| Identification | Back Directory | [Name]
PRISTINAMYCIN | [CAS]
11006-76-1 | [Synonyms]
V-max
Stafac
rp7293
skf7988
Lactrol
Livelong
eskalinv
patricin
mikamycin
stafac500
Pyostacin
Stafac 20
eskalin500
stapyocine
pyostacine
Aids008734
vernamycin
virgimycin
Aids-008734
ostreogrycin
PRISTINAMYCIN
VIRGINIAMYCIN
streptogramin
VIRGINIAMICIN
antibioticno.899
Virginiamycin M1S1
vlrglnlamycinM1orS1
VirginiaMycin
DISCONTINUED | [EINECS(EC#)]
234-244-6 | [Molecular Formula]
C71H84N10O17 | [MDL Number]
MFCD01778146 | [MOL File]
11006-76-1.mol | [Molecular Weight]
1349.48 |
| Chemical Properties | Back Directory | [Melting point ]
170-178℃ | [storage temp. ]
Amber Vial, Hygroscopic, -20°C Freezer, Under inert atmosphere | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
Pale Yellow | [Stability:]
Hygroscopic, Light Sensitive | [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). | [EPA Substance Registry System]
Virginiamycin (11006-76-1) |
| Hazard Information | Back Directory | [Uses]
An antibiotic used in livestock feed to prevent disease among young swine. Also is used in ethanol production to prevent microbial contamination. | [Uses]
Virginiamycin complex is defined as a mixture of 75% ostreogrycin A (virginiamycin M1) and 25% virginiamycin S1, together with the less abundant S analogues. As the two major components have quite different solubilities, these proportions are not readily achieved or used. BioAustralis has isolated and re-combined the individual components to provide the defined components of virginiamycin complex. The composition of the complex is important as Virginiamycin S1 acts a synergist, binding to the conformational change of the peptidyl transferase centre of the 50S ribosome induced by ostreogrycin A. | [Description]
Mikamycin was found in the culture broth of Streptomyces mitakaensis by Umezawa et al. of the University of Tokyo in 1956. It is a mixture of two components, A and B, showing synergistic effects on each other. Staphylomycin, which was found by De Somer of Leuven University in 1955, is a closely related compound. Mikamycin shows strong activity against grampositive bacteria, including strains resistant to other antibiotics. It has been used topically to treat Staphylococcus or Streptococcusinfections of the skin, including burns. | [Brand name]
Stafac (SmithKline Beecham Animal Health). | [Pharmaceutical Applications]
A natural product of Streptomyces virginiae with antimicrobial activity similar to that of other streptogramins. It has chiefly been used as an animal feed additive, but is available in some countries for oral administration and in topical preparations. | [Pharmaceutical Applications]
The two major components are pristinamycin IA and pristinamycin IB. It is available in some countries for the oral treatment of upper respiratory, bronchopulmonary, dental, skin, genital and bone infections caused by susceptible organisms. In-vitro activity is summarized in Table 28.1. The drug is usually well tolerated, although minor gastrointestinal disturbances and rash may occur. | [Biological Activity]
virginiamycin complex is a a complex containing two streptogramin antibiotics.virginiamycin complex contains two streptogramin antibiotics, virginiamycin m1 (75%) and virginiamycin s1 (25%), produced by s. virginiae. | [in vitro]
previous study found that the m1 and s1 components of virginiamycin (vm and vs) could inhibit protein synthesis in bacteria--reversibly when a single component was present and irreversibly when both were present. in cell-free systems, each factor bound to the large ribosomal subunit, and the affinity of ribosomes for vs was enhanced in the presence of vm. in addition, the binding of labeled vm to ribosomes yielded particles unable to perform poly(u)-directed polyphenylalanine synthesis. moreover, the association constant for the binding of vs to these particles was equal to that incubated with a mixture of vm and vs [1]. | [in vivo]
a radiochemical method was developed to estimate cholyltaurine hydrolase potentials and rates of cholyltaurine hydrolysis in chicken intestinal homogenates. this method was used to monitor the effects of antibiotic feed additives on cholyltaurine hydrolase activity. results showed that virginiamycin could improve the rate of weight gain and feed conversion and decrease cholyltaurine hydrolase activity in ileal homogenates relative [2]. | [References]
1. parfait, r., and cocito, c. lasting damage to bacterial ribosomes by reversibly bound virginiamycin m. proceedings of the national academy of sciences of the united states of america 77(9), 5492-5496 (1980).2. feighner, s.d., and dashkevicz, m.p. subtherapeutic levels of antibiotics in poultry feeds and their effects on weight gain, feed efficiency, and bacterial cholyltaurine hydrolase activity. applied and environmental microbiology 53(2), 331-336 (1987). |
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