施增廉（Tzenge-Lien Shih）

教師歷程系統

Email address tlshih@mail.tku.edu.tw

研究方向

1. 抗癌、抗氧化、抗發炎、抗凝血藥物的合成

2. 天然物合成 

Research Interests

1. Synthesis of anti-cancer, antioxidant, anti-inflammatory, and anticoagulant agents

2. Natural products synthesis

專書 (Books)

1.有機化學精華 (Essential Organic Chemistry; 3rd ed; Paula Yurkanis Bruice). 2019.07
  施增廉 編譯

2. 理解有機化學 施增廉著 2023.10

專利(Patents)

1.殺菌劑及其用途 胡安仁 施增廉 洪崧壬 陳灝平 中華民國發明專利第 I748646 號

2.己二烯－3,4二酮類或喹㗁啉類化合物或其醫藥學上可接受之鹽用於製備抑制胰臟癌之藥物的用途  

 施增廉、陳日榮、王睿瑜、卓書澤、張峻豪 中華民國發明專利第 I776736 號

3. 含硒元素的查爾酮化合物及其製備方法、包含其的醫藥組合物、以及用於製備預防或治療大腸癌之醫藥組合物的  用途  施增廉、陳日榮、陳亞辰、李采葳 中華民國發明專利第I811116

期刊論文

1.  Ding, Y. C.; Chu, Y. C.;  Chang, C.-H;  Liang, J.-H.; Chen*, J.-J., Shih*, T.-L"Synthesis of 2-(pyridylvinyl)chromen-4-ones and their N -oxide analogs for assessment of their biological activities as anticancer agents" Arch. Pharm. 2023 (accept)

2.Chen, Y.-X; Chang, C.-H.; Li, C.-W.; Chen,* J.-J.;Shih,* T.-L."Design, synthesis and evaluation of 1,2,3-triazole-based benzenesulfonamide and flavonol hybrid molecules as anticancer agents" J. Chin. Chem. Soc. 2023, 70, 1924-1936 (cover feature)

3. Chen, Y.-C.;  Chu Y.-C.; Li, C.W.;  Chen,* J.-J.; Shih,* T.-L. "Synthesis and evaluation of 6-amino-2-styrylchromones as anticancer agents" ChemistrySelect 2023, 8, e202300685

4.  Chen, Y.-C.; Li, C.-W.; Chen,* J.-J.; Shih,* T.-L. “Synthesis of selenophene-based chalcone analogues and assessment of their biological activity as anti-cancer agents” Arch. Pharm. 2023, 356, e2200486.

5. Cheng, Y.-J.; Li, C.-W.; Kuo, C.-L.; Shih,* T.-L.; Chen,* J.-J. “Improved Synthesis of Asymmetric Curcuminoids and Their Assessment as Antioxidants” Molecules 2022, 27, 2547.

6.  Wang, R.-Y.; Li, C.-W.; Cho, S.-T.; Chang, C-H.; Chen,* J.-J.; Shih,* T.-L. “Synthesis of cinnamils and quinoxalines and their biological evaluation as anti-cancer agents” Arch. Pharm. 2022, 355, 2100448.

7.  Shih, T.-L.; Lin, K.-H.; Chen, R.-J.; Chen, T.-Y.; Kao, W.-T.; Liu, J.-W.; Wang, H.-H.; Peng, H.-Y.; Sun, Y.-Y.; Lu, W.-J.* “A novel naphthalimide derivative reduces platelet activation and thrombus formation via suppressing GPVI” J. Cell. Mol. Med. 2021, 25, 9434-9446.

8.   Tsai, H. Y.; Huang, Y.-T.; Kuo, C.-L.; Kuo, C.-J.; Hu,* A.; Chen,* J.-J.; Shih,* T.-L. “A case study of the iodine-mediated cyclization of C2’-OH- and C2-OH-chalcones toward the synthesis of flavones. Reinvestigation of the mechanisms” J. Chin. Chem. Soc. 2021, 68, 1334-1338.

9.  Hung, S.-J.; Hong, Y.-A.; Lin, K.-Y.; Hua, Y.-W.; Kuo, C.-J.; Hu, A.;  Shih,* T.-L.; Chen,* H.-P.* “Efficient Photodynamic Killing of Gram-Positive Bacteria by Synthetic Curcuminoids” Int. J. Mol. Sci. 2020, 21, 9024.

10.  Tung, C.-H.; Lu, Y.-T.; Kao, W.-T.; Liu, J.-W.; Lai, Y.-H.; Jiang, S.-J.; Chen,* H.-P.; Shih,* T.-L. “Discovery of a more potent anti-cancer agent than C4-benzazole 1,8-naphthalimide derivatives against murine melanoma” J. Chin. Chem. Soc. 2020, 67, 1254-1262. (Cover figure).

11.  Wang, R.-Y.; Kao, W.-T.; Shih,* T.-L. “Synthesis of selenium-containing biindolyls and their Diels-Alder reaction toward the synthesis of hetero-annulated[a]- and [c]-carbazoles” J. Chin. Chem. Soc. 2020, 67, 829-837.

12. Tsai, M.-C.; Huang, P. Y.; Syu, L. S.; Shih,* T.-L. “Synthesis of novel isoquinolino[5,4-ab]phenanthridine derivatives via Pictet-Spengler reaction” Synthesis 2019, 51, 1377-1382.

13. Yang, M.-Y.; Khine, A. A.; Liu, J.-W.; Cheng, H.-C.; Hu*, A.; Chen*, H.-P.; Shih*, T.-L. "Resolution of Isoborneol and its Isomers by GC/MS to Identify “Synthetic” and “Semi-synthetic” Borneol Products." Chirality 2018, 30, 1233-1239.

14.  Shih, T.-L.; Liu, M.-H.; Li, C.-W.; Kuo*, C.-F. “Halo-Substituted Chalcones and Azachalcones-Inhibited, Lipopolysaccharited-Stimulated, Pro-Inflammatory Responses through the TLR4-Mediated Pathway” Molecules 2018, 23, 597.

15.  Ho, T.-J.; Hung, C.-C.; Shih, T.-L.; Yiin, L.-M.; Chen, H.-P “Investigation of borneols sold in Taiwan by chiral gas chromatography” J. Food. Drug. Anal. 2018, 26, 348-352.

16.  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.

17.  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” Bioorg. Med. Chem. 2017, 25, 789-794.

18.  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.

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

20.  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.

21.  Tai, C.-K.; Yeh, P.-L.; Wu, Y.-S.; Shih*, T.-L.; Wang*, B.-C. “Theoretical investigation of conformational stabilities and ¹³C NMR chemical 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.

22.  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.

23  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.

24.  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” Molecules 2012, 17, 8206-8216.

25.  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” J. Mater. Chem. 2012, 22, 12718-12722.

26.  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“ J. Mol. Stru. 2012, 1018, 64-71.

27.  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.

28. 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.

29. 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.

30. 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, 38, 4139-4149.

31. 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.

32. 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.

33. 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.

34. 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.

35. 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.

36. 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.

37.  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.

38.  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 Butane（TMB）of Shikimic and Quinic Acid ” Tetrahedron Lett. 2000, 41, 2957.

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

40.  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.

41.  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.

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

43.  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.

44.  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.

45.  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.