Publications

(for pdf, click here)

      

        107. S. F. Wnuk, J. Robert, B. P. Meyers, A. J. Sobczak, J. Zhu, B. Gopishetty, D. Pei, " Inhibition of S-ribosylhomocysteinase (LuxS) by Substrate Analogues Modified at the Ribosyl C-3 Position" Bioorg. Med. Chem. 17, xxxx-xxxx (2009).

        106. P. R. Sacasa, J. Zayas, S. F. Wnuk, " Radical-mediated thiodesulfonylation of the vinyl sulfones: Access to (a-fluoro)vinyl sulfides", Tetrahedron Lett. 50, 5424-5427 (2009)

        105. S. F. Wnuk, P. R. Sacasa, J. Restrepo, "Application of germyldesulfonylation reactions to the synthesis of germanium-containing nucleoside analogues" Nucleosides Nucleotides & Nucleic Acids, 24, 537-549 (2009).

        104. P. K. R. Nair, S. J. Melnick, S. F. Wnuk, M. Rapp, E. Escalon, C. Ramachandran, "Isolation and Characterization of an Anticancer Catechol Compound from Semecarpus anacardium", J. Ethnopharmacol. 124, 450-456 (2009).

        103. M. Rapp, X. Cai, W. Xu, W. R. Dolbier, Jr., S. F. Wnuk, "Reactions of fluorosulfonyldifluoroacetate with Purine and Pyrimidine Nucleosides", J. Fluorine Chem. 130, 321-328 (2009).

        102. B. Gopishetty, J. Zhu, R. Rajan, A. Sobczak, S. F. Wnuk, C. E. Bell, D. Pei, "Probing the Catalytic Mechanism of S-Ribosylhomocysteinase (LuxS) with Catalytic Intermediates and Substrate Analogues" J. Am. Chem. Soc. 131, 1243-1250 (2009).

101. H. Zipse, E. Artin, S. F. Wnuk, G. J. S. Lohman, D. Martino, R. G. Griffin, S. Kacprzak, M. Kaupp, B. Hoffman, M. Bennati, J. Stubbe, N. Lees, "Structure of the nucleotide radical formed during reaction of CDP/TTP with the E441Q-a2β2 of E. coli ribonucleotide reductase" J. Am. Chem. Soc. 131, 200-211 (2009). 

100. S. F. Wnuk, P. R. Sacasa, E. Lewandowska, D. Andrei, S. Cai, R. T. Borchardt, "Synthesis of 5'-functionalized nucleosides: S-Adenosylhomocysteine analogues with the Carbon-5' and Sulfur Atoms Replaced by a Vinyl or Halovinyl Unit" Bioorg. Med. Chem. 16, 5424-55433 (2008).

99. S. F. Wnuk, J. Lalama, C. A. Garmendia, J. Robert, J. Zhu, D. Pei, "S-Ribosylhomocysteine analogues with the carbon-5 and sulfur atoms replaced by a vinyl or (fluoro)vinyl unit", Bioorg. Med. Chem. 16, 5090-5102 (2008).

98. Z. Wang, J.-P. Pitteloud, L. Montes, M. Rapp, D. Derane, S. F. Wnuk, "Vinyl Tris(trimethylsilyl)silanes: Substrates for Hiyama Coupling", Tetrahedron. 64, 5322-5327 (2008).

97. S. F. Wnuk, P. R. Sacasa, "(p-Toluenesulfonylmethylene)triphenylphosphorane" in Electronic Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A., Crich, D. Eds; Wiley, 2008. DOI 10.1002/047084289X.rn00884.

96. S. F. Wnuk, J. Lalama, J. Robert, C. A. Garmendia, "Novel S-ribosylhomocysteine analogues as potential inhibitors of LuxS enzyme", Nucleosides Nucleotides Nucleic Acids. 26, 1051-1055 (2007).

95. M. J. Robins, I. Nowak, S. F. Wnuk, F. Hansske, Danuta Madej, "Deoxygenative [1,2]-Hydride Shift Rearrangements in Nucleoside and Sugar Chemistry: Analogy with the [1,2]-Electron Shift in the Deoxygenation of Ribonucleotides by Ribonucleotide Reductases", J. Org. Chem. 72, 8216-8221 (2007).

94. W. Xu, K. A. Abboud, I, Ghiviriga, W. R. Dolbier, Jr., M. Rapp, S. F. Wnuk, "An unexpected reaction of trimethylsilyl fluorosulfonyldifluoroacetate (TFDA) with imidazoles. Formation of N-difluoromethyl- thioureas", Org. Lett. 8, 5549-5551 (2006).

93. D. Andrei, S. F. Wnuk, "S-Adenosylhomocysteine analogues with the Carbon-5' and Sulfur Atoms Replaced by a Vinyl Unit" Org. Lett. 8, 5093-5096 (2006)

92. S. F. Wnuk, J. M. Robins, "Ribonucleotide Reductase Inhibitors as Anti-Herpes Agents" Antiviral. Res. 71, 122-126 (2006).

91. M. Rapp, T. A. Haubrich, J. Perrault, Z. B. Mackey, J. H. McKerrow, P. K. Chiang,S. F. Wnuk, "Antitrypanosomal Activity of 6'-Iodohomovinyl Derivatives of Adenosine and Related 6-N-Cyclopropyladenosine Analogues", J. Med. Chem. 49, 2096-2102 (2006).

90. D. Andrei, S. F. Wnuk, "Synthesis of the Multisubstituted Halogenated Olefins via Cross-Coupling of Dihaloalkenes with Alkylzinc Bromides" J. Org. Chem. 71, 405-408 (2006).

89. M. J. Robins, S. F. Wnuk, "Reduction of Ribonucleosides to 2'-Deoxynucleosides" in Current Protocols in Nucleic Acid Chemistry, Jones, R. A., Ed.; John Wiley & Sons, New York, NY, 2005; Supplement 21, Unit 1.11.

88. Z. Wang, A. Gonzalez, S. F. Wnuk, "Pd-catalyzed couplings of (a-fluoro)vinyl tris(trimethylsilyl)germanes", Tetrahedron Lett. 46,5313-5316, (2005).

87. J. Fritscher, J. Antonic, S. F. Wnuk, G. Bar, J. H. Robblee, S. Kacprzak, M. Kaupp, R. G. Griffin, M. Bennati, J. Stubbe, "Structure of the nitrogen-centered radical formed during inactivation of E. coli ribonucleotide reductase by 2'-azido-2'-deoxyuridine-5'-diphosphate: trapping of the 3'-ketonucleotide", J. Am. Chem. Soc. 127, 7729-7738, (2005).

86. M. Wang, J. Zhang, D. Andrei, K. Kuczera, R. T. Borchardt, S. F. Wnuk, "Are L-Adenosine and its Derivatives Substrates for S-Adenosyl-L-homocysteine Hydrolase?", J. Med. Chem. 48, 3649-3653, (2005).

85. Z. Wang, S. F. Wnuk, "Application of Vinyl Tris(trimethylsilyl)germanes in Pd-catalyzed Couplings", J. Org. Chem. 70, 3281-3284 (2005).

84. J.-L. Décout,  S. F. Wnuk, "Sugar-modified thionucleosides: Chemistry and inhibition of ribonucleotide reductases and S-adenosyl-L-homocysteine hydrolases" in Frontiers in Nucleic Acids, Schinazi, R. F. and Liotta, D. C., Eds.; IHL Press, Atlanta, GA, 2004, pp. 235-265.

83. P. K. R. Nair, S. Rodriguez, R. Ramachandran, A. Alamo, S. J. Melnick, E. Escalon, P. I. Garcia Jr., S. F. Wnuk, C. Ramachandran , "Immune stimulatory properties of a novel polysaccharide for biodefense from the medicinal plant Tinospora cordifolia", International Immunopharmacol. 4, 1645-1659 (2004).

82. S. F. Wnuk, E. Lewandowska, P. R. Sacasa, L. N. Crain, J. Zhang, R. T. Borchardt, E. De Clercq, "Stereoselective Synthesis of Sugar-Modified Enyne Analogues of Adenosine and Uridine. Interaction with S-Adenosyl-L-homocysteine Hydrolase, and Antiviral and Cytotoxic Effects", J. Med. Chem. 47, 5251-5257, (2004).

81. S. F. Wnuk, P. I. Garcia, Jr., Z. Wang, "Radical-mediated Silyl- and Germyldesulfonylation of Vinyl and (a-Fluoro)vinyl Sulfones and Application of Tris(trimethylsilyl)silanes and germanes in Pd-catalyzed Couplings", Org. Lett. 6, 2101-2104 (2004).

80. C. Chatfield, A. Augusten, C. D'Cunha, E. Lewandowska, S. F. Wnuk, "Theoretical and experimental study of the regioselectivity of Michael addition", Eur. J. Org. Chem. 313-322 (2004)

79. S. F. Wnuk, D. R. Companioni, E. Lewandowska,  P. I. Garcia Jr., J. A. Secrist III, "Synthesis and cytotoxicity  of 9-(2-deoxy-2-alkyldithio-b-D-arabinofuranosyl)purine nucleosides which are stable precursors to potential mechanistic probes of ribonucleoside reductases", Org. Biomol. Chem. 2, 120-126 (2004).

78. E. Lewandowska, J. Lalama, C.-S. Yuan, S. F. Wnuk, "Open-Chain Carboacyclic Analogs of Adenosine with Dihalovinyl Unit as Potential Inhibitors of S‑Adenosyl-L-Homocysteine Hydrolase", Nucleosides Nucleotides Nucleic Acids 22, 1747-1755 (2003).

77. S. F. Wnuk, P. R. Sacasa, L. N. Crain, E. Lewandowska, J. Zhang, R. T. Borchardt, "Stereocontrolled Synthesis of Diene and Enyne Sugar-Modified Nucleosides and their Interaction with S-Adenosyl L-homocysteine Hydrolase", Nucleosides Nucleotides Nucleic Acids 22, 783-785 (2003)

76. S. F. Wnuk, D. Companioni, V. Neschadimenko, M. J. Robins, "The b-Fluorine Effect.  Electronic versus Steric Effects in Radical Deoxygenation of Fluorine-Containing Pentofuranose Nucleosides", J. Org. Chem. 67, 8794-8797 (2002).

75.  C. Merryman, E, Weinstein, S. F. Wnuk, D. P. Bartel, "A Biofunctional tRNA for in vitro Protein Selection", Chem. Biol. 9, 741-746 (2002)

74.  S. F. Wnuk, B.-O. Ro, C. A. Valdez, E. Lewandowska, N. X. Valdez, P. R. Sacasa, D. Yin, J. Zhang, R. T. Borchardt, E. De Clercq, "Sugar-Modified Conjugated Diene Analogues of Adenosine and Uridine. Synthesis, Interaction with S-Adenosyl-L-homocysteine Hydrolase and Antiviral and Cytostatic Effects", J. Med. Chem. 45, 2651-2658 (2002).

73.  S. F. Wnuk, L. A. Bergolla, P. I. Garcia, Jr., "Studies Towards Synthesis of a-Fluorinated Phosphonates via Tin-Mediated Cleavage of a-Fluoro a-(pyrimidin-2-ylsulfonyl) alkylphosphonates.  Intramolecular cyclization of a-phosphonyl radicals", J. Org. Chem. 67, 3065-3071 (2002).

72.  E. Lewandowska, S. Kinastowski, S. F. Wnuk "Studies on the Rearrangement of ortho-Nitrobenzylidenemalonates and Their Analogues to 2-Aminobenzoate Derivatives" Can. J. Chem. 80, 192-199 (2002).

71.  S. F. Wnuk, S. M. Chowdhury, P. I. Garcia, M. J. Robins, "Stereodefined Synthesis of O3'-Labeled Uracil Nucleosides.  3'[17O]-Labeled 2'-Azido-2'-deoxyuridine 5'-Diphosphate as a Probe for the Mechanism of Inactivation of Ribonucleotide Reductases", J. Org. Chem. 67, 1816-1819 (2002).

70.  M. J. Robins, J. S. Wilson, D. Madej, D. L. J. Tyrrel, W. P. Gati, R. J. Lindmark, S. F. Wnuk,"Nucleic Acid Related Compounds. 114. Synthesis of 2,6-(Disubstituted)purine 2',3'-dideoxynucleosides and selected Cytotoxic, Anti-Hepatatis B, and Adenosine Deaminase Substrate Activities",  J. Heterocycl. Chem. 38, 1297-1306 (2001).

69.  S. F. Wnuk, "Targeting 'Hydrolytic' Activity of the S-Adenosyl-L-homocysteine Hydrolase", Mini-Review Med. Chem. 1, 307-316 (2001).

68.  S. F. Wnuk, C. A. Valdez, N. X. Valdez, "Rhodium(I)-Catalyzed Regio- and Stereoselective Chloroesterification Of Furanose-derived Terminal Alkynes With Ethyl Chloroformate", J. Carbohydr. Chem. 20, 71-79 (2001).

67.  X. Yang, D. Yin, S. F. Wnuk, M. J. Robins,  R. T. Borchardt "Mechanism of Inactivation of human S-Adenosylhomocysteine Hydrolase by 5',5',6',6'-Tetradehydro-6'-deoxy-6'-halohomoadenosines" Biochemistry 80, 15234-15241 (2000).

66.  S. F. Wnuk,  E. Lewandowska, C. A. Valdez, S. Kinastowski "Rearrangement of Nitropyridylidene-malonate 1-Oxides.  A Novel Method for the Synthesis of Aminopyridine Derivatives" Tetrahedron 56, 7667-7671 (2000).

65.  S. F. Wnuk, J. M. Rios, J. Khan, Y.-L. Hsu "Synthesis of a-Fluoro Esters via Stannyl Radical-Mediated Cleavage of p-Deficient Heterocyclic Sulfones" J. Org. Chem. 65, 4169-4174 (2000).

64.  S. F. Wnuk, C. A. Valdez, J. Khan, P. Moutinho, M. J. Robins, X. Yang, R. T. Borchardt, J. Balzarini, E. De Clercq "Doubly Homologated Dihalovinyl and Acetylene Analogues of Adenosine.  Synthesis, Interaction with S-Adenosyl-L-homocysteine Hydrolase, and Antiviral and Cytostatic Effects" J. Med. Chem. 43, 118--1186 (2000).

63.  S. F. Wnuk, C.-S Yuan, R. T. Borchardt, M. J. Robins. "Design and Biological Evaluation of New Mechanism-Based Inhibitors of S-Adenosyl-L-homocysteine Hydrolase" Nucleosides & Nucleotides 18, 595-596, (1999).

62.  Z. Guo, M. C. Samano, J. W. Krzykawski, S. F. Wnuk, G. J. Ewing, M. J. Robins "Biomimetic Modeling of the Abstraction of H3' by Ribonucleotide Reductases.  1,5-Hydrogen Atom Transfer of H3 to Aminyl and Oxyl, but not Thiyl, Free Radicals in Homoribofuranose Derivatives" Tetrahedron 55, 5705-5700 (1999).

61.  J. Giziewicz, S. F. Wnuk, M. J. Robins "Nucleic Acid Related Compounds. 107. Efficient Nitration of Uracil Base and Nucleoside Derivatives" J. Org. Chem. 64, 2149-2151 (1999).

60.  M. J. Robins, Z. Guo, M. C. Samano, S. F. Wnuk "Biomimetic Simulation of Free Radical-Initiated Cascade Reactions Postulated to Occur at the Active Site of Ribonucleotide Reductases" J. Am. Chem. Soc. 121, 1423-1433 (1999).

59.  Z. Karolewski, P. Golinski, S. Wnuk, O. Li, Z. Weber "Chemical  and Biological Characteristics of Metabolite of Non-Aggressive Phoma Lingam (Tode Ex. Fr.) Desm. Isolate"  Phytopathol. Pol. 15, 15-23 (1998).

58.   M. J. Robins, E. Lewandowska, S. F. Wnuk,"Nucleic Acid Related Compounds.  105.  Synthesis of 2',3'-Didehydro-2',3'-Dideoxynucleosides from Ribonucleoside Cyclic 2',3'-(Sulfates or Phosphates) or 2',3'-Dimesylates Via Reductive Elimination with Sodium Naphthalenide", J. Org. Chem. 63, 7375-7381 (1998).

57.   M. J. Robins, S. F. Wnuk, X. Yang, C.-S. Yuan, R. T. Borchardt, J. Balzarini, E. De Clercq, "Inactivation of S-Adenosyl-L-homocysteine Hydrolase and Antiviral Activitiy with 5',5',6',6'-Tetradehydro-6'-Deoxy-6'-Halohomoadenosine Analogues (4'-Haloacetylene Analogues Derived from Adenosine)" , J. Med. Chem. 41, 3857-3864 (1998)

56.   S. F. Wnuk, Y. Mao, C.-S Yuan, R. T. Borchardt, G. Andrei, J. Balzarini, E. De Clercq, M. J. Robins, "Discovery of Type II (Covalent) Inactivation of S-Adenosyl-L-homocysteine Hydrolase.  Synthesis and Evaluation of Dihalohomovinyl Nucleoside Analogues Derived from Adenosine", J. Med. Chem. 41, 3078-3083 (1998).

55.   C.-S Yuan, S. F. Wnuk, M. J. Robins, R. T. Borchardt, "A Novel Mechanism-Based Inhibitor (6'-bromo-5',6'-didehydro-6'-deoxy-6'-fluorohomoadenosine) That Covalently Modifies Human Placental S-Adenosylhomocysteine Hydrolase", J. Biol. Chem. 273, 18191-18197 (1998).

54.   M. J. Robins, S. Sarker and S. F. Wnuk, "What Are the Practical Limits for Detection of Minor (Nucleoside) Reaction Products with HPLC (UV), 1H NMR, and TLC?", Nucleosides & Nucleotides, 17, 785-790 (1998).

53.   S. F. Wnuk, C.-S. Yuan, R. T. Borchardt and M. J. Robins, "Synthesis of Homologated Halovinyl Derivatives from Aristeromycin and their Inhibition of Human Placental S-Adenosyl-L-homocysteine hydrolase", Nucleosides & Nucleotides, 17, 99-113 (1998).

52.   M. J. Robins, V. Neschadimenko, B.-O Ro, C-S. Yuan, R. T. Borchardt and S. F. Wnuk,  "Nucleic Acid Related Compounds.  101.  S-Adenosyl-L-homocysteine Hydrolase Does Not Hydrate (5'-Fluoro)vinyl or (6'-Halo)homovinyl Analogues Derived from 3'-Deoxyadenosine or 3'-(Chloro or Fluoro)-3'-deoxyadenosine", J. Org. Chem., 63, 1205-1211 (1998).

51.   M. J. Robins, R. Zou, F. Hansske and S. F. Wnuk, "Synthesis of sugar-modified 2,6-diaminopurine and guanine nucleosides from guanosine via transformations of 2-aminoadenosine and enzymatic deamination with adenosine aminohydrolase", Can. J. Chem.,  75, 762-767 (1997).

50.   H. Huang, C.-S Yuan, S. F. Wnuk, M. J. Robins and R. T. Borchardt, "The mechanism of inactivation of human placental S-Adenosylhomocysteine hydrolase by (E)-4',5'-didehydro-5'-methoxyadenosine (DMAO) and adenosine 5'-carboxaldehyde oxime (ACAO)", Arch. Biochem. Biophys., 343, 109-117 (1997).

49.   S. F. Wnuk, C.-S. Yuan, R. T. Borchardt, J. Balzarini, E. De Clercq and M. J. Robins, "Anticancer and Antiviral Effects and Inactivation of S-Adenosyl-L-homocysteine Hydrolase with 5'-Carboxaldehydes and Oximes Synthesized from Adenosine and Sugar-Modified Analogues", J. Med. Chem., 40, 1608-1618 (1997).

48.   E. Lewandowska, V. Neshchadimenko, S. F. Wnuk and M. J. Robins, "Efficient Removal of Sugar O-Tosyl Groups and Heterocycle-Halogens from Nucleosides with Sodium Naphthalenide", Tetrahedron, 53, 6295-6302 (1997).

47.   M. J. Robins, Z. Guo and S. F. Wnuk, "Elimination of Chlorine (Radical) or Tosylate (Anion) from C2' of Nucleoside C3' Free Radicals as Model Reactions Postulated To Occur at the Active Site of Ribonucleotide Reductases", J. Am. Chem. Soc., 119, 3637-3638 (1997).

46.   M. J. Robins, S. Sarker, V. Samano and S. F. Wnuk, "Nucleic Acid Related Compounds. 94. Remarkably High Stereoselective Reductions of 2'- and 3'-Ketonucleoside Derivatives to Give Arabino, Ribo, and Xylofuranosyl Nucleosides with Hydrogen Isotopes at C2' and C3'", Tetrahedron,  53, 447-456 (1997).

45.   M. J. Robins, R. Zou, Z. Guo and S. F. Wnuk, "Nucleic Acid Related Compounds. 93. A Solution for the Historic Problem of Regioselective Sugar–Base Coupling To Produce 9-Glycosylguanines or 7-Glycosylguanines", J. Org. Chem.61, 9297-9212 (1996).

44.  M. J. Robins, S. F. Wnuk, A. E. Hernandez and M. C. Samano, "Nucleic Acid Related Compounds. 91.Biomimetic Reactions are in Harmony with Loss of 2'-Substituents as Free Radicals (Rather than Anions) During Mechanism-Based Inactivation of Ribonucleotide Reductases. Differential Interactions of C2' Azide, Halogen, and Alkylthio Groups With Tributylstannane and Triphenylsilane", J. Am. Chem. Soc., 118, 11341-11348 (1996).  

43.   M. J. Robins, Z. Guo, M. C. Samano and S. F. Wnuk, "Biomimetic Modeling of the Decomposition of 2'-Chloro-2'-deoxynucleotides by Ribonucleotide Reductases to Give 3(2H)-Furanones Which Can Effect Mechanism-Based Inactivation by Michael-Type Alkylation", J. Am. Chem. Soc., 118, 11317-11318 (1996).

42.   S. F. Wnuk, S. Liu, C.-S Yuan, R. T. Borchardt and M. J. Robins, "Inactivation of S-Adenosyl-L-homocysteine Hydrolase by Amide and Ester Derivatives of Adenosine-5'-Carboxylic Acid", J. Med. Chem., 39, 4162-4166 (1996).

41.   C.-S Yuan, S. Liu, S. F. Wnuk, M. J. Robins and R. T. Borchardt, "Design and Synthesis of S-Adenosylhomocysteine Hydrolase Inhibitors as Broad-Spectrum Antiviral Agents", in Advances in Antiviral Drug Design, De Clercq, E., Ed.; JAI Press, 1996, Vol 2, pp 41-88.

40.   S. F. Wnuk and M. J. Robins, "Stannyl Radical-Mediated Cleavage of p-Deficient Heterocyclic Sulfones. Synthesis of a-Fluoro Esters and the First Homonucloside a-Fluoromethylene Phosphonate", J. Am. Chem. Soc., 118, 2519-2520 (1996).

39.   M. J. Robins, J. S. Wilson, D. Madej, N. H. Low, F. Hansske and S. F. Wnuk, "Nucleic Acid Related Compounds. 88. Efficient Conversions of Ribonucleosides into their 2',3'-Anhydro, 2'(and 3')-Deoxy, 2',3'-Didehydro-2',3'-dideoxy, and 2',3'-Dideoxynucleoside Analogues", J. Org. Chem., 60, 7902-7908 (1995).

38.   M. J. Robins, S. F. Wnuk, “Antimony(III) Chloride”, in Encyclopedia of Reagents for Organic Synthesis, Paquette, L. A., Ed.; John Wiley & Sons: Chichester, 1995, Vol. 1, pp 205-206.

37.   C.-S Yuan, S. Liu, S. F. Wnuk, M. J. Robins and R. T. Borchardt, "Rational Approaches to the Design of Mechanism-Based Inhibitors of S-Adenosyl-homocysteine Hydrolase", Nucleosides Nucleotides 14, 439-447 (1995).

                 36.  M. J. Robins, S. F. Wnuk, "Selected Aspects of the Chemistry and Biochemistry of Sulfur-Containing Nucleosides", Phosphorus, Sulfur, Silicon Relat. Elem. 95/96, 71-88 (1994).   

35.   G. Wenska, B. Skalski, S. Paszyc, S. Wnuk, R. W. Adamiak "Fluorescent Nucleoside Derivatives: Luminescence Study of 4-Dimethylamino-pyridinium Chloride Derived from Guanosine" J. Fluorescence 4, 283-286 (1994).

34.   C.-S Yuan, S. F. Wnuk, S. Liu, M. J. Robins, and R. T. Borchardt "(E)-5',6'-Didehydro-6'-Deoxy-6'-Fluorohomoadenosine: A Substrate that Measures the Hydrolytic Activity of S-Adenosylhomocysteine Hydrolase", Biochemistry 33, 12305-12311 (1994).

33.   S. F. Wnuk, "Synteza 5'-Fluorowych Analogow S-Adenozylohomocysteiny oraz innych 5'-Modyfikowanych Nukleozydow i ich Aktywnosc Biologiczna", (Synthesis of the 5'-Fluoro Analogues of S-Adenosylhomocysteine and other 5'-Modified Nucleosides and their Biological Acticity) Roczniki Akademii Rolniczej w Poznaniu, Rozprawy Naukowe: Zeszyt (issue) #251, (1994).

32.   S. F. Wnuk, C.-S. Yuan, R. T. Borchardt, J. Balzarini, E. De Clercq and M. J. Robins, "Nucleic Acid Related Compounds.  84.  Synthesis of 6'(E and Z)-Halogenohomovinyl Derivatives of Adenosine, Inactivation of S-Adenosyl-L-homocysteine Hydrolase, and Correlation of Anticancer and Antiviral Potencies with Enzyme Inhibition", J. Med. Chem., 37, 3579-3587 (1994).

31.   S. F. Wnuk, J. D. Stoeckler and M. J. Robins, "Nucleic Acid Related Compounds.  82.  Conversion of Adenosine to Inosine 5'-Thioether Derivatives with Aspergillus Oryzae Adenosine Deaminase or Alkyl Nitrites.  Substrate and Inhibitory Activities of Inosine 5'-Thioether Derivatives with Purine Nucleoside Phosphorylase", Nucleosides Nucleotides, 13, 389-403 (1994).

30.   C.-S Yuan, S. Liu, S. F. Wnuk, M. J. Robins and R. T. Borchardt, "Mechanism of Inactivation of S-Adenosylhomocysteine Hydrolase by (E)-5',6'-Didehydro-6'-Deoxy-6'-Halo-Homoadenosines", Biochemistry  33, 3758-3765 (1994).

29.   M. J. Robins, S. F. Wnuk, K. B. Mullah, N. K. Dalley, C.-S. Yuan, Y. Lee and R.T. Borchardt, "Nucleic Acid Related Compounds.  80.  Synthesis of 5'-S-(Alkyl and aryl)-5'-fluoro-5'-thioadenosines with Xenon Difluoride or (Diethylamino)sulfur Trifluoride, Hydrolysis in Aqueous Buffers, and Inhibition of S-Adenosyl-L-homocysteine Hydrolase by Derived 'Adenosine 5'-Aldehyde' Species", J. Org. Chem., 59, 544-555 (1994).

28.   S. F. Wnuk, "Sulfur and Seleno-Sugar Modified Nucleosides. Synthesis, Chemical Transformation and Biological Properties", Tetrahedron, 49, 9877-9936 (1993).

27.  M. J. Robins and S. F. Wnuk, "Efficient Conversions of Thioethers to a-Fluoro Thioethers with DAST or DAST/Antimony(III) Chloride", J. Org.  Chem., 58, 3800-3801 (1993).            

26.   S. Liu, S. F. Wnuk, C. Yuan, M. J. Robins and R. T. Borchardt, "Adenosine 5'-Carboxaldehyde: A Potent Inhibitor of S-Adenosyl-L-homocysteine Hydrolase", J. Med. Chem., 36, 883-887 (1993)

25.   S. F. Wnuk and M. J. Robins, "Nucleic Acid Related Compounds. 78. Stereocontrolled syntheses of 6'(E and Z)-halovinyl analogues from uridine-derived vinylsulfones via vinyltin intermediates", Can. J. Chem., 71, 192-198 (1993).

24.   S. F. Wnuk, N. K. Dalley and M. J. Robins, "Nucleic Acid Related Compounds. 76.   Synthesis of 5'(E and Z)-Chloro-4',5'-didehydro-5'-deoxyadenosines via Chlorination and Thermolysis of Adenosine 5'-Sulfoxides.  Mechanism-Based Inhibition of S-Adenosyl-L-homocysteine Hydrolase", J. Org. Chem., 58, 111-117 (1993).

23.   M. J. Robins, S. F. Wnuk, K. B. Mullah, N. K. Dalley, R. T. Borchardt,  Y. Lee and C.-S. Yuan, "Adenosine-Derived 5'-a-Halo Thioether, Sulfoxide, Sulfone, and (5'-Halo)methylene analogues. Inhibition of S-Adenosyl-L-Homocysteine hydrolase", in Nucleosides and Nucleotides as Antitumor and Antiviral Agents (C. K. Chu, D. C. Baker, Eds.), Plenum Press, New York, p. 115-126, 1993.

22.   M. J. Robins, K. B. Mullah, S. F. Wnuk and N. K. Dalley, "Nucleic Acid Related Compounds. 73. Fluorination of Uridine 2'-Thioethers with Xenon Difluoride or Diethylaminosulfur Trifluoride. Synthesis  of Stable 2'-Alkyl (or Aryl)sulfonyl-2'-deoxy-2'-fluorouridines", J. Org. Chem.,  57, 2357-2364 (1992).

21.   M. J. Robins, S. D. Hawrelak, A. E. Hernandez and S. F. Wnuk, "Nucleic Acid Related Compounds. 71. Efficient  general synthesis of purine (amino, azido, and triflate)-sugar nucleoside", Nucleos. Nucleot., 11, 821-834 (1992).

20.   M. J. Robins, S. F. Wnuk, K. B. Mullah and N. K. Dalley, "Nucleic Acid Related Compounds. 68. Fluorination at C5' of Nucleside 5'-Thioethers with DAST/Antimony(III) Trichloride or Xenon Difluoride to give 5'-S-Aryl-5'-fluoro-5'-thiouridines", J. Org. Chem., 56, 6878-6884 (1991).

19.   S. F. Wnuk, N. K. Dalley and M. J. Robins, "Nucleic Acid Related Compounds. 67. Synthesis of 5'-amino and 5'-methylthio chain-extended nucleosides from uridine", Can. J. Chem., 69, 2104-2111 (1991).

18.   M. J. Robins, F. Hansske, S. F. Wnuk and T. Kanai, "Nucleic Acid Related Compounds. 66. Improved syntheses of 5'-chloro-5'deoxy- and 5'-S-aryl(or alkyl)-5'-thionucleosides", Can. J. Chem., 69, 1468-1474 (1991).

17,   S. F. Wnuk and M. J. Robins, "Nucleic Acid Related Compounds. 63. Synthesis of 5'-deoxy-5'-methyleneadenosine and related Wittig-extended nucleosides", Can. J. Chem., 69, 334-338 (1991).

16.   S. F. Wnuk and M. J. Robins, "Reactivity of Uridine 5'-Silylphosphites in Arbuzov Reactions", Roczniki Akademii Rolniczej w Poznaniu  CCXXIII, 61-69 (1991).

15.   S. Kinastowski, E. Kaczmarek, S. Wnuk, "The Rearrangement of ortho-Nitro-benzylidenemalonates Derivatives in Reaction with Thiols", Pol. J. Chem. 64, 595-605 (1990).

14.   S. F. Wnuk and M. J. Robins, "Antimony(III) Chloride Exerts Potent Catalysis of the Conversion of Sulfoxides to a-Fluoro Thioethers with (Diethylamino)sulfur Trifluoride", J. Org. Chem., 55, 4757-4760 (1990).

13.   E. Kaczmarek, S. Wnuk, S. Kinastowski, "Some Critical Remarks on the Synthesis of 2,4-Dinitrobenzaldehyde", Roczniki Akademii  Rolniczej w  Poznaniu  210, 29-37 (1990).

12.   S. Wnuk, E. Wyrzykiewicz, E. Kaczmarek, S. Kinastowski, "Carbon-13 Chemical Shift Assignments of Derivatives of Benzoic Acid", Magn. Reson. Chem. 28, 271-280 (1990).

11. S. Kinastowski, S Wnuk, E. Kaczmarek, "Synthesis of 2,4-dinitro- and 2,4,6-Trinitrobenzylidene Compounds by Knoevenagel Condensation", Pol. J. Chem. 63, 495-503 (1989).

10.   M. J. Robins and S. F. Wnuk "Fluorination at C5' of Nucleosides. Synthesis of the New Class of 5'-Fluoro-5'-S-Aryl(Alkyl)thionucleosides from Adenosines", Tetrahedron Lett. 29, 5729-5732 (1988).

 9.    P. Golinski, S. Wnuk, J. Chelkowski, M. Schollenberger "Formation of Avenacein Y by Fusarium avenaceum  Fries Sacc. Isolates from Poland and Biological Properties of the Compound" Mycotoxins Research, Special Edition, European Seminar 'Fusarium-mycotoxins, taxonomy, pathogenicity', (Warsaw 1987), 49-52 (1988).

 8.    P. Golinski, S. Wnuk, M. Manka, P. Lepom, M. Kloss, "Formation of Avenacein Y by Fusarium avenaceum  Fries Sacc. Isolates from Germany and Pathogenicity of the Isolates to Cereal Seedling", Mycotoxins Research, Special Edition, European Seminar 'Fusarium-mycotoxins, taxonomy, pathogenicity', (Warsaw 1987), 46-48 (1988).

 7.    S. Kinastowski, S. Wnuk, E. Kaczmarek, "The Rearrangement of ortho-Nitrobenzylidenemalonate Derivatives in Reactions with Amines. Applications to Organic Synthesis", Synthesis 111-118 (1988)

 6.    C. P. Gorst-Allman, P. H. van Rooyen,  S. Wnuk,  P. Golinski, J. Chelkowski, "Structural elucidation of an antibiotic from the fungus Fusarium avenaceum  Fries Sacc., an amended structure for laterpyrone", S. Afr. J. Chem. 39, 116-117 (1986).

 5.    P. Golinski, S. Wnuk, J. Chelkowski, A. Visconti, M. Schollenberger, "Antibiotic Y: Biosynthesis by Fusarium avenaceum (Corda ex  Fries) Sacc., Isolation, and Some Physicochemical and Biological Properties", Appl. Environ. Microbiol. 51, 743-745 (1986).

 4.    J. Slawinski, S. Wnuk, "Wplyw promieniowania UV na aktywnosc hemoproteidow w modelowym ukladzie luminol-H2O2-OH", (The influence of UV-Radiation on the activity of hemoproteins in the model system luminol-H2O2-OH)  Zeszyty Problemowe Postepu Nauk  Rolniczych PAN  271, 307-313 (1984).

 3.    S. Kinastowski, S. Wnuk, "2,4-Dinitrobenzaldehyd in Knoevenagel Condensation", Pol. J. Chem. 57, 625-627 (1983).

 2.    S. Wnuk, S. Kinastowski, E. Kaminski, "Synthesis and analysis of 1-octen-3-ol, the main flavour component in mushrooms", Nahrung  27, 479-486 (1983).

1. S. Kinastowski, S. Wnuk, "A Convenient One-Step Synthesis of Ethyl 2-[N- (Diethoxycarbonyl)(ethoxy)-methyl]amino-4-nitrobenzoate and Analogues by Rearrangement of 2,4-Dinitrobenzylidenemalonates", Synthesis 654-659 (1983).

 

 


FIU Home | College of Arts & Sciences | Department of Chemistry & Biochemistry