Publications

Independent Career (undergraduate authors, co-first authors# )

2020

74. Submitted to Antibiotics

73. Submitted to Tetrahedron Letters

72. Submitted to Microbiology

71. Submitted to ACS Infectious Diseases

70. Submitted to ACS Infectious Diseases

69. Submitted to RSC Medicinal Chemistry

68. Accepted in ChemMedChem

67. Al-Khalifa, S.; Jennings, M.C.; Granata, D.; Klein, M.; Wuest, W.M.*; Minbiole, K.P.C.*; Carnevale, V.* “Analysis of the Destabilization of Bacterial Membranes by Quaternary Ammonium Compounds: A Combined Experimental and Computational Study” ChemBioChem 2020 ASAP DOI: 10.1002/cbic.201900698

66. Cheng, A.V.; Kim, W.; Escobar, I.E.; Mylonakis, E.; Wuest, W.M.* “Structure-Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids” ACS Med. Chem. Lett. 2020 ASAP DOI: 10.1021/acsmedchemlett.9b00159 (Featured in the Women of Medicinal Chemistry Issue)

65. Le, P.; Kunold, E.; Macsics, R.; Rox, K.; Jennings, M.C.; Ugur, I.; Reinecke, M.; Chaves-Moreno, D.; Hackl, M.W.; Fetzer, C.; Mandl, F.A.M.; Lehmann, J.; Korotkov, V.S.; Hacker, S.M.; Kuster, B.; Antes, I.; Pieper, D.H.; Rohde, M.; Wuest, W.M.; Medina, E.; Sieber, S.A.* “Repurposing human kinase inhibitors to create an antibiotic active against drug-resistant Staphylococcus aureus, persisters and biofilms” Nature Chemistry 2020 ASAP DOI: s41557-019-0378-7

64. Ochoa, C.#; Solinski, A.E.#; Nowlan, M.; Dekarske, M.M.; Wuest, W.M.*; Kozlowski, M.C.* “A bisphenolic honokiol analog outcompetes oral antimicrobial agent cetylpyridinium chloride via a membrane-associated mechanism” ACS Infectious Diseases 2020 6, 74 DOI: 10.1021/acsinfecdis.9b00190

2019

63. Kim, W.; Zou, G.; Hari, T.P.A.; Wilt, I.K.; Zhu, W.; Galle, N.; Faizi, H.A.; Hendricks, G.L.; Tori. K.; Pan, W.; Huang, X.; Steele, A.D.; Csatary, E.E.; Dekarske, M.M.; Rosen, J.L.; de Queiroz Ribiero, N.; Lee, K.; Port, J.; Fuchs, B.B.; Vlahovska, P.M.; Wuest, W.M.; Gao, H.; Ausubel, F.M.; Mylonakis,E. “A selective membrane-targeting repurposed antibiotic with activity against persistent methicillin-resistant Staphylococcus aureus” Proc. Nat. Acad. Sci. 2019 116, 16529 DOI: 10.1073/pnas.1904700116 (Featured on NPR)

62. Morrison, K.R.; Allen, R.; Minbiole, K.P.C.*; Wuest, W.M.* “More QACs, more questions: recent advances in structure activity relationships and hurdles in understanding resistance mechanism” Tetrahedron Letters 2019 60, 150935 (Invited Digest) DOI: 10.1016/j.tetlet.2019.07.026

61. Korobeynikov, V.; Borakove, M.; Feng, Y.; Wuest, W.M.; Koval, A.B.; Nikonova, A.S.; Serebriiskii, I.; Chernoff, J.; Borges, V.F.; Golemis, E.A.; Shagisultanova, E.* “Combined inhibition of Aurora A and p21-activated kinase 1 as a new treatment strategy in breast cancer” Breast Cancer Research & Treatment 2019 117, 369 DOI:10.1007/s10549-019-05329-2

60. Solinski, A.E.; Scharnow, A.M.; Fraboni, A.J., Wuest, W.M.* “Synthetic Simplification of Carolacton Enables Chemical Genetic Studies in Streptococcus mutans” ACS Infectious Diseases 2019 5, 1480 DOI:10.1021/acsinfecdis.9b00213

59. Zhao, W.; Cross, A.R.; Crowe-McAuliffe, C.; Weigert-Munoz, A.; Csatary, E.E.; Solinski, A.E.; Krysiak, J.; Goldberg, J.B.; Wilson, D.N.; Medina, E.; Wuest, W.M.; Sieber S.A.* “The natural product elegaphenone potentiates antibiotic effects against Pseudomonas aeruginosaAngew. Chem. Int. Ed. 2019 58, 8581 DOI: 10.1002/anie.201903472

58. Wilt, I.K.; Hari, T.P.A.; Wuest, W.M.* “Hijacking Bacterial Circuitry of Biofilm Processes via Chemical “Hot-wiring”: An Under-explored Avenue for Therapeutic Development” ACS Infectious Diseases 2019 5, 789 DOI: 10.1021/acsinfecdis.9b00104 (Invited Viewpoint)

57. Cheng, A.V.; Wuest, W.M.* “Signed, Sealed, Delivered: Conjugate and Prodrug Strategies as Targeted Delivery Vectors for Antibiotics” ACS Infectious Diseases 2019 5, 816 DOI: 10.1021/acsinfecdis.9b00019

56. Post, S.J.; Shapiro, J.A.; Wuest, W.M.* “Connecting iron acquisition and biofilm formation in the ESKAPE pathogens as a strategy for combatting antibiotic resistance” MedChemComm 2019 10, 505 (Invited review for the Antibiotic Resistance IssueDOI: 10.1039/C9MD000032A

55. Scharnow, A.M.; Solinski, A.E.; Wuest, W.M.* “Targeting S. mutans biofilms: A perspective on preventing dental caries” MedChemComm 2019 10 , 1057 (Invited review for the New Talent CollectionDOI: 10.1039/C9MD00015A

54. Kontos, R.C.Schallenhammer, S.A.Bentley, B.S.; Morrison, K.R.; Feliciano, J.A.; Tasca, J.A.; Kaplan, A.R.; Bezpalko, M.W.; Kassel, S.W.; Wuest, W.M.*; Minbiole, K.P.C.* “An Investigation into Rigidity-Activity Relationships in bisQAC Amphiphilic Antiseptics” ChemMedChem 2019 14, 83 DOI: 10.1002/cmdc.201800622

53. Shapiro, J.A.; Varga, J.J.; Parsonage, D.; Walton, W.; Redinbo, M.R.; Ross, L.J.; White, E.L.; Bostwick, R.*; Wuest, W.M.*; Clairborne, A.*; Goldberg, J.B.* “Identification of Specific and Non-specific Inhibitors of Bacillus anthracis Type III Pantothenate Kinase (PanK)” ChemMedChem 2019 14, 78 DOI: 10.1002/cmdc.201800652

52. Shapiro, J.A.; Kaplan, A.R.; Wuest, W.M.* “From General to Specific: Can Primary Metabolism in Pseudomonas be Exploited for Narrow-Spectrum Antibiotics?” ChemBioChem 2019 20, 34 DOI: 10.1002/cbic.201800383 (Invited Concept, highlighted in the 20th Anniversary Issue)

2018

51. Kearney, S.E.; Zahoransky-Kohalmi, G.; et al. “Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space” ACS Central Science 2018 4, 1727 DOI: 10.1021/acscentsci.8b00747

50. Ernouf, G.; Wilt, I.K.; Zahim, S.; Wuest, W.M.* “Epoxy isonitriles, a unique class of antibiotics – Synthesis of their metabolites and biological investigations” ChemBioChem 2018 19, 2448 (Selected for ChemBio Talents IssueDOI: 10.1002/cbic

49. Shapiro, J.A.#; Morrison, K.R.#; Chodisetty, S.S.; Musaev, D.G.; Wuest, W.M.* “Biologically Inspired Total Synthesis of Ulbactin F, an Iron-Binding Natural Product” Organic Letters 2018 20, 5922. DOI: 10.1021/acs.orglett.8b02599

48. Kim, W.; Steele, A.D.; Zhu, W.; Csatary, E.E.; Fricke, N.; Dekarske, M.M.; Jayamani, E.; Pan, W.; Kwon, B.; Sinitsa, I.F.Rosen, J.; Conery, A.L.; Fuchs, B.B.; Vlahovska, P.M.; Ausubel, F.M.; Gao, H.; Wuest, W.M.*; Mylonakis, E. “Discovery and Optimization of nTZDpa as an Antibiotic Effective Against Bacterial Persisters” ACS Infectious Diseases 2018 4, 1540 DOI: 10.1021/acsinfecdis.8b00161

47. Giglio, K.; Keohane, C.E.; Stodghill, P.; Steele, A.D.; Fetzer, C.; Sieber, S.A.; Filiatrault, M.J.*; Wuest, W.M.* ” Transcriptomic profiling suggest that Promysalin alters metabolic flux, motility, and iron regulation in Pseudomonas putida KT2440″ ACS Infectious Diseases 2018 4, 1179. DOI: 10.1021/acsinfecdis.8b00041

46. Kim, W.; Zhu, W.; Hendricks, G.L.; Van Tyne, D.; Steele, A.D.; Keohane, C.E.; Fricke, N.; Conery, A.L.; Shen, S.; Pan, W.; Lee, K.; Rajamuthiah, R.; Fuchs, B.B.; Vlahovska, P.M.; Wuest, W.M.; Gilmore, M.S.; Gao, H.; Ausubel, F.M.; Mylonakis, E. “A new class of synthetic retinoid antibiotics effective against bacterial persisters” Nature 2018 556, 103.  DOI: 10.1038/nature26157

45. Blanchet, M.; Borselli, D.; Rodallec, A.; Peiretti, F.; Vidal, N.; Bolla, J.M.; Digiorgio, C.; Morrison, K.R.; Wuest, W.M.; Brunel, J.M* “Claramines: A new class of broad-spectrum antimicrobial agents with bimodal activity” ChemMedChem 2018 13, 1018 DOI: 10.1002/cmdc.201800073

44. Hofbauer, B.; Vomacka, J.; Stahl, M.; Korotkov, V.; Jennings, M.C.; Wuest, W.M.; Sieber, S.A.* “A dual inhibitor of Staphylococcus aureus virulence and biofilm attenuates expression of major toxins and adhesins” Biochemistry 2018 57, 1814DOI: 10.1021/acs.biochem.7b01271

43. Steele, A.D.; Ernouf, G.; Lee, Y-E.; Wuest, W.M.* “Diverted Total Synthesis of the Baulamycins and Analogues Reveals an Alternate Mechanism of Action” Organic Letters 2018 20, 1126 DOI: 10.1021/acs.orglett.8b00054

42. Keohane, C.E.; Steele, A.D.; Fetzer, C.; Khowsathit, J.; Van Tyne, D.; Moynie, L.; Gilmore, M.S.; Karanicolas, J.; Sieber, S.A.; Wuest, W.M.* “Promysalin Elicits Species-Selective Inhibition of Pseudomonas aeruginosa by Targeting Succinate Dehydrogenase” J. Am. Chem. Soc. 2018 140, 1774 DOI: 10.1021/jacs.7b11212

41. Solinski, A.E.#; Ochoa, C.#; Lee, Y-E.; Paniak, T.; Kozlowski, M.C.*; Wuest, W.M.* “Honokiol-Inspired Analogs as Inhibitors of Oral Bacteria” ACS Infectious Diseases 2018 4, 118 DOI: 10.1021/acsinfecdis.7b00178

2017

40. Schallenhammer, S.A.; Duggan, S.M.; Morrison, K.R.; Bentley, B.S.; Wuest, W.M.*; Minbiole, K.P.C.* “Hybrid BisQACs: Potent Biscationic Quaternary Ammonium Compounds Merging the Structures of Two Commercial Antiseptics” ChemMedChem 2017 12, 1931 DOI: 10.1002/cmdc.201700597

39. Rossiter, S.E.; Wuest, W.M.* “ErosS enzyme from Aliivibrio fischeri plays Cupid to choanoflagellates” ChemBioChem 2017 18, 2298 DOI: 10.1002/cbic.201700552 (Invited Highlight)

38. Rossiter, S.E.; Fletcher, M.F.; Wuest, W.M.* “Natural Products as Platforms to Overcome Antibiotic Resistance” Chemical Reviews 2017 117, 12415 DOI: 10.1021/acs.chemrev.7b00283

37. Jennings, M.C.; Forman, M.E.; Duggan, S.M.; Minbiole, K.P.C.*; Wuest, W.M.* “Efflux Pumps May Not Be the Major Drivers of QAC Resistance in Methicillin-Resistant Staphylococcus aureus” ChemBioChem 2017 18, 1573 DOI: 10.1002/cbic.201700233 (highlighted as a Very Important Paper, Selected as Cover Art)

36. Fletcher, M.H.; Burns-Lynch, C.E.; Knouse, K.W.; Abraham, L.T.; DeBrosse, C.W.; Wuest, W.M.* “A novel application of the Staudinger ligation to access neutral cyclic di-nucleotide analog precursors via a divergent method” RSC Adv. 2017 7, 29835. DOI: 10.1039/C7RA06045A

35. Solinski, A.E.#; Koval, A.B.#; Brzozowski, R.S.#; Morrison, K.R.; Fraboni, A.J.; Carson, C.E.; Eshraghi A.R.; Zhou, G.; Quivey, R.G.; Voelz, V.A.; Buttaro, B.A.; Wuest. W.M.* “Diverted Total Synthesis of Carolacton-Inspired Analogs Yields Three Distinct Phenotypes in Streptococcus mutans Biofilms” J. Am. Chem. Soc. 2017 139, 7188. DOI: 10.1021/jacs.7b03879

34. Allen, R.A.; Jennings, M.C.; Mitchell, M.A.; Al-Khalifa, S.E.; Wuest, W.M.*; Minbiole, K.P.C.* “Ester- and Amide-containing MultiQACs: Exploring Multicationic Soft Antimicrobial Agents” Bioorg. Med. Chem. Lett. 2017 27, 2107. DOI: 10.1016/j.bmcl.2017.03.077

33. Brzozowski, R.S.; Wuest, W.M.* “Twelve-Membered Macrolactones: Privileged Scaffolds for the Development of New Therapeutics” Chemical Biology & Drug Design 2017 89, 169 (invited review) DOI: 10.1111/cbdd.12783

32. Al-Khalifa, S.E.; Jennings, M.C.; Wuest, W.M.*; Minbiole, K.P.C.* “The Development of Next Generation Pyridinium-Based multiQAC Antiseptics” ChemMedChem 2017 12, 280 DOI: 10.1002/cmdc.201600546

31. Zubris, D.L.*; Minbiole, K.P.C.*; Wuest, W.M.* “Polymeric Quaternary Ammonium Compounds: Versatile Antimicrobial Materials.” Current Topics in Medicinal Chemistry 2017 17, 305 DOI: 10.2174/1568026616666160829155805

2016

30. Forman, M.E.; Jennings, M.C.; Wuest, W.M.*; Minbiole, K.P.C.* “Building a Better QAC: Branched Tetracationic Antiseptics” ChemMedChem 2016 11, 1401 (Highlighted on the back cover!) DOI: 10.1002/cmdc.201600176

29. Jennings, M.C.; Wuest, W.M.* “Natural Product-Inspired Approaches to Combat Bacteria” Tetrahedron 2016 72, 3547. DOI: 10.1016/j.tet.2016.04.064 (Editorial Preface for Tetrahedron Symposium-in-Print)

28. Minbiole, K.P.C.*; Jennings, M.C.; Ator, L.E.; Black, J.W.; Grenier, M.C.; LaDow, J.E.; Caran, K.L.; Seifert, K.; Wuest, W.M.* “From Antimicrobial Activity to Mechanism of Resistance: The Multifaceted Role of Simple Quaternary Ammonium Compounds in Bacterial Eradication” Tetrahedron 2016 72, 3559. DOI: 10.1016/j.tet.2016.01.014

27. Steele, A.D.; Keohane, C.E.; Knouse, K.W.; Rossiter, S.E.; Williams, S.J.; Wuest, W.M.* “Diverted Total Synthesis of Promysalin Analogs Demonstrates that an Iron-Binding Motif is Responsible for its Narrow-spectrum Antibacterial Activity” J. Am. Chem. Soc. 2016 138, 5833.  DOI: 10.1021/jacs.6b03373

26. Forman, M.E.; Fletcher, M.H.; Jennings, M.C.; Duggan, S.M.; Minbiole, K.P.C.*; Wuest, W.M.* “Structure-Resistance Relationships: Interrogating Antiseptic Resistance in Bacteria with Multicationic Quaternary Ammonium Dyes” ChemMedChem 2016 11, 958. DOI: 10.1002/cmdc.201600095

25. Knouse, K.W.; Wuest, W.M.* “The Enantioselective Synthesis and Biological Evaluation of Chimeric Promysalin Analogs Facilitated by Diverted Total Synthesis” J. Antibiotics 2016 69, 337. DOI: 10.1038/ja.2016.4 (invited paper for Amos B. Smith, III issue)

24. Joyce, M.D.; Jennings, M.C.; Santiago, C.N.; Fletcher, M.H.; Wuest, W.M.*; Minbiole, K.P.C.* “Natural Product-Derived Quaternary Ammonium Compounds with Potent Antimicrobial Activity” J. Antibiotics 2016 69, 344. DOI: 10.1038/ja.2015.107 (invited paper for A.B. Smith, III issue)

23. Koval, A.B.; Wuest, W.M.* “An optimized synthesis of the potent and selective Pak1 inhibitor FRAX-1036” Tetrahedron Lett. 2016 57, 449. DOI: 10.1016/j.tetlet.2015.12.059

2015

22. Keohane, C.E.; Steele, A.D.; Wuest, W.M.* “The rhizosphere microbiome: A playground for natural product chemists” Synlett 2015 26, 2739. DOI: 10.1055/s-0035-1560711 (invited Synpact Paper)

21. Mitchell, M.A.; Iannetta, A.A.; Jennings, M.C.; Fletcher, M.H.; Wuest, W.M.*; Minbiole, K.P.C.* “Scaffold-hopping of Multicationic Amphiphiles Yields Three New Classes of Antimicrobials” ChemBioChem 2015 16, 2299. DOI: 10.1002/cbic.201500381  (highlighted as a Very Important Paper)

20. Steele, A.D.; Knouse, K.W.; Keohane, C.E.; Wuest, W.M.* “Total Synthesis and Biological Evaluation of (-)-Promysalin” J. Am. Chem. Soc. 2015 137, 7314. DOI: 10.1021/jacs.5b04767

19. Jennings, M.C.; Minbiole, K.P.C.; Wuest, W.M.* “Quaternary Ammonium Compounds: An Antimicrobial Mainstay and Platform for Innovation to Address Bacterial Resistance” ACS Infectious Diseases, 2015 1, 288. DOI: 10.1021/acsinfecdis.5b00047

18. Jennings, M.C.; Buttaro, B.A.; Minbiole, K.P.C.; Wuest, W.M.* “Bioorganic Investigation of Multicationic Antimicrobials to Combat QAC-Resistant Staphylococcus aureus” ACS Infectious Diseases, 2015 1, 304DOI: 10.1021/acsinfecdis.5b00032

17. Wakefield, A.E.; Wuest, W.M.; Voelz, V.A.* “Molecular Simulation of Conformational Pre-organization in Cyclic RGD Peptides.” J. Chem. Inf. Model2015 55, 806. DOI: 10.1021/ci500768u

2014

16. Paniak, T.J.; Jennings, M.C.; Shanahan, P.C.; Joyce, M.D.; Santiago, C.N.; Wuest, W.M.*; Minbiole, K.P.C.* “The antimicrobial activity of mono-, bis-, tris-, and tetracationic amphiphiles derived from simple polyamine platforms.” Bioorg. Med. Chem. Lett. 2014 24, 5824DOI: 10.1016/j.bmcl.2014.10.018

15. Kinzie, C.R.; Steele, A.D.; Pasciolla, S.M.; Wuest, W.M.* “Synthesis of cyclic dimeric methyl morpholinoside – a common synthetic precursor to cyclic dinucleotide analogs.” Tetrahedron Lett. 2014 55, 4966. DOI: 10.1016/j.tetlet.2014.07.038

14. Ator, L.C.; Jennings, M.C.; McGettigan, A.R.; Paul, J.J.; Wuest, W.M.*; Minbiole, K.P.C.* “Beyond paraquats: Dialkyl 3,3′- and 3,4′-bipyridinium amphiphiles as antibacterial agents” Bioorg. Med. Chem. Lett.  2014  24, 3706.  DOI: 10.1016/j.bmcl.2014.07.024 

13. Jennings, M.C.; Ator, L.C.; Paniak, T.J.; Minbiole, K.P.C.*; Wuest, W.M.* “Biofilm Eradicating Properties of Quaternary Ammonium Amphiphiles: Simple Mimics of Antimicrobial Peptides” ChemBioChem 2014 15, 2211. DOI: 10.1002/cbic.201402254

12. Fletcher, M.H.; Jennings, M.C.; Wuest, W.M.* “Draining the moat: Disrupting bacterial biofilms with natural products” Tetrahedron 2014 70, 6373. DOI: 10.1016/j.tet.2014.06.055 (invited review)

11. Wuest, W.M.*; Wuest, L.M* “Using Technology to Create an Active, Collaborative Learning Environment: Even in Organic Chemistry!” Proceedings of the 2014 Lilly Conference on College and University Teaching and Learning 2014 44.

10. Razavi, A. M.; Wuest, W.M.*; Voelz, V.A.* “Computational screening and selection of cyclic peptide hairpin mimetics by molecular simulation and kinetic network models.” J. Chem. Inf. Model. 2014 54, 1425.  DOI: 10.1021/ci500102y

9. Hallside, M.S.; Brzozowski, R.S.; Wuest, W.M.*; Phillips, A.J.* “A Concise Synthesis of Carolacton” Org. Lett. 2014 16, 1148. DOI: 10.1021/ol500004k (Highlighted by Org. Lett. as a top 10 accessed article from Jan-Jun 2014)

8. Black, J.W.; Jennings, M.C.; Azarewicz, J.; Paniak, T.J.; Grenier, M.C.; Wuest, W.M.*; Minbiole, K.P.C.* “TMEDA-derived biscationic amphiphiles: An economical preparation of potent antibacterial agents” Bioorg. Med. Chem Lett. 2014 24, 99. DOI: 10.1016/j.bmcl.2013.11.070

Prior Publications (2008-2011)

7. Wuest, W.M.; Krahn, D.; Kaiser, M.; Walsh, C.T.*; “Enzymatic Timing and Tailoring of Macrolactomization in Syringolin Biosynthesis” Org. Lett. 2011 13, 4518. DOI:10.1021/ol2016687

6. Imker, H.J.; Walsh, C.T.*; Wuest, W.M. “SylC Catalyzes Ureido-Bond Formation During Biosynthesis of the Proteasome Inhibitor Syringolin A” J. Am. Chem. Soc. 2009 131, 18263. DOI: 10.1021/ja909170u

5. Wuest, W.M.; Sattely, E.S.; Walsh, C.T.* “Three Siderophores from One Bacterial Enzymatic Assembly Line” J. Am. Chem. Soc. 2009 131, 5056. DOI: 10.1021/ja900815w

4. Smith III, A.B.*; Wuest, W.M. “Evolution of Multi-Component Anion Relay Chemistry (ARC): Construction of Architecturally Complex Natural and Unnatural Products” Chem. Commun. 2008 45, 5883. DOI: 10.1039/B810394A

3. Smith III, A.B.*; Cox, J.M.; Furuichi, N.; Kenesky, C.S.; Zheng, J.; Atasoylu, O.; Wuest, W.M.; “Total Synthesis of (-)-2-epi-peloruside A” Org. Lett. 2008 10, 5501. DOI: 10.1021/ol8019132

2. Smith III, A.B.*; Kim, W.S.; Wuest, W.M.; “Ortho-TMS Benzaldehyde: an Effective Linchpin for Type II Anion Relay Chemistry (ARC)” Angew. Chem. Int. Ed. 2008 47, 7082. DOI: 10.1002/anie.200802301

1. Carney, J.M.; Donoghue, P.J.; Wuest, W.M.; Wiest, O.*; Helquist, P.* “Intramolecular Hydroamination of Aminoalkynes with Silver Phenanthroline Catalysts” Org. Lett. 2008 10, 3903. DOI: 10.1021/ol801458g