Publications

D. Tan, S. Konduri, M. Erikci Ertunc, P. Zhang, J. Wang, T. Chang, A. F. M. Pinto, A. Rocha, C. J. Donaldson, J. M. Vaughan, R. G. Ludwig, E. Willey, M. Iyer, P. C. Gray, P. Maher, N. J. Allen, J. B. Zuchero, A. Dillin, M. A. Mori, S. G. Kohama, D. Siegel, A. Saghatelian “A class of anti-inflammatory lipids decrease with aging in the central nervous system.” Nature Chemical Biology, 2023, 19(2), 187–197.

E. C. Gentry, S. L. Collins, M. Panitchpakdi, P. Belda-Ferre, A. K. Stewart, M. Carrillo Terrazas, H. Lu, S. Zuffa, T. Yan, J. Avila-Pacheco, D. R. Plichta, A. T. Aron, M. Wang, A. K. Jarmusch, F. Hao, M. Syrkin-Nikolau, H. Vlamakis, A. N. Ananthakrishnan, B. Boland, A. Hemperly, N. Vande Casteele, F. J. Gonzalez, C. B. Clish, R. J. Xavier, H. Chu, E. S. Baker, A. D. Patterson, R. Knight, D. Siegel, P. C. Dorrestein “Reverse metabolomics for the discovery of chemical structures from humans.” Nature, 2023, 626, 419-426.

S. Konduri, J. Schweer, D. Siegel “Short synthesis of a broadly Reactive, cell permeable serine hydrolase Fluorophosphonate-Alkyne probe.” Bioorganic & Medicinal Chemistry Letters, 2023, 95, 129434.

P. Rucha, A. Santoro, P. Hofer, D. Tna, M. Oberer, A. T. Nelson, S. Konduri, D. Siegel, R. Zechner, A. Saghatelian, B. B. Kahn “ATGL is a Biosynthetic Enzyme for Fatty Acid Esters of Hydroxy Fatty Acids.” Nature, 2022, 606, 968-975.

H. A. Weisz, D. R. Boone, W. S. Coggins, G. A. Edwards, H. E. Willey, S. G. Widen, D. Siegel, A. T. Neslon, D. S. Prough, H. L. Hellmich “Mechanistic Insights Gained from Cell and Molecular Analysis of the Neuroprotective Potential of Bioactive Natural Compounds in Immortalized Hippocampal Cell Lines.” PLoS One, 2022, e0267682.

P. Aryal, I. Syed, J. Lee, R. Patel, A. T. Nelson, D. Siegel, A. Saghatelian, B. B. Kahn “Distinct Biological Activities of Isomers from Several Families of Branched Fatty Acid Esters of Hydroxy Fatty Acids (FAHFAs).” Journal of Lipid Research, 2021, 62, 100108.

E. Ivakhnitskaia, M. R. Chin, D. Siegel, V. H. Guaiquil “Vinaxanthone inhibits Semaphorin3A induced axonal growth cone collapse in embryonic neurons but fails to block its growth promoting effects on adult neurons.” Sci Rep., 2021, 11(1):13019.

Y. Zhang, B. Medellin, W. Yang, S. Konduri, J.-J., Dong, S. Irani, H. Wu, W. Matthews, Y. Du, X. Li, D. Siegel*, Z.-Y. Zhang*, “Targeted Covalent Inhibition of Small CTD Phosphatase-1 to Promote the Degradation of REST Transcription Factor in Human Cells.” Journal of Medicinal Chemistry, 2021, 65, 507-519.

T. C. Johnson, M. P. Christy, D. Siegel “Synthesis of the 26-Membered Core of Thiopeptide Natural Products by Scalable Thiazole Forming Reactions of Cysteine Derivatives and Nitriles.” Synthesis 2020, 53(03): 498-508.

S. Konduri, J. Prashanth, V. S. Krishna, D. Sriram, J. N. Behera, D. Siegel, K. P. Rao “Design and synthesis of purine connected piperazine derivatives as novel inhibitors of Mycobacterium tuberculosis.” Bioorganic & Medicinal Chemistry Letters, 2020, 30, 127512.

J. Zhang, X. Huang, B. Guo, S. Cooper, M. L. Capitano, T. C. Johnson, D. Siegel, H. E. Broxmeyer “Effects of Eupalinilide E and UM171, Alone and in Combination on Cytokine Stimulated Ex-Vivo Expansion of Human Cord Blood Hematopoietic Stem Cells.” Blood Cells, Molecules, and Diseases 2020, 84, 102457.

A. Probst, C. Haeberli, D. Siegel, D. Huang, S. Vigneron, A.Ta, D. Skinner, N. El-Sakkary, J. Momper, J. Gangoiti, Y. Dong, J. Vennerstrom, S. Charman, C. Caffrey, J. Keiser “Efficacy, Metabolism and Pharmacokinetics of Ro 15-5458, a Forgotten Schistosomicidal 9-Acridanone Hydrazine.” Journal of Antimicrobial Chemotherapy 2020, dkaa247.

G. M. LaMonte, D. S. Marapana, N. Gnadig, S. Ottilie, M. R. Luth, T. S. Worgall, F. Rocamora, Ro. Mohunlal, S. K. Tiruppadiripuliyur, J. K. Thompson, E. Vigil, J. Yang, D. Huston, T. Johnson, J. Huang, R. M. Williams, B. Y. Zou, A. L. Cheung, P. Kumar, G. M. Goldgof, M. C. S. Lee, D. Siegel, A. F. Cowman, D. A. Fidock, E. A. Winzeler “Pan-Active Imidazopiperazine Antimalarials Target the Plasmodium Falciparum Intracellular Secretory Pathway.” Nature Communications 2020, 11, 1-15.

M. P. Christy, T. Johnson, C. D. McNerlin, J. Woodard, A. T. Nelson, B. Lim, T. L. Hamilton, K. M. Freiberg, D. Siegel “Total Synthesis of Micrococcin P1 Through Scalable Thiazole Forming Reactions of Cysteine Derivatives and Nitriles.” Organic Letters 2020, 22, 2365-2370.

R. A. Quinn, A. V. Melnik, A. Vrbanac, T. Fu, K. A. Patras, M. Christy, Z. Bodai, P. Belda-Ferre, A. Tripathi, L. K. Chung, M. Downes, R. D. Welch, M. Quinn, G. Humphrey, M. Panitchpakdi, K. C. Weldon, A. Akesnov, R. da Dilva, J. Avila-Pacheco, C. Clish, S. Bae, H. Mallick, E. A. Franzosa, J. Lloyd-Price, R. Bussell, T. Thron, A. T. Nelson, M. Wang,E. Leszczynski, F. Vargas, J. M. Gauglitz, M. J. Meehan, E. Gentry, T. D. Arthur, A. C. Komor, O. Poulsen, B. S. Boland, J. T. Chang, W. J. Sandborn, M. Lim, N. Garg, J. Lumeng, R. J. Xavier, B. I. Kazmierczak, R. Jain, M. Egan, K. E. Rhee, D. Ferguson, M. Raffatellu, H. Vlamakis, G. G. Haddad, D. Siegel, C. Huttenhower, S. K. Mazmanian, R. M. Evans, V. Nizet, R. Knight, P. C. Dorrestein “Global Chemical Effects of the Microbiome Includes New Bile-Acid Conjugations.” Nature 2020, 579, 123-129.

L. S. Zaramela, C. Martino, F. Alisson-Silva, St. Rees, S. L. Diaz, L. Chuzel, M. B. Ganatra, C. H. Taron, P. Secrest, C. Zuñiga, J. Huang, D. Siegel, G. Chang, A. Varki, K. Zengler. “Gut Bacteria Responding to Dietary Changes Encode Sialidases That Exhibit Preference for Red Meat-Associated Carbohydrates.” Nature Microbiology, 2019.

H. Wang, M. J. Kolar, T. Chang, J. Rizo, S. Konduri, C. McNerlin, A. Saghatelian, D. Siegel “Stereochemistry of Linoleic Acid Esters of Hydroxy Linoleic Acids.” Organic Letters, 2019, 21 (19): 8080-8084.

P. Zhou, A. Santoro, O. D. Peroni, A. T. Nelson, A. Saghatelian, D. Siegel, B. B. Kahn “PAHSAs Enhance Hepatic and Systemic Insulin Sensitivity through Direct and Indirect Mechanisms.” Journal of Clinical Investigation, 2019, 129(10): 4138-4150.

I. Syde, M. F. Ruben de Celis, J. F. Morhan, P. M. Moraes-Vieria, A. Vijayakumar, A. T. Nelson, D. Siegel, A. Saghatelian, D. Mathis, B. B. Kahn “PAHSAs Attenuate Immune Response and Promote b-Cell Survival in Autoimmune Diabetic Mice.” Journal of Clinical Investigation.” 2019, 129(9): 3717-3731.

M. Kolar, S. Konduri, T. Chang, C. McNerlin, L. Ohlssen, M. Harrod, D. Siegel*, A. Saghatelian* “Linoleic Acid Esters of Hydroxy Linoleic Acids are Anti-Inflammatory Lipids Found in Plants and Mammals.” Journal of Biological Chemistry, 2019, 294, 10698-10707.

C. Perez, B. L. Dick, A. Barkley-Levenson, A. Garcia, P. F. Glatt, D. Siegel, J. Momper, A. A. Palmer, S. M. Cohen “A Metal-Binding Pharmacophore Library Yields the Discovery of a Glyoxalase 1 Inhibitor.” Journal of Medicinal Chemistry, 2019, 62, 1609-1625.

D. Tan, M. E. Ertunc, S. Konduri, J. Zhang, B. B. Kahn, D. Siegel,* A. Saghatelian* “Discovery of FAHFA-Containing Triacylglycerols and Their Metabolic Regulation.” Journal of the American Chemical Society, 2019, 141, 8798-8806.

H. Wang, T. Chang, S. Kondui, J. Huang, A. Saghatelian, D. Siegel “Synthesis of Chemically Edited Derivatives of the Endogenous Regulator of Inflammation 9-PAHSA.” Journal of Antibiotics, 2019, 72, 498-506.

Y. Antonova-Koch, S. Meister, M. Abraham, M. R. Luth, S. Ottilie, A. K. Lukens, T. Sakata-Kato, M. Vanaerschot, E. Owen, J. C. Jado, S. P. Maher, J. Calla, D. Plouffe, Y. Zhong, K. Chen, V. Chaumeau, A. J. Conway, C. W. McNamara, M. Ibanez, K. Gagaring, F. N. Serrano, K. Eribez, C. Taggard, A. L. Cheung, C. Lincoln, B. Ambachew, M. Rouillier, D. Siegel, F. Nosten, D. E. Kyle, F.-J. Gamo, Y. Zhou, M. Llinás, D. A. Fidock, D. F. Wirth, J. Burrows, B. Campo, E. A. Winzeler “ Open-Source Discovery of Chemical Leads for Next-Generation Chemoprotective Antimalarials.” Science, 2018, 362, 1129-1138.

M. J. Kolar, A. T. Nelson, T. Chang, M. Ertunc, M. P. Christy, L. Ohlsson, M. Harrod, B. B. Kahn, D. Siegel, A. Saghatelian “A Faster Protocol for Endogenous FAHFA Measurements.” Analytical Chemistry 2018, 90, 5358-5365. 

A. M. Eliasen, M. R. Chin, A. J. Axelrod, R. Abagyan, D. Siegel “Cascade Reactions Leading to the Mechanism of Action of Vinaxanthone and Xanthofulvin, Natural Products That Drive Nerve Repair.” Tetrahedron 2018, 74, 3238-3245. 

A. Debnath, A. T. Nelson, A. Silva-Olivares, M. Shibayama, D. Siegel, J. H. McKerrow “In Vitro Efficacy of Ebselen and BAY 11-7082 Against Naegleria Fowleri.” Frontiers in Microbiology 2018, 9, Article 414.

I. Sayed, J. Lee, P.M. Moraes-Vieira, C. J. Donaldson, A. Sontheimer, P. Aryal, K. Wellenstein, M. J. Kolar, A. T. Nelson, D. Siegel, J. Mokrosinski, I.S. Farooqi, J. J. Zhao, M. M. Yore, O. D. Peroni, A. Saghatelian, B. B. Kahn “Palmitic Acid Hydroxystearic Acids Activate GPR40, Which Is Involved in Their Beneficial Effects on Glucose Homeostasis.” Cell Metabolism 2018 27, 419-427.

A. N. Cowel, E. S. Istvan, A. K. Lukens, M. G. Gomez-Lorenzo, M. Vanaerschot, T. Sakata-Kato, E. Flannery, P. Magistrado, M. Abraham, G. LaMonte, R. M. Williams, V. Franco, M. Linares, I. Arriaga, S. Bopp, V. C. Corey, N. F. Gnädig, O. Coburn-Flynn, C. Reimer, P. Gupta, J. M. Murithi, O. Fuchs, E. Sasaki, S. W. Kim, C. Teng, L. T. Wang, A. Akidil, P. Willis, D. Siegel, O.Tanaseichuk, Y. Zhong, Y. Zhou, S. Ottilie, F.-J. Gamo, M. C.S. Lee, D. E. Goldberg, D. A. Fidock, D. F. Wirth, E. A. Winzeler “Defining the Malaria Parasite Resistome and Drug-able Genome.” Science 2018 359, 191-199.

T. C. Johnson, D. Siegel “Directing Stem Cell Fate, the Synthetic Natural Product Connection.” Chemical Reviews 2017 117, 12052-12086.

T. C. Johnson, M. R. Chin, D. Siegel “Synthetic Route Development for the Laboratory Preparation of Eupalinilide E.” Journal of Organic Chemistry 2017 82, 4640-4653. 

A. T. Nelson, M. J. Kolar, Q. Chu, I. Syed, B. B. Kahn, A. Saghatelian, D. Siegel “Stereochemistry of Endogenous Palmitic Acid Esters of 9-Hydroxystearic Acid and Relevance of Absolute Configuration to Regulation.” Journal of the American Chemical Society 2017 139, 4943-4947. 

T. C. Johnson, M. R. Chin, T. Han, J. P. Shen, T. Rana, D. Siegel “Synthesis of Eupalinilide E a Promoter of Human Hematopoietic Stem and Progenitor Cell Expansion.” Journal of the American Chemical Society 2016 138, 6068-6073.

A. Camelio, T. Johnson, D. Siegel “Total Synthesis of Celastrol, Development of a Platform to Access Celastroid Natural Products.” Journal of the American Chemical Society 2015 137, 11864-11867.

A. M. Eliasen, M. Christy, K. R. Claussen, R. Besandre, R. P. Thedford, D. Siegel “Dearomatization Reactions Using Phthaloyl Peroxide” Organic Letters 2015 17, 4420-4423.

A. Camelio, Y. Liang, A. Eliasen, T. Johnson, C. Yuan, A. Schuppe, K. Houk, D. Siegel “Computational and Experimental Studies of the Phthaloyl Peroxide-Mediated Hydroxylation of Arenes Yield a More Reactive Derivative 4,5-Dichlorophthaloyl Peroxide.” Journal of Organic Chemistry 2015 80, 8084-8095.

J. Cho, L. Slaga, O. Rho, A. Camelio, D. Siegel, T. Slaga, J. DiGiovanni “Evaluation of Pentacyclic Triterpenes Found in Perilla frutescens for Inhibition of Skin Tumor Progression by 12-O-tetradecanoylphorbol-13-acetate.” Oncotarget 2015 6, 39292-39306.

A. Nelson, A. M. Camelio, K. R. Claussen, J. Cho, L. Tremmel, J. DiGiovanni, D. Siegel “Syntheses of Oxygenated Oleanolic and Ursolic Acid Derivatives with Anti-inflammatory Properties.” Bioorganic and Medicinal Chemistry Letters 2015 25, 4342-4346.

J. Cho, O. Rho, J. J. Junco, S. Carbajal, D. Siegel, T. J. Slaga, J. DiGiovanni “Effects of Combined Treatment with Ursolic Acid and Resveratrol on Skin Tumor Promotion by 12-O-tetradecanoylphorbol-13-acetate.” Cancer Prev. Res. (Phila) 2015 8, 817-825.

D. Siegel “Phthaloyl Peroxide.” e-EROS Encyclopedia of Reagents for Organic Synthesis. 2015 .

M. R. Chin, K. Zlotkowski, M. Han, S. Patel, A. M. Eliasen, A. Axelrod, D. Siegel “Expedited Access to Vinaxanthone and Chemically Edited Derivatives Possessing Neuronal Regenerative Effects through Ynone Coupling Reactions.” ACS Chemical Neuroscience 2015 6, 542-550.P. K. Aggarwal, D. Veron, D. B. Thomas, D. Siegel, G. Moeckel, M. Kashgarian, A. Tufro “Semaphorin3a Promotes Advanced Diabetic Nephropathy.” Diabetes 2014 64, 1743-1759. 

C. Yuan, A. M. Eliasen, A. M. Camelio, D. Siegel “Preparation of Phenols by Phthaloyl Peroxide-Mediated Oxidation of Arenes.” Nature Protocols 2014 9, 2624-2629.

A. M. Eliasen, R. P. Thedford, K. R. Claussen, C. Yuan, D. Siegel “A Protocol to Generate Phthaloyl Peroxide in Flow for the Hydroxylation of Arenes.” Organic Letters 2014 16, 3628-3631.

T. Johnson, D. Siegel “Complanadine A, a Selective Agonist for the Mas-Related G Protein-Coupled Receptor X2.” Bioorganic and Medicinal Chemistry Letters 2014 24, 3512-3515.

K. Zlotkowski, A. M. Eliasen, A. Mitra, D. Siegel “Small-Molecule Mechanism of Action Studies in Caenorhabditis elegans.” ChemBioChem 2013 14, 2338-2344.

C. Yuan, Y. Liang, T. M. Hernandez, A. Berriochoa, K. N. Houk, D. Siegel “Metal-Free Aromatic C-H Oxidation Through a Reverse Rebound Mechanism.” Nature 2013 499, 192-196.

C. Yuan, C.-T. Chang, D. Siegel “Syntheses of (+)-Complanadine A and Lycodine Derivatives by Regioselective [2+2+2] Cycloadditions.” Journal of Organic Chemistry 2013 78, 5647-5668.

A. Axelrod, A. M. Eliasen, M. R. Chin, K. Zlotkowski, D. Siegel “Syntheses of Xanthofulvin and Vinaxanthone, Natural Products Enabling Spinal Cord Regeneration.” Angewandte Chemie International Edition 2013 52, 3421-3424. 

K. Zlotkowski, J. T. Pierce-Shimomura, D. Siegel “Small Molecule-Mediated Axonal Branching in C. elegans.” ChemBioChem 2013 14, 307-310. 

T. Barton, D. Siegel “Investigation of an Acrylate Lynchpin Approach Toward the Synthesis of Stolonidiol.” Synthesis 2012 44, 2770-2778.

X. Cheng, N. L. Harzdorf, Z. Khaing, D. Kang, A. M. Camelio, T. Shaw, C. E. Schmidt, D. Siegel “Neuronal Growth Promoting Sesquiterpene-Neolignans; Syntheses and Biological Studies.” Organic and Biomolecular Chemistry 2012 10, 383-393.

S. K. Piasecki, C. A. Taylor, J. F. Detelich, J. Liu, J. Zheng, A. Komsoukaniants, D. Siegel, A. T. Keatinge-Clay “Employing Modular Polyketide Synthase Ketoreductases as Biocatalysts in the Preparative Chemoenzymatic Syntheses of Diketide Chiral Building Blocks.” Chemistry and Biology 2011 18, 1331-1340.

A. Vidal-Gadea, S. Topper, L. Young, L. Kressin, E. Elbel, T. Maples, M. Brauner, K. Erbguth, A. Axelrod, A. Gottschalk, D. Siegel, J. T. Pierce-Shimomura “Caenorhabditis elegans Selects Distinct Crawling and Swimming Gaits via Dopamine and Serotonin.” Proceedings of the National Academy of Sciences 2011 108, 17504-17509, direct submission.

Z. Khaing, D. Kang, A. M. Camelio, C. E. Schmidt, D. Siegel “Hippocampal and Cortical Neuronal Growth Mediated by the Small Molecule Natural Product Clovanemagnolol.” Bioorganic and Medicinal Chemistry Letters 2011 21, 4808-4812.

C. Yuan, A. Axelrod, M. Valera, L. Danysh, D. Siegel “Synthesis and Reaction of Phthaloyl Peroxide Derivatives, Potential Organocatalysts for the Stereospecific Dihydroxylation of Alkenes.” Tetrahedron Letters 2011 52, 2540-2542. 

A. M. Camelio, T. Barton, F. Guo, T. Shaw, D. Siegel “Hydroxyl-Directed Cyclizations of 1,6-Enynes.” Organic Letters 2011 13, 1517-1519.  Highlighted: “Palladium-Catalyzed Enyne Cyclizations Toward Complex Cyclopentanes.” Synfacts 2011 6, 631.

M. Zhang, E. J. Cho, G. Burstein, D. Siegel, Y. Zhang “Selective inactivation of a human neuronal silencing phosphatase by a small molecule inhibitor.” ACS Chemical Biology 2011 6, 511-519.

C. Yuan, C.-T. Chang, A. Axelrod, D. Siegel “Synthesis of Complanadine A, an Inducer of Neurotrophic Factor Excretion.” Journal of the American Chemical Society 2010 132, 5924-5925. Highlighted: “Symmetrizing the Unsymmetrical.” Nature 2010, 465, 560-561. “Making Complanadine A.” Chemistry & Engineering News 2010 88 (17), 11.  “Total synthesis: Pseudosymmetry solved.” Nature Chem. Published online April 30th, 2010.

X. Cheng, N. D. Harzdorf, T. W. Shaw, D. Siegel “Biomimetic Syntheses of the Neurotrophic Natural Products Caryolanemagnolol and Clovanemagnolol.” Organic Letters 2010 12, 1304-1307.

C. Tsukano, D. R. Siegel, S. J. Danishefsky “Total Synthesis of Polycyclic Polyprenylated Acylphloroglucinols.” Journal of Synthetic Organic Chemistry Japan 2010 68, 592-600.

C. Sun, Q. Wang, J. D. Brubaker, P. M. Wright, C. D. Lerner, K. Noson, M. Charest, D. R. Siegel, Y.-M. Wang, A. G. Myers “A Robust Platform for the Synthesis of New Tetracycline Antibiotics.” Journal of the American Chemical Society 2008 130, 17913-17927.

C. Tsukano, D. R. Siegel, S. J. Danishefsky “Differentiation of Nonconventional “Carbanions” The Total Synthesis of Nemorosone and Clusianone.” Angewandte Chemie International Edition 2007 46, 8840-8844.

D. R. Siegel, S. J. Danishefsky “Total Synthesis of Garsubellin A.” Journal of the American Chemical Society 2006 128, 1048-1049. 

H. Liu, D. R. Siegel, S. J. Danishefsky “Studies Directed Toward the Synthesis of Terreulactone A: Rapid Synthesis of the A, B, C Rings.” Organic Letters 2006 8, 423-425.

M. G. Charest, D. R. Siegel, A. G. Myers. “Synthesis of (–)-Tetracycline.” Journal of the American Chemical Society 2005 127, 8292-8293.

M. G. Charest, C. D. Lerner, J. D. Brubaker, D. R. Siegel, A. G. Myers. “A Convergent, Enantioselective Synthetic Route to Structurally Diverse 6-Deoxytetracycline Antibiotics.” Science 2005 308, 395-398.

A. G. Myers, D. R. Siegel, D. J. Buzard, M. G. Charest.  “Synthesis of a Broad Array of Highly Functionalized, Enantiomerically Pure Cyclohexanecarboxylic Acid Derivatives by Microbial Dihydroxylation of Benzoic Acid and Subsequent Oxidative and Rearrangement Reactions.” Organic Letters 2001 3, 2923-2926.

P. B. Alper, C. Meyers, A. Lerchner, D. R. Siegel, E. M. Carreira.  “Facile, Novel Methodology for the Synthesis of Spiro[pyrrolidin-3,3'-oxindoles]: Catalyzed Ring Expansion Reactions of Cyclopropanes by Aldimines.” Angewandte Chemie International Edition 1999 38, 3186-3189.