The Lipton Group

Purdue University 

Publications

54. Hostetler, M.A.; Lipton, M.A., "An Optimized Preparation of 1,1-Dimethylallyl Esters and Their Application to Solid-Phase Peptide Synthesis".  J. Org. Chem. 2018, 83(15), 7762-7770. 

53. Lipton, M.A.; et al, "Class II HMG-CoA Reductase Inhibitors and Methods of Use." 2017. U.S. Patent 9,604,925. 

52. Younis, W.; Mohammad, H.; Hostetler, M.; Lopez-Perez, D.; Steussy, C.; Lipton, M.A.; et al; "Class II HMG-CoA Reductase Inhibitors targeting Methicillin-Resistant Staphylococcus pseudintermedius." Journal of Advanced Veterinary Research2017 7(1), 1-6

51. Svrcina, H,; Greer, A.; Baker, S.; Smith, M.; Martinez, P.; Granger, N.; Thomas, N.; Miller, J.; Steinke, E.; Davitt, K.; Lipton, M.A.; et al.; "Death Effects of Reveromycin A in Normal and Disease-Associated Cells of the Joint." Journal of Cellular Biochemistry2017, 119(6), 4382-4396

50. Rindelaub, J.D.; Borca, C.H.; Hostetler, M.A.; Slade, J.H.; Lipton, M.A.;et al; "The Acid-catalyzed hydrolysis of an alpha-pinene-derived organic nitrate: kinetics, products, reaction mechanisms, and atmospheric impact." Atmos. Chem. Phys., 2016, 16, 15425-15432

49. Xiong, F.; McAvey, KM; Pratt, KA; Groff, CJ; Hostetler, M.A.; Lipton, M.A.; Starn, T.K.; Seeley, J.V.; Bertman, S.B.; "Observation of isoprene hydroxynitrates in the southeastern United States and implications for the fate of NOx." Atmospheric Chemistry and Physics. 2015, 15, 11257-11272.

48. St. John, S.E.; et al, "Design, Synthesis, Biological and Structural Evaluation of Functionalized Resveratrol Analogues as Inhibitors of Quinone Reductase 2." Bioorganic & Medicinal Chemistry. 2013, 21(19), 6022-6037. 

47. Yang, L.;Bekele, T.; Lipton, M.A.; Kenttamaa, H.I.; "Generation and characterization of a distonic biradical anion formed from an enediynone prodrug in the gas phase." Journal of the American Society For Mass Spectrometry. 2013, 24, 563-72

46. Lopez-Perez, D.; et al, "Small Molecule Inhibitors of Anthrax Toxin-Induced Cytotoxicity Targeted Against Protective Antigen."  Chemical Biology & Drug Design. 2012, 79(3), 260-269.

45. Kang, S.S.; et al, "Synthesis and biological evaluation of a library of resveratrol analogues as inhibitors of COX-1, COX-2 and NF-κB." Bioorganic & Medicinal Chemistry. 2009 17(3), 1044-1054

44. Kang, S.S.; Lipton, M. A., "Photolabile and miscellaneous linkers/resins." Power of Functional Resins in Organic Synthesis2008, 467-492

43. Ramamoorthy G.; Acevedo, C. M.; Alvira, E.; Lipton, M. A, "Synthesis and spectroscopic correlation of the diastereoisomers of 2,3-dihydroxy-2,6,8-trimethyldeca-(4Z,6E)-dienoic acid: implications for the structures of papuamides A-D and mirabamides A-D." Bioorganic & Medicinal Chemistry Letters, 2008, 19, 2546-2554

42. Krishnamoorthy R.;Richardson, B. L.; Lipton, M. A., "Synthesis and cytotoxicity of desmethoxycallipeltin B: Lack of a quinone methide for the cytotoxicity of callipeltin B." Bioorganic & Medicinal Chemistry Letters. 2007, 17, 5136-5138

41. Cranfill D. C.; Lipton, M. A.; "Enantio- and diastereoselective synthesis of (R,R)-beta-Methoxytyrosine."  Organic Chemistry2007, 9, 3511-3513

40. Shubert V. A.; Baquero, E. E.; Clarkson, J. R.; James, W. H.; Turk, J. A.; Hare, A. A.; Worrel, K.; Lipton, M. A.; Schofield, D. P.; Jordan, K. D.; Zwier, T. S.; "Entropy-driven population distributions in a prototypical molecule with two flexible side chains: O-(2-acetamidoethyl)-N-acetyltyramine."  Journal of Chemical Physics2007, 127

39. Calimsiz S.; Ramos, A. I. M.; Lipton, M. A.; "Solid-phase synthesis and configurational reassigment of callipeltin E. Implications for the structures of callipeltins A and B."  Journal of Organic Chemistry2006, 71, 6351-6356

38. Sedighi, M.; Calimsiz, S.; Lipton, M.A.; "An improved method for the protection of carboxylic acids as 1,1-dimethylallyl esters." The Journal of Organic Chemistry. 2006, 71, 9517-8

37. Krishnamoorthy, R.; Vazquez-Serrano, L.D.; Turk, J.A.; Kowalski, J.A.; Benson, A.G.; Breaux, N.T.; Lipton, M.A.; "Solid-phase total synthesis and structure proof of callipeltin B." Journal of the American Chemical Society. 2006, 128, 15392-3

36. Waddell, M.K.; Bekele, T.; Lipton, M.A.; "Ring size and substituent effects in oxyanion-promoted cyclizations of enyne-allenes: observation of a Myers-Saito cycloaromatization at cryogenic temperature." The Journal of Organic Chemistry. 2006, 71, 8372-7

35. Calimsiz, S.; Morales Ramos, A.I.; Lipton, M.A.; "Solid-phase synthesis and configurational reassigment of callipeltin E. Implications for the structures of callipeltins A and B." The Journal of Organic Chemistry. 2006, 71, 6351-6

34. Bekele T.; Christian, C. F.; Lipton, M. A.; Singleton, D. A.; "Concerted transition state, stepwise mechanism. Dynamics effects in (C2-C6) enyne allene cyclizations."  Journal of the American Chemical Society. 2005, 127, 9216-9223

33. Calimsiz S.; Lipton, M. A.; "Synthesis of N-Fmoc-(2S,3S,4R)-3,4-dimethylglutamine: An application of lanthanide-catalyzed transamidation." Journal of Organic Chemistry, 2005, 70, 6218-6221

32. Cranfill D. C.; Morales-Ramos, A. I.; Lipton, M. A.; "Solid-phase synthesis of callipeltin D. Stereochemical confirmation of the unnatural amino acid AGDHE." Organic Letters2005, 7, 5881-5883

31. Oku N.; Krishnamoorthy, R.; Benson, A. G.; Ferguson, R. L.; Lipton, M. A.; Phillips, L. R.; Gustafson, K. R.; McMahon, J. B.; "Complete stereochemistry of neamphamide A and absolute configuration of the beta-methoxytyrosine residue in papuamide B."  Journal of Organic Chemistry. 2005, 70, 6842-6847

30. Sedighi M.; Lipton, M. A.; "A convenient, general synthesis of 1,1-dimethylallyl esters as protecting groups for carboxylic acids."  Organic Letters2005, 7, 1473-1475

29. Barth B. S.; Myers, A. C.; Lipton, M. A.; "Exploring the stereochemical requirements for protease inhibition by ureidopeptides."  Journal of Peptide Research. 2005, 65, 352-354

28. Calimsiz, S.; Lipton, M.A.; "Synthesis of N-Fmoc-(2S,3S,4R)-3,4-dimethylglutamine: An application of lanthanide-catalyzed transamidation." The Journal of Organic Chemistry. 2005, 70, 6218-21.

27. Williams M. N.; Lipton, M. A.; "Azide activation to form a substituted benzotriazole and safety-catch linker."  Abstracts of Papers of the American Chem. 2004, 228, U126

26. Waddell M. K.; Lipton, M. A.; "Study of alkoxide-promoted enyne-allene cyclizations: Next generation isolated alkenes."  Abstracts of Papers of the American Chem.  2004, 227, U113

25. Turk J. A.; Lipton, M. A.; "Solid phase synthesis and structure determination of callipeltin B."  Abstracts of Papers of the American Chem2004, 227, U171

24. Bekele T.; Lipton, M. A.; "Synthesis of cyclic enediynone prodrugs." Abstracts of Papers of the American Chem2004, 227, U205

23. Hess, S.; Gustafson, K. R.; Milanowski, D. J.; Alvira, E.; Lipton, M. A. and Pannell, L. K.; "Chirality Determination of unusual amino acids using precolumn derivatization and liquid chromatography-electrospray ionization mass spectrometry."  J. Chrom. A2004, 1035, 211-219

22. Myers A. C.; Kowalski, J. A.; Lipton, M. A.; "Facile incorporation of urea pseudopeptides into protease substrate analogue inhibitors." Bioorganic & Medicinal Chemistry Letters2004, 14, 5219-5222

21. Turk J. A.; Visbal, G. S.; Lipton, M. A.; "Asymmetric synthesis of four diastereomers of 3-hydroxy-2,4,6-trimethylheptanoic acid: Proof of configurational assignment." J. Org. Chem. 2003, 68, 7841-7844

20. Bekele T.; Brunette, S. R.; Lipton, M. A.; "Synthesis and cycloaromatization of a cyclic enyne-allene prodrug."  J. Org. Chem. 2003, 68, 8471-8479

19. Thoen J. C.; Morales-Ramos, A. I.; Lipton, M. A.; "Synthesis of the unnatural amino acid AGDHE, a constituent of the cyclic depsipeptides callipeltins A and D." Org. Lett. 2002, 4, 4455-4458

18. Acevedo C. M.; Kogut, E. F.; Lipton, M. A.; "Synthesis and analysis of the sterically constrained L-glutamine analogues (3S,4R)-3,4-dimethyl-L-glutamine and (3S,4R)-3,4-dimethyl-L-pyroglutamic acid."  Tetrahedron2001, 57, 6353-6359

17. Brunette S. R.; Lipton, M. A.; "Oxyanion-accelerated C-2-C-6 cyclization of benzannulated enyne-allenes." J. Org. Chem. 2000, 65, 5114-5119

16. Wenthold, P.G.; Lipton, M.A.; "A density functional molecular orbital study of the C2-C7 and C2-C6 cyclization pathways of 1,2,4-heptatrien-6-ynes. The role of benzannulation." Journal of the American Chemical Society2000, 122, 9265-9270

15. Yong Y. F.; Kowalski, J. A.; Thoen, J. C.; Lipton, M. A.; "A new reagent for solid and solution phase synthesis of protected guanidines from amines."  Tetrahedron Lett. 1999, 40, 53-56

14. Artis D. R.; Lipton, M. A.; "Conformations of thioamide-containing dipeptides: A computational study."  J. Am. Chem. Soc. 1998, 120, 12200-12206

13. Kogut E. F.;Thoen, J. C.;Lipton, M. A.; "Examination and enhancement of enantioselective autoinduction in cyanohydrin formation by cyclo (R)-His-(R)-Phe." J. Org. Chem. 1998, 63, 4604-4610

12. Yong Y. F.; Kowalski, J. A.; Lipton, M. A.; "Facile and efficient guanylation of amines using thioureas and Mukaiyama's reagent."  J. Org. Chem. 1997, 62, 1540-1542

11. Thoen J. C.; Lipton, M. A.; "The effects of N-methylation on the enantioselectivity of catalysis by cyclo (R)-His-(R)-Phe." Tetrahedron: Asymmetry1997, 3947-3954

10. Iyer, M.S.; Gigstad, K.M.; Namdev, N.D.; Lipton, M.A.; "Asymmetric catalysis of the Strecker amino acid synthesis by a cyclic dipeptide.: 1996Amino Acids. 11: 259-268

9. Kowalski J.; Lipton, M. A.; "Solid phase synthesis of a diketopiperazine catalyst containing the unnatural amino acid (S)-norarginine." Tetrahedron Lett. 1996, 37, 5839-5840

8. Lipton M. A.; "Diastereoselective recognition of beta anomers of phenyl glucosides by a cyclobis(paraquat-p-phenylene) receptor: A computational study." Tetrahedron Lett. 1996, 37, 287-290

7. Lutgring R.; Lipton, M.; Chmielewski, J.; "Differential self assembly of amphiphilic helical peptides." Amino Acids. 1996, 10, 295-304

6. Chmielewski J.; Lipton, M.; "The Rational Design of Highly Stable, Amphiphilic Helical Peptides." Int. J. Pept. Protein Res. 1994, 44, 152-157

5. Etzkorn F. A.; Guo, T.; Lipton, M. A.; Goldberg, S. D.; Bartlett, P. A.; "Cyclic Hexapeptides and Chimeric Peptides as Mimics of Tendamistat." J. Am. Chem. Soc. 1994, 116, 10412-10425

4. Morinfox M. L.; Lipton, M. A.; "Stereodivergence in an Intramolecular Horner-Emmons Macrocyclization - Effect of Reaction Conditions on Product Distribution."  Tetrahedron Lett. 1993, 34, 7899-7902



3. Iyer M. S.; Lipton, M. A.; "An Improved Synthesis of the Diketopiperazine Catalyst Cyclo (S)-His-(S)-Phe." Bioorg. Med. Chem. Lett. 1993, 3, 2061-2062

2. Yong Y. F.; Lipton, M. A.; "The Stereoselective Synthesis of (E)-Alkene Dipeptide Isosteres."  Bioorg. Med. Chem. Lett. 1993, 3, 2879-2882

1. Morinfox M. L.;Lipton, M. A.; "A Convenient, One-Pot Conversion of Secondary Alcohols to Esters Via a Tandem Oxidation-Baeyer-Villiger Sequence."  Tetrahedron Lett. 1992, 33, 5699-5700