淡江大學 | 中文 | English

 

施增廉(Tzenge-Lien Shih)

天然物合成、醣化學合成


淡江大學化學系教授(2013~迄今)
淡江大學化學系副教授(2006~2013
淡江大學化學系助理教授(2001~2006
長庚大學助理教授(2000-2001
中央研究院生化所博士後研究員(1998-2000
美國俄亥俄州立大學化學系博士後研究員(1997-1998
美國普渡大學化學博士(1992-1997
美國田納西大學化學碩士(1989-1992
淡江大學化學系助教(1988-1989
淡江大學化學系學士(1982-1986

Tamkang University , Professor
Tamkang University , Associate Professor
Tamkang University , Assistant Professor
Chang Gung University , Assistant Professor
Academia Sinica, Postdoctoral Research Fellow
The Ohio State University , Postdoctoral Research Fellow
Purdue University , Ph.D.
The University of Tennessee , Knoxville , M.S.
Tamkang University , Teaching Assistant
Tamkang University , B.S.


施增廉



Email address
tlshih@mail.tku.edu.tw

研究方向

1. 利用D-(-)-quinic acid合成glycosidase的抑制劑

2. 發展合成L-sugar的方法

 

Research Interests

1. Syntheses of glycosidase inhibitors from D-(-)-quinic acid

2. New method for the synthesis of L-sugar

代表性著作   

 

1.   Li, C.-W.; Shen, T.-H; Shih,* T.-L. “Reinvestigation of synthesis of halo-substituted 3-phenyl-1-(2-pyridyl)-2-propen-1-ones (azachalcones). A tandem reaction for formation of penta-substituted cyclohexanols” Tetrahedron 2017, 73, 46444652.

2.      Lu, Y.-T.; Chen, T.-L.; Chang, K.-S.; Chang, C.-M.; Wei, T.-Y.; Liu, J.-W.; Hsiao, C.-A.; Shih,* T.-L. “Synthesis of novel C4-benzazole naphthalimide derivatives with potentanti-tumor properties against murine melanoma” Biorg. Med. Chem. 2017, 25, 789-794.

3.      Chen, Y.-R.; Cho, Y. C.; Shih, T.-L.* “Reinvestigation of ortho-amidoacetophenones’ cyclization mediated by trimethylsilyl trifluoromethanesulfonate. The Lewis-acid-assisted and Brønsted-acid-catalyzed reaction” Tetrahedron 2016, 72, 2006-2011.

4.      Shih,* T.-L.; Liao, W.-Y.; Yen, W.-C. “Regioselective fluorination in synthesis of deoxyfluoro quercitols from D-(-)-quinic acid” 2014 Tetrahedron, 70, 9621-9627.

5.      Shih,* T.-L.; Chou, C.-E.; Liao, W.-Y.; Hsiao, C.-A. “Copper-mediated trimethylsilyl azide in amination of bromoflavonoids to synthesize unique aminoflavonoids” Tetrahedron 2014, 70, 3657-3664.

6.      Tai, C.-K.; Yeh, P.-L.; Wu, Y.-S.; Shih,* T.-L.; Wang,* B.-C. “Theoretical investigation of conformational stabilities and 13C NMRchemical shifts of a seven-membered ring thiosugar, (3R,4R,5R,7S)-7-(hydroxymethyl)thiepane-3,4,5-triol” J. Mol. Stru. 2014, 1068, 84-93.

7.      Shih,* T.-L.; Gao, W.-L. “The First Synthesis of 7-(Hydroxymethyl)thiepane-3,4,5-triols from D-(-)-Quinic Acid” Tetrahedron 2013, 69, 1897-1903.

8.      Chen, H.-H.; Lin, H.-A.; Lai, Y.-H.; Lin, S.-Y.; Chiang, C.-H.; Hsu, H.-F.; Shih,* T.-L.; Lee, J.-J.; Lai, C.-C.; Kuo, T.-S.; “Enantiotropic Nematics From Cross-Like 1,2,4,5-Tetrakis(4-Alkyl-4-Ethynylbiphenyl)Benzenes And Their Biaxiality Studies” Chem. Eur. J. 2012, 18, 9543-9551.

9.      Shih,* T.-L.; Hsiao, C.-A.; Lin, Z.-Y.; Chen,* Y.-H. “An Alternative Synthesis of 3’,4’-Diaminoflavones to Evaluate Their Antioxidant Ability and Cell Apoptosis of Zebrafish Larvae” 2012 Molecules, 17, 8206-8216.

10.  Chen, H.-H.; Lin, H.-A.; Chien, S.-C.; Wang, T.-H.; Hsu,* H.-F.; Shih,* T.-L.; Wu, C. “Single-component room-temperature discotic nematic liquid crystals formed by introducing an attraction-enhancing inplane protrusion onto the hexa(phenylethynyl)benzene core” 2012 J. Mater. Chem., 22, 12718-12722.

11.  Yeh, P.-L.; Tai, C.-K.; Shih,* T.-L.; Hsiao, H.-L.; Wang,* B.-C. “Conformational analysis of a seven-membered ring azasugar, (3R,4R,6S)-trihydroxyazepane: Comparison of GIAO calculation andexperimental NMR spectra on 13C chemical shifts“ 2012 J. Mol. Stru., 1018, 64-71.

12.  Shih,* T.-L.; Yang, S.-Y. “Regioselectivity in the Ring Opening of Epoxide for the Synthesis of Aminocyclitols from D-(-)-Quinic Acid” Molecules 2012, 17, 4498-4507.

13.  Chen,* Y.-H.; Yang, Z.-S.; Wen, C.-C.; Chang, Y.-S.; Wang,* B.-C.; Hsiao, C.-A.; Shih,* T.-L. “Evaluation of the structure-activity relationship of flavonoids as antioxidants and toxicants of zebrafish larvae” Food Chemistry. 2012, 134, 717-724.

14.  Shih, *T.-L.; Liang, M.-C.; Wu, K.-D.; Lin, *C.-H “Synthesis of Polyhydroxy 7- and N-Alkyl-Azepanes as potent Glycosidase Inhibitors” Carbohydr. Res. 2011, 346, 183-190.

15.  Shih, T.-L. ; Li, H.-Y. ; Ke, M.-S. ; Kuo W.-S. “Synthesis of a New Family of Aminocyclitols from D-(-)- Quinic Acid” synth. commun. 2008, 4139-4149.

16.  Shih, T.-L. ; Yang, R. -Y. ; Li, S.-T. ; Chiang, C.-F. ; Lin C.-H. ''Expeditious Synthesis of Tri- and Tetrahydroxyazepanes from D-(-)- Quinic Acid as Potent Glycosidase Inhibitors " J. Org. Chem. 2007, 72, 4258-4261.

17.  Shih, T.-L. ; Fang, Y. –J. ''An expeditious synthesis of new 3,4,6-trihydroxythiepanes from D-(-)-quinic acid'' Synth. Commun. 2007 ,37,3337~3349.

18.  Shih, T.-L. ; Lin, Y. -L. ''Epoxidation of protected 1,4,5-cyclohex-2-ene-triols and their acid hydrolysis to synthesize quercitols from D-(-)-quinic acid" Synth. Commun. 2005, 35, 1809-1817.

19.  Shih, T.-L. ; Lin, Y. -L. ; Kuo, W. -S. "Highly stereoselective and stereospecific syntheses of a variety of quercitols from D-(-)-quinic acid", Tetrahedron 2005, 61, 1919-1924.

20.  Shih, T.-L. ; Kuo, W.-S.; Lin, Y.-L. "A facile synthesis of a new trihydorxy piperidine derivative and (+)-proto-quercitol from D-(-)-quinic acid" Tetrahedron Lett., 2004, 45, 5751-5754.

21.  Shih, T.-L. ; Tseng, J.-H. "An efficient synthesis of L - allono -1,4- lactone from 2,3;5,6-di-o-isopropylidene-D-mannono-1,4-lactone" Tetrahedron Lett. 2004, 45, 1789-1791.

22.  Paquette, L.A.; Zeng, Q.; Wang, H.-L.; Shih, T.-L.“From Carbohydrates to the Discovery of Pronounced Heteroatomic Effects on Anionically Accelerated [3,3]-Sigmatropic Rearrangements” Eur. J. Org. Chem., 2000, 2187.

23.  Shih, T.-L.; Wu, S.-H.“Efficient Syntheses of--Shikimate and --Quinate 3-Phosphated via Trans Vicinal Diol Protection with 2,2,3,3-Tetramethoxy ButaneTMBof Shikimic and Quinic Acid ” Tetrahedron Lett., 2000, 41, 2957.

24.  Shih, T.-L.; Chen, M.-C.; Wu, S.-H.“Chemoenzymatic Preparation of 4-O-Acetyl Sialic Acid Derivative” Tetrahedron Lett., 2000, 41, 7921.

25.  Paquette, L. A.; Shih, T.-L.; Zeng, Q.; Hofferberth, J. E. ”Synthesis of Stereodefined Z-Vinyl Iodides from Carbohydrates as a Prelude to C/D Ring Assembly in Taxanes” Tetrahedron Lett., 1999, 40, 3519.

26.  Paquette, L. A.;Wang, H.-L.; Zeng, Q.;Shih, T.-L.”Heteroatomic Modulation of Oxyanionic Cope Rearrangement Rates. Consequences on Competing Nucleophilic Cleavage of an Oxetane Ring in Precursors to Paclitaxel” J. Org. Chem, 1998, 63, 6432.

27.  Andrus, M. B.; Shih, T.-L“Synthesis of Tuckolide, a New Cholesterol Biosynthesis Inhibitor” J. Org. Chem., 1996, 61, 8780.

28.  Li, C.; Shih, T.-L.; Jeong, J. U.; Arasappan, A.; Fuchs, P. L. ”The Use of Tetramethylguanidinium Azide in Non-halogenated Solvents Avoids Potential Explosion Hazards” Tetrahedron Lett., 1994, 35, 264.

29.  Wu, C.-L; Huang, C.-D.; Shih, T.-L.“A Sesquiterpene Oxide of a Novel Skeleton From the Liverwort Plagiochila peculiaris” Tetrahedron Lett., 1993, 34, 4855.

30.  Johnson, S. C.; Dahl, J.; Shih, T.-L.; Schedler, D. J. A.; Anderson, L.; Benjamin, T. L.; Baker,D. C.“Synthesis and Evaluation of 3-Modified 1D-Myo-Inositols as Inhibitors and Substrates of Phosphatidylinositol Synthase and Inhibitors of Myo-Inositol Uptake by Cells” J. Med. Chem, 1993, 36, 3628.