Thailandepsins: Bacterial products with potent histone deacetylase inhibitory activities and broad-spectrum antiproliferative activities

Journal of Natural Products

Volumn 74, Issue 10, 2011, Pages 2031-2038

  Wang, Cheng ^a   Henkes, Leonhard M ^b   Doughty, Leah B ^a   He, Min ^c   Wang, Difei ^d,e   Meyer Almes, Franz Josef ^b   Cheng, Yi Qiang ^a  

^a UNIVERSITY OF WISCONSIN MILWAUKEE   (United States)

^b DARMSTADT UNIVERSITY OF APPLIED SCIENCES   (Germany)

^c NATIONAL CANCER INSTITUTE   (United States)

^d NATIONAL CANCER INSTITUTE   (United States)

^e WUHAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; HISTONE DEACETYLASE 1; HISTONE DEACETYLASE 2; HISTONE DEACETYLASE 3; HISTONE DEACETYLASE 6; HISTONE DEACETYLASE 7; HISTONE DEACETYLASE 8; HISTONE DEACETYLASE 9; HISTONE DEACETYLASE INHIBITOR; HYDROLASE; NATURAL PRODUCT; ROMIDEPSIN; THAILANDEPSIN A; THAILANDEPSIN B; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BACTERIAL GENOME; BIOSYNTHESIS; BURKHOLDERIA; BURKHOLDERIA THAILANDENSIS; CHROMOBACTERIUM VIOLACEUM; COLON CANCER; CONTROLLED STUDY; CYTOTOXICITY; DRUG DETERMINATION; DRUG INHIBITION; DRUG SCREENING; DRUG STRUCTURE; GENE CLUSTER; GENETIC MANIPULATION; KIDNEY CANCER; MELANOMA; NONHUMAN; OVARY CANCER;

ANIMALS; ANTINEOPLASTIC AGENTS; BACTERIAL PROTEINS; BURKHOLDERIA; CELL PROLIFERATION; DEPSIPEPTIDES; DRUG SCREENING ASSAYS, ANTITUMOR; HCT116 CELLS; HISTONE DEACETYLASE INHIBITORS; HUMANS; MICE; MOLECULAR STRUCTURE; NATIONAL CANCER INSTITUTE (U.S.); PEPTIDES, CYCLIC; UNITED STATES;

BACTERIA (MICROORGANISMS); BURKHOLDERIA THAILANDENSIS; CHROMOBACTERIUM VIOLACEUM;

EID: 80055098514     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np200324x     Document Type: Article

References (49)

1. Jones, P. A.; Baylin, S. B. Cell 2007, 128, 683-692
2. Yoo, C. B.; Jones, P. A. Nature Rev. Drug Discovery 2006, 5, 37-50
3. Bolden, J. E.; Peart, M. J.; Johnstone, R. W. Nature Rev. Drug Discovery 2006, 5, 769-784
4. Bots, M.; Johnstone, R. W. Clin. Cancer Res. 2009, 15, 3970-3977
5. Lane, A. A.; Chabner, B. A. J. Clin. Oncol. 2009, 27, 5459-5468
6. Schrump, D. S. Clin. Cancer Res. 2009, 15, 3947-3957
7. FDA. J. Natl. Cancer Inst. 2010, 102, 219.
8. Mann, B. S.; Johnson, J. R.; Cohen, M. H.; Justice, R.; Pazdur, R. Oncologist 2007, 12, 1247-1252
9. Wang, H.; Dymock, B. W. Expert Opin. Ther. Pat. 2009, 19, 1727-1757
10. Ma, X.; Ezzeldin, H. H.; Diasio, R. B. Drugs 2009, 69, 1911-1934
11. Okuhara, M.; Goto, T.; Hori, Y.; Fujita, T.; Ueda, H.; Shigeematsu, N. U.S. Patent 4,977,138, 1990.
12. Ueda, H.; Nakajima, H.; Hori, Y.; Fujita, T.; Nishimura, M.; Goto, T.; Okuhara, M. J. Antibiot. (Tokyo) 1994, 47, 301-310
13. Masakuni, O.; Toshio, G.; Takashi, F.; Yasuhiro, H.; Hirotsugu, U. Japan Patent 3,141,296 (A), 1991.
14. Masuoka, Y.; Nagai, A.; Shin-ya, K.; Furihata, K.; Nagai, K.; Suzuki, K.; Hayakawa, Y.; Seto, H. Tetrahedron Lett. 2001, 42, 41-44
15. Cheng, Y.-Q.; Wang, C. Histone deacetylase inhibitors and uses thereof. U.S. Patent Application 20110060021, 2011.
16. Biggins, J. B.; Gleber, C. D.; Brady, S. F. Org. Lett. 2011, 13, 1536-1539
17. Furumai, R.; Matsuyama, A.; Kobashi, N.; Lee, K. H.; Nishiyama, M.; Nakajima, H.; Tanaka, A.; Komatsu, Y.; Nishino, N.; Yoshida, M.; Horinouchi, S. Cancer Res. 2002, 62, 4916-4921
18. Fischbach, M. A.; Walsh, C. T. Chem. Rev. 2006, 106, 3468-3496
19. Finking, R.; Marahiel, M. A. Annu. Rev. Microbiol. 2004, 58, 453-488
20. Walsh, C. T.; Fischbach, M. A. J. Am. Chem. Soc. 2010, 132, 2469-2493
21. Cheng, Y.-Q.; Yang, M.; Matter, A. M. Appl. Environ. Microbiol. 2007, 73, 3460-3469
22. Wang, C.; Wesener, S. R.; Zhang, H.; Cheng, Y.-Q. Chem. Biol. 2009, 16, 585-593
23. Newman, D. J.; Cragg, G. M. J. Nat. Prod. 2007, 70, 461-477
24. Cragg, G. M.; Grothaus, P. G.; Newman, D. J. Chem. Rev. 2009, 109, 3012-3043
25. Baltz, R. H. SIM News 2005, 186-196
26. Li, M. H.; Ung, P. M.; Zajkowski, J.; Garneau-Tsodikova, S.; Sherman, D. H. BMC Bioinf. 2009, 10, 185
27. Corre, C.; Challis, G. L. Nature Prod. Rep. 2009, 26, 977-986
28. Shoemaker, R. H. Nature Rev. Cancer 2006, 6, 813-823
29. Monga, M.; Sausville, E. A. Leukemia 2002, 16, 520-526
30. Potharla, V. Y.; Wesener, S. R.; Cheng, Y.-Q. Appl. Environ. Microbiol. 2011, 77, 1508-1511
31. Wesener, S. R.; Potharla, W. Y.; Cheng, Y.-Q. Appl. Environ. Microbiol. 2011, 77, 1501-1507
32. Kim, H. S.; Schell, M. A.; Yu, Y.; Ulrich, R. L.; Sarria, S. H.; Nierman, W. C. BMC Genomics 2005, 6, 174
33. Lambalot, R. H.; Gehring, A. M.; Flugel, R. S.; Zuber, P.; LaCelle, M.; Marahiel, M. A.; Reid, R.; Khosla, C.; Walsh, C. T. Chem. Biol. 1996, 3, 923-936
34. Cheng, Y.-Q.; Tang, G. L.; Shen, B. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 3149-3154
35. Choi, K. H.; Schweizer, H. P. BMC Microbiol. 2005, 5, 30
36. Caboche, S.; Leclere, V.; Pupin, M.; Kucherov, G.; Jacques, P. J. Bacteriol. 2010, 192, 5143-5150
37. Wegener, D.; Hildmann, C.; Riester, D.; Schwienhorst, A. Anal. Biochem. 2003, 321, 202-208
38. Bertos, N. R.; Wang, A. H.; Yang, X. J. Biochem. Cell. Biol. 2001, 79, 243-252
39. Zhao, X.; Sternsdorf, T.; Bolger, T. A.; Evans, R. M.; Yao, T. P. Mol. Cell. Biol. 2005, 25, 8456-8464
40. Vega, R. B.; Matsuda, K.; Oh, J.; Barbosa, A. C.; Yang, X.; Meadows, E.; McAnally, J.; Pomajzl, C.; Shelton, J. M.; Richardson, J. A.; Karsenty, G.; Olson, E. N. Cell 2004, 119, 555-566
41. Cadot, B.; Brunetti, M.; Coppari, S.; Fedeli, S.; de Rinaldis, E.; Dello Russo, C.; Gallinari, P.; De Francesco, R.; Steinkuhler, C.; Filocamo, G. Cancer Res. 2009, 69, 6074-6082
42. Guenther, M. G.; Barak, O.; Lazar, M. A. Mol. Cell. Biol. 2001, 21, 6091-6101
43. Brett, P. J.; DeShazer, D.; Woods, D. E. Int. J. Syst. Bacteriol. 1998, 48 (Pt 1) 317-320
44. Sambrook, J.; Russell, D. W., Molecular Cloning: A Laboratory Manual., 3rd ed.; Cold Spring Harbor Laboratory Press: New York, 2000.
45. Volund, A. Biometrics 1978, 34, 357-365
46. Marquardt, D. M. SIAM J. Appl. Math. 1963, 11, 431-441
47. Levenberg, K. Q. Appl. Math. 1944, 2, 164-168
48. Paull, K. D.; Shoemaker, R. H.; Hodes, L.; Monks, A.; Scudiero, D. A.; Rubinstein, L.; Plowman, J.; Boyd, M. R. J. Natl. Cancer Inst. 1989, 81, 1088-1092
49. Holbeck, S. L.; Collins, J. M.; Doroshow, J. H. Mol. Cancer Ther. 2010, 9, 1451-1460