Carboxamides and hydrazide of glycopeptide antibiotic eremomycin synthesis and antibacterial activity

Journal of Antibiotics

Volumn 49, Issue 2, 1996, Pages 194-198

  Pavlov, A Y ^a   Berdnikova, T F ^a   Olsufyeva, E N ^a   Miroshnikova, O V ^a   Filipposyanz, S T ^a   Preobrazhenskaya, M N ^a   Sottani, C ^b   Colombo, L ^b   Goldstein, B P ^b  

^a GAUSE INSTITUTE OF NEW ANTIBIOTICS   (Russian Federation)

^b Gruppo Lepetit SpA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; CARBOXYL GROUP; EREMOMYCIN; HYDRAZIDE DERIVATIVE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIBACTERIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG HYPERSENSITIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; EXPERIMENTAL INFECTION; GRAM POSITIVE BACTERIUM; HISTAMINE RELEASE; INTRAPERITONEAL DRUG ADMINISTRATION; LD 50; MINIMUM INHIBITORY CONCENTRATION; MOUSE; NONHUMAN; PRIORITY JOURNAL; RAT; STAPHYLOCOCCUS EPIDERMIDIS; STAPHYLOCOCCUS INFECTION; STRUCTURE ACTIVITY RELATION; SUBCUTANEOUS DRUG ADMINISTRATION;

EID: 0029921339     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.49.194     Document Type: Article

References (10)

1. GAUZE, G. F.; M. G. BRAZHNIKOVA, N. N. LOMAKINA, T. F. BERDNIKOVA, G. B. FEDOROVA, N. L. TOKAREVA, V. N. BORISOVA & G. Y. BATTA: Eremomycin - new glycopeptide antibiotic: Chemical properties and structure. J. Antibiotics 42: 1790-1799, 1989
2. MACKAY, J. P.; U. GERHARD, D. A. BEAUREGARD, M. S. WESTWELL, M. S. SEARLE & D. H. WILLIAMS: Dissection of the contribution toward dimerization of glycopeptide antibiotics. J. Am. Chem. Soc. 116: 4581-4590, 1994
3. BEAUREGARD, D. A.; D. H. WILLIAMS, M. N. GWINN & D. J. C. KNOWLES: Dimerization and membrane anchors in extracellular targeting of vancomycin group antibiotics. Antimicrobial Agents and Chemotherapy 39: 781-785, 1995
4. PAVLOV, A. Y.; E. N. OLSUFYEVA, T. F. BERDNIKOVA, B. V. ROSYNOV, L. G. ALEKSANDROVA, I. V. MALKOVA & M. N. PREOBRAZHENSKAYA: Synthesis and antibacterial activity of the antibiotic eremomycin esters. Bioorg. Khimia (Russ) 17: 849-854, 1991
5. PAVLOV, A. Y.; E. N. OLSUFYEVA, T. F. BERDNIKOVA, I. V. MALKOVA, M. N. PREOBRAZHNSKAYA & G. D. RISBRIDGER: Modification of glycopeptide antibiotic eremomycin by the action of alkyl halides and study on antibacterial activity of the compounds obtained. J. Antibiotics 47: 225-232, 1994
6. MALABARBA, A.; R. CIABATTI, J. KETTENRING, P. FERRARI, R. SCOTTI, B. P. GOLDSTEIN & M. DENARO: Amides of de-acetylglucosaminyl-deoxy teicoplanin active against highly glycopeptide-resistant enterococci. Synthesis and antibacterial activity. J. Antibiotics 47: 1493-1505, 1994
7. SITRIN, R. D. (SmithKline Beecham): Carboxamide derivatives of glycopeptides. EP 0,301,785 A2, February 1, 1989
8. SHI, Z. & J. H. GRIFFIN: Catalysis of carbamate hydrolysis by vancomycin and semisynthetic derivatives. J. Am. Chem.Soc. 115: 6482-6486, 1993
9. SUNDRAM, U. N. & J. H. GRIFFIN: General and efficient method for the solution- and solid-phase synthesis of vancomycin carboxamide derivatives. J. Org. Chem. 60: 1102-1103, 1995
10. FILIPPOSYANZ, S. T. & L. A. SHEVNYUK: Experimental study of hystamine liberating properties of eremomycin. Antibiotili I Khimiotherapia 34: 209-212, 1989