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HomeProduct name listVIRGINIAMYCIN M1

VIRGINIAMYCIN M1

Synonym(s):Mikamycin A;Staphylomycin

  • CAS NO.:21411-53-0
  • Empirical Formula: C28H35N3O7
  • Molecular Weight: 525.59
  • MDL number: MFCD00869411
  • EINECS: 244-376-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-18 11:31:04
VIRGINIAMYCIN M1 Structural

What is VIRGINIAMYCIN M1?

Chemical properties

Light yellow powder

The Uses of VIRGINIAMYCIN M1

Ostreogrycin A (virginiamycin M1, streptogramin A) is the major component of the virginamycin 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. This is achieved by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. Ostreogrycin A is highly active against Gram positive bacteria, particularly MRSA.

The Uses of VIRGINIAMYCIN M1

Macrolactone antibiotic. Antibacterial; growth promotant.

The Uses of VIRGINIAMYCIN M1

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. This is achieved by blocking formation of a peptide bond between the growing peptide chain (peptidyl-tRNA) linked to the 50S ribosome and aminoacyl-tRNA. Ostreogrycin A is highly active against Gram positive bacteria, particularly MRSA.

What are the applications of Application

Ostreogrycin A is a bacteriostatic inhibitor of translation at the 50S ribosome

Definition

ChEBI: A macrolide that is (together with pristinamycin IA) a component of pristinamycin, an oral streptogramin antibiotic produced by Streptomyces pristinaespiralis. Pristinamycin exhibits bactericidal activity against Gram positive organisms includ ng methicillin-resistant Staphylococcus aureus.

Biological Activity

virginiamycin m1 is a macrolide antibiotic that reversibly inhibits protein synthesis [1][2][3].virginiamycin complex contains two antibiotics, virginiamycin m1 and virginiamycin s1. streptogramins are divided into class a and class b based on their structures. virginiamycin m1, also known as streptogramin a, is a member of the streptogramin a group of antibiotics, which bind the 50s ribosomal subunit at the peptidyl transferase center to inhibit initiation and translocation. they show good bactericidal activity against methicillin-resistant s. aureus (mrsa), although resistance in mrsa is conferred by the cfr gene. virginiamycin m1 has activity against gram-positive and in select cases gram-negative bacteria. combination of group a and b streptogramins exhibit bactericidal activity [1]. virginiamycin m1 acted synergistically with virginiamycin s1 to irreversibly inhibit protein synthesis in bacteria. in cell-free systems, virginiamycin m1 and virginiamycin s1 bound to the large ribosomal subunit, and the affinity of ribosomes for vs is increased by vm [2][3].

Contact allergens

Pristinamycin is a systemic antibiotic of the synergistins/ streptogramins class, composed of two subunits: pristinamycin IA and pristinamycin IIA. It induces several types of drug reactions such as maculo-papular exanthema, systemic dermatitis, or acute generalized exanthematous pustulosis. Some patients have been previously skin-sensitized by virginiamycin. Crossreactivity is expected to virginiamycin and to the associated dalfopristin and quinupristin.

Contact allergens

Like the other streptogramin, pristinamycin, virginiamycin is made of two subunits, virginiamycin S1 and virginiamycin M1. Dermatitis was quite common in people using the formerly available topical virginiamycin. Occupational dermatitis was observed in the pharmaceutical industry, in breeders, and in a surgeon who used topical virginiamycin on postoperative wounds (personal observation).

References

[1]. fair rj, tor y. antibiotics and bacterial resistance in the 21st century. perspect medicin chem. 2014 aug 28;6:25-64.
[2]. kehrenberg c, cuny c, strommenger b, et al. methicillin-resistant and -susceptible staphylococcus aureus strains of clonal lineages st398 and st9 from swine carry the multidrug resistance gene cfr. antimicrob agents chemother. 2009 feb;53(2):779-81.
[3]. parfait r, cocito c. lasting damage to bacterial ribosomes by reversibly bound virginiamycin m. proc natl acad sci u s a. 1980 sep;77(9):5492-6.

Properties of VIRGINIAMYCIN M1

Melting point: 165-167℃
Boiling point: 825.2±65.0 °C(Predicted)
alpha  D20 -218° ( c = 0.34 in ethanol)
Density  1.26±0.1 g/cm3(Predicted)
storage temp.  2-8°C
solubility  chloroform/methanol: soluble10mg/mL
form  powder
pka 13.18±0.70(Predicted)
color  yellow to tan
Stability: Light Sensitive

Safety information for VIRGINIAMYCIN M1

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for VIRGINIAMYCIN M1

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