Edward C. Taylor, Ph.D. Selected Research Publications

1989 1990 1991 1992 1993 1994 1995 1996 1997 1998 1999 2000 to 2003

• Studies on the Molybdenum Cofactor. An Unequivocal Total Synthesis of (±)-Urothione (with L. A. Reiter), J. Am. Chem. Soc., 111, 285 (1989).
  
  
• Intramolecular Diels-Alder Reactions of 1,2,4-Triazines. Routes to Condensed Pyrazines via Cycloaddition of Nitrile Dienophiles (with L. G. French), J. Org. Chem., 54, 1245 (1989).
  
  
• A Facile Route to "Open-Chain" Analogues of DDATHF (with P. M. Harrington and C. Shih), Heterocycles, 28, 1169 (1989).
  
  
• Synthesis and Antitumor Activity of 5-Deaza-5,6,7,8-tetrahydrofolic Acid (5-DATHF) and N10-Substituted Analogues (with J. M. Hamby, C. Shih, G. B. Grindey, S. M. Rinzel, G. P. Beardsley and R. G. Moran), J. Med. Chem., 32, 1517 (1989).
  
  
• Convergent and Efficient Palladium-Effected Synthesis of 5,10-Dideaza-5,6,7,8-tetrahydrofolic Acid (DDATHF) (with George S. K. Wong), J. Org. Chem., 54, 3618 (1989).
  
  
• Studies on the Molybdenum Cofactor. Determination of the Structure and Absolute Configuration of Form A (with P. S. Ray, I. S. Darwish, J. L. Johnson and K. V. Rajagopalan), J. Amer. Chem. Soc., 111, 7664 (1989).
  
  
• The 6-S and 6-R Diastereomers of 5,10-Dideaza-5,6,7,8-tetrahydrofolate are Equiactive Inhibitors of de novo Purine Synthesis (with R. G. Moran, S. W. Baldwin, and C. Shih), J. Biol. Chem., 264, 21047 (1989). Back to the Top
  
  
• New Pathways from Pteridines. Design and Synthesis of a New Class of Potent and Selective Antitumor Agents, Lectures in Heterocyclic Chemistry, J. Heterocyclic Chem., 27, 1 (1990). Back to the Top
  
  
• Intramolecular Diels-Alder Reactions of 1,2,4-Triazines. Synthesis of 2,3-Cyclopentenopyridines and 5,6,7,8-Tetrahydroquinolines (with J. E. Macor and L. G. French), J. Org. Chem., 56, 1807 (1991).
  
  
• Pteridines. 54. A Novel Synthetic Approach to C-6 Carbon-substituted Pterins via Intermolecular 1,3-Dipolar Cycloaddition Reactions (with P. S. Ray), J. Org. Chem., 56, 1812 (1991).
  
  
• Structural Features of 5,10-Dideaza-5,6,7,8-tetrahydrofolate that Determine Inhibition of Mammalian Glycinamide Ribonucleotide Formyltransferase (with S. W. Baldwin, A. Tse, L. S. Gossett, A. Rosowsky, C. Shih and R. G. Moran), Biochemistry., 30, 1997 (1991).
  
  
• Model Studies Directed Towards the Molybdenum Cofactor: 2-Alkylidene- and 2-Phenylimino-1,3-dithiolenes from Acetylenes (with R. Dötzer), J. Org. Chem., 56, 1816 (1991).
  
  
• "Bicyclobenzodiazepinones" from 3-Oxo-1,2-diazetidinium Hydroxide, Inner Salts (with D. M. Sobieray), Tetrahedron, 47, 9599 (1991).
  
  
• Synthetic Studies on the Molybdenum Cofactor. An Efficient Synthesis of Dephospho (±)-Form A (with S. Goswami), Tetrahedron Lett., 32, 7357 (1991).
  
  
• A Simple Aza Wittig-Mediated Pyrimidine Annulation Reaction (with Mona Patel), J. Heterocyclic Chem., 28, 1857 (1991). Back to the Top
  
  
• Synthesis of 10-Substituted "Open-Chain" DDATHF Analogues (with T. H. Schrader and L. D. Walensky), Tetrahedron, 48, 19 (1992).
  
  
• Synthesis and Biological Activity of Acyclic Analogues of DDATHF (with C. Shih, L. S. Gossett, J. F. Worzalla, S. M. Rinzel, G. B. Grindey, and P. M. Harrington), J. Med. Chem., 35, 1109 (1992).
  
  
• Synthesis and Biological Activity of Nor-5,10-Dideazatetrahydrofolic Acid and Homo-5,10-Dideazatetrahydrofolic Acid (with C. Shih, G. B. Grindey and P. M. Harrington), Bioorganic and Medicinal Chemistry Letters, 2, 339 (1992).
  
  
• A Dideazatetrahydrofolate Analogue Lacking a Chiral Center at C-6, N-{4-[2-(2-Amino-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic Acid, is an Inhibitor of Thymidylate Synthase (with Dietmar Kuhnt, Chuan Shih, Sharon M. Rinzel, Gerald B. Grindey, Julio Barredo, Mehrdad Jannatipour, and Richard G. Moran), J. Med. Chem., 35, 4450 (1992).
  
  
• Why are Isoxazoles Unreactive in Diels-Alder Reactions? An AB Initio Computational Study (with J. Gonzalez and K. N. Houk), J. Org. Chem., 57, 3753 (1992).
  
  
• The Synthesis and Biological Activity of Pyrazolo[3,4-d]pyrimidine Analogues of the Potent Antitumor Agent N-{4-[2-(2-Amino-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic Acid (LY231514) (with Hemantkumar H. Patel), Tetrahedron, 48, 8089 (1992). Back to the Top
  
  
• An Expeditious Synthesis of 2-Amino-4(3H)-oxo-5H-pyrrolo[3,2-d]pyrimidine (9-Deazaguanine) (with W. B. Young and C. C. Ward), Tetrahedron Lett., 34, 4595 (1993).
  
  
• Synthesis of a Regioisomer of N-{4-[2-(2-Amino-4(3H)-oxo-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic Acid (LY231514), An Active Thymidylate Synthase Inhibitor and Antitumor Agent (with W. B. Young, R. Chaudhari and H. H. Patel), Heterocycles, 36, 1897 (1993).
  
  
• Design and Synthesis of Inhibitors of Folate-Dependent Enzymes as Antitumor Agents, Adv. Exp. Med. Biol. 338, 387 (1993).
  
  
• Studies on the Molybdenum Cofactor. Synthesis of (±)-Form B (Dephospho) (with Ihab S. Darwish), Adv. Exp. Med. Biol. 338, 363 (1993). Back to the Top
  
  
• Synthesis of 10-Hydroxymethyl-5,10-dideaza-5,6,7,8-tetrahydrofolic Acid, A Potent New Analogue of DDATHF (Lometrexol) (with Cheol-min Yoon), J. Org. Chem., 59, 7096 (1994).
  
  
• Inhibitors of Glycinamide Ribonucleotide Formyltransferase as Potential Cytotoxic Agents. Synthesis of 5-Deaza-5,6,7,8-tetrahydrohomofolic Acid, 5-Deaza-5,6,7,8-tetrahydroisohomofolic Acid and 10-Formyl-5-deaza-5,6,7,8-tetrahydroisohomofolic Acid (with Cheol-min Yoon and James M. Hamby), J. Org. Chem., 59, 7092 (1994). Back to the Top
  
  
• Substrate Specificity of Mammalian Folypolyglutamate Synthetase for 5,10-Dideazatetrahydrofolate Analogues (with L. L. Habeck, L. G. Mendelsohn, C. Shih, P. D. Colman, L. S. Gossett, T. A. Leitner, R. M. Schultz, S. L. Andis and R. G. Moran), Molecular Pharmacology, 48, 326 (1995).
  
  
• Pyrrolo[3,2-d]pyrimidine Folate Analogues: "Inverted" Analogues of the Cytotoxic Agent LY231514 (with W. B. Young), J. Org. Chem., 60, 7947 (1995). Back to the Top
  
  
• A Fischer-Indole Approach to Pyrrolo[2,3-d]pyrimidines (with Baihua Hu), Heterocycles, 43, 323 (1996).
  
  
• Synthesis of N-{4-[2-(2-Amino-5,6-dihydro-4(3H)-oxo-7H-pyrrolo[2,3-d]pyrimidinyl)ethyl]benzoyl}-L-glutamic Acid: A Ring Contracted Analogue of DDATHF (with W. B. Young and C. Spanka), J. Org. Chem., 61, 1261 (1996). Back to the Top
  
  
• Synthesis of Some Conformationally-Constrained Glutamate Mimics of N-{5-[2-(2-Amino-3,4-dihydro-4-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)ethyl]thien-2-ylcarbonyl}-L-glutamic Acid (LY254155) (with Baihua Hu), Heterocycles, 45, 241 (1997).
  
  
• Synthesis of a Ring-Expanded Analog of DDATHF Derived from the Pyrimido[4,5-b]azepine Ring System (with James E. Dowling), Bioorganic and Medicinal Chemistry Letters, 7, 453 (1997).
  
  
• Replacement of the 1',4'-Phenylene Region in 5,10-Dideaza-5,6,7,8-tetrahydrofolic Acid (DDATHF) by 4,5,6,7-Tetrahydrobenzo[c]thiophene and 4,5,6,7-Tetrahydroisobenzofuran Nuclei (with James E. Dowling), J. Org. Chem., 62, 1599 (1997).
  
  
• Synthesis of 2-(2,6-Dichloro-4-pyridyl)-3-propargyl-5-ethyl-6-methyl-4(3H)-pyrimidinone, A Promising New Herbicide (with Ping Zhou, Colin M. Tice, Zev Lidert and Renee C. Reommele), Tetrahedron Letters, 38, 4339 (1997).
  
  
• 6-Trifluoromethanesulfonyloxy-4(3H)-pyrimidinones as Versatile Intermediates for the Synthesis of 6-Functionalized 4(3H)-Pyrimidinones (with Ping Zhou and Colin M. Tice), Tetrahedron Letters, 38, 4343 (1997).
  
  
• Synthesis of Conformationally-Constrained Glutamate Analogues of the Antitumor Agents DDATHF, LY254155 and LY231514 (with Lee D. Jennings, Zhenmin Mao, Baihua Hu, Jong-Gab Jun and Ping Zhou), J. Org. Chem., 62, 5392 (1997).
  
  
• Synthesis of Pyrido[2,3-d]pyrimidine Analogues of the Antitumor Agent LY231514 (with Koo Lee), Heterocycles, 45, 2229 (1997). Back to the Top
  
  
• Synthesis of 7-Methyl Derivatives of 5,10-Dideaza-5,6,7,8-tetrahydrofolic Acid (DDATHF), 5,10-Dideaza-5,6,7,8-tetrahydrohomofolic Acid (HDDATHF), and LY254155 (with Yao Wang), Heterocycles, 48, 1537 (1998).
  
  
• Ozonolysis of Tri- and Tetra-substituted Furans to a-Dicarbonyl Compounds (with N. Sato and M. Kondo), Heterocycles, 48, 129 (1998).
  
  
• Unexpected and facile bridgeheard substitution in 5,6,7,8,9,10-hexahydro-5,9-methanopyrimido[4,50-b]azocin4(3H)-ones (with J. E. Dowling, T. Schrader, and Beena Bhatia), Tetrahedron, 54, 9507 (1998). Back to the Top
  
  
• Synthesis of 2,4-Diamino-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido[4,5-b]azocine (with James E. Dowling and Beena Bhatia), J. Org. Chemistry. 64, 441 (1999).
  
  
• Silicon-containing Antifolates (with Samuel E. Watson and Rajan P. Chaudhari), Tetrahedron, 55, 1631 (1999).
  
  
• A Simple and Concise Synthesis of LY231514 (MTA) (with Bin Liu), Tetrahedron Lett., 40, 4023 (1999).
  
  
• Exploitation of a New Route to Fused Pyrroles: Synthesis of TNP-351, Homo-MTA and 5-Arylpyrrolo[2,3-d]pyrimidines (with Bin Liu), Tetrahedron Lett., 40, 4027 (1999).
  
  
• A Novel Synthetic Route to 7-Substituted Derivatives of the Antitumor Agent LY231514 (MTA) (with Bin Liu), Tetrahedron Lett., 40, 4027 (1999). Back to the Top
  
• Formation of 2,6-Bis(4-chlorophenyl)-5,6-dihydro-2H-1,3,4-oxadiazine-4-oxide by an Intramolecular Amino/Nitro Dehydration (with Bin Liu and Wei Wang), J. Org. Chem., 65, 4750 (2000).
  
  
• A New Route to 7-Substituted Derivatives of N-{4-[2-Amino-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic Acid (ALIMTA (LY231514), MTA)] (with Bin Liu), J. Org. Chem., 66, 3726 (2001).
  
  
• Synthesis of Herbicidal 2-Aryl-4(3H)-pyrimidinones (with C. M. Tice, L. M. Bryman, R. C. Roemmele, Ping Zhou, J. Jurczak and A. Jezewski) IN Synthesis and Chemistry of Agrochemicals VI, American Chemical Society Symposium Series, Vol. 800, 2002, pp. 51-60.
  
  
• Synthesis and Bridgehead Reactions of 9-Substituted 5,6,7,8,9,10-Hexahydro-5,9-methanopyrimido[4,5-b]azocin-4(3H)-ones (with Beena Bhatia), Heterocycles, 61, 113-123 (2003)
  
  
• A New and Efficient Synthesis of Pyrrolo[2,3-d]pyrimidine Anticancer Agents: Alimta (LY231514, MTA), Homo-Alimta, TNP-351, and Some Aryl 5-Substituted Pyrrolo[2,3-d]pyrimidines (with Bin Liu), J. Org. Chem., 68, 9938-9947 (2003). Back to the Top

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