Publications

Publications for Jef De Brabander, Ph.D.

  1. Improved Synthesis of MDL 73811 – a Potent AdoMetDC Inhibitor and Anti-Trypanosomal Compound Brockway, A. J.; Cosner, C. C.; Volkov, O. A.; Phillips, M. A.; De Brabander, J. K. Synthesis 2016, accepted.

  2. Metabolite Regulation of Nuclear Localization of Carbohydrate Response Element-binding Protein (ChREBP). Role of AMP as an Allosteric Inhibitor Sato, S.; Jung, H.; Nakagawa, T.; Pawlosky, R.; Takeshima, T.; Lee, W.-R.; Sakiyama, H.; Laxman, S.; Wynn, R. M.; Tu, B.; MacMillan, J. B.; De Brabander, J. K.; Veech, R. L.; Uyeda, K. J. Biol. Chem. 2016, First Published online March 16, 2016.

  3. Immuno-​modulating properties of saliphenylhalamide, SNS-​032, obatoclax, and gemcitabine Soderholm, S.; Anastasina, M.; Islam, M. M.; Tynell, J.; Poranen, M. M.; Bamford, D. H.; Stenman, J.; Julkunen, I.; Sauliene, I.; De Brabander, J. K.; Matikainen, S.; Nyman, T. A.; Saelens, X.; Kainov, D. Antiviral Research 2016, 126, 69.

  4. Identification of NPC1 as the target of U18666A, an inhibitor of lysosomal cholesterol export and Ebola infection Lu, F.; Liang, Q.; Abi-Mosleh, L.; Das, A.; De Brabander, J. K.; Goldstein, J. L.; Brown, M. S. eLife 2015, 4, e12177.

  5. Synthesis and structure–activity studies of the V-ATPase inhibitor saliphenylhalamide (SaliPhe) and simplified analogs Garcia-Rodriguez, J.; Mendiratta, S.; White, M. A.; Xie, X.-S.; De Brabander, J. K. Bioorg. Med. Chem. Lett. 2015, 25, 4393.

  6. Peloruside A Inhibits Growth of Human Lung and Breast Tumor Xenografts in an Athymic nu/nu Mouse Model Meyer, C. J.; Krauth, M.; Wick, M.; Shay, J. W.; Gellert, G.; De Brabander, J. K.; Northcote, P. T.; Miller, J. H. Mol. Cancer Ther. 2015, 14, 1816.

  7. Vacuolar ATPase in Phagosome-Lysosome Fusion Kissing, S.; Hermsen, C.; Repnik, U.; Nesset, C. K.; von Bargen, K.; Griffiths, G.; Ichihara, A.; Lee, B. S.; Schwake, M.; De Brabander, J.; Haas, A.; Saftig, P. J. Biol. Chem. 2015, 290, 14166.

  8.  Ligand-free copper-catalyzed coupling of α-amino acids with N-Boc-2-iodoanilines for the synthesis of enantiopure 3-substituted dihydroquinoxalinones Luo, S.; De Brabander, J. K. Tetrahedron Lett. 2015, 56, 3179.

  9. Inhibition by Cellular Vacuolar ATPase Impairs Human Papillomavirus Uncoating and Infection Müller, K. H.; Spoden, G. A.; Scheffer, K. D.; Brunnhöfer, R.; De Brabander, J. K.; Maier, M. E.; Florin, L.; Muller, C. P. Antimicrob. Agents Chemother. 2014, 58, 2905.

  10. Preclinical Therapeutic Efficacy of a Novel Pharmacologic Inducer of Apoptosis in Malignant Peripheral Nerve Sheath Tumors Chau, V.; Lim, S. K.; Mo, W.; Liu, C.; Patel, A. J.; McKay, R. M.; Wei, S.; Posner, B. A.; De Brabander, J. K.; Williams, N. S.; Parada, L. F.; Le, L. Q. Cancer Res. 2014, 74, 586.

  11. Systematic Identification of Molecular Subtype-Selective Vulnerabilities in Non-Small-Cell Lung Cancer Kim, H. S.; Mendiratta, S.; Kim, J.; Pecot, C. V.; Larsen, J. E.; Zubovych, I.; Seo, B. Y.; Kim, J.; Eskiocak, B.; Chung, H.; McMillan, E.; Wu, S.; De Brabander, J.; Komurov, K.; Toombs, J. E.; Wei, S.; Peyton, M.; Williams, N.; Gazdar, A. F.; Posner, B. A.; Brekken, R. A.; Sood, A. K.; Deberardinis, R. J.; Roth, M. G.; Minna, J. D.; White, M. A. Cell 2013, 155, 552.

  12. Inhibition of Influenza A Virus Infection in Vitro by Saliphenylhalamide-Loaded Porous Silicon Nanoparticles Bimbo, L. M.; Denisova, O. V.; Mäkilä, E.; Kaasalainen, M.; De Brabander, J. K.; Hirvonen, J.; Salonen, J.; Kakkola, L.; Kainov, D.; Santos, H. A. ACS Nano 2013, 7, 6884.

  13. SAR-Based Optimization of a 4-Quinoline Carboxylic Acid Analogue with Potent Antiviral Activity Das, P.; Deng, X.; Zhang, L.; Roth, M. G.; Fontoura, B. M. A.; Phillips, M. A.; De Brabander, J. K. ACS Med. Chem. Lett. 2013, 4, 517.

  14. Studies toward the Unique Pederin Family Member Psymberin: Structure–Activity Relationships, Biochemical Studies, and Genetics Identify the Mode-of-Action of Psymberin Wu, C.-Y.; Feng, Y.; Cardenas, E. R.; Williams, N.; Floreancig, P. E.; De Brabander, J. K.; Roth, M. G. J. Am. Chem. Soc. 2012, 134, 18998.

  15. Obatoclax, Saliphenylhalamide, and Gemcitabine Inhibit Influenza A Virus Infection Denisova, O. V.; Kakkola, L.; Feng, L.; Stenman, J.; Nagaraj, A.; Lampe, J.; Yadav, B.; Aittokallio, t.; Kaukinen, P.; Ahola, T.; Kuivanen, S.; Vapalahti, O.; Kantele, A.; Tynell, J.; Julkunen, I.; Kallio-Kokko, H.; Paavilainen, H.; Hukkanen, V.; Elliott, R. M.; De Brabander, J. K.; Saelens, X.; Kainov, D. E. J. Biol. Chem. 2012, 287, 35324.

  16. Studies toward the Unique Pederin Family Member Psymberin: Full Structure Elucidation, Two Alternative Total Syntheses, and Analogs Feng, Y.; Jiang, X.; De Brabander, J. K. J. Am. Chem. Soc. 2012, 134, 17083.

  17. Inhibition of Pyrimidine Synthesis Reverses Viral Virulence Factor-mediated Block of mRNA Nuclear Export Zhang, L.; Das, P.; Schmolke; M.; Manicassamy, B.; Wang, Y.; Deng, X.; Cai, L.; Tu, B. P.; Forst, C. V.; Roth, M. G.; Levy, D. E.; García-Sastre, A.; De Brabander, J. K.; Phillips, M. A.; Fontoura, B. M.A. J. Cell Biol. 2012, 196, 315.  

  18. Lessons and Revelations from Biomimetic Syntheses Razzak, M.; De Brabander, J. K. Nature Chemical Biology 2011, 7, 865. 

  19. Platinum-Catalyzed Synthesis of β-Keto Tetrahydropyrans and Cyclic Dienolethers Liang, Q.; Qian, M.; Razzak, M.; De Brabander, J. K. Chem. Asian J. 2011, 6, 1958. 

  20. Heterocycles via Intramolecular Platinum-Catalyzed Propargylic Substitution Liang, Q.; De Brabander, J. K. Tetrahedron 2011, 67, 5046. 

  21. Gold-Catalysed Synthesis of Amino Acid-Derived 2,5-Disubstituted Oxazoles Paradise, C. L.; Sarkar, P. R.; Razzak, M.; De Brabander, J. K. Org. Biomol. Chem. 2011, 9, 4017. 

  22. The proton translocation domain of cellular vacuolar-ATPase provides a target for the treatment of influenza A virus infections Müller, K. H.; Kainov, D. E.; El Bakkouri, K.; Saelens, X.; De Brabander, J. K.; Kittel, C.; Samm, E.; de Landtsheer, S.; Muller, C. P. British Journal of Pharmacology 2011, 164, 344.

  23. Development of Proneurogenic, Neuroprotective Small Molecules MacMillan, K. S.; Naidoo, J.; Liang, J.; Melito, L.; Williams, N. S.; Morlock, L.; Huntington, P. J.; Estill, S. J.; Longgood, J.; Becker, G. L.; McKnight, S. L.; Pieper, A. A.; De Brabander, J. K.; Ready, J. M. J. Am. Chem. Soc. 2011, 133, 1428.  

  24. Discovery of a Proneurogenic, Neuroprotective Chemical Pieper, A. A.; Xie, S.; Capota, E.; Estill, S. J.; Zhong, J.; Long, J. M.; Becker, G. L.; Huntington, P.; Goldman, S. E.; Shen, C.-H.; Capota, M.; Britt, J. K.; Kotti, T.; Ure, K.; Brat, D. J.; Williams, N. S.; MacMillan, K.S.; Naidoo, J.; Melito, L.; Hsieh, J.; De Brabander, J. K.; Ready, J. M.; McKnight, S. L. Cell 2010, 142, 39. 

  25. Inhibition of Iron Uptake Is Responsible for Differential Sensitivity to V-ATPase Inhibitors in Several Cancer Cell Lines Straud, S.; Zubovych, I.; De Brabander, J. K.; Roth, M. G. PloS ONE 2010, 5, e11629.  

  26. Expanded Utility of the β-Glucuronide Linker: ADCs That Deliver Phenolic Cytotoxic Agents Jeffrey, S. C.; De Brabander, J. K.; Miyamoto, J.; Senter, P. D. ACS Med. Chem. Lett. 2010, 1, 277.  

  27. A Concise Total Synthesis of Saliniketal B Liu, J.; De Brabander, J. K. J. Am. Chem. Soc. 2009, 131, 12562. 

  28. A Concise Synthesis of Berkelic Acid Inspired by Combining the Natural Products Spicifernin and Pulvilloric Acid Bender, C. F.; Yoshimoto, F. K.; Paradise, C. L.; De Brabander, J. K. J. Am. Chem. Soc. 2009, 131, 11350.

  29. Evaluating the potential of Vacuolar ATPase inhibitors as anticancer agents and multigram synthesis of the potent salicylihalamide analog saliphenylhalamide Lebreton, S.; Jaunbergs, J.; Roth, M. G.; Ferguson, D. A.; De Brabander, J. K. Bioorg. Med. Chem. Lett. 2008, 18, 5879.  

  30. Au(I)- and Pt(II)-Catalyzed Cycloetherification of ω-Hydroxy Propargylic Esters De Brabander, J. K.; Liu, B.; Qian, M. Org. Lett. 2008, 10, 2533.  

  31. Total Synthesis and Structure Revision of the Marine Metabolite Palmerolide A Jiang, X.; Liu, B.; Lebreton, S.; De Brabander, J. K. J. Am. Chem. Soc. 2007, 129, 6386. 

  32. Synthesis of Psymberin Analogues: Probing a Functional Correlation with the Pederin/Mycalamide Family of Natural Products Jiang, X.; Williams, N.; De Brabander, J. K. Org. Lett. 2007, 9, 227.

  33. Metal-Catalyzed Regioselective Oxy-Functionalization of Internal Alkynes: An Entry into Ketones, Acetals, and Spiroketals Liu, B.; De Brabander, J. K. Org. Lett. 2006, 8, 4907.  

  34. Synthesis of spirastrellolide A fragments for structure elucidation Pan, Y.; De Brabander, J. K. Synlett  2006, 853.  

  35. Synthesis and Complete Stereochemical Assignment of Psymberin/Irciniastatin A  Jiang, X.; Garcia-Fortanet, J.; De Brabander, J. K. J. Am. Chem. Soc. 2005, 127, 11254.  

  36. A Concise Synthesis of (+)-SCH 351448 Soltani, O.; De Brabander, J. K. Org. Lett. 2005, 7, 2791. 

  37. Synthesis of functionalized salicylate esters and amides by photochemical acylation  Soltani, O.; De Brabander, J. K. Angew. Chem. Int. Ed. 2005, 44, 1696.  

  38. A Photochemical Entry to Depsides: Synthesis of Gustastatin Garcia-Fortanet, J.; Debergh, J. R.; De Brabander, J. K. Org. Lett. 2005, 7, 685.  

  39. Cholesterol and 25-Hydroxycholesterol Inhibit Activation of SREBPs by Different Mechanisms, Both Involving SCAP and Insigs Adams, C. M.; Reitz, J.; De Brabander, J. K.; Feramisco, J. D.; Li, L.; Brown, M. S.; Goldstein, J. L. J. Biol. Chem. 2004, 279, 52772. 

  40. Ring-closing metathesis: a powerful tool for the synthesis of simplified salicylihalamide-based V-ATPase inhibitors Lebreton, S.; Xie, X.-S.; Ferguson, D.; De Brabander, J. K. Tetrahedron 2004, 60, 9635.  

  41. A Small Molecule Smac Mimic Potentiates TRAIL- and TNFα-Mediated Cell Death Li, L.; Thomas, R. M.; Suzuki, H.; De Brabander, J. K.; Wang, X.; Harran, P. G. Science 2004, 305, 1471.

  42. Salicylihalamide A inhibits the V0 sector of the V-ATPase through a mechanism distinct from bafilomycin A1 Xie, X.-S.; Padron, D.; Liao, X.; Wang, J.; Roth, M. G.; De Brabander, J. K. J. Biol. Chem. 2004, 279, 19755.

  43. Total synthesis and absolute configuration of the novel microtubule-stabilizing agent peloruside A Liao, X.; Wu, Y.; De Brabander, J. K. Angew. Chem. Int. Ed. 2003, 42, 1648.  

  44. Total synthesis and initial structure-function analysis of the potent V-ATPase inhibitors salicylihalamide A and related compounds Wu, Y.; Liao, X.; Wang, R.; Xie, X.-S.; De Brabander, J. K. J. Am. Chem. Soc. 2002, 124, 3245.   

  45. Synthesis of the C1-C21 (C1'-C21') Fragment of the Dimeric Polyketide Natural Product SCH 351448  Bhattacharjee, A.; Soltani, O.; De Brabander, J. K. Org. Lett. 2002, 4, 481. 

  46. Total synthesis and biological evaluation of apicularen A and synthetic analogs Bhattacharjee, A.; Seguil, O. R.; De Brabander, J. K. Tetrahedron Lett. 2001, 42, 1217. 

  47. Revision of the absolute configuration of salicylihalamide A through asymmetric total synthesis Wu, Y.; Esser, L.; De Brabander, J. K. Angew. Chem. Int. Ed. 2000, 39, 4308.  

  48. Synthesis and Initial Structure-Activity Relationships of Modified Salicylihalamides Wu, Y.; Seguil, O. R.; De Brabander, J. K. Org. Lett. 2000, 2, 4241.  

  49. Synthesis of side chain truncated apicularen A Bhattacharjee, A.; De Brabander, J. K. Tetrahedron Lett. 2000, 41, 8069.  

  50. The chemistry-medicine continuum: synthetic, computer, spectroscopic and biological studies on new chemotherapeutic leads Wender, P. A.; Martin-Cantalejo, Y.; Carpenter, A. J.; Chiu, A.; De Brabander, J. K.; Harran, P. G.; Jimenez, J.-M.; Koehler, M. F. T.; Lippa, B.; Morrison, J. A.; Müller, S. G.; Müller, S. N.; Park, C.-M.; Shiozaki, M.; Siedenbiedel, C.; Skalitzky, D. J.; Tanaka, M.; Irie, K. Pure & Appl. Chem. 1998, 70, 539.  

  51. The design, computer modeling, solution structure, and biological evaluation of synthetic analogs of bryostatin 1 Wender, P. A.; De Brabander, J. K.; Harran, P. G.; Jimenez, J.-M.; Koehler, M. F. T.; Lippa, B.; Park, C.-M.; Siedenbiedel, C.; Pettit, G. R. Proc. Nat. Acad. Sci. 1998, 95, 6624. 

  52. Synthesis of the First Members of a New Class of Biologically Active Bryostatin Analogues Wender, P. A.; De Brabander, J. K.; Harran, P. G.; Jimenez, J.-M.; Koehler, M. F. T.; Lippa, B.; Park, C.-M.; Shiozaki, M. J. Am. Chem. Soc. 1998,120, 4534.

  53. (R)-Carvone as chiral template for the synthesis of some polyols
    De Brabander, J. K.; Kulkarni, B. A.; Garcia-Lopez, R.; Vandewalle, M. Bulletin des Societes Chimiques Belges 1997, 106, 665. 

  54. Non-destructive removal of the bornanesultam auxiliary in α-substituted N-acylbornane-10,2-sultams under mild conditions. An efficient synthesis of enantiomerically pure ketones and aldehydes Oppolzer, W.; Darcel, C.; Rochet, P.; Rosset, S.; De Brabander, J. K. Helv. Chim. Act. 1997, 80, 1319.  

  55. Towards a synthesis of epothilone A. Rapid assembly of the C(1)-C(6) and C(7)-C(12) fragments De Brabander, J. K.; Rosset, S.; Bernardinelli, G. Synlett 1997, 824.  

  56. Enantioselective total synthesis of (–)-denticulatins A and B using a novel group-selective aldolization of a meso dialdehyde as a key step De Brabander, J. K.; Oppolzer, W. Tetrahedron 1997, 53, 9169.  

  57. Bryostatin: a novel asymmetric synthesis of the C27-C34 fragment starting from (R)-carvone as chiral template  De Brabander, J. K.; Kulkarni, B. A.; Garcia-Lopez, R.; Vandewalle, M. Tetrahedron: Asymmetry 1997, 8, 1721.

  58. Asymmetric synthesis of ibuprofen via diastereoselective alkylation of a homochiral N-acylbornanesultam  Oppolzer, W.; Rosset, S.; De Brabander, J. K. Tetrahedron Lett. 1997, 38, 1539.

  59. Enantioselective synthesis of the Prelog-Djerassi lactonic acid via group-selective aldolization/desymmetrization of a meso dialdehyde with a chiral N-propionylsultam Oppolzer, W.; Walther, E.; Balado, C. P.; De Brabander, J. K. Tetrahedron Lett. 1997, 38, 809.  

  60. Towards the asymmetric synthesis of bryostatin 1 De Brabander, J. K.; Vandewalle, M. Pure & Appl. Chem. 1996, 68, 715.  

  61. Asymmetric synthesis of (–)-denticulatins A and B via group-selective aldolization of a meso dialdehyde with a chiral N-propionylsultam Oppolzer, W.; De Brabander, J. K.; Walther, E.; Bernardinelli, G. Tetrahedron Lett. 1995, 36, 4413.  

  62. Total synthesis of the macrolide (+)-aspicilin by an asymmetrically catalyzed macrocyclization of an ω-alkynal ester Oppolzer, W.; Radinov, R. N.; De Brabander, J. K. Tetrahedron Lett. 1995, 36, 2607.  

  63. Bryostatins: the asymmetric synthesis of the C1-C9 and C17-C27 fragments De Brabander, J. K.; Vandewalle, M. Synthesis 1994, 855.  

  64. Bryostatins: the asymmetric synthesis of C1-C9 and C11-C16 fragments De Brabander, J. K.; Vanhessche, K.; Vandewalle, M. Tetrahedron Lett. 1991, 32, 2821.  

  65. Chemistry of the transition metals: application to organic synthesis
    De Brabander, J. K. Chemie Magazine 1989, 15, 23.

  66. The Protective Effect of Behavioral Activation on the Growth of a Syngeneic Tumor and Mortality in Socially Stressed Mice, De Brabander, B.; D'haeseleer, F.; De Brabander, M.; Distelmans, W.; Van Ginckel, R.; De Brabander, J. K. Eur. J. Psychiat., 1989, 3, 238.

Sub-page: Patents

  1. Substituted benzimidazolium, pyrido-imidazolium, or pyrazino-imidazolium compounds as chemotherapeutics. De Brabander, J. K.; Parada, L. F.; Lim, S. K.; Liang, Q.; Wang, H.-Y.; Shi, Y. Provisional Patent Appl. (Dec. 11, 2015); Serial Number 62/266,427.

  2. Targeting emopamil binding protein (EBP) with small molecules that induce an abnormal feedback response by lowering endogenous cholesterol synthesis. De Brabander, J. K.; Nijhawan, D.; Wang, W.; Theodoropoulos, P. Patent Appl. (July 5, 2015); Serial Number 62/189,069.

  3. Benzamide or benzamine compounds useful as anticancer agents for the treatment of human cancers. De Brabander, J. K.; Parada, L.; Dierick, S.; Lim, K. Patent Appl. (July 5, 2015); Serial Number 62/193,019.

  4. Small-Molecule Agonists for Type-2 Orexin Receptor. Yanagisawa, M.; De Brabander, J. K.; Kumagai, H. Patent Appl. (August 20, 2012); Serial Number 3/590,064. Issued as patent number US 8,871,794.

  5. Small-Molecule Agonists for Type-2 Orexin Receptor. Yanagisawa, M.; De Brabander, J. K.; Kumagai, H. Patent Appl. (June 4, 2009); Serial Number 12/478,753. Issued as patent number US 8,258,163.

  6. Small Molecule Compounds Selective against Gram-Negative Bacterial Infections. De Brabander, J. K.; MacMillan, J. B. Patent Appl. (May 13, 2014); Serial Number 61/992,642.

  7. Compositions and Methods to Treat the Bihormonal Disorder in Diabetes. Unger, R.; De Brabander, J.; Roth, M.; Evans, M. Patent Appl. Pub. Number US20150037361 A1 and WO2015017642A1.

  8. Therapeutics Targeting Truncated Adenomatous Polyposis Coli (APC) Proteins. De Brabander, J.; Shay, J. Patent Appl. (September 10, 2013); PCT/US14/0549.

  9. Methods for Treating Parkinson’s Disease Using Pro-Neurogenic Compounds. McKnight, S.L.; Pieper, A.A.; Ready, J.M.; De Brabander, J. Issued as patent number U.S. 8,877,797.

  10. Methods of treating traumatic brain injury using pro-neurogenic compounds. McKnight, S.L.; Pieper, A.A.; Ready, J.M.; De Brabander, J. Issued as patent number US 8,791,149 B2.

  11. Methods of treating post-traumatic stress disorder using pro-neurogenic compounds. McKnight, S.L.; Pieper, A.A.; Ready, J.M.; De Brabander, J. Issued as patent number US 8,748,473 B2.

  12. Methods for treating amyotrophic lateral sclerosis using pro-neurogenic compounds. McKnight, S.L.; Pieper, A.A.; Ready, J.M.; De Brabander, J. Issued as patent number US 8,735,440 B2.

  13. Pro-neurogenic Compounds McKnight, S. L.; Pieper, A.; Ready, J.; De Brabander, J. K. Patent Appl. (January 11, 2010); Serial Number 12/685,652. Issued as patent number US 8,362,277 and patent number US 8,604,074.

  14. Palmerolides: Methods of Preparation and Derivatives De Brabander, J. K.; Jiang, X.; Liu, B. Issued as patent number US 7,838,691.

  15. Synthesis and Complete Stereochemical Assignment of Psymberin/Irciniastatin for use as Antitumor Compounds. De Brabander, J. K.; Jiang, X. Issued as patent number US 7,429,616.

  16. Dimeric Small Molecule Potentiators of Apoptosis. Harran, P. G.; Wang, X.; De Brabander, J. K.; Li, L.; Thomas, R. M.; Suzuki, H. Issued as patent number US 7,309,792.

  17. Synthesis of Peloruside A and Analogs Thereof for Use as Antitumor Agents. De Brabander, J. K.; Liao, X. Issued as patent number US20040235939 A1, WO2004074249 A2.

  18. Synthetic Salicylihalamides, Apicularens and Derivatives Thereof. De Brabander, J. K.; Wu, Y. Issued as patent number US 6,617,348.