PUBLICATIONS & PATENTS

Billups, W. E.; Buynak, J. D.; Butler, D.  "Generation of a 1,3-Dehydronaphthalene.  Evidence for the Diyl Structure", J. Org. Chem. 1979, 44, 4218-4219.

Billups, W. E.; Buynak, J. D.; Butler, D. "Generation of 2-Chloronaphthalene-1,2-diyl", J. Org. Chem. 1980, 45, 4636-4641.

Billups, W. E.; Blakeney, A. Jl; Rao, N. A,.; Buynak, J. D, "Generation of Simple Methylenecyclo-propenes as Reactive Intermediates", Tetrahedron 1981, 37, 3215.

Falck, J. R.; Manna, S.; Siddhanta, A,. K.; Capdevila, J.; Buynak, J. D. "Transformation of 15-Hete to 14,15-Dihydroxyeicosatrienoic Acid and 11, 14, 15- and 13, 14, 15-Tridroxy-eicosatrienoic Acid", Tetrahedron Lett. 1983, 24, 5715.

Falck, J. R.; Manna, S.; Capdevila, J.; Buynak, J. D. "Synthesis of 14(R), 15(S)-Dihydroxy-5,8-Z- 10, 12-E-Eicosatetraenoic Acid", Tetrahedron Lett. 1983, 24, 5719.

Buynak, J. D.; Jadhav, K. P.; Lively, D. L. "The reduction of Aromatic Nitro and Nitroso Compounds by [Bis(trimethylsilyl)amino]dimethylphosphine", Phosphorus and Sulfur 1984, 20, 145-147.

Buynak, J. D.; Graff, N. M.; Jadhav, K. P. "Reactions of (Silylamino)phosphines with Epoxides and Episulfides", J. Org. Chem. 1984, 49, 1828-1830.

Buynak, J. D.; Pajouhesh, H.; Lively, D. L.; Ramalakshmi, Y.  "The Addition of Chlorosulphonyl Isocyanate to an Allenyl Acetate.  The Preparation of a Versatile Intermediate for Antibiotic Synthesis", J. Chem. Soc. Chem. Commun.  l984, 948-949.

Wasserman, H. H.; Brunner, R. K.; Buynak, J. D.; Carter, C. G.: Oku, T.: Robinson, R. P."Total Synthesis of (+)-O- Methylorantine" J. Am. Chem. Soc. 1985, 107, 519-521.

Rosenstein, R. D.; Chu, S. S. C.; Buynak, J. D. "Structure of (trans-2-Hydroxycyclohexyl) dimethylphosphine  Oxide,C8H17O2P", Acta. Cryst. 1985, C4l, 97l-973.

Buynak, J. D.; Rao, M. N.; Pajouhesh, H. Chandrasekaran, R.;Finn, K.  "Useful Chemistry of  3-(1-Methylethylidene)-4-acetoxy-2-azetidenone:  A FormalSynthesis of (+)-Asparenomycin C",  J. Org. Chem. 1985, 50, 4245-4252.

Buynak, J. D.; Rao, M. N.; Chandrasekaran, R. Y.; Haley, E. Synthesis and Reactivity of Sulfur and Silyl Substituted α-Alkylidene-b-Lactams", Tetrahedron Lett.  1985, 26,  5001-5004.

Buynak, J. D.; Chandrasekaran, R.; Barrett, A. G. M.; Attrill, R.P.; Betts, M. J. "Synthesis of 4-Methyl- and 4, 4-Dimethyl-l, 3-dioxin-2 (4H)-one and Related Enol Carboxylates", J. Org. Chem. 1985, 50, 5362-5365.

Buynak, J. D.; Rao, M. N. "α-Alkylidene-b-Lactams  II.  A Formal Synthesis of (+)-Carpetimycin A", J. Org. Chem. 1986, 51, 1571-1574.

de Meester, P.;  Buynak, J. D.; Chu, S. S. C. "3-[(Z)-p-Chlorophenylthio-(E)-trimethylsilyl-methylidene]-1, 4-dimethyl-4-trimethylsilylazetidin-2-one:  an α-Alkylidene b-Lactam", Acta Cryst. 1986, C42, 1260.

Buynak, J. D.; Mathew, J.; Rao, M. N. "A Formal Synthesis of (+)-Thienamycin", J. Chem. Soc. Chem. Commun. 1986, 941-942.

Buynak, J. D.; Mathew, J.; Rao, M. N.; Haley, E.; George, C. "The Preparation of the First α-Vinylidene-b-Lactams",  J. Chem. Soc. Chem. Commun. 1987,  735-737.

Siriwardane, U.; Buynak, J. D.; Chu, S. S. C. “4-Benzyl-3-(ethenylidene)azetidin-2-one: the First α-Vinylidene-b-Lactam”, Acta Cryst. 1987, C43,  2242-2243.

Buynak, J. D.; Borate, H. B.; Husting, C.; Hurd, T.; Vallabh, J.; Matthew, J.; Lambert, J.; Siriwardane, U. "The Preparation of the First  α-Vinylidenepenams" Tetrahedron Letters 1988, 29, 5053-5056.

Siriwardane, U.; Chu, S. S. C.; Buynak, J. D. Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1988, C44, 391-3.

Buynak, J. D.; Strickland, J. B.; Hurd, T.; Phan, A. "The Conversion of Acyl Silanes into Chiral Secondary Alcohols" J. Chem. Soc., Chem. Commun. 1989, 89-90.

Siriwardane, U.; Chu, S. S. C.; Buynak, J. D. “1,1,3’-Trimethyl-3’-(trimethylsilyl)perhydroazetidino[1,2-c][1,3]oxazine-5-spiro-2’-oxiran-6-one, a Novel b-Lactam” Acta Crystallogr., Sect. C; Cryst. Struct. Commun 1989, C45, 531-3.

Buynak, J. D.; Borate, H. B.; Lamb, G.; Isom, H.; Husting, C.; Khasnis, D. "The Preparation and Use of Metallo-6-vinylidene Penams" J. Chem. Soc., Chem. Commun. 1990 294-296.

Buynak, J. D.; Strickland, J. B.; Lamb, G. W.; Modi, S.; Williams, D.; Zhang, H. "Thermal Rearrangements of α-Acyloxysilanes 2: Formation of Chiral Precursors and Migratory Preference of Silicon-Based Groups'  J. Org. Chem. 1991, 56, 7076-7083.

Buynak, J. D.; Borate, H. B.; Lamb, G. W.; Khasnis, D. D.; Husting, C.; Isom, H.; Siriwardane, U. "The Synthesis of 6-Vinylidenepenams" J. Org. Chem. 1993, 58, 1325-1335.

Buynak, J. D.; Geng, B.; Uang, S.; Strickland, J. B. "Asymmetric Allylboration of Acylsilanes" Tetrahedron Letters 1994, 35, 985-988.

Buynak, J. D.; Khasnis, D.; Bachman, B.; Wu, K. "The Synthesis and Evaluation of 7-Vinylidenecephems as Mechanism Based b-Lactamase Inhibitors"  J. Am. Chem. Soc. 1994, 116, 10955-10965.

Buynak, J. D.;  Wu, K.; Bachmann, B.;Khasnis, D.; Hua, L.; Nguyen, H. K.; Carver, C. L. "Synthesis and Biological Activity of 7-Alkylidenecephalosporins" J. Med. Chem. 1995, 38, 1022-1034.

Buynak, J. D.; Geng, B. "Synthesis of B-Silylcatecholborane.  Reactivity of Silylboranes."  Organometallics 1995, 14, 3112-3115.

Buynak, J. D.; Geng, B; Bachmann, B.; Hua, L. "The Synthesis and Lactamase Inhibitory Activity of 6-(Carboxymethylene)penicillins and 7-(Carboxymethylene)cephalosporins" Bioorg. Med. Chem. Lett. 1995, 5, 1513-1518.

Buynak, J. D.; Bachmann, B. "7-Vinylidene Cephalosporins as b-Lactamase Inhibitors"  U.S. Patent 5,597,817, 1996, U.S. Patent 5,681,563, 1997.

Buynak, J. D.; Bachmann, B. "7-Alkylidenecephalosporanic Acid Derivatives and Methods of Using the Same"  U.S. Patent 5,629,306, 1997.

Buynak, J. D.; Rao, A. S.; Carver, C.; Adam, G.; Bachmann, B., Shobassy, S.; Lackey, S. “7-Alkylidene Cephalosporin Esters as Inhibitors of Human Leukocyte Elastase” J. Med. Chem. 1997, 40, 3423-3433.

Buynak, J. D.; Rao, A. S.; Adam, G.; Nidamarthy, S. D.; Zhang, H. "Synthesis of the First 2'-6 Bridged Penams"  J. Am. Chem. Soc. 1998, 120, 6846-6847.

Buynak, J. D.; Rao, A. S.; Nidamarthy, S. D. "A Convenient Method for the Production of 6-Oxopenicillinates and 7 Oxocephalosporinates" Tetrahedron Lett. 1998, 39, 4945-4946.

Buynak, J. D.; Rao, A. S.; Adam, G. C. “Use of 7-Alkylidene Cephalosporins to Inhibit Elastase Activity” U.S. Patent 5,760,027, 1998.

Buynak, J. D.; Doppalapudi, V. R.; Frotan, M.; Kumar, R. "A Stille Coupling Approach to the Stereospecific Synthesis of 7E-Alkylidenecephalosporins" Tetrahedron Lett. 1999, 40 1281-1284.

Buynak, J. D.; Rao, A. S.; Doppalapudi, V. R.; Adam, G.;  Nidamarthy, S. D. “The Synthesis and Evaluation of 6-Alkylidene-2b-substituted Penam Sulfones as b-Lactamase Inhibitors” Bioorg. Med. Chem. Lett.. 1999, 9, 1997-2002.

 Buynak, J. D.; Rao, A. S. "Preparation of 2-b-Substituted-6-alkylidenepenicillanic Acid Derivatives as b-Lactamase  Inhibitors" 1999, 67 pp, WO  9933838 A1 19990708.

 Buynak, J. D.; Rao, A. S. "Process for the Preparation of α-Oxolactams" WO patent application 99/33837.

Buynak, J. D.; Doppalapudi, V. R.; Rao, A. S.; Nidamarthy, S. D.; Adam, G. “The Synthesis and Evaluation of 2-Substituted-7-alkylidene Cephalosporin Sulfones as b-Lactamase Inhibitors” Bioorg. Med. Chem. Lett. 2000, 10, 847-851.

Buynak, J. D.; Doppalapudi, V. R.; Adam, G. “The Synthesis and Evaluation of 3-Substituted-(7-alkylidene)cephalosporin Sulfones as b-Lactamase Inhibitors” Bioorg. Med. Chem. Lett. 2000, 10, 853-857.

Buynak, J. D.; Doppalapudi, V. R.; Frotan, M.; Kumar, R.;  Chambers, A. “Catalytic Approaches to the Synthesis of b-Lactamase Inhibitors” Tetrahedron 2000, 56, 5709-5717.

Buynak, J. D.; Rao, A. S.; Doppalapudi, V. R. “2b-Substituted-6-Alkylidene Penicillanic Acid Derivatives as b-Lactamase Inhibitors”  U.S. Patent 6,156,745, 2000.

Buynak, J. D.; Rao, A.S.; Adam, G. C.; Nidamarthy, S. D.; Doppalapudi, V. R. “Synthesis, Antibacterial Activity and Formulations of b-Lactamase Inhibiting Cephalosporins”  PCT Int. Appl. 2000, 65 pp, WO 0063213 A1 20001026.

Crichlow, G. V.; Michiyoshi, N.; Doppalapudi, V. R.; Buynak, J. D.; Knox, J. R. “Inhibition of class C b-Lactamases: Structure of a Reaction Intermediate with a Cephem Sulfone” Biochemistry 2001, 40, 6233-6239.

Buynak, J. D.; Vogeti, L.; Chen, H. “Coupling Reactions of Cephalosporin Sulfones: a Stable 3-Stannylated Cephem” Org. Lett. 2001, 3, 2953-2956.

Buynak, J. D.; Vogeti, L.; Doppalapudi, V. R.; Solomon, G. M.; Chen, H. "Cephalosporin-derived Inhibitors of b-Lactamase. Part 4: The C3 Substituent." Bioorganic & Medicinal Chemistry Letters 2002, 12, 1663-1666.

Buynak, J. D.; Vogeti, L. "Preparation of 7-Alkylidene-3-substituted-3-cephem-4-carboxylates as b-Lactamase Inhibitors." PCT Int. Appl. 2003  WO 0320732 A2 200303133.

Beharry, Zanna; Chen, Hansong; Gadhachanda, Venkat R.; Buynak, John D.; Palzkill, Timothy.  Evaluation of penicillin-based inhibitors of the class A and B b-Lactamases from Bacillus anthracis.    Biochemical and Biophysical Research Communications  (2004),  313(3),  541-545.

John D. Buynak, Hansong Chen, Lakshminaryana Vogeti, Venkat Rao Gadhachanda,a Christine A. Buchanan, B. Timothy Palzkill, Robert W. Shaw, James Spencer, and Timothy R. Walsh, "Penicillin-derived Inhibitors that simultaneously target both metallo- and serine-b-Lactamases" Bioorganic & Medicinal Chemistry Letters 2004, 14(5), 1299-1304.

Buynak, John D.  "The discovery and development of modified penicillin- and cephalosporin-derived b-Lactamase inhibitors."    Current Medicinal Chemistry  2004,  11,  1951-1964.

Hujer, A. M.; Kania, M.; Gerken, T.; Anderson, V. E.; Buynak, J.; Ge, X.; Caspers, P.; Page, M. G. P.; Rice, L. B.; Bonomo, R. A. "Structure-Activity Relationships of Different b-Lactam Antibiotics against a Soluble Form of Enterococcus faecium PBP5, a Type II Bacterial Transpeptidase"  Antimicrob. Agents Chemother. 2005, 49, 612-618.

Buynak, John D.; Ghadhachanda, Venkat R; Vogeti, Lakshminarayana; Zhang, H.; Chen, H. "Synthesis and Evaluation of 3-(Carboxymethylidene)- and 3-(Carboxymethyl)penicillinates as Inhibitors of b-Lactamase" J. Org. Chem. 2005, 70, 4510-4513.

Sulton, D.; Pagan-Roderiguez, D.; Zhou, X.; Liu, Y.; Hujer, A. M.; Bethel, C. R.; Helfand, M. S.; Thomson, J. M.; Anderson, V. E.; Buynak, J. D.; Ng, L. M.; Bonomo, R. A. “Clavulanic Acid Inactivation of SHV-1 and the Inhibitor Resistant Ser130Gly SHV-1 b-Lactamase: Insights into the Mechanism of Inhibition” J. Biol. Chem. 2005, 280, 35528-35536.

Black, Jennifer A.; Thomson, Kenneth S.; Buynak, John D.; Pitout, Johann D. D. “Evaluation of b-Lactamase inhibitors in disk tests for detection of plasmid-mediated AmpC b-Lactamases in well-characterized clinical strains of Klebsiella spp.” J. Clin. Microbiol. 2005, 43, 4168-4171.

Buynak, John D.  “Understanding the longevity of the b-lactam antibiotics and of antibiotic/b-lactamase inhibitor combinations.”    Biochemical Pharmacology  2006,  71,  930-940. 

Padayatti, P. S.; Sheri, A.; Totir, M. A.; Helfand, M. S.; Carey, M. P.; Anderson, V. E.; Carey, P. R.; Bethel, C. R.; Bonomo, R. A.; Buynak, J. D.; van den Akker, F. "Rational Design of a b-Lactamase Inhibitor Achieved via Stabilization of the trans-Enamine Intermediate: 1.28 Å Crystal Structure of wt SHV-1 with a Penam Sulfone.  J. Am. Chem. Soc. 2006, 128, 13235-13242.

Buynak, J. D.; Chen, H. "Cephalosporin-derived mercaptans as inhibitors of serine and metallo-b-lactamases. U. S. Patent 2006, US 2006178357 A1 200660810.

Zhu, D.; Yang, Y.; Buynak, J. D.; Hua, L. "Stereoselective ketone reduction by a carbonyl reductase from Sporobolomyces salmonicolor.  Substrate specificity, enantioselectivity and enzyme-substrate docking studies." Organic and Biomolecular Chemistry 2006, 4, 2690-2695.

Helfand, M. S.; Taracila, M. A.; Totir, M. A.; Bonomo, R. A.; Buynak, J. D.; van den Akker, F.; Carey, P. R. "Raman Crystallographic Studies of the Intermediates Formed by Ser130Gly SHV, a b-Lactamase that Confers Resistance to Clinical Inhibitors." Biochemistry 2007, 46, 8689-8699.

Totir, M. A.; Helfand, M. S.; Carey, M. P.; Sheri, A.; Buynak, J. D.; Bonomo, R. A.; Carey, P. R. "Sulbactam Forms Only Minimal Amounts of Irreversible Acrylate-Enzyme with SHV-1 b-Lactamase" Biochemistry 2007, 46, 8980-8987.

Kalp, M.; Sheri, A.; Buynak, J. D.; Bethel, C. R.; Bonomo, R. A. Carey, P. R. "Efficient Inhibition of Class A and Class D b-Lactamases by Michaelis Complexes." J. Biol. Chem. 2007, 282, 21588-21591.

Buynak, J. D. "Cutting and Stitching: the Cross-Linking of Peptidoglycan in the Assembly of the Bacterial Cell Wall." ACS Chemical Biology 2007, 2, 602-605.

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