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Pristinamycin

From Wikipedia, the free encyclopedia
Group of chemical compounds
Pharmaceutical compound
Pristinamycin
Combination of
Pristinamycin IAantibiotic
Pristinamycin IIAantibiotic
Clinical data
AHFS/Drugs.comInternational Drug Names
MedlinePlusa603007
ATC code
Identifiers
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
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Pristinamycin (INN), also spelledpristinamycine, is anantibiotic used primarily in the treatment ofstaphylococcal infections, and to a lesser extentstreptococcal infections. It is astreptogramin group antibiotic, similar tovirginiamycin, derived from the bacteriumStreptomyces pristinaespiralis. It is marketed in Europe bySanofi-Aventis under the trade namePyostacine.

Pristinamycin is a mixture of two components that have a synergistic antibacterial action.Pristinamycin IIA is amacrolide, and results in pristinamycin's having a similar spectrum of action toerythromycin.Pristinamycin IA (streptogramin B) is adepsipeptide.[1] PI and PII are coproduced byS. pristinaespiralis in a ratio of 30:70. Each compound binds to the bacterial 50 S ribosomal subunit and inhibits the elongation process of the protein synthesis, thereby exhibiting only a moderate bacteriostatic activity. However, the combination of both substances acts synergistically and leads to a potent bactericidal activity that can reach up to 100 times that of the separate components.

The pristinamycin biosynthetic gene cluster is the largest antibiotic supercluster known so far, with a size of ~210 kb, wherein the PI and PII biosynthetic genes are not clustered individually but are scattered across the complete sequence region.[2] Furthermore, this biosynthetic gene region is interrupted by a cryptic type II PKS gene cluster.

Medical use

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Despite the macrolide component, it is effective against erythromycin-resistant staphylococci and streptococci.[3][4] It is active againstmethicillin-resistantStaphylococcus aureus (MRSA). Its usefulness for severe infections, however, may be limited by the lack of anintravenous formulation owing to its poor solubility.[5] Nevertheless, it is sometimes used as an alternative torifampicin+fusidic acid orlinezolid for the treatment of MRSA.

The lack of an intravenous formulation led to the development of the pristinamycin-derivativequinupristin/dalfopristin (i.e.,Synercid), which may be administered intravenously for more severe MRSA infections.

See also

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Footnotes

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  1. ^Hamilton-Miller JM (June 1991)."From foreign pharmacopoeias: 'new' antibiotics from old?".The Journal of Antimicrobial Chemotherapy.27 (6):702–705.doi:10.1093/jac/27.6.702.PMID 1938680.
  2. ^Mast Y, Weber T, Gölz M, Ort-Winklbauer R, Gondran A, Wohlleben W, Schinko E (March 2011)."Characterization of the 'pristinamycin supercluster' of Streptomyces pristinaespiralis".Microbial Biotechnology.4 (2):192–206.doi:10.1111/j.1751-7915.2010.00213.x.PMC 3818860.PMID 21342465.
  3. ^Weber P (December 2001). "[Streptococcus pneumoniae: lack of emergence of pristinamycin resistance]".Pathologie-Biologie.49 (10):840–845.doi:10.1016/S0369-8114(01)00255-3.PMID 11776696.
  4. ^Leclercq R, Soussy CJ, Weber P, Moniot-Ville N, Dib C (September 2003). "[In vitro activity of the pristinamycin against the isolated staphylococci in the french hospitals in 1999-2000]".Pathologie-Biologie.51 (7):400–404.doi:10.1016/S0369-8114(03)00054-3.PMID 12948760.
  5. ^Sean C. Sweetman, ed. (November 30, 2004).Martindale: The complete drug reference (34th ed.). London: Pharmaceutical Press.ISBN 0-85369-550-4.
30S
Aminoglycosides
(initiation inhibitors)
-mycin (Streptomyces)
-micin (Micromonospora)
other
Tetracycline antibiotics
(tRNA binding)
Tetracyclines
Glycylcyclines
50S
Oxazolidinone
(initiation inhibitors)
Peptidyl transferase
Amphenicols
MLS (transpeptidation/translocation)
Macrolides
Ketolides
Lincosamides
Streptogramins
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