Publications

2024

46. “Synthesis of α,α-Difluoro-β-amino Ketones from N-Boc-α-Amidosulfones and Pentafluoro-gem-diols.” Islam, B.; Sulochana, S. P.; Colby, D. A. J. Org. Chem. 2024, ASAP. DOI: 10.1021/acs.joc.3c02181

2023

45. “Transient Formation of Hemiketals from Pentafluoro-gem-diols in the Presence of Alcohols.” Islam, B.; Colby, D. A. J. Fluorine Chem. 2023, 270, 110162. DOI: 10.1016/j.jfluchem.2023.110162

44. “Comparison of Conformational Analyses of Naturally Occurring Flavonoid-O-Glycosides with Unnatural Flavonoid-CF2-Glycosides Using Molecular Modeling.” Alkhodier, R. A.; Mishra, S. K.; Doerksen, R. J.; Colby, D. A. J. Chem. Inf. Model. 2023, 63, 375–386. DOI: 10.1021/acs.jcim.2c01147

2022

43. “Generation of Formaldehyde and Formaldehyde-d2 for Hydroxymethylations and Hydroxydeuteromethylations of Difluoroenolates and Difluorobenzyl Carbanion.” Khatri, H. R.; Han, C.; Alkhodier, R. A.; Adam, A. T.; Islam, B.; Colby, D. A. ChemComm. 2022, 58, 5490–5493. DOI: 10.1039/D2CC01518H

2021

42. “Synthesis of Difluorinated Halohydrins by the Chemoselective Addition of Difluoroenolates to α-Haloketones.” Sowaileh, M. F.; Alshammari, M. D.; Colby, D. A. Org. Lett. 2021, 23, 5098–5101. DOI: 10.1021/acs.orglett.1c01636

41. “Synthesis, Biological Evaluation, and NMR Studies of 3-Fluorinated Derivatives of 3',4',5'-Trihydroxyflavone and 3',4',5'-Trimethoxyflavone.” Alshammari, M. D.; Kucheryavy. P. V.; Ashpole, N. M.; Colby, D. A. Bioorg. Med. Chem. Lett. 2021, 32, 127720. DOI: 10.1016/j.bmcl.2020.127720

2020

40. “Synthesis of β-Fluoro-α,β-Unsaturated Amides from the Fragmentation of Morpholine 3,3,3-Trifluoropropanamide by Grignard Reagents.” Adam, A. T.; Fronczek, F. R.; Colby, D. A. Org. Lett. 2020, 22, 2630–2633. DOI: 10.1021/acs.orglett.0c00599

  • commercialized by Sigma-Aldrich (product number 911933)
  • listed in the Sigma-Aldrich Product Portal link

2019

39. “Controlling the Cleavage of Carbon–Carbon Bonds to Generate α,α-Difluorobenzyl Carbanions for the Construction of Difluoromethylbenzenes.” Khatri, H. R.; Han, C.; Luong, E.; Pan, X.; Adam, A. T.; Alshammari, M. D.; Shao, Y.; Colby, D. A. J. Org. Chem. 2019, 84, 11665–11675. DOI: 10.1021/acs.joc.9b01595

2018

38. “Fluoroenolate-Enabled Monofluorinations and Difluoromethylations.” Sowaileh, M. F.; Colby, D. A. Aldrichimica Acta 2018, 51, 47–59. link

37. “Agonists of the γ-Aminobutyric Acid Type B (GABAB) Receptor Derived from β-Hydroxy and β-Amino Difluoromethyl Ketones.” Sowaileh, M. F.; Salyer, A. E.; Roy, K. K.; John, J. P.; Woods, J. R.; Doerksen, R. J.; Hockerman, G. H.; Colby, D. A. Bioorg. Med. Chem. Lett. 2018, 28, 2697–2700. DOI: 10.1016/j.bmcl.2018.04.003

36. “Magnesium-Promoted Additions of Difluoroenolates to Unactivated Imines.” Nguyen, A. L.; Khatri, H. R.; Woods, J. R.; Baldwin, C. S.; Fronczek, F. R.; Colby, D. A. J. Org. Chem. 2018, 83, 3109–3118. DOI:10.1021/acs.joc.7b03014

35. “Energy Drinks Adverse Effects: What is Being Done to Protect Public Health.” Thorlton, J.; Colby, D. A. Western J. Nurs. Res. 2018, 40, 3–4. DOI:10.1177/0193945917731994

2017

34. “Application of the Pentafluorosulfanyl Group as a Bioisosteric Replacement.” Sowaileh, M. F.; Hazlitt, R. A.; Colby, D. A. ChemMedChem 2017, 12, 1481–1490. DOI:10.1002/cmdc.201700356

  • Most accessed article for October 2017
  • Included in MedChem in the USA issue link

33. “Generation of Magnesium Pentafluoropropen-2-olate from Hexafluoroisopropanol and Synthesis of 2,2,4,4,4-Pentafluoro-3,3-dihydroxyketones.” Hazlitt, R. A.; Tran, Q. -L.; Sowaileh, M. F.; Colby, D. A. J. Org. Chem. 2017, 82, 2231–2236. DOI:10.1021/acs.joc.6b02863

32. “Conversion of Methyl Ketones and Methyl Sulfones into α-Deutero-α,α-difluoromethyl Ketones and α-Deutero-α,α-difluoromethyl Sulfones in Three Synthetic Steps.” Sowaileh, M. F.; Han, C.; Hazlitt, R. A.; Kim, E. H.; John, J. P.; Colby, D. A. Tetrahedron Lett. 2017, 58, 396–400. DOI:10.1016/j.tetlet.2016.12.018

2016

31. “15-Methylene-Eburnamonine Kills Leukemic Stem Cells and Reduces Engraftment in a Humanized Bone Marrow Xenograft Mouse Model of Leukemia.” Gunasekara, D. C.; Zheng, M. M.; Mojtahed, T.; Woods, J. R.; Fandy, T. E.; Riofksi, M. V.; Glackin, C. A.; Hassan, H. E.; Kirsher, J.; Colby, D. A. ChemMedChem 2016, 11, 2392–2397. DOI:10.1002/cmdc.201600334    Included in MedChem in the USA issue link

30. “Optimized Synthesis of a Pentafluoro-gem-diol and Conversion to a CF2Br-Glucopyranose through Trifluoroacetate-Release and Halogenation.” Hazlitt, R. A.; John, J. P.; Tran, Q. -L.; Colby, D. A. Tetrahedron Lett. 2016, 57, 1906–1908. DOI:10.1016/j.tetlet.2016.03.064

29. “Energy Drinks: Implications for the Breast Feeding Mother.” Thorlton, J.; Ahmed, A.; Colby, D. A. Am. J. Matern. Child Nurs. 2016, 41, 179–185. DOI:10.1097/NMC.0000000000000228

28. “In Vitro Characterization of Transport and Metabolism of the Alkaloids: Vincamine, Vinpocetine and Eburnamonine.” Fandy, T. E.; Abdallah, I.; Khayat, M.; Colby, D. A.; Hassan, H. E. Cancer Chemother. Pharmacol. 2016, 77, 259–267. DOI:10.1007/s00280-015-2924-3

2015

27. “Activation of the γ-Aminobutyric Acid Type B (GABAB) Receptor by Agonists and Positive Allosteric Modulators.” Brown, K. M.; Roy, K. K.; Hockerman, G. H.; Doerksen, R. J.; Colby, D. A. J. Med. Chem. 2015, 58, 6336–6347. DOI:10.1021/jm5018913

26. “Effect of Substituents and Stability of Transient Aluminum-Aminals in the Presence of Nucleophiles.” Barrios, F. J.; Springer, B. C.; Hazlitt, R. A.; Colby, D. A. Synthesis 2015, 47, 175–180. DOI:10.1055/s-0034-1379635

  • Feature Article and made the cover

2014

25. “Proposed Actions for the U.S. Food & Drug Administration To Implement To Minimize Adverse Effects Associated with Energy Drink Consumption.” Thorlton, J.; Colby, D. A.; Devine, P. Am. J. Public Health 2014, 104, 1175–1180. DOI:10.2105/ajph.2014.301967

2013

24. “Synthesis of 15-Methylene-eburnamonine from (+)-Vincamine, Evaluation of Anticancer Activity, and Investigation of Mechanism of Action.” Woods, J. R.; Riofski, M. V.; Zheng, M. M.; Mo, H.; Kirshner, J.; Colby, D. A. Bioorg. Med. Chem. Lett. 2013, 23, 5865–5869. DOI:10.1016/j.bmcl.2013.08.095

23.  “Control of Transient Aluminum-Aminals for Masking and Unmasking Carbonyl Groups.” Barrios, F. J.; Springer, B. C.; Colby, D. A. Org. Lett. 2013, 15, 3082–3085. DOI:10.1021/ol401265a

22. “Evaluation of Difluoromethyl Ketones as Agonists of the gamma-Aminobutyric Acid Type B (GABAB) Receptor.” Han, C.; Salyer, A. E.; Kim, E. H.; Jiang, X.; Jarrard, R. E.; Powers, M. S.; Kirchhoff, A. M.; Salvador, T. K.; Chester, J. A.; Hockerman, G. H.; Colby, D. A. J. Med. Chem. 2013, 56, 2456–2465. DOI:10.1021/jm301805e

21. “Amidinate Salt of Hexafluoroacetone Hydrate for the Preparation of Fluorinated Compounds by the Release of Trifluoroacetate.” Riofski, M. V.; Hart, A. D.; Colby, D. A. Org. Lett. 2013, 15, 208–211. DOI:10.1021/ol303291x

  • commercialized by Sigma-Aldrich (product number 803774)
  • listed in the Sigma-Aldrich Product Portal link
  • article in Purdue Research Foundation News link
  • abstract listed on organic-chemistry.org. link

20.  “Amino-derivatives of the Sesquiterpene Lactone Class of Natural Products as Prodrugs.” Woods, J. R.; Mo, H.; Bieberich, A. A.; Alavanja, T.; Colby, D. A. MedChemComm 2013, 4, 27–33. DOI:10.1039/c2md20172k

2012

19. “Cleaving Carbon–Carbon Bonds by the Release of Trifluoroacetate to Remodel Molecules and Assemble Fluorinated Structures.” Han C.; Kim, E. H.; Colby, D. A. Synlett 2012, 23, 1559–1563. DOI:10.1055/s-0031-1291156

2011

18. “Fluorinated Amino-Derivatives of the Sesquiterpene Lactone, Parthenolide, as 19F NMR Probes in Deuterium-Free Environments” Woods, J. R.; Mo, H.; Bieberich, A. A.; Alavanja, T.; Colby, D. A. J. Med. Chem. 2011, 54, 7934–7941. DOI:10.1021/jm201114t

17. “Synthesis of α-Halo-α,α-Difluoromethyl Ketones by a Trifluoroacetate Release/Halogenation Protocol” John, J. P.; Colby, D. A. J. Org. Chem. 2011, 76, 9163–9168. DOI: 10.1021/jo2017179

16. “Exploiting the Facile Release of Trifluoroacetate for the α-Methylenation of the Sterically Hindered Carbonyl Groups on (+)-Sclareolide and (–)-Eburnamonine.” Riofski, M. V.; John, J. P.; Zheng, M. M.; Kirshner, J.; Colby, D. A. J. Org. Chem. 2011, 76, 3676–3683. DOI:10.1021/jo102114f

15.  “Cleavage of Carbon–Carbon Bonds through the Mild Release of Trifluoroacetate: Generation of α,α-Difluoroenolates for Aldol Reactions” Han, C.; Kim, E. H.; Colby, D. A. J. Am. Chem. Soc. 2011, 130, 5802–5805. DOI:10.1021/ja202213f

14. “The Natural Products, Parthenolide and Andrographolide, Exhibit Anti-Cancer Stem Cell Activity in Multiple Myeloma.” Gunn, E. J.; Williams, J. T.; Huynh, D. T.; Iannotti, M. J.; Han, C.; Barrios, F. J.; Kendall, S.; Glackins, C. A.; Colby, D. A.; Kirshner, J. Leuk. Lymphoma 2011, 52, 1085–1097. DOI:10.3109/10428194.2011.555891

2010

13. “Dialkylaluminum N,O-Dimethylhydroxylamine Complex as a Reagent to Mask Reactive Carbonyl Groups in situ from Nucleophiles.” Barrios, F. J.; Zhang, X.; Colby, D. A. Org. Lett. 2010, 12, 5588–5591. DOI:10.1021/ol102495v

      • highlighted in Org. Chem. Highlights 2011, September 12. link

12. “A Practical No-Deuterium NMR Method for the Rapid Determination of 1-Octanol/Water Partition Coefficients of Pharmaceutical Agents.” Mo., H.; Balko, K. M.; Colby, D. A. Bioorg. Med. Chem. Lett. 2010, 20, 6712–6715. DOI:10.1016/j.bmcl.2010.08.145

2009

11. “Semisynthetic Derivatives of Sesquiterpene Lactones by Palladium-Catalyzed Arylation of the α-Methylene-γ-lactone Substructure” Han, C.; Barrios, F. J.; Riofski, M. V.; Colby, D. A. J. Org. Chem. 2009, 74, 7176–7179. DOI:10.1021/jo901533e 

Postdoctoral research at The Scripps Research Institute

10. “Total Synthesis of Vinblastine, Vincristine, Related Natural Products, and Key Structural Analogues.” Ishikawa, H.; Colby, D. A.; Seto, S.; Va, P.; Tam, A.; Kakei, H.; Rayl, T. J.; Hwang, I.; Boger, D. L. J. Am. Chem. Soc. 2009, 131, 4904–4916.

9. “Direct Coupling of Catharanthine and Vindoline to Provide Vinblastine: Total Synthesis of (+)- and (–)-Vinblastine.” Ishikawa, H.; Colby, D. A.; Boger, D. L. J. Am. Chem. Soc. 2008, 130, 420–421.

8. “Total Synthesis and Evaluation of Cytostatin, its C10–C11 Diastereomers, and Additional Key Analogues: Impact on PP2A Inhibition.” Lawhorn, B. G.; Boga, S. B.; Wolkenberg, S. E.; Colby, D. A.; Guass, C. -M.; Swingle, M. R.; Amable, L.; Honkanen, R. E.; Boger, D. L. J. Am. Chem. Soc. 2006, 128, 16720–16732.

Graduate student research at the University of California, Irvine

7. “A Small Molecule Screen Identifies a Novel Compound that Induces a Homeotic Transformation in Hydra.” Glauber, K. M.; Dana, C. E.; Park, S. S.; Colby, D. A.; Noro, Y.; Fujisawa, T.; Chamberlin, A. R.; Steele, R. E. Development 2013, 140, 4788–4796.

6. “On the Successful Use of Inquiry-Driven Experiments in the Organic Chemistry Laboratory.” Mohrig, J. R.; Hammond, C. N.; Colby, D. A. J. Chem. Ed. 2007, 84, 992–998.

5. “Pharmacophore Identification: The Case of the Ser/Thr Protein Phosphatase Inhibitors.” Colby, D. A.; Chamberlin, A. R. Mini-Rev. Med. Chem. 2006, 6, 657–665.

4. “A New Model of the Tautomycin-PP1 Complex That Is Not Analogous to the Corresponding Okadaic Acid Structure.” Colby, D. A.; Liu, W.; Sheppeck, J. E.; Huang, H.-B.; Nairn, A. C.; Chamberlin A. R. Bioorg. Med. Chem. Lett. 2003, 13, 1601–1605.

3. “The Selective Inhibition of Phosphatases by Natural Toxins: the Anhydride Domain of Tautomycin is Not a Primary Factor in Controlling PP1/PP2A Selectivity.” Liu, W.; Sheppeck, J. E.; Colby, D. A.; Huang, H.-B.; Nairn, A. C.; Chamberlin A. R. Bioorg. Med. Chem. Lett. 2003, 13, 1597–1600.

Pharmacy student research at the University of Iowa

2. “Synthesis of the C10–C17 Fragment of Aurisides and Callipeltosides.” Romero-Ortega, M.; Colby, D. A.; Olivo, H. F. Tetrahedron Lett. 2002, 43, 6439–6441.

1. “Synthesis of New Open-Ring and homo-Epibatidine Analogues from Tropinone.” Olivo, H. F.; Colby, D. A.; Hemenway, M. S. J. Org. Chem. 1999, 64, 4966–4968.