Synthesis and biological evaluation of new fragments from kirromycin antibiotic

Journal of Antibiotics

Volumn 49, Issue 12, 1996, Pages 1249-1257

  Tavecchia, P ^a   Marazzi, A ^a   Dallanoce, C ^a   Trani, A ^a   Ciciliato, I ^a   Ferrari, P ^a   Selva, E ^a   Ciabatti, R ^a  

^a Gruppo Lepetit SpA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIAL PROTEIN; DRUG DERIVATIVE; GOLDINAMINE DERIVATIVE; MOCIMYCIN; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CELL FREE SYSTEM; CONTROLLED STUDY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; MINIMUM INHIBITORY CONCENTRATION; PRIORITY JOURNAL; PROTEIN SYNTHESIS INHIBITION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0030478663     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.49.1249     Document Type: Article

References (21)

1. WOLF, H.; G. CHINALI & A. PARMEGGIANI: Mechanism of the inhibition of protein synthesis by kirromycin. Eur. J. Biochem. 75: 67-75, 1977
2. PARMEGGIANI, A. & G. SANDER: Mechanism of action of kirromycin-like antibiotics. Annu. Rev. Microbiol. 85: 557-577, 1985
3. FROST, B. M.; M. E. VALIANT, B. WEISSBERGER & E. L. DULANEY: Antibacterial activity of efrotomycin. J. Antibiotics 29: 1083-1091, 1976
4. FROST, B. M.; M. E. VALIANT & E. L. DULANEY: Antibacterial activity of heneicomycin. J. Antibiotics 32: 626-629, 1979
5. FISHER, E.; H. WOLF, K. HANTKE & A. PARMEGGIANI: Elongation factor Tu resistant to kirromycin in an Escherichia coli mutant altered in both tuf genes. Proc. Natl. Acad. Sci. 74: 4341-4345, 1977
6. PARMEGGIANI, A. & G. SANDER: Properties and action of kirromycin (mocimycin) and related antibiotics. In Topics in Antibiotic Chemistry. Vol. 5. Ed., P. G. SAMMES, pp. 159-221, Ellis Horwood Ltd., Chirchester, 1980
7. HALL, C. C.; J. D. WATKINS & N. H. GEORGOPAPADAKOU: Effects of elfamycins on EF-Tu from Escherichia coli and Sthaphylococcus aureus. Antimicrob. Agents Chemother. 33: 322-325, 1989
8. MAEHR, H.; M. LEACH, T. H. WILLIAMS & J. F. BLOUNT: The chemistry of aurodox and related antibiotics. Canadian J. Chem. 58: 501-526, 1980
9. MAEHR, H.; M. LEACH, L. YARMCHUK & M. MITROVIC: Chemical conversion of mocimycin to aurodox and derivatives of aurodox, goldinamine and mocimycin. J. Antibiotics 32: 361-367, 1979
10. CHINALI, G.: Synthetic analogs of aurodox and kirromycin active on elongation factor Tu from Escherichia coli. J. Antibiotics 34: 1039-1045, 1981
11. CHINALI, G.: Identification of the part of kirromycin structure that acts on elongation factor Tu. FEBS Letters 131: 94-98, 1981
12. 1H NMR study using deutereted elongation factor Tu. J. Antibiotics 61: 202-206, 1988
13. BERETTA, G.; F. LE MONNIER, E. SELVA & F. MARINELLI: A novel producer of the antibiotic kirromycin belonging to the genus Actinoplanes. J. Antibiotics 46: 1175-1177, 1993
14. 13C NMR spectra of the antibiotic kirromycin (mocimycin). Magnetic Resonance in Chemistry 27: 748-753, 1989
15. GREENE, T. W. & P. G. M. WUTS: In Protective groups in organic synthesis (2nd edition), p. 358, Ed. John Wiley & Sons, Inc., 1991
16. HESSE, G. & K. MIX: Ungewöhnlich verlaufende Oxydationen mit perjodsäure. Chem. Ber. 92: 2427-2434, 1959
17. MIELE, A.; B. P. GOLDSTEIN, M. BANDERA, C. JARVIS, A. RESCONI & R. J. WILLIAMS: Differential susceptibilities of enterococcal species to elfamycin antibiotics. J. Clinical Microbiology 32: 2016-2018, 1994
18. BLUMENTHAL, T.; J. DOUGLASS & D. SMITH: Conformational alteration of protein synthesis elongation factor EF-Tu by EF-Ts and kirromycin. Proc. Natl. Acad. Sci. U.S.A. 74: 3264-3267, 1977
19. WORSTER, P. M.; C. C. LEZNOFF & C. R. MCARTHUR: N-(Ethoxycarbonyl)phthalimide. An improved procedure. J. Org. Chem. 45: 174-175, 1980
20. LANDINI, P.; M. BANDERA, B. P. GOLDSTEIN, F. RIPAMONTI, A. SOFFIENTINI, K. ISLAM & M. DENARO: Inhibition of bacterial protein synthesis by elongation factor Tu-binding antibiotics MDL 62,879 and efrotomycin. J. Biochem. 283: 649-652, 1992
21. JACOBSON, G. R. & J. P. ROSENBUSH: Limited proteolysis of elogation factor Tu from Escherichia coli. Multiple intermediates. Eur. J. Biochem. 77: 409-417, 1977