Ostreogrycin A (virginiamycin M1, streptogramin A) is the major component of the virginiamycin complex. In the 1950s this complex was independently discovered so many times that the literature became highly confusing. Ostreogrycin A is a macrocyclic lactone antibiotic that acts synergistically with the structurally unrelated cyclic depsipeptides, virginiamycin B (ostreogrycin B, streptogramin B) and virginiamycin S, to inhibit peptide elongation. Ostreogrycin A is highly active against Gram positive bacteria, particularly MRSA.
Ostreogrycin A is soluble in DMF or DMSO. Moderately soluble in methanol or ethanol. Poor water solubility.
Ostreogrycin A is soluble in DMF or DMSO. Moderately soluble in methanol or ethanol. Poor water solubility.
| Mechanism of Action | Ostreogrycin A functions by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. |
| Molecular Formula | C28H35N3O7 |
| References | Preparation and properties of an antibiotic complex E129. Ball S. 1958, 68, 24P. Virginiamycin: nomenclature. Crooy P. and De Neys R. J. Antibiot. 1972, 25, 371. Sites of interaction of streptogramin A and B antibiotics in the peptidyl transferase loop of 23 S rRNA and the synergism of their inhibitory mechanisms. Porse B.T. and Garrett R.A.J. Mol. Biol. 1999, 286, 375. Chemistry and Biology of the Streptogramin A Antibiotics. Ahmed F. and Donaldson, W.A. Mini-Reviews in Org. Chemistry. 2007, 4, 159. |