Laboratory of Organic and Bioorganic Chemistry
Research Field
Organic, Bioorganic and Medicinal Chemistry
Organic Synthesis
Nitrogen-containing Natural Products
Synthetic Methodology
1. Tang, H.; Wu, M.-H.; Lin, H.-Y.; Han, M.-R.; Tu, Y.-H.; Yang, Z.-J.; Chien, T.-C.;* Chan, N.-L.;* Chang, W.-c.* Studies of Deoxypodophyllotoxin Formation Unravels the Insight of Fe/2OG Enzyme Catalyzed C-C Bond Formation. Proc. Natl. Acad. Sci. U. S. A. 2022, 119, e2113770119.
2. Chen, T.-Y.; Xue, S.; Tsai, W.-C.; Chien, T.-C.;* Guo, Y.;* Chang, W.-c.* Deciphering Pyrrolidine and Olefin Formation Mechanism in Kainic Acid Biosynthesis. ACS Catal. 2021, 11, 278-282.
3. Chang, W.-c.;* Yang, Z.-J.; Tu, Y.-H.; Chien, T.-C.* Reaction Mechanism of a Non-heme Iron Enzyme Catalyzed Oxidative Cyclization via C-C Bond Formation. Org. Lett. 2019, 21, 228-232.
4. 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. 2018, 16, 4482-4494.
5. 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.
6. 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. 2017, 45, 10861-10871.
7. 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. 2016, 52, 14404-14407.
8. 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. Synlett, 2016, 27, 2841-2845.
9. 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.
10. 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.
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. 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.
15. 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. 2010, 46, 4821-4823.
Research interests:
1. 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.
2. 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.
Excellence in Teaching Award, National Taiwan Normal University (國立台灣師範大學教學優良獎) (2017, 2023)
Asian Core Program (ACP) Lectureship Award (2014, 2017, 2018)
Postdoctoral Research Fellow (2005-2006)
College of Pharmacy, The University of Texas at Austin, Austin, TX, USA
Ph.D. in Chemistry (Organic Chemistry) (2004)
Department of Chemistry, The University of Michigan, Ann Arbor, MI, USA
M.S. in Pharmacy (Medicinal Chemistry) (1995)
School of Pharmacy, National Defense Medical Center, Taipei, Taiwan (國防醫學院藥學系)
B.S. in Chemistry (1991)
Department of Chemistry, National Taiwan University, Taipei, Taiwan (國立台灣大學化學系)
2 Vacancies
Job Description
The intern will need to learn and perform basic organic chemistry experiments, including conducting organic reactions, purification, and spectroscopic characterization. Additionally, the intern should be able to write research results and experiment reports in English.
Preferred Intern Education Level
We are seeking undergraduate (BS) or graduate (MS) students with experience in organic laboratory, who also aspire to pursue graduate studies (MS or PhD, respectively) in Taiwan.
Skill sets or Qualities
Applicants must possess basic English communication skills. Priority will be given to those who can provide internationally recognized English proficiency test scores.