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Wernke KM, Xue M, Tirla A, Kim CS, Crawford JM, Herzon SB. Structure and bioactivity of colibactin. Bioorg Med Chem Lett. 2020 Aug 1;30(15):127280. doi: 10.1016/j.bmcl.2020.127280. Epub 2020 May 23. Review. PubMed PMID: 32527463; PubMed Central PMCID: PMC7309967.
Kim CS, Li JH, Barco B, Park HB, Gatsios A, Damania A, Wang R, Wyche TP, Piizzi G, Clay NK, Crawford JM. Cellular Stress Upregulates Indole Signaling Metabolites in Escherichia coli. Cell Chem Biol. 2020 Jun 18;27(6):698-707.e7. doi: 10.1016/j.chembiol.2020.03.003. Epub 2020 Apr 2. PubMed PMID: 32243812; PubMed Central PMCID: PMC7306003.
Healy AR, Wernke KM, Kim CS, Lees NR, Crawford JM, Herzon SB. Synthesis and reactivity of precolibactin 886. Nat Chem. 2019 Oct;11(10):890-898. doi: 10.1038/s41557-019-0338-2. Epub 2019 Sep 23. PubMed PMID: 31548676; PubMed Central PMCID: PMC6761996.
Xue M, Kim CS, Healy AR, Wernke KM, Wang Z, Frischling MC, Shine EE, Wang W, Herzon SB, Crawford JM. Structure elucidation of colibactin and its DNA cross-links. Science. 2019 Sep 6;365(6457). doi: 10.1126/science.aax2685. Epub 2019 Aug 8. PubMed PMID: 31395743; PubMed Central PMCID: PMC6820679.
Goethe O, Heuer A, Ma X, Wang Z, Herzon SB. Antibacterial properties and clinical potential of pleuromutilins. Nat Prod Rep. 2019 Jan 1;36(1):220-247. doi: 10.1039/c8np00042e. Epub 2018 Jul 6. Review. PubMed PMID: 29979463.
Shine EE, Xue M, Patel JR, Healy AR, Surovtseva YV, Herzon SB, Crawford JM. Model Colibactins Exhibit Human Cell Genotoxicity in the Absence of Host Bacteria. ACS Chem Biol. 2018 Dec 21;13(12):3286-3293. doi: 10.1021/acschembio.8b00714. Epub 2018 Nov 20. PubMed PMID: 30403848; PubMed Central PMCID: PMC7001666.
Economou C, Tomanik M, Herzon SB. Synthesis of Myrocin G, the Putative Active Form of the Myrocin Antitumor Antibiotics. J Am Chem Soc. 2018 Nov 28;140(47):16058-16061. doi: 10.1021/jacs.8b10891. Epub 2018 Nov 16. PubMed PMID: 30415540; PubMed Central PMCID: PMC7001008.
Xue M, Shine E, Wang W, Crawford JM, Herzon SB. Characterization of Natural Colibactin-Nucleobase Adducts by Tandem Mass Spectrometry and Isotopic Labeling. Support for DNA Alkylation by Cyclopropane Ring Opening. Biochemistry. 2018 Nov 13;57(45):6391-6394. doi: 10.1021/acs.biochem.8b01023. Epub 2018 Oct 31. PubMed PMID: 30365310; PubMed Central PMCID: PMC6997931.
Ma X, Herzon SB. Cobalt bis(acetylacetonate)-tert-butyl hydroperoxide-triethylsilane: a general reagent combination for the Markovnikov-selective hydrofunctionalization of alkenes by hydrogen atom transfer. Beilstein J Org Chem. 2018;14:2259-2265. doi: 10.3762/bjoc.14.201. eCollection 2018. PubMed PMID: 30202480; PubMed Central PMCID: PMC6122341.
Ma X, Kucera R, Goethe OF, Murphy SK, Herzon SB. Directed C-H Bond Oxidation of (+)-Pleuromutilin. J Org Chem. 2018 Jul 6;83(13):6843-6892. doi: 10.1021/acs.joc.8b00462. Epub 2018 May 1. PubMed PMID: 29664634.
Herzon SB. DNA Repair: Unconventional Lesions Require Unconventional Repair. Biochemistry. 2018 Feb 20;57(7):1057-1058. doi: 10.1021/acs.biochem.7b01241. Epub 2018 Feb 6. PubMed PMID: 29406697.
Herzon SB. Emergent properties of natural products. Synlett : accounts and rapid communications in synthetic organic chemistry. 2018; 29:1823-1835.
Economou C, Scott TZ, Parr BT, Herzon SB. A convergent approach to batzelladine alkaloids. Total syntheses of (+)-batzelladine E, ( –)-dehydrobatzelladine C, and (+)-batzelladine K. Tetrahedron. 2018; 74:3188-3197.
Tripathi P, Shine EE, Healy AR, Kim CS, Herzon SB, Bruner SD, Crawford JM. ClbS Is a Cyclopropane Hydrolase That Confers Colibactin Resistance. J Am Chem Soc. 2017 Dec 13;139(49):17719-17722. doi: 10.1021/jacs.7b09971. Epub 2017 Nov 28. PubMed PMID: 29112397; PubMed Central PMCID: PMC6202678.
Zeng M, Murphy SK, Herzon SB. Development of a Modular Synthetic Route to (+)-Pleuromutilin, (+)-12-epi-Mutilins, and Related Structures. J Am Chem Soc. 2017 Nov 15;139(45):16377-16388. doi: 10.1021/jacs.7b09869. Epub 2017 Nov 2. PubMed PMID: 29048164; PubMed Central PMCID: PMC7024634.
Healy AR, Herzon SB. Molecular Basis of Gut Microbiome-Associated Colorectal Cancer: A Synthetic Perspective. J Am Chem Soc. 2017 Oct 25;139(42):14817-14824. doi: 10.1021/jacs.7b07807. Epub 2017 Oct 12. Review. PubMed PMID: 28949546; PubMed Central PMCID: PMC7024635.
Guntaka NS, Healy AR, Crawford JM, Herzon SB, Bruner SD. Structure and Functional Analysis of ClbQ, an Unusual Intermediate-Releasing Thioesterase from the Colibactin Biosynthetic Pathway. ACS Chem Biol. 2017 Oct 20;12(10):2598-2608. doi: 10.1021/acschembio.7b00479. Epub 2017 Sep 8. PubMed PMID: 28846367; PubMed Central PMCID: PMC5830302.
Herzon SB. The Mechanism of Action of (-)-Lomaiviticin A. Acc Chem Res. 2017 Oct 17;50(10):2577-2588. doi: 10.1021/acs.accounts.7b00347. Epub 2017 Sep 28. PubMed PMID: 28956437; PubMed Central PMCID: PMC5874803.
Herzon SB, Vanderwal CD. Introduction: Natural Product Synthesis. Chem Rev. 2017 Sep 27;117(18):11649-11650. doi: 10.1021/acs.chemrev.7b00520. PubMed PMID: 28950704.
Murphy SK, Zeng M, Herzon SB. Scalable Synthesis of a Key Intermediate for the Production of Pleuromutilin-Based Antibiotics. Org Lett. 2017 Sep 15;19(18):4980-4983. doi: 10.1021/acs.orglett.7b02476. Epub 2017 Aug 31. PubMed PMID: 28858512; PubMed Central PMCID: PMC7001007.
Nikolayevskiy H, Moe Tun MK, Rablen PR, Ben Mamoun C, Herzon SB. A complex stereochemical relay approach to the antimalarial alkaloid ocimicide A1. Evidence for a structural revision. Chem Sci. 2017 Jul 1;8(7):4867-4871. doi: 10.1039/c7sc01127j. Epub 2017 May 4. PubMed PMID: 28959410; PubMed Central PMCID: PMC5603897.
Murphy SK, Zeng M, Herzon SB. A modular and enantioselective synthesis of the pleuromutilin antibiotics. Science. 2017 Jun 2;356(6341):956-959. doi: 10.1126/science.aan0003. PubMed PMID: 28572392; PubMed Central PMCID: PMC7001679.
Ma X, Dang H, Rose JA, Rablen P, Herzon SB. Hydroheteroarylation of Unactivated Alkenes Using N-Methoxyheteroarenium Salts. J Am Chem Soc. 2017 Apr 26;139(16):5998-6007. doi: 10.1021/jacs.7b02388. Epub 2017 Apr 12. PubMed PMID: 28359149.
Trautman EP, Healy AR, Shine EE, Herzon SB, Crawford JM. Domain-Targeted Metabolomics Delineates the Heterocycle Assembly Steps of Colibactin Biosynthesis. J Am Chem Soc. 2017 Mar 22;139(11):4195-4201. doi: 10.1021/jacs.7b00659. Epub 2017 Mar 10. PubMed PMID: 28240912; PubMed Central PMCID: PMC5831107.
Healy AR, Nikolayevskiy H, Patel JR, Crawford JM, Herzon SB. A Mechanistic Model for Colibactin-Induced Genotoxicity. J Am Chem Soc. 2016 Dec 7;138(48):15563-15570. doi: 10.1021/jacs.6b10354. Epub 2016 Nov 28. PubMed PMID: 27934011; PubMed Central PMCID: PMC5359767.
Xue M, Herzon SB. Mechanism of Nucleophilic Activation of (-)-Lomaiviticin A. J Am Chem Soc. 2016 Dec 7;138(48):15559-15562. doi: 10.1021/jacs.6b09657. Epub 2016 Nov 28. PubMed PMID: 27934014; PubMed Central PMCID: PMC5339879.
Ma X, Herzon SB. Synthesis of Ketones and Esters from Heteroatom-Functionalized Alkenes by Cobalt-Mediated Hydrogen Atom Transfer. J Org Chem. 2016 Oct 7;81(19):8673-8695. doi: 10.1021/acs.joc.6b01709. Epub 2016 Sep 26. PubMed PMID: 27598718.
Murphy SK, Zeng M, Herzon SB. Stereoselective Multicomponent Reactions Using Zincate Nucleophiles: β-Dicarbonyl Synthesis and Functionalization. Org Lett. 2016 Oct 7;18(19):4880-4883. doi: 10.1021/acs.orglett.6b02320. Epub 2016 Sep 27. PubMed PMID: 27670226; PubMed Central PMCID: PMC7000105.
Ma X, Herzon SB. Intermolecular Hydropyridylation of Unactivated Alkenes. J Am Chem Soc. 2016 Jul 20;138(28):8718-21. doi: 10.1021/jacs.6b05271. Epub 2016 Jul 12. PubMed PMID: 27384921.
Colis LC, Herzon SB. Synergistic potentiation of (-)-lomaiviticin A cytotoxicity by the ATR inhibitor VE-821. Bioorg Med Chem Lett. 2016 Jul 1;26(13):3122-3126. doi: 10.1016/j.bmcl.2016.04.090. Epub 2016 Apr 30. PubMed PMID: 27177826; PubMed Central PMCID: PMC4899226.
Healy AR, Vizcaino MI, Crawford JM, Herzon SB. Convergent and Modular Synthesis of Candidate Precolibactins. Structural Revision of Precolibactin A. J Am Chem Soc. 2016 Apr 27;138(16):5426-32. doi: 10.1021/jacs.6b02276. Epub 2016 Apr 12. PubMed PMID: 27025153; PubMed Central PMCID: PMC5049697.
Surovtseva YV, Jairam V, Salem AF, Sundaram RK, Bindra RS, Herzon SB. Characterization of Cardiac Glycoside Natural Products as Potent Inhibitors of DNA Double-Strand Break Repair by a Whole-Cell Double Immunofluorescence Assay. J Am Chem Soc. 2016 Mar 23;138(11):3844-55. doi: 10.1021/jacs.6b00162. Epub 2016 Mar 9. PubMed PMID: 26927829; PubMed Central PMCID: PMC5530877.
Woo CM, Li Z, Paulson EK, Herzon SB. Structural basis for DNA cleavage by the potent antiproliferative agent (-)-lomaiviticin A. Proc Natl Acad Sci U S A. 2016 Mar 15;113(11):2851-6. doi: 10.1073/pnas.1519846113. Epub 2016 Feb 29. PubMed PMID: 26929332; PubMed Central PMCID: PMC4801295.
Parr BT, Economou C, Herzon SB. A concise synthesis of (+)-batzelladine B from simple pyrrole-based starting materials. Nature. 2015 Sep 24;525(7570):507-10. doi: 10.1038/nature14902. Epub 2015 Sep 16. PubMed PMID: 26375010; PubMed Central PMCID: PMC4583359.
Zeng M, Herzon SB. Synthesis of 1,3-Amino Alcohols, 1,3-Diols, Amines, and Carboxylic Acids from Terminal Alkynes. J Org Chem. 2015 Sep 4;80(17):8604-18. doi: 10.1021/acs.joc.5b01220. Epub 2015 Aug 18. PubMed PMID: 26203776.
Burk M, Wilson N, Herzon SB. Multigram Synthesis of 1-O-Acetyl-3-O-(4-methoxybenzyl)-4-N-(9-fluorenylmethoxycarbonyl)-4-N-methyl-L-pyrrolosamine. Tetrahedron Lett. 2015 Jun 3;56(23):3231-3234. doi: 10.1016/j.tetlet.2014.12.073. PubMed PMID: 26097264; PubMed Central PMCID: PMC4472375.
Colis LC, Hegan DC, Kaneko M, Glazer PM, Herzon SB. Mechanism of action studies of lomaiviticin A and the monomeric lomaiviticin aglycon. Selective and potent activity toward DNA double-strand break repair-deficient cell lines. J Am Chem Soc. 2015 May 6;137(17):5741-7. doi: 10.1021/ja513117p. Epub 2015 Apr 22. PubMed PMID: 25849366; PubMed Central PMCID: PMC4845730.
Kats-Kagan R, Herzon SB. The discovery of a novel route to highly substituted α-tropolones enables expedient entry to the core of the gukulenins. Org Lett. 2015 Apr 17;17(8):2030-3. doi: 10.1021/acs.orglett.5b00841. Epub 2015 Apr 3. PubMed PMID: 25839211.
Ma X, Herzon SB. Non-classical selectivities in the reduction of alkenes by cobalt-mediated hydrogen atom transfer. Chemical science (Royal Society of Chemistry : 2010). 2015;
King SM, Herzon SB. Substrate-modified functional group reactivity: hasubanan and acutumine alkaloid syntheses. J Org Chem. 2014 Oct 3;79(19):8937-47. doi: 10.1021/jo501516x. Epub 2014 Aug 19. PubMed PMID: 25135456.
Woo CM, Ranjan N, Arya DP, Herzon SB. Analysis of diazofluorene DNA binding and damaging activity: DNA cleavage by a synthetic monomeric diazofluorene. Angew Chem Int Ed Engl. 2014 Aug 25;53(35):9325-8. doi: 10.1002/anie.201404137. Epub 2014 Jul 9. PubMed PMID: 25044348; PubMed Central PMCID: PMC4206835.
Li L, Zeng M, Herzon SB. Broad-spectrum catalysts for the ambient temperature anti-Markovnikov hydration of alkynes. Angew Chem Int Ed Engl. 2014 Jul 21;53(30):7892-5. doi: 10.1002/anie.201404320. Epub 2014 Jun 25. PubMed PMID: 24964738.
Colis LC, Woo CM, Hegan DC, Li Z, Glazer PM, Herzon SB. The cytotoxicity of (-)-lomaiviticin A arises from induction of double-strand breaks in DNA. Nat Chem. 2014 Jun;6(6):504-10. doi: 10.1038/nchem.1944. Epub 2014 May 11. PubMed PMID: 24848236; PubMed Central PMCID: PMC4090708.
Kaneko M, Herzon SB. Scope and limitations of 2-deoxy- and 2,6-dideoxyglycosyl bromides as donors for the synthesis of β-2-deoxy- and β-2,6-dideoxyglycosides. Org Lett. 2014 May 16;16(10):2776-9. doi: 10.1021/ol501101f. Epub 2014 May 1. PubMed PMID: 24786757; PubMed Central PMCID: PMC4033630.
Zeng M, Li L, Herzon SB. A highly active and air-stable ruthenium complex for the ambient temperature anti-Markovnikov reductive hydration of terminal alkynes. J Am Chem Soc. 2014 May 14;136(19):7058-67. doi: 10.1021/ja501738a. Epub 2014 May 1. PubMed PMID: 24786693.
King SM, Ma X, Herzon SB. A method for the selective hydrogenation of alkenyl halides to alkyl halides. J Am Chem Soc. 2014 May 14;136(19):6884-7. doi: 10.1021/ja502885c. Epub 2014 Apr 30. PubMed PMID: 24824195.
Zeng M, Herzon SB. Ruthenium-Catalyzed anti-Markovnikov Hydration and Reductive Hydration of Terminal Alkynes. Aldrichimica acta. 2014; 47:55-62.
Li L, Herzon SB. Temporal separation of catalytic activities allows anti-Markovnikov reductive functionalization of terminal alkynes. Nat Chem. 2014 Jan;6(1):22-7. doi: 10.1038/nchem.1799. Epub 2013 Nov 17. PubMed PMID: 24345942.
Calandra NA, King SM, Herzon SB. Development of enantioselective synthetic routes to the hasubanan and acutumine alkaloids. J Org Chem. 2013 Oct 18;78(20):10031-57. doi: 10.1021/jo401889b. Epub 2013 Sep 27. PubMed PMID: 24032758.
Woo CM, Gholap SL, Herzon SB. Insights into lomaiviticin biosynthesis. Isolation and structure elucidation of (-)-homoseongomycin. J Nat Prod. 2013 Jul 26;76(7):1238-41. doi: 10.1021/np400355h. Epub 2013 Jun 26. PubMed PMID: 23803003.
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