Novel fatty acid synthase (FAS) inhibitors: Design, synthesis, biological evaluation, and molecular docking studies

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 5, 2009, Pages 1898-1904

  Wang, Xiaokui ^a   Lin, Jian ^b   Chen, Yao ^a,c   Zhong, Wu ^a   Zhao, Guoming ^a   Liu, Hongying ^a   Li, Site ^b   Wang, Lili ^a   Li, Song ^a  

^a BEIJING INSTITUTE OF PHARMACOLOGY AND TOXICOLOGY   (China)

^b PEKING UNIVERSITY   (China)

^c SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Methylene carboxy thiobutyrolactones; C75 analogs; Fatty acid synthase inhibitors; Synthesis

Indexed keywords

4 METHYLENE 2 OCTYL 5 OXOTETRAHYDROTHIOPHENE 3 CARBOXYLIC ACID; C 75; FATTY ACID SYNTHASE INHIBITOR; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CONTROLLED STUDY; DRUG DESIGN; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; HUMAN CELL; MOLECULAR DOCKING;

CELL LINE, TUMOR; COMPUTER SIMULATION; DRUG DESIGN; ENZYME INHIBITORS; FATTY ACID SYNTHETASE COMPLEX; HELA CELLS; HUMANS; INHIBITORY CONCENTRATION 50; THERMODYNAMICS; THIOPHENES;

EID: 61349130852     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.01.050     Document Type: Article

References (26)

1. Gabriele V.R., Eun-Kyoung K., and Leslie E. Physiol. Behav. 85 (2005) 25
2. Kim E.K., Miller I., Aja S., Landree L.E., Pinn M., and McFadden J. J. Biol. Chem. 279 (2004) 19970
3. Cha S.H., Hu Z., and Lane M.D. Biochem. Biophys. Res. Commun. 317 (2004) 301
4. Loftus T.M., Jaworsky D.E., Frehywot G.L., Townsend C.A., Ronnett G.V., and Lane M.D. Science 288 (2000) 2379
5. Thupari J.N., Kim E.K., Moran T.H., Ronnett G.V., and Kuhajda F.P. Am. J. Physiol. Endocrinol. Metab. 287 (2004) E97
6. Alo P.L., Visca P., Trombetta G., Mangoni A., Lenti L., Monaco S., and Botti C. Tumori 85 (1999) 35
7. Rashid A., Pizer E.S., Moga M., Milgraum L.Z., and Zahurak M. Am. J. Pathol. 150 (1997) 201
8. Pizer E.S., Chrest F.J., DiGiuseppe J.A., and Han W.F. Cancer Res. 58 (1998) 4611
9. Gansler T.S., Hardman W., Hunt D.A., and Schaffel S. Hum. Pathol. 28 (1997) 686
10. Sekiguchi M., Shiroko Y., Arai T., Kishino T., Sugawara I., and Kusakabe T. Biomed. Pharmacother. 55 (2001) 466
11. Innocenzi D., Alo P.L., Balzani A., Sebastiani V., and Silipo V. J. Cutan. Pathol. 30 (2003) 23
12. Kuhajda F.P., Jenner K., Wood F.D., et al. Proc. Natl. Acad. Sci. U.S.A. 91 (1994) 6379
13. Kuhajda F.P., Pizer E.S., Li J.N., Mani N.S., Frehywot G.L., and Townsend C.A. Proc. Natl. Acad. Sci. U.S.A. 97 (2000) 3450
14. Kuhajda, F. P. U.S. Patent 5,981,575, 1999.
15. Wang X.K., Kang J.L., and Li S. Chin. Chem. Lett. 16 (2005) 1434
16. Owton W.M., Gallagher P.T., and Juan-Montesinos A. Synth. Commun. 23 (1993) 2119
17. Stanetty P., Kremslehner M., and Völlenkle H. J. Chem. Soc., Perkin Trans. 1 (1998) 853
18. Garbiras B.J., and Marburg S. Synthesis 2 (1999) 270
19. Murta M.M., de Azevedo M.B., and Greene M.A.E. J. Org. Chem. 58 (1993) 7537
20. Martin J., Watts P.C., and Johnson F. J. Org. Chem. 39 (1974) 1676
21. John F.R., and James D.W. J. Org. Chem. 39 (1974) 269
22. Kasatkin A.N., Biktimirov R.K., Tolstikov G.A., et al. Zh. Org. Khim. 27 (1991) 700
23. McNamara J.M., Leazer J.L., Bhupathy M., et al. J. Org. Chem. 54 (1989) 3718
24. Linn T. Arch. Biochem. Biophys. 209 (1981) 613
25. Wang, X. K. Bioorg. Med. Chem. Lett. 2009. doi:10.1016/j.bmcl.2008.12.010.
26. Pauwels R., Balzarini J., Baba M., Snoeck R., Schols D., Herdewijn P., Desmyter J., and De Clercq E. J. Virol. Methods 20 (1988) 309