pristinamycin

{{Short description|Group of chemical compounds}}

{{Infobox drug

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 464214518

| image = Pristinamycin IA.png

| image2 = Streptogramin A.svg

| type = combo

| component1 = Pristinamycin IA

| class1 = Streptogramin B antibiotic

| component2 = Pristinamycin IIA

| class2 = Streptogramin A antibiotic

| tradename =

| Drugs.com = {{drugs.com|international|pristinamycin}}

| MedlinePlus = a603007

| pregnancy_AU =

| pregnancy_US =

| pregnancy_category =

| legal_AU =

| legal_CA =

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| legal_US =

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| routes_of_administration =

| CAS_number_Ref = {{cascite|changed|??}}

| CAS_number = 270076-60-3

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 4O8O7Q7IU4

| ATCvet =

| ATC_prefix = J01

| ATC_suffix = FG01

| PubChem = 11979535

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 10152812

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1256399

}}

Pristinamycin (INN), also spelled pristinamycine, is an antibiotic used primarily in the treatment of staphylococcal infections, and to a lesser extent streptococcal infections. It is a streptogramin group antibiotic, similar to virginiamycin, derived from the bacterium Streptomyces pristinaespiralis. It is marketed in Europe by Sanofi-Aventis under the trade name Pyostacine.

Pristinamycin is a mixture of two components that have a synergistic antibacterial action. Pristinamycin IIA is a macrolide, and results in pristinamycin's having a similar spectrum of action to erythromycin. Pristinamycin IA (streptogramin B) is a depsipeptide.{{cite journal | vauthors = Hamilton-Miller JM | title = From foreign pharmacopoeias: 'new' antibiotics from old? | journal = The Journal of Antimicrobial Chemotherapy | volume = 27 | issue = 6 | pages = 702–705 | date = June 1991 | pmid = 1938680 | doi = 10.1093/jac/27.6.702 | doi-access = free }} PI and PII are coproduced by S. 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.{{cite journal | vauthors = Mast Y, Weber T, Gölz M, Ort-Winklbauer R, Gondran A, Wohlleben W, Schinko E | title = Characterization of the 'pristinamycin supercluster' of Streptomyces pristinaespiralis | journal = Microbial Biotechnology | volume = 4 | issue = 2 | pages = 192–206 | date = March 2011 | pmid = 21342465 | pmc = 3818860 | doi = 10.1111/j.1751-7915.2010.00213.x }} Furthermore, this biosynthetic gene region is interrupted by a cryptic type II PKS gene cluster.

Medical use

Despite the macrolide component, it is effective against erythromycin-resistant staphylococci and streptococci.{{cite journal | vauthors = Weber P | title = [Streptococcus pneumoniae: lack of emergence of pristinamycin resistance] | journal = Pathologie-Biologie | volume = 49 | issue = 10 | pages = 840–845 | date = December 2001 | pmid = 11776696 | doi = 10.1016/S0369-8114(01)00255-3 }}{{cite journal | vauthors = Leclercq R, Soussy CJ, Weber P, Moniot-Ville N, Dib C | title = [In vitro activity of the pristinamycin against the isolated staphylococci in the french hospitals in 1999-2000] | journal = Pathologie-Biologie | volume = 51 | issue = 7 | pages = 400–404 | date = September 2003 | pmid = 12948760 | doi = 10.1016/S0369-8114(03)00054-3 }} It is active against methicillin-resistant Staphylococcus aureus (MRSA). Its usefulness for severe infections, however, may be limited by the lack of an intravenous formulation owing to its poor solubility.{{cite book | editor=Sean C. Sweetman | title=Martindale: The complete drug reference | edition=34th | date=November 30, 2004 | publisher=Pharmaceutical Press | location=London | isbn= 0-85369-550-4| title-link=Martindale: The complete drug reference }} Nevertheless, it is sometimes used as an alternative to rifampicin+fusidic acid or linezolid for the treatment of MRSA.

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

See also

Footnotes

{{reflist}}

{{Macrolides, lincosamides and streptogramins}}

Category:Combination antibiotics

Category:Depsipeptides

Category:Cyclic peptides