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Faculty

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Name Tun-Cheng Chien
Office_Hour  
Lab TEL +886-2-77346201
Office TEL +886-2-77346126
FAX No. +886-2-29324249
Address. No. 88, Sec. 4, Ting-Zhou RD, Taipei 11677, Taiwan
E-mail tcchien@ntnu.edu.tw
Lab. Website  
Classification Full-Time
Title Professor
Research Organic, Bioorganic and Medicinal Chemistry
Research Specialization Research interests:
(1) Bioorganic and medicinal chemistry:
The research focuses on the design and synthesis of structurally and mechanistically diverse biological molecules and their analogs. The majority of this research effort is to study the interactions between small molecules and the targeting biological systems and to develop potentially active chemotherapeutic agents.
(2) Organic synthesis:
The research focuses on the development of carbon-carbon, carbon-nitrogen, and nitrogen-nitrogen bond formation strategies for the construction of diverse nitrogen-containing compounds. The ultimate goal is to apply these methodologies for the synthesis of biologically interested molecules, natural products, and their analogs/derivatives.
Student  
Laboratory Organic Chemistry Research Lab /

Academic Researches

  1. Journal Articles
    1. Liao, Z.-Y.; Yeh, W.-H.; Liao, P.-Y.; Liu, Y.-T.; Chen, Y.-C.; Chen, Y.-H.; Hsieh, T.-H.; Lin, C.-C.; Lu, M.-H.; Chen, Y.-S.; Hsu, M.-C.; Li, T.-K.;* Chien, T.-C.* Regioselective Synthesis and Biological Evaluation of N-Substituted 2-Aminoquinazolin-4-ones. Org. Biomol. Chem. 201816, 4482-4494.
    2. Tsai, C.-H.; Tang, Y.-H.; Chen, H.-T.; Yao, Y.-W.; Chien, T.-C.;* Kao, C.-L.* A Selective Glucose Sensor: Cooperative Effect by Monoboronic Acid-modified Poly(amidoamine) Dendrimers. Chem. Commun. 2018, 54, 4577-4580.
    3. Hsieh, T.-H.; Liao, P.-Y.; Liu, Y.-T.; Wang, C.-H.; Lin, C.-C.; Chien, T.-C.* Investigation of O-Sulfonylation-promoted Heterolytic N-O Bond Cleavage of Amidoximes and Ketoximes. J. Chin. Chem. Soc. (Taipei) 2018, 65, 325-330. (special issue: International Symposium in Catalysis and Fine Chemicals 2016)
    4. Wang, Y.-R.; Chen, S.-F.; Wu, C.-C.; Liao, Y.-W.; Lin, T.-S.; Liu, K.-T.; Chen, Y.-S.; Li, T.-K.;* Chien, T.-C.;* Chan, N.-L.* Producing Irreversible Topoisomerase II-Mediated DNA Breaks by Site-Specific Pt(II)-Methionine Coordination Chemistry. Nucleic Acids Res. 201745, 10861-10871.
    5. Liao, Z.-Y.; Liao, P.-Y.; Chien, T.-C.* CuI-catalyzed Intramolecular Aminocyanation of Terminal Alkynes in N-(2-Ethynylphenyl)-N-sulfonylcyanamides via Cu-vinylidene Intermediates. Chem. Commun. 201652, 14404-14407.
    6. Shih, Y.-C.; Wang, J.-S.; Hsu, C.-C.; Tsai, P.-H.; Chien, T.-C.* Identification of Reactive Intermediates for the Decarbonylative Reaction of 1-Alkylprolines. Synlett201627, 2841-2845.
    7. Wu, N.-L.; Lee, T.-A.; Wang, S.-F.; Li, H.-J.; Chen, H.-T.; Chien, T.-C.; Huang, C.-C.;* Hung, C.-F.* Green Fluorescent Protein Chromophore Derivative Suppresses Ultraviolet A-induced JNK-signalling and Apoptosis in Keratinocytes and Adverse Effects in Zebrafish Embryos. Exp. Dermatol. 201625, 983-990.
    8. Wang, C.-H.; Hsieh, T.-H.; Lin, C.-C.; Yeh, W.-H.; Lin, C.-A.; Chien, T.-C.* One-Pot Synthesis of N-Monosubstituted Ureas from Nitriles via Tiemann Rearrangement. Synlett, 2015, 26, 1823-1826.
    9. Shih, Y.-C.; Tsai, P.-H.; Hsu, C.-C.; Chang, C.-W.; Jhong, Y.; Chen, Y.-C.; Chien, T.-C.* Biomimetic Approach toward the Total Synthesis of rac-2-(Acylmethylene)pyrrolidine Alkaloids. J. Org. Chem. 2015, 80, 6669–6678.
    10. Zeng, C.-J.; Chen, C.-J.; Chang, C.-W.; Chen, H.-T.;* Chien, T.-C.* Copper(I) Iodide-Catalyzed Synthesis of N,N’-Disubstituted Guanidines from N-Substituted Cyanamides. Aust. J. Chem. 201467, 1134–1137. (invited manuscript in the special issue - Research Front on ‘The Chemistry of Guanidine, Guanidinium and Guanidinate Compounds’
    11. Lin, C.-C.; Hsieh, T.-H.; Liao, P.-Y.; Liao, Z.-Y.; Chang, C.-W.; Shih, Y.-C.; Yeh, W.-H.; Chien, T.-C.* Practical Synthesis of N-Substituted Cyanamides via Tiemann Rearrangement of Amidoximes. Org. Lett. 2014, 16, 892−895.
    12. Chang, C.-W.; Wu, C.-C.; Chang, Y.-Y.; Lin, C.-C.; Chien, T.-C.* Synthesis and Unexpected Oxidization of the Tricyclic Core of Ugibohlin, Isophakellin and Styloguanidine. J. Org. Chem. 2013, 78, 10459-10468.
    13. Shih, Y.-C.; Yang, Y.-Y.; Lin, C.-C.; Chien, T.-C.* Synthesis of 6-Alkyluridines from 6-Cyanouridine via Zinc(II) Chloride-Catalyzed Nucleophilic Substitution with Alkyl Grignard Reagents. J. Org. Chem. 2013, 78, 4027-4036.
    14. Cheng, C.; Shih, Y.-C.; Chen, H.-T.;* Chien, T.-C.* Regioselective Arylation of Uracil and 4-Pyridone Derivatives via Copper(I) Bromide Mediated C-H Bond Activation. Tetrahedron, 2013, 69, 1387-1396.
    15. Choi, S.-h.; Mansoorabadi, S. O.; Liu, Y.-n.; Chien, T.-C.; Liu, H.-w.* Analysis of UDP-D-Apiose/UDP-D-Xylose Synthase-Catalyzed Conversion of UDP-D-Apiose Phosphonate to UDP-D-Xylose Phosphonate: Implications for a Retroaldol-Aldol Mechanism. J. Am. Chem. Soc. 2012, 134, 13946-13949.
    16. Lee, C.-Y.; Chen, Y.-C.; Lin, H.-C.; Jhong, Y.; Chang, C.-W.; Tsai, C.-H.; Kao, C.-L.;* Chien, T.-C.* Facile Synthesis of 4-Arylidene-5-imidazolinones as Synthetic Analogs of Fluorescent Protein Chromophore. Tetrahedron, 2012, 68, 5898-5907.
    17. Lin, J.-B.; He, J.-L.; Shih, Y.-C.; Chien, T.-C.* Study on the Synthesis of 6-Alkylaminouridines via the Nucleophilic Aromatic Substitution Reaction of 6-Cyanouridine Derivatives. Tetrahedron Lett. 2011, 52, 3969-3972.
    18. Shih, Y.-C.; Chien, T.-C.* Practical Synthesis of 6-Aryluridines via Palladium(II) Acetate Catalyzed Suzuki-Miyaura Cross-coupling Reaction. Tetrahedron, 2011, 67, 3915-3923.
    19. Wu, Y.-J.; Liao, C.-C.; Jen, C.-H.; Shih, Y.-C.; Chien, T.-C.* Chemical Models and Their Mechanistic Implications for the Transformation of 6-Cyanouridine 5'-Monophosphate Catalyzed by Orotidine 5'-Monophosphate Decarboxylase. Chem. Commun. 201046, 4821-4823.
    20. Jen, C.-H.; Chien, T.-C.* Reinvestigation of the Synthesis of 1-Deazauridine. Nucleosides Nucleotides Nucleic Acids, 2010, 29, 523-534.
    21. Chien, T.-C.; Chen, C.-S.; Chern, J.-W.* Nucleosides XIII. Facile Synthesis of 4-Amino-1-(2-deoxy-beta-D-ribofuranosyl)quinazolin-2-one as a 2'-Deoxycytidine Analog for Oligonucleotide Synthesis. J. Chin. Chem. Soc. (Taipei) 2005, 52, 1237-1244.
    22. Chien, T.-C.; Berry, D. A.; Drach, J. C.; Townsend, L. B.* Synthesis of 3-Aminoimidazo[4,5-c]pyrazole Nucleoside via the N-N Bond Formation Strategy as a [5:5] Fused Analog of Adenosine. Nucleosides Nucleotides Nucleic Acids, 2005, 24, 1971-1996.
    23. Chien, T.-C.; Kuo, C.-C.; Chen, C.-S.; Chern, J.-W.* Nucleoside XII. Synthesis of 5'-Modified Isoguanosines and Reinvestigation of 5'-Deoxy-N3,5'-cycloisoguanosine. J. Chin. Chem. Soc. (Taipei) 2004, 51, 1401-1406.
    24. Chien, T.-C.; Chen, C.-S.; Yu, F.-H.; Chern, J.-W.* Nucleosides XI. Synthesis and Antiviral Evaluation of 5'-Alkylthio-5'-deoxy Quinazolinone Nucleoside Derivatives as S-Adenosyl-L-homocysteine Analogs. Chem. Pharm. Bull. 2004, 52,1422-1426.
    25. Berry, D. A.; Chien, T.-C.; Townsend, L. B.* Mononuclear Heterocyclic Rearrangement: Synthesis of [5:5] Bicyclic [c]-Fused 3-Aminopyrazoles via the N-N Bond Formation Strategy. Heterocycles, 2004, 63, 2475-2494.
    26. Chien, T.-C.; Saluja, S. S.; Drach, J. C.; Townsend, L. B.* Synthesis and Antiviral Evaluation of Polyhalogenated Imidazole Nucleosides: Dimensional Analogs of 2,5,6-Trichloro-1-(beta-D-ribofuranosyl)benzimidazole. J. Med. Chem. 2004, 47, 5743-5752.
    27. Chien, T.-C.; Meade, E. A.; Hinkley, J. M.; Townsend, L. B.* Facile Synthesis of 1-Substituted 2-Amino-3-cyanopyrroles: New Synthetic Precursors for 5,6-Unsubstituted Pyrrolo[2,3-d]pyrimidines. Org. Lett. 2004, 6, 2857-2859.
    28. Chien, T.-C.; Smaldone, R. A.; Townsend, L. B.* Facile Synthesis of 1-Substituted 4,5-Diaminopyrazoles and Its Application Toward the Synthesis of Pyrazolo[3,4-b]pyrazines. Tetrahedron Lett. 2004, 45, 4105-4108.
    29. Chien, T.-C.; Chern, J.-W.* A Convenient Preparation of 1,2,3-Tri-O-acetyl-beta-D-ribofuranose by Enzymatic Regioselective 5-O-Deacetylation of the Peracetylated Ribofuranose (Nucleosides X.). Carbohydr. Res. 2004, 339, 1215-1217.
    30. Chen, G. S.; Chen, C.-S.; Chien, T.-C.; Yeh, J.-Y.; Kuo, C.-C.; Talekar, R. S.; Chern, J.-W.* Nucleosides IX. Synthesis of Purine N3,5'-Cyclonucleosides and N3,5'-Cyclo-2',3'-seconucleosides via Mitsunobu Reaction as TIBO-like Derivatives. Nucleosides Nucleotides Nucleic Acids, 2004, 23, 347-359.
    31. Chien, T.-C.; Chen, C.-S.; Yeh, J.-Y.; Wang, K.-C.; Chern, J.-W.* Nucleosides VII. Synthesis of N-Triphenylphosphoranylidene Nucleosides by Mitsunobu Reaction. A Novel Protecting Group for Primary Amines of Nucleosides. Tetrahedron Lett. 1995, 36, 7881-7884.
  2. Symposium Papers & Conference Proceedings
    1. Shih, Y.-C.; Liao, Y.-S.; Lin, C.-C.; Yang, Y.-Y.; Lin, J.-B.; Cheng, C.; He, J.-L.; Liao, Z.-Y.; Jen, C.-H.; Wu, Y.-J.; Chien, T.-C.* Synthesis of 6-Substituted Uracil and Uridine Derivatives. Collect. Symp. Ser. 2014, 14, 129-132.
    2. Chien, T.-C.;* Drach, J. C.; Townsend, L. B. Design and Synthesis of 1-(beta-D-Ribofuranosyl)imidazo[4,5-c]pyrazoles as 5:5 Bicyclic Analogs of Purine Nucleosides. Nucleic Acids Symp. Ser. 2008, 52, 593-594.
    3. Chien, T.-C.;* Jen, C.-H.; Wu, Y.-J.; Liao, C.-C. Chemical Models and Their Mechanistic Implications for the Transformation of 6-Cyanouridine 5'-Monophosphate Catalyzed by Orotidine 5'-Monophosphate Decarboxylase. Nucleic Acids Symp. Ser. 2008, 52, 297-298.
Experience
Unit Title Department Position Date
National Taiwan Normal UniversityProfessorDepartment of Chemistry 2017-08 ~
National Taiwan Normal UniversityAssociate ProfessorDepartment of Chemistry 2012-02 ~ 2017-07
National Taiwan Normal UniversityAssistant ProfessorDepartment of Chemistry 2006-08 ~ 2012-01
University of Texas at AustinPostdoctoral FellowCollege of Pharmacy 2005 ~ 2006
Academic Degrees
School Nation Department Degree Date
University of MichiganU.S.Department of ChemistryPh.D. ~ 2004
National Defense Medical CenterTaiwanSchool of PharmacyM.S. ~ 1995
National Taiwan UniversityTaiwanDepartment of ChemistryB.S.1987 ~ 1991
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