메뉴 건너뛰기




Volumn 14, Issue 16, 2006, Pages 5592-5604

Synthesis and antibacterial activity of novel C12 ethyl ketolides

Author keywords

Antibiotic; Antiinfective; Ketolide; Ketolide antibiotic; Macrolide; Macrolide antibiotic

Indexed keywords

CLARITHROMYCIN; ERYTHROMYCIN; KETOLIDE; TELITHROMYCIN;

EID: 33745610459     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.04.032     Document Type: Article
Times cited : (17)

References (45)
  • 1
    • 0003622435 scopus 로고
    • Bryskier A.J., Butzler J.-P., Neu H.C., and Tulkens P.M. (Eds), Arnette Blackwell, Paris
    • In: Bryskier A.J., Butzler J.-P., Neu H.C., and Tulkens P.M. (Eds). Macrolides: Chemistry, Pharmacology and Clinical Uses (1993), Arnette Blackwell, Paris
    • (1993) Macrolides: Chemistry, Pharmacology and Clinical Uses
  • 21
    • 0032572826 scopus 로고    scopus 로고
    • Studies have suggested that the hydrophobic nature of the macrolide bottom face is maintained in the ketolides
    • Studies have suggested that the hydrophobic nature of the macrolide bottom face is maintained in the ketolides. Bertho G., Gharbi-Benarous J., Delaforge M., Lang C., Parent A., and Girault J.-P. J. Med. Chem. 41 (1998) 3373-3386
    • (1998) J. Med. Chem. , vol.41 , pp. 3373-3386
    • Bertho, G.1    Gharbi-Benarous, J.2    Delaforge, M.3    Lang, C.4    Parent, A.5    Girault, J.-P.6
  • 24
    • 33745592372 scopus 로고    scopus 로고
    • Lin, X.; Burger, M.; Chu, D.; Rico, A.; Hiebert, C.; Seid, M.; Carroll, G.; Barker, L.; Shawar, R. 43rd Interscience Conference on Antimicrobial Agents and Chemotherapy, Chicago, Ill. 2003; Abst F-1201.
  • 30
    • 33745608575 scopus 로고    scopus 로고
    • Su, W. G.; Smyth, K. T.; Rainville, J. P.; Kaneko, T.; Sitcliffe, J. S.; Brennan, L. A.; Duignan, J. M.; Girard, A. E.; Finegan S. M.; Cimochowski, C. R. 38th Interscience Conference on Antimicrobial Agents and Chemotherapy 1998; Abst F-122.
  • 31
    • 33745605630 scopus 로고    scopus 로고
    • Macielag, M.; Abbanat, D.; Ashley, G.; Foleno, B.; Fu, H.; Li, Y.; Wira, E.; Bush, K. 42nd Interscience Conference on Antimicrobial Agents and Chemotherapy, San Diego, Ca., 2002; Abst F-1662.
  • 32
    • 33745595998 scopus 로고    scopus 로고
    • Abbanat, D.; Ashley, G.; Foleno, B.; Fu, H.; Hilliard, J.; Li, Y.; Licari, P.; Macielag, M.; Melton, J.; Monteenegro, D.; Raina, D.; Stryker, S.; Wira, E. J.; Bush, K. 43rd Interscience Conference on Antimicrobial Agents and Chemotherapy, Chicago, Ill. 2003; Abst F-1203.
  • 33
    • 33745613108 scopus 로고    scopus 로고
    • Ashley, G. W.; Li, Y.; 44th Interscience Conference on Antimicrobial Agents and Chemotherapy, Washington D.C., 2004; Abst F-1409.
  • 34
    • 33745626924 scopus 로고    scopus 로고
    • Or, Y. S.; Wang, G.; Phan, L. T.; Niu, D.; Vo, N. H.; Qiu, Y.; Wang, Y.; Busuyek, M.; Hou, Y.; Peng, Y.; Kim, H.; Liu, T.; Farmer, Jay J.; Xu, G.. U.S Patent # 6,878,691 B2. April 12, 2005.
  • 35
    • 33745624956 scopus 로고    scopus 로고
    • Scorneaux, B.; Arya, A.; Polemeropoulos, A.; Lillard, M.; Han, F.; Amsler, K.; Sonderfan, A.; Wang, G.; Wang, Y.; Peng, Y.; Xu, G.; Kim, H.; Lien, T.; Phan, L.; Or, Y. T. 43rd Interscience Conference on Antimicrobial Agents and Chemotherapy, Chicago, Ill. 2003; Abst F-1191.
  • 36
    • 33745598380 scopus 로고    scopus 로고
    • note
    • 3 groups can be introduced into the macrolide core. Xiadong Lin, Georgia Carrol and Alice Rico unpublished results.
  • 39
    • 33745603320 scopus 로고    scopus 로고
    • note
    • 12 ketone macrolide. The X-ray structure of the ethyl grignard product was determined by Dr. Fook Tham, UC Riverside. See the supplementary material for details. Crystallographic data for this structure has been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 604208.
  • 40
    • 33745586896 scopus 로고    scopus 로고
    • Sidechains for compounds 4c,4d,4l,4m,4n,4o,4p,4q, and 4t were prepared as described in Ref. 10. Sidechains for compounds 4e,4g,4h,4j, and 4r were prepared using the methods described in Ref. 10.
  • 41
    • 33745587428 scopus 로고    scopus 로고
    • Sidechains for compounds 4a,4b,4i,4k, and 4s were prepared as described in Ref. 6a.
  • 42
    • 33745629946 scopus 로고    scopus 로고
    • The sidechain for compound 4f was prepared as in Agouridas, Constantin; Chantot, Jean-Francois; Denis, Alexis; Gouin d'Ambrieres, Solange; Le Martret, Odile. Eur. Pat. Appl. (1995) EP 680967 A1 19951108.
  • 43
    • 33745599473 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra, see supplementary material.
  • 44
    • 33745584486 scopus 로고    scopus 로고
    • note
    • NCCLS. 2003. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically; Approved Standard-6th ed. NCCLS document M7-A6. NCCLS, Wayne, PA 19807, USA.
  • 45
    • 33745602889 scopus 로고    scopus 로고
    • note
    • NCCLS. 2003. Performance Standards for Antimicrobial Susceptibility Testing; Approved Standard-14th ed. NCCLS document M100-S13. NCCLS, Wayne, PA 19807, USA.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.