Design, synthesis, and antibacterial activity of novel pleuromutilin derivatives bearing an amino thiazolyl ring

Archiv der Pharmazie

Volumn 345, Issue 8, 2012, Pages 638-646

  Ling, Yong ^a   Wang, Xinyang ^a   Wang, Hui ^b   Yu, Jianghe ^b   Tang, Junming ^c   Wang, Donggeng ^a   Chen, Guangtong ^a   Huang, Jinhua ^a   Li, Yuqin ^a   Zheng, Heng ^b  

^a NANTONG UNIVERSITY   (China)

^b CHINA PHARMACEUTICAL UNIVERSITY   (China)

^c HENAN NORMAL UNIVERSITY   (China)

Author keywords

2 Aminothiazole; Antibacterial activity; Aqueous solubility; Gram positive pathogens; Molecular docking; Pleuromutilin derivatives

Indexed keywords

14 O [2 [(2 AMINOTHIAZOL 4 YL)METHYLTHIO]ACETYL]MUTILIN; 14 O [2 [[2 [2 (2 HYDROXYETHYLAMINO)ACETAMIDO]THIAZOL 4 YL]METHYLTHIO]ACETYL]MUTILIN; 14 O [2 [[2 [2 (2 HYDROXYPROPYLAMINO)ACETAMIDO]THIAZOL 4 YL]METHYLTHIO]ACETYL]MUTILIN; 14 O [2 [[2 [2 (4 HYDROXYPIPERIDIN 1 YL)ACETAMIDO]THIAZOL 4 YL]METHYLTHIO]ACETYL]MUTILIN; 14 O [2 [[2 [2 [(2 HYDROXYETHYL)(METHYL)AMINO]ACETAMIDO]THIAZOL 4 YL]METHYLTHIO]ACETYL]MUTILIN; 14 O [2 [[2 [2 [2 (HYDROXYMETHYL)PYRROLIDIN 1 YL]ACETAMIDO]THIAZOL 4 YL]METHYLTHIO]ACETYL]MUTILIN; 14 O [2 [[2 [2 [BIS(2 HYDROXYETHYL)AMINO]ACETAMIDO]THIAZOL 4 YL]METHYLTHIO]ACETYL]MUTILIN; 14 O[2 [[2 [2 [4 (2 HYDROXYETHYL)PIPERAZIN 1 YL]ACETAMIDO]THIAZOL 4 YL]METHYLTHIO]ACETYL]MUTILIN; AMOXICILLIN; PLEUROMUTILIN; TIAMULIN; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG DESIGN; DRUG SOLUBILITY; DRUG SYNTHESIS; IN VITRO STUDY; MINIMUM INHIBITORY CONCENTRATION; MOLECULAR DOCKING; NONHUMAN; PRIORITY JOURNAL; STAPHYLOCOCCUS; STREPTOCOCCUS;

AMOXICILLIN; ANTI-BACTERIAL AGENTS; DITERPENES; DRUG DESIGN; MICROBIAL SENSITIVITY TESTS; MOLECULAR DOCKING SIMULATION; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84864575988     PISSN: 03656233     EISSN: 15214184     Source Type: Journal    
DOI: 10.1002/ardp.201100430     Document Type: Article

References (22)

1. C. Walsh, G. Wright, J. Chem. Rev. 2005, 105, 391-394.
2. D. M. Livermore, J. Clin. Infect. Dis. 2003, 36, 11-23.
3. M. Anchel, J. Biol. Chem. 1952, 199, 133-139.
4. J. F. Anderson, R. E. Werdin, F. Y. Bates, J. Vet. Med. Small Anim. Clin. 1980, 2, 293-296.
5. D. G. Burch, G. T. Jones, T. W. Heard, R. E. Tuck, J. Vet. Rec. 1986, 119, 108-112.
6. G. Szucs, V. Tamasi, P. Laczay, K. Monostory, J. Chem. Biol. Interact. 2004, 147, 151-161.
7. J. Drews, A. Georgopoulos, G. Laber, E. Schutze, J. Unger, J. Antimicrob. Agents Chemother. 1975, 7, 507-516.
8. P. C. T. Inamoto, P. O'Hanlon, N. H. Rogers, J. Res. Vet. Sci. 1989, 46, 202-211.
9. C. Heilmann, L. Jensen, J. S. Jensen, K. Lundstrom, D. Windsor, H. Windsor, D. Webster, J. Infect. 2001, 43, 234-238.
10. R. Novak, D. M. Shlaes, Curr. Opin. Invest. Drugs 2010, 11, 182-191.
11. M. R. Jacobs, J. Future Microbiol. 2007, 2, 591-600.
12. M. S. Butler, M. A. Cooper, J. Antibiot. (Tokyo) 2011, 64, 413-425.
13. W. W. Wicha, Z. Ivezic-Schoenfeld, R. Novak, 50th Interscience Conference on Antimicrobial Agents and Chemotherapy Conference. (Boston, MA), 2010, Poster F1-2107.
14. H. Egger, H. Reinshagen, J. Antibiot. (Tokyo) 1976, 29, 923-927.
15. Y. Hirokawa, H. Kinoshita, T. Tanaka, T. Nakamura, K. Fujimoto, S. Kashimoto, T. Kojima, S. Kato, Bioorg. Med. Chem. Lett. 2009, 19, 175-179.
16. D. M. Springer, A. Bunker, B. Y. Luh, M. E. Sorenson, J. T. Goodrich, J. J. Bronson, K. DenBleyker, T. J. Dougherty, J. Fung-Tomc, J. Med. Chem. 2007, 42, 109-113.
17. S. Kehraus, G. M. Konig, A. D. Wright, G. Woerheide, J. Org. Chem. 2002 67, 4989-4992.
18. S. B. Singh, J. Occi, H. Jayasuriya, K. Herath, M. Motyl, K. Dorso, C. Gill, E. Hickey, K. M. Overbye, J. F. Barrett, P. Masurekar, J. Antibiot. (Tokyo) 2007, 60, 565-571.
19. S. Hess, M. A. Akermann, S. Wnendt, K. Zwingenberger, K. Eger, Bioorg. Med. Chem. 2001, 9, 1279-1291.
20. P. Xu, Y. Zhang, Y. Sun, J. Liu, B. Yang, Y. Wang, Y. L. Wang, Chem. Biol. Drug Des. 2009, 73, 655-660.
21. K. Riedl, J. Antibiot. 1976, 29, 132-139.
22. Clinical and Laboratory Standards Institute, Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically, Approved Standard M7-A6, Clinical and Laboratory Standards Institute, Wayne, PA, USA 2003.