine. J. Med. Chem., 49, 3204. (2006).
R. Guddneppanavar, M. W. Wright, A. K. Tomsey and U. Bierbach: Guanine Binding of a Cytotoxic Platinum-acridin-9-ylthiourea Conjugate Monitored by 1-D 1H and 2-D [1H, 15N] NMR Spectroscopy: Hydrolysis is not the Rate-determining Step. J. Inorg. Biochem. 100, 972. (2006).
J. Roy Choudhury, and U. Bierbach: Characterization of the Bisintercalative DNA Binding Mode of a Bifunctional Platinum -acridine Agent. Nucleic Acids Res. 33:5622 (2005).
Y. Ma, C. S. Day, and U. Bierbach: Synthesis, Structure, and Reactivity of Monofunctional Platinum(II) and Palladium(II) Complexes Containing the Sterically Hindered Ligand 6-(methylpyridin-2-yl)acetate. J. Inorg. Biochem., 99, 2013(2005).
M. E. Budiman, U. Bierbach, and R. W. Alexander: Minor Groove Adducts Formed by a Platinum-acridine Conjugate Inhibit Association of TATA-binding Protein with its Cognate Sequence. Biochem., 44, 11262 (2005).
S. M. Hess, A. M. Mounce, R. C. Sequeira, T. M. Augustus, M. C. Ackley, and U. Bierbach: Platinum-Acridinylthiourea Conjugates Show Cell Line Specific Cytotoxic Enhancement in H460 Lung Carcinoma Cells Compared to Cisplatin. Cancer Chemother. Pharmacol., 56,337 (2005).
H. Baruah, M. W. Wright, and U. Bierbach: Solution Structural Study of a DNA Duplex Containing the Guanine-N7 Adduct Formed by a Cytotoxic Platinum-Acridine Hybrid Agent. Biochemistry, 44, 6059-6070 (2005).
C. G. Barry, C. S. Day, and U. Bierbach: Duplex Promoted Platination of Adenine-N3 in the Minor Groove of DNA: Challenging a Longstanding Bioinorganic Paradigm. J. Am. Chem. Soc., 127, 1160-1169 (2005).
S. M. Hess, J. G. Anderson, and U. Bierbach: A Non-Crosslinking Platinum-Acridine Hybrid Agent Shows Enhanced Cytotoxicity Compared to Clinical BCNU and Cisplatin in Glioblastoma Cells. Bioorg. Med. Chem. Lett. 15, 443-446 (2005).
H. Baruah, C. G. Barry and U. Bierbach: Platinum-Intercalator Conjugates: From DNA-Targeted Cisplatin Derivatives to Adenine Binding Complexes as Potential Modulators of Gene Regulation. Curr. Topics Med. Chem. 4, 1537-1549 (2004).
M. E. Budiman, R. W. Alexander and U. Bierbach: Unique Base-Step Recognition by a Platinum-Acridinylthiourea Conjugate Leads to a DNA Damage Profile Complementary to That of the Anticancer Drug Cisplatin. Biochemistry 43, 8560-8567 (2004).
M. C. Ackley, C. G. Barry, A. M. Mounce, M. C. Farmer, B.-E. Springer, C. S. Day, M. W. Wright, S. J. Berners-Price, S. M. Hess, U. Bierbach: Structure-activity relationships in platinum-acridinylthiourea conjugates: effect of the thiourea nonleaving group on drug stability, nucleobase affinity, and in vitro cytotoxicity. J. Biol. Inorg. Chem. 9, 453-461 (2004).
H. Baruah, C. S. Day, M. W. Wright and U. Bierbach: Metal-intercalator-mediated self-association and one-dimensional aggregation in the structure of the excised major DNA adduct of a platinum-acridine agent. J. Am. Chem. Soc. 126, 4492-4493 (2004).
H. Baruah and U. Bierbach: Biophysical characterization and molecular modeling of the coordinative-intercalative DNA monoadduct of a platinum-acridinylthiourea agent in a site-specifically modified dodecamer. J. Biol. Inorg. Chem. 9, 335-344 (2004).
C. G. Barry, H. Baruah and U. Bierbach: Unprecedented Monofunctional Metalation of Adenine Nucleobase in Guanine and Thymine Containing Dinucleotide Sequences by a Cytotoxic Platinum-Acridine Hybrid Agent. J. Am. Chem. Soc. 125, 9629-9637 (2003).
H. Baruah and U. Bierbach: Unusual intercalation of acridin-9-ylthiourea into the 5'-GA/TC DNA base step from the minor groove: Implications for the covalent DNA adduct profile of a novel platinum-intercalator conjugate. Nucleic Acids Res. 31, 4138-4146 (2003).
T. M. Augustus, J. Anderson, S. M. Hess, and U. Bierbach: Bis(acridinylthiourea)platinum(II) Complexes: Synthesis, DNA Affinity, and Biological Activity in Glioblastoma Cells. Bioorg. Med. Chem. Lett. 13, 855-858 (2003).
C. G. Barry, E. C. Turney, C. S. Day, G. Saluta, G. L. Kucera, and U. Bierbach: Thermally Inert Metal Ammines as Light-inducible DNA-targeted Agents. Synthesis, Photochemistry, and Photobiology of a Prototypical Rhodium(III)-Intercalator Conjugate. Inorg. Chem., 41, 7159-7169 (2002).
J. M. Brow, C. R. Pleatman and U. Bierbach: Cytotoxic Acridinylthiourea and its Platinum Conjugate Produce Enzyme-mediated DNA Strand Breaks. Bioorg. Med. Chem. Lett., 12, 2953-2955 (2002).
H. Baruah, C.L. Rector, S. M. Monnier and U. Bierbach: Mechanism of action of non-cisplatin type DNA-targeted platinum anticancer agents: DNA interactions of novel acridinylthioureas and their platinum conjugates. Biochem. Pharmacol., 64:191 (2002).
E. T. Martins, H. Baruah, J. Kramarczyk, G. Saluta, C. S. Day, G. L. Kucera and U. Bierbach: Design, synthesis and biological activity of a novel non-cisplatin-type platinum-acridine pharmacophore. J. Med. Chem., 44:4492 (2001).

 

VCU and LIC (NL) Papers (Postdoctoral)

D. A. Sartori, B. Miller, U. Bierbach and N. Farrell: Modulation of the chemical and biological properties of transplatinum complexes. Monofunctional trans platinum complexes containing one nucleobase as potential antiviral chemotypes. J. Biol. Inorg. Chem., 5:575 (2000).

U. Bierbach, M. Sabat, and N. Farrell: Inversion of the cis-geometry requirement for cytotoxicity in novel platinum(II) complexes containing the bidentate N,O-donor pyridine-2-yl-acetate (PyAc). Inorg. Chem., 39:1882 (2000).

U. Bierbach, Y. Qu, T. W. Hambley, J. Peroutka, H. L. Nguyen, M. Doedee and N. Farrell: Synthesis, structure, biological activity, and DNA binding of platinum(II) complexes of the type trans-[PtCl2(NH3)L] (L = planar nitrogen base). Effect of L and cis/trans isomerism on sequence specificity and unwinding properties observed in globally platinated DNA. Inorg. Chem. 38:3535 (1999).

N. Farrell, Y. Qu, U. Bierbach, M. Valsecchi and E. Menta: Structure-activity relationships within dinuclear and trinuclear platinum phase I clinical anticancer agents. In 30 Years of Cisplatin - Chemistry and Biochemistry of a Leading Anticancer Drug. B. Lippert, ed.; Verlag HCA, Basel, Switzerland, 1999.

U. Bierbach and N. Farrell: Structural and reactivity studies on the ternary system guanine/methionine/trans-[PtCl2(NH3)L)] (L = NH3, quinoline): Implications for the mechanism of action of nonclassical trans-platinum antitumor complexes. JBIC, 3:570 (1998).

A. Zákovscá, O. Nováková, Z. Balcarová, U. Bierbach, N. Farrell, and V. Brabec: DNA interactions of antitumor trans-[PtCl2(NH3)quinoline]. Eur. J. Biochem., 254:547 (1998).

U. Bierbach, T. W. Hambley and N. Farrell: Modification of Platinum(II) Antitumor Complexes with Sulfur Ligands. 1. Synthesis, Structure and Spectroscopic Properties of Cationic Complexes of the Types [PtCl(diamine)(L)]NO3 and [{PtCl(diamine)}2(L-L)](NO3)2 (L = Monofunctional Thiourea Derivative; L-L = Bifunctional Thiourea Derivative). Inorg. Chem. 37:708 (1998).

U. Bierbach, J. D. Roberts and N. Farrell: Modification of Platinum(II) Antitumor Complexes with Sulfur Ligands. 2. Reactivity and Nucleotide Binding Properties of Cationic Complexes of the Types [PtCl(diamine)(L)]NO3 and [{PtCl(diamine)}2(L-L)](NO3)2 (L = Monofunctional Thiourea Derivative; L-L = Bifunctional Thiourea Derivative) in Relation to Their Cytotoxicity. Inorg. Chem. 37:717 (1998).

U. Bierbach and N. Farrell: Modulation of Nucleotide Binding of Trans-Platinum Complexes by Planar Ligands. A Combined Proton NMR and Molecular Mechanics Study. Inorg. Chem. 36:3657 (1997).

U. Bierbach, T. W. Hambley, J. D. Roberts, and N. Farrell:Oxidative Addition of the Dithiobis(formamidinium) Cation to Platinum(II) Chloro Am(m)ine Compounds: Studies on Structure, Spectroscopic Properties, Reactivity and Cytotoxicity of a New Class of Platinum(IV) Complexes Exhibiting S-Thiourea Coordination. Inorg. Chem. 35:4865 (1996).

U. Bierbach and J. Reedijk:An Unusual Route to Potential Platinum Antitumor Compounds: Synthesis, Reactivity, and Spectroscopic Properties of the Pt(IV) Complex fac-[PtCl3(NH3)2L]Cl. Angew. Chem. Int. Ed. Engl. 33:1632 (1994).

 

Patents

N. Farrell and U. Bierbach: Water soluble transplatinum complexes with antitumor activity and method of using same. U.S. patent 6,001,872, Dec. 1999.

N. Farrell and U. Bierbach: Platinum complexes with anti-viral activity and method of using same. U.S. patent 6,113,934, Sep. 2000.