1,3-Benzoxazole-4-carbonitrile as a novel antifungal scaffold of β-1,6-glucan synthesis inhibitors

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 21, 2010, Pages 7593-7606

  Kuroyanagi, Jun Ichi ^a   Kanai, Kazuo ^a   Sugimoto, Yuuichi ^a   Horiuchi, Takao ^a   Achiwa, Issei ^a   Takeshita, Hiroshi ^a   Kawakami, Katsuhiro ^a  

^a DAIICHI SANKYO CO   (Japan)

Author keywords

Antifungal activity; Bicyclic scaffold; Candida species; Fully substituted benzene

Indexed keywords

1,3 BENZOXAZOLE 4 CARBONITRILE; 1,3 BENZOXAZOLE 7 CARBONITRILE; BENZIMIDAZOLE DERIVATIVE; BENZOFURAN DERIVATIVE; BENZOXAZINE DERIVATIVE; BENZOXAZOLE DERIVATIVE; BETA 1,6 GLUCAN; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ARTICLE; CANDIDA; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN;

ANTIFUNGAL AGENTS; BENZIMIDAZOLES; BETA-GLUCANS; BICYCLO COMPOUNDS; CANDIDA; MICROBIAL SENSITIVITY TESTS; NITRILES;

CANDIDA;

EID: 77958010507     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.08.044     Document Type: Article

References (22)

1. M.J.G.T. Rüping, J.J. Vehreschild, and O.A. Cornely Drugs 68 2008 1941
2. P.G. Pappas, J.H. Rex, J.D. Sobel, S.G. Filler, W.E. Dismukes, T.J. Walsh, and J.E. Edwards Clin. Infect. Dis. 38 2004 161
3. L. Ostrosky-Zeichner, K.A. Marr, J.H. Rex, and S.H. Cohen Clin. Infect. Dis. 37 2003 415
4. S.K. Fridkin Clin. Infect. Dis. 41 2005 1455
5. D.A. Enoch, H.A. Ludlam, and N.M. Brown J. Med. Microbiol. 55 2006 809
6. N.H. Georgopapadakou Curr. Opin. Microbiol. 1 1998 547
7. M.A. Pfaller, and D.J. Diekema J. Clin. Microbiol. 42 2004 4419
8. N. Singh Clin. Infect. Dis. 33 2001 1692
9. S.K. Fridkin, and W.R. Jarvis Clin. Microbiol. Rev. 9 1996 499
10. A. Kitamura, K. Someya, M. Hata, R. Nakajima, and M. Takemura Antimicrob. Agents Chemother. 53 2009 670
11. A. Kitamura, K. Someya, R. Okumura, M. Hata, H. Takeshita, and R. Nakajima Biol. Pharm. Bull. 33 2010 192
12. H. Takeshita, J. Watanabe, Y. Kimura, K. Kawakami, H. Takahashi, M. Takemura, A. Kitamura, K. Someya, and R. Nakajima Bioorg. Med. Chem. Lett. 20 2010 3893
13. J. Kuroyanagi, K. Kanai, Y. Sugimoto, T. Fujisawa, C. Morita, T. Suzuki, K. Kawakami, and M. Takemura Bioorg. Med. Chem. 18 2010 5845
14. S. Yamamoto, S. Hashiguchi, S. Miki, Y. Igata, T. Watanabe, and M. Shiraishi Chem. Pharm. Bull. 44 1996 734
15. N. Miyaura, and A. Suzuki Chem. Rev. 95 1995 2457
16. M. Linderberg, S. Hellberg, S. Björk, B. Gotthammar, T. Högberg, K. Persson, R. Schwarcz, J. Luthman, and R. Johansson Eur. J. Med. Chem. 34 1999 729
17. J. Meneyrol, P. Helissey, C. Tratrat, S. Giorgi-Renault, and H.-P. Husson Synth. Commun. 31 2001 987
18. D. Yue, and R.C. Larock J. Org. Chem. 67 2002 1905
19. M.P. Doyle, B. Siegfried, and J.F. Dellaria Jr. J. Org. Chem. 42 1977 2426
20. K.G. Davey, A. Szekely, E.M. Johnson, and D.W.J. Warnock Antimicrob. Chemother. 42 1998 439
21. Clinical and Laboratory Standard Institute. Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeast - Third Edition: Approved Standard M27-A3. CLSI, Wayne, Pa, USA, 2008.
22. R.N. Tiballi, X. He, L.T. Zarins, S.G. Revankar, and C.A. Kauffman J. Clin. Microbiol. 33 1995 915