Year |
Citation |
Score |
2023 |
Smith CA, Stewart NK, Toth M, Quan P, Buynak JD, Vakulenko SB. The C5α-Methyl-Substituted Carbapenem NA-1-157 Exhibits Potent Activity against spp. Isolates Producing OXA-48-Type Carbapenemases. Acs Infectious Diseases. PMID 37130087 DOI: 10.1021/acsinfecdis.3c00059 |
0.414 |
|
2022 |
Stewart NK, Toth M, Alqurafi MA, Chai W, Nguyen TQ, Quan P, Lee M, Buynak JD, Smith CA, Vakulenko SB. C6 Hydroxymethyl-Substituted Carbapenem MA-1-206 Inhibits the Major Carbapenemase OXA-23 by Impeding Deacylation. Mbio. e0036722. PMID 35420470 DOI: 10.1128/mbio.00367-22 |
0.504 |
|
2021 |
Gupta R, Al-Kharji NMSA, Alqurafi MA, Nguyen TQ, Chai W, Quan P, Malhotra R, Simcox BS, Mortimer P, Brammer Basta LA, Rohde KH, Buynak JD. Atypically Modified Carbapenem Antibiotics Display Improved Antimycobacterial Activity in the Absence of β-Lactamase Inhibitors. Acs Infectious Diseases. PMID 34191496 DOI: 10.1021/acsinfecdis.1c00185 |
0.464 |
|
2021 |
Lasarte-Monterrubio C, Vázquez-Ucha JC, Maneiro M, Arca-Suárez J, Alonso I, Guijarro-Sánchez P, Buynak JD, Bou G, González-Bello C, Beceiro A. Activity of Imipenem, Meropenem, Cefepime, and Sulbactam in Combination with the β-Lactamase Inhibitor LN-1-255 against spp. Antibiotics (Basel, Switzerland). 10. PMID 33672671 DOI: 10.3390/antibiotics10020210 |
0.409 |
|
2018 |
Kang JS, Zhang AL, Faheem M, Zhang CJ, Ai N, Buynak JD, Welsh WJ, Oelschlaeger P. Virtual Screening and Experimental Testing of B1 Metallo-β-lactamase Inhibitors. Journal of Chemical Information and Modeling. PMID 30107123 DOI: 10.1021/Acs.Jcim.8B00133 |
0.545 |
|
2017 |
Vázquez-Ucha JC, Maneiro M, Martínez-Guitián M, Buynak J, Bethel CR, Bonomo RA, Bou G, Poza M, González-Bello C, Beceiro A. Activity of the β-Lactamase inhibitor LN-1-255 against carbapenem-hydrolyzing class D β-lactamases from Acinetobacter baumannii. Antimicrobial Agents and Chemotherapy. PMID 28807908 DOI: 10.1128/Aac.01172-17 |
0.607 |
|
2016 |
Nguyen TQ, Alqurafi M, Edwards C, Nguyen P, Kim J, Casco S, Bennet M, Chiang C, Lohry M, Cox M, Meshram B, Le D, Kim E, Smriti S, Oelschlaeger P, Buynak JD, et al. Functionalizing the γ-Position of α-Diazo-β-ketoesters. Tetrahedron Letters. 57: 3330-3333. PMID 27956752 DOI: 10.1016/J.Tetlet.2016.06.065 |
0.502 |
|
2016 |
Vallejo JA, Martínez-Guitián M, Vázquez-Ucha JC, González-Bello C, Poza M, Buynak JD, Bethel CR, Bonomo RA, Bou G, Beceiro A. LN-1-255, a penicillanic acid sulfone able to inhibit the class D carbapenemase OXA-48. The Journal of Antimicrobial Chemotherapy. PMID 27125555 DOI: 10.1093/Jac/Dkw105 |
0.424 |
|
2016 |
Nguyen TQ, Alqurafi M, Edwards C, Nguyen P, Kim J, Casco S, Bennet M, Chiang C, Lohry M, Cox M, Meshram B, Le D, Kim E, Smriti S, Oelschlaeger P, ... Buynak JD, et al. Functionalizing the γ-position of α-diazo-β-ketoesters Tetrahedron Letters. 57: 3330-3333. DOI: 10.1016/j.tetlet.2016.06.065 |
0.502 |
|
2015 |
Oelschlaeger P, Aitha M, Yang H, Kang JS, Zhang AL, Liu EM, Buynak JD, Crowder MW. Meropenem and Chromacef Intermediates Observed in IMP-25 Metallo-β-Lactamase-Catalyzed Hydrolysis. Antimicrobial Agents and Chemotherapy. 59: 4326-30. PMID 25918145 DOI: 10.1128/Aac.04409-14 |
0.606 |
|
2015 |
Che T, Rodkey EA, Bethel CR, Shanmugam S, Ding Z, Pusztai-Carey M, Nottingham M, Chai W, Buynak JD, Bonomo RA, van den Akker F, Carey PR. Detecting a quasi-stable imine species on the reaction pathway of SHV-1 β-lactamase and 6β-(hydroxymethyl)penicillanic acid sulfone. Biochemistry. 54: 734-43. PMID 25536850 DOI: 10.1021/Bi501197T |
0.728 |
|
2014 |
Rodkey EA, Winkler ML, Bethel CR, Pagadala SR, Buynak JD, Bonomo RA, van den Akker F. Penam sulfones and β-lactamase inhibition: SA2-13 and the importance of the C2 side chain length and composition. Plos One. 9: e85892. PMID 24454944 DOI: 10.1371/Journal.Pone.0085892 |
0.553 |
|
2013 |
Rodkey EA, McLeod DC, Bethel CR, Smith KM, Xu Y, Chai W, Che T, Carey PR, Bonomo RA, van den Akker F, Buynak JD. β-Lactamase inhibition by 7-alkylidenecephalosporin sulfones: allylic transposition and formation of an unprecedented stabilized acyl-enzyme. Journal of the American Chemical Society. 135: 18358-69. PMID 24219313 DOI: 10.1021/Ja403598G |
0.657 |
|
2013 |
Buynak JD. β-Lactamase inhibitors: a review of the patent literature (2010 - 2013). Expert Opinion On Therapeutic Patents. 23: 1469-81. PMID 23967802 DOI: 10.1517/13543776.2013.831071 |
0.601 |
|
2012 |
Ke W, Pattanaik P, Bethel CR, Sheri A, Buynak JD, Bonomo RA, van den Akker F. Structures of SHV-1 β-lactamase with penem and penam sulfone inhibitors that form cyclic intermediates stabilized by carbonyl conjugation. Plos One. 7: e49035. PMID 23145056 DOI: 10.1371/Journal.Pone.0049035 |
0.665 |
|
2012 |
Papp-Wallace KM, Senkfor B, Gatta J, Chai W, Taracila MA, Shanmugasundaram V, Han S, Zaniewski RP, Lacey BM, Tomaras AP, Skalweit MJ, Harris ME, Rice LB, Buynak JD, Bonomo RA. Early insights into the interactions of different β-lactam antibiotics and β-lactamase inhibitors against soluble forms of Acinetobacter baumannii PBP1a and Acinetobacter sp. PBP3. Antimicrobial Agents and Chemotherapy. 56: 5687-92. PMID 22908165 DOI: 10.1128/Aac.01027-12 |
0.391 |
|
2012 |
Che T, Bonomo RA, Shanmugam S, Bethel CR, Pusztai-Carey M, Buynak JD, Carey PR. Carboxylation and decarboxylation of active site Lys 84 controls the activity of OXA-24 β-lactamase of Acinetobacter baumannii: Raman crystallographic and solution evidence. Journal of the American Chemical Society. 134: 11206-15. PMID 22702961 DOI: 10.1021/Ja303168N |
0.381 |
|
2012 |
Ke W, Rodkey EA, Sampson JM, Skalweit MJ, Sheri A, Pagadala SR, Nottingham MD, Buynak JD, Bonomo RA, van den Akker F. The importance of the trans-enamine intermediate as a β-lactamase inhibition strategy probed in inhibitor-resistant SHV β-lactamase variants. Chemmedchem. 7: 1002-8. PMID 22438274 DOI: 10.1002/Cmdc.201200006 |
0.717 |
|
2012 |
Ke W, Bethel CR, Papp-Wallace KM, Pagadala SR, Nottingham M, Fernandez D, Buynak JD, Bonomo RA, van den Akker F. Crystal structures of KPC-2 β-lactamase in complex with 3-nitrophenyl boronic acid and the penam sulfone PSR-3-226. Antimicrobial Agents and Chemotherapy. 56: 2713-8. PMID 22330909 DOI: 10.1128/Aac.06099-11 |
0.707 |
|
2012 |
Papp-Wallace KM, Bethel CR, Gootz TD, Shang W, Stroh J, Lau W, McLeod D, Price L, Marfat A, Distler A, Drawz SM, Chen H, Harry E, Nottingham M, Carey PR, Buynak JD, et al. Inactivation of a class A and a class C β-lactamase by 6β-(hydroxymethyl)penicillanic acid sulfone. Biochemical Pharmacology. 83: 462-71. PMID 22155308 DOI: 10.1016/J.Bcp.2011.11.015 |
0.736 |
|
2011 |
Sampson JM, Ke W, Bethel CR, Pagadala SR, Nottingham MD, Bonomo RA, Buynak JD, van den Akker F. Ligand-dependent disorder of the Omega loop observed in extended-spectrum SHV-type beta-lactamase. Antimicrobial Agents and Chemotherapy. 55: 2303-9. PMID 21357298 DOI: 10.1128/Aac.01360-10 |
0.733 |
|
2011 |
Nottingham M, Bethel CR, Pagadala SR, Harry E, Pinto A, Lemons ZA, Drawz SM, Akker Fv, Carey PR, Bonomo RA, Buynak JD. Modifications of the C6-substituent of penicillin sulfones with the goal of improving inhibitor recognition and efficacy. Bioorganic & Medicinal Chemistry Letters. 21: 387-93. PMID 21129961 DOI: 10.1016/J.Bmcl.2010.10.134 |
0.687 |
|
2011 |
Rodkey EA, Sampson JM, Kalp M, Bethel CR, Buynak JD, Carey PR, Bonomo RA, van F, Akker d. β-Lactamase Inhibition: Mechanistic Details and Novel Inhibitors Biophysical Journal. 100: 552a. DOI: 10.1016/J.Bpj.2010.12.3212 |
0.677 |
|
2010 |
Bou G, Santillana E, Sheri A, Beceiro A, Sampson JM, Kalp M, Bethel CR, Distler AM, Drawz SM, Pagadala SR, van den Akker F, Bonomo RA, Romero A, Buynak JD. Design, synthesis, and crystal structures of 6-alkylidene-2'-substituted penicillanic acid sulfones as potent inhibitors of Acinetobacter baumannii OXA-24 carbapenemase. Journal of the American Chemical Society. 132: 13320-31. PMID 20822105 DOI: 10.1021/Ja104092Z |
0.655 |
|
2009 |
Kalp M, Buynak JD, Carey PR. Role of E166 in the imine to enamine tautomerization of the clinical beta-lactamase inhibitor sulbactam. Biochemistry. 48: 10196-8. PMID 19791797 DOI: 10.1021/Bi901416T |
0.373 |
|
2009 |
Kalp M, Totir MA, Buynak JD, Carey PR. Different intermediate populations formed by tazobactam, sulbactam, and clavulanate reacting with SHV-1 beta-lactamases: Raman crystallographic evidence. Journal of the American Chemical Society. 131: 2338-47. PMID 19161282 DOI: 10.1021/Ja808311S |
0.325 |
|
2009 |
Pattanaik P, Bethel CR, Hujer AM, Hujer KM, Distler AM, Taracila M, Anderson VE, Fritsche TR, Jones RN, Pagadala SR, van den Akker F, Buynak JD, Bonomo RA. Strategic design of an effective beta-lactamase inhibitor: LN-1-255, a 6-alkylidene-2'-substituted penicillin sulfone. The Journal of Biological Chemistry. 284: 945-53. PMID 18955486 DOI: 10.1074/Jbc.M806833200 |
0.32 |
|
2008 |
Totir MA, Cha J, Ishiwata A, Wang B, Sheri A, Anderson VE, Buynak J, Mobashery S, Carey PR. Why clinically used tazobactam and sulbactam are poor inhibitors of OXA-10 beta-lactamase: Raman crystallographic evidence. Biochemistry. 47: 4094-101. PMID 18324783 DOI: 10.1021/Bi702348W |
0.403 |
|
2007 |
Totir MA, Helfand MS, Carey MP, Sheri A, Buynak JD, Bonomo RA, Carey PR. Sulbactam forms only minimal amounts of irreversible acrylate-enzyme with SHV-1 beta-lactamase. Biochemistry. 46: 8980-7. PMID 17630699 DOI: 10.1021/Bi7006146 |
0.324 |
|
2007 |
Helfand MS, Taracila MA, Totir MA, Bonomo RA, Buynak JD, van den Akker F, Carey PR. Raman crystallographic studies of the intermediates formed by Ser130Gly SHV, a beta-lactamase that confers resistance to clinical inhibitors. Biochemistry. 46: 8689-99. PMID 17595114 DOI: 10.1021/Bi700581Q |
0.355 |
|
2006 |
Padayatti PS, Sheri A, Totir MA, Helfand MS, Carey MP, Anderson VE, Carey PR, Bethel CR, Bonomo RA, Buynak JD, van den Akker F. Rational design of a beta-lactamase inhibitor achieved via stabilization of the trans-enamine intermediate: 1.28 A crystal structure of wt SHV-1 complex with a penam sulfone. Journal of the American Chemical Society. 128: 13235-42. PMID 17017804 DOI: 10.1021/Ja063715W |
0.333 |
|
2006 |
Zhu D, Yang Y, Buynak JD, Hua L. Stereoselective ketone reduction by a carbonyl reductase from Sporobolomyces salmonicolor. Substrate specificity, enantioselectivity and enzyme-substrate docking studies. Organic & Biomolecular Chemistry. 4: 2690-5. PMID 16826293 DOI: 10.1039/B606001C |
0.406 |
|
2006 |
Buynak JD. Understanding the longevity of the beta-lactam antibiotics and of antibiotic/beta-lactamase inhibitor combinations. Biochemical Pharmacology. 71: 930-40. PMID 16359643 DOI: 10.1016/J.Bcp.2005.11.012 |
0.445 |
|
2005 |
Black JA, Thomson KS, Buynak JD, Pitout JD. Evaluation of beta-lactamase inhibitors in disk tests for detection of plasmid-mediated AmpC beta-lactamases in well-characterized clinical strains of Klebsiella spp. Journal of Clinical Microbiology. 43: 4168-71. PMID 16081967 DOI: 10.1128/Jcm.43.8.4168-4171.2005 |
0.394 |
|
2005 |
Buynak JD, Ghadachanda VR, Vogeti L, Zhang H, Chen H. Synthesis and evaluation of 3-(carboxymethylidene)- and 3-(carboxymethyl)penicillinates as inhibitors of beta-lactamase. The Journal of Organic Chemistry. 70: 4510-3. PMID 15903334 DOI: 10.1021/Jo050004S |
0.56 |
|
2004 |
Buynak JD, Chen H, Vogeti L, Gadhachanda VR, Buchanan CA, Palzkill T, Shaw RW, Spencer J, Walsh TR. Penicillin-derived inhibitors that simultaneously target both metallo- and serine-beta-lactamases. Bioorganic & Medicinal Chemistry Letters. 14: 1299-304. PMID 14980686 DOI: 10.1016/J.Bmcl.2003.12.037 |
0.615 |
|
2004 |
Beharry Z, Chen H, Gadhachanda VR, Buynak JD, Palzkill T. Evaluation of penicillin-based inhibitors of the class A and B beta-lactamases from Bacillus anthracis. Biochemical and Biophysical Research Communications. 313: 541-5. PMID 14697223 DOI: 10.1016/J.Bbrc.2003.11.158 |
0.507 |
|
2002 |
Buynak JD, Vogeti L, Doppalapudi VR, Solomon GM, Chen H. Cephalosporin-derived inhibitors of beta-lactamase. Part 4: The C3 substituent. Bioorganic & Medicinal Chemistry Letters. 12: 1663-6. PMID 12039585 DOI: 10.1016/S0960-894X(02)00205-6 |
0.467 |
|
2001 |
Buynak JO, Vogeti L, Chen H. Coupling reactions of cephalosporin sulfones: A stable 3-stannylated cephem Organic Letters. 3: 2953-2956. PMID 11554816 DOI: 10.1021/Ol016142V |
0.395 |
|
2001 |
Crichlow GV, Nukaga M, Doppalapudi VR, Buynak JD, Knox JR. Inhibition of class C β-lactamases: Structure of a reaction intermediate with a cephem sulfone Biochemistry. 40: 6233-6239. PMID 11371184 DOI: 10.1021/Bi010131S |
0.565 |
|
2000 |
Buynak JD, Doppalapudi VR, Adam G. The synthesis and evaluation of 3-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors Bioorganic and Medicinal Chemistry Letters. 10: 853-857. PMID 10853646 DOI: 10.1016/S0960-894X(00)00098-6 |
0.428 |
|
2000 |
Buynak JD, Doppalapudi VR, Rao AS, Nidamarthy SD, Adam G. The synthesis and evaluation of 2-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors Bioorganic and Medicinal Chemistry Letters. 10: 847-851. PMID 10853645 DOI: 10.1016/S0960-894X(00)00094-9 |
0.388 |
|
2000 |
Buynak JD, Doppalapudi VR, Frotan M, Kumar R, Chambers A. Catalytic approaches to the synthesis of β-lactamase inhibitors Tetrahedron. 56: 5709-5718. |
0.546 |
|
1999 |
Buynak JD, A Srinivasa R, Doppalapudi VR, Adam G, Petersen PJ, Nidamarthy SD. The synthesis and evaluation of 6-alkylidene-2'β-substituted penam sulfones as β-lactamase inhibitors Bioorganic and Medicinal Chemistry Letters. 9: 1997-2002. PMID 10450969 DOI: 10.1016/S0960-894X(99)00325-X |
0.407 |
|
1998 |
Buynak JD, Rao AS, Nidamarthy SD. A convenient method for the production of 6-oxopenicillinates and 7- oxocephalosporinates Tetrahedron Letters. 39: 4945-4946. DOI: 10.1016/S0040-4039(98)00963-0 |
0.412 |
|
1997 |
Buynak JD, Srinivasa Rao A, Ford GP, Carver C, Adam G, Geng B, Bachmann B, Shobassy S, Lackey S. 7-alkylidenecephalosporin esters as inhibitors of human leukocyte elastase Journal of Medicinal Chemistry. 40: 3423-3433. PMID 9341917 DOI: 10.1021/Jm970351X |
0.308 |
|
1995 |
Buynak JD, Wu K, Bachmann B, Khasnis D, Hua L, Nguyen HK, Carver CL. Synthesis and biological activity of 7-alkylidenecephems Journal of Medicinal Chemistry. 38: 1022-1034. PMID 7699694 DOI: 10.1021/Jm00006A022 |
0.381 |
|
1995 |
Buynak JD, Geng B, Bachmann B, Ling Hua. The synthesis and lactamase inhibitory activity of 6-(carboxymethylene)penicillins and 7-(carboxymethylene)cephalosporins Bioorganic and Medicinal Chemistry Letters. 5: 1513-1518. DOI: 10.1016/0960-894X(95)00249-S |
0.573 |
|
1994 |
Buynak JD, Khasnis D, Bachmann B, Wu K, Lamb G. Synthesis and mechanistic evaluation of 7-vinylidenecephem sulfones as β-lactamase inhibitors Journal of the American Chemical Society. 116: 10955-10965. DOI: 10.1021/Ja00103A010 |
0.561 |
|
1989 |
SIRIWARDANE U, CHU SSC, BUYNAK JD. ChemInform Abstract: 1,1,3′-Trimethyl-3′-(trimethylsilyl)perhydroazetidino(1,2-c) (1,3)oxazine-5-spiro-2′-oxiran-6-one, a Novel β-Lactam Cheminform. 20. DOI: 10.1002/chin.198938075 |
0.479 |
|
1987 |
Buynak JD, Mathew J, Rao MN, Haley E, George C, Siriwardane U. The preparation of the first α-vinylidene-β-lactams Journal of the Chemical Society, Chemical Communications. 735-737. DOI: 10.1039/C39870000735 |
0.482 |
|
1986 |
de Meester P, Buynak JD, Chu SSC. 3-[(Z)-p-Chlorophenylthio-(E)-trimethylsilylmethylidene]-1,4-dimethyl-4-trimethylsilylazetidin-2-one: an α-alkylidene-β-lactam Acta Crystallographica Section C Crystal Structure Communications. 42: 1260-1262. DOI: 10.1107/S0108270186092673 |
0.447 |
|
1986 |
Buynak JD, Mathew J, Narayana Rao M. A formal synthesis of (±)-thienamycin Journal of the Chemical Society - Series Chemical Communications. 941-942. DOI: 10.1039/C39860000941 |
0.424 |
|
1986 |
Buynak JD, Narayana Rao M. α-Alkylidene β-lactams. 2. A formal synthesis of (±)-carpetimycin A Journal of Organic Chemistry. 51: 1571-1574. |
0.428 |
|
1985 |
Buynak JD, Rao MN, Yegna Chandrasekaran R, Haley E, de Meester P, Chu SC. Synthesis and reactivity of sulfur and silyl substituted α-alkylidene-β-lactams Tetrahedron Letters. 26: 5001-5004. DOI: 10.1016/S0040-4039(01)80837-6 |
0.493 |
|
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