In vitro precursor-directed synthesis of polyketide analogues with coenzyme a regeneration for the development of antiangiogenic agents

Organic Letters

Volumn 11, Issue 17, 2009, Pages 3806-3809

  Kim, Moon I I ^a   Kwon, Seok Joon ^a   Dordick, Jonathan S ^a  

^a RENSSELAER POLYTECHNIC INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACYLTRANSFERASE; ADENOSINE TRIPHOSPHATE; ANGIOGENESIS INHIBITOR; BACTERIAL PROTEIN; BIOLOGICAL PRODUCT; CHALCONE SYNTHASE; COENZYME A; LONG CHAIN FATTY ACID COENZYME A LIGASE; MACROLIDE; MALONYL COENZYME A SYNTHETASE; MALONYL-COA SYNTHETASE; PYRONE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; METABOLISM; SYNTHESIS;

ACYLTRANSFERASES; ADENOSINE TRIPHOSPHATE; ANGIOGENESIS INHIBITORS; BACTERIAL PROTEINS; BIOLOGICAL PRODUCTS; CATALYSIS; COENZYME A; COENZYME A LIGASES; MACROLIDES; MOLECULAR STRUCTURE; PYRONES;

EID: 69449095052     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901243e     Document Type: Article

References (25)

1. Shen, B. Curr. Opin. Chem. Biol. 2003, 7, 285-295.
2. Tatsuta, K.; Hosokawa, S. Chem. Rec. 2006, 6, 217-233.
3. (a) Van Lanen, S. G.; Shen, B. Curr. Opin. Microbiol. 2006, 9, 252-260.
4. (b) Zhou, H.; Zhan, J.; Watanabe, K.; Xie, X.; Tang, Y. Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 6249-6254.
5. (a) Fecik, R. A. Nat. Chem. Biol. 2007, 3, 531-532.
6. (b) Weissman, K. J.; Bycroft, M.; Cutter, A. L.; Hanefeld, U.; Frost, E. J.; Timoney, M. C.; Harris, R.; Handa, S.; Roddis, M.; Staunton, J.; Leadlay, P. F. Chem. Biol. 1998, 5, 743-754.
7. (a) Cheng, Q.; Xiang, L.; Izumikawa, M.; Meluzzi, D.; Moore, B. S. Nat. Chem. Biol. 2007, 3, 557-558.
8. (b) Roessner, C. A.; Scott, A. I. Chem. Biol. 1996, 3, 325-330.
9. (a) Ferrer, J. L.; Jez, J. M.; Bowman, M. E.; Dixon, R. A.; Noel, J. P. Nat. Struct. Biol. 1999, 6, 775-784.
10. (b) Katsuyama, Y.; Miyahisa, I.; Funa, N.; Horinouchi, S. Appl. Microbiol. Biotechnol. 2007, 73, 1143-1149.
11. (a) Kim, S. S.; Pauly, T. R.; Pinnavaia, T. J. Chem. Commun. 2000, 1661-1662.
12. (b) Takahashi, H.; Li, B.; Sasaki, T.; Miyazaki, C.; Kajino, T.; Inagaki, S. Chem. Mater. 2000, 12, 3301-3305.
13. (c) Ying, J. I.; Mehnert, C. P.; Wong, M. S. Angew. Chem., Int. Ed. 1999, 38, 56-77.
14. Wang, P.; Dai, S.; Waezsada, S. D.; Tsao, A. Y.; Davison, B. H. Biotechnol. Bioeng. 2001, 74, 249-255.
15. Schoevaart, R.; Wolbers, M. W.; Golubovic, M.; Ottens, M.; Kieboom, A. P.; van Rantwijk, F.; van der Wielen, L. A.; Sheldon, R. A. Biotechnol. Bioeng. 2004, 87, 754-762.
16. Yu, C. C.; Lin, P. C.; Lin, C. C. Chem. Commun. 2008, 1308-1310.
17. (a) An, J. H.; Kim, Y. S. Eur. J. Biochem. 1998, 257, 395-402.
18. (b) An, J. H.; Lee, G. Y.; Jung, J. W.; Lee, W.; Kim, Y. S. Biochem. J. 1999, 344, 159-166.
19. (a) Kim, K. J.; Li, B.; Winer, J.; Armanini, M.; Gillett, N.; Phillips, H. S.; Ferrara, N. Nature 1993, 362, 841-844.
20. (b) Mentlein, R.; Eichler, O.; Forstreuter, F.; Held-Feindt, J. Int. J. Cancer 2001, 92, 545-550.
21. (a) Buchler, P.; Reber, H. A.; Buchler, M. W.; Friess, H.; Lavey, R. S.; Hines, O. J. Cancer 2004, 100, 201-210.
22. (b) Konecny, G. E.; Meng, Y. G.; Untch, M.; Wang, H. J.; Bauerfeind, I.; Epstein, M.; Stieber, P.; Vernes, J. M.; Gutierrez, J.; Hong, K.; Beryt, M.; Hepp, H.; Slamon, D. J.; Pegram, M. D. Clin. Cancer Res. 2004, 10, 1706-1716.
23. (c) Schindler, R.; Mentlein, R. J. Nutr. 2006, 136, 1477-1482.
24. Osada, M.; Imaoka, S.; Funae, Y. FEBS Lett. 2004, 575, 59-63.
25. Resnick, S. M.; Zehnder, A. J. Appl. Environ. Microbiol. 2000, 66, 2045-2051.