Spiramycin

(4R, 5S, 6R, 7R, 9R, 10R, 11E, 13E, 16R ) -10 - {[ (2R, 5S, 6R ) -5 - ( dimethylamino) -6-methyltetrahydro-2H-pyran-2-yl]oxy}-9,16-dimethyl-5-methoxy-2-oxo-7-(2-oxoethyl)oxacyclohexadeca-11,13-dien-6-yl 3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-α-L-ribo-hexopyranosyl)-3-(dimethylamino)-α-D-glucopyranosid

J01FA02

White to slightly yellowish powder, slightly hygroscopic

Macrolide antibiotic

Sparingly soluble in water, slightly soluble in acetone, ethanol and methanol

3550 mg · kg -1 ( LD50, rat, oral)

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Is a macrolide antibiotic spiramycin. It is effective against various types of bacteria and can also be used for toxoplasmosis. Nowadays, a toxoplasmosis in pregnancy usually the only indication for spiramycin dar.

Effect

Spiramycin binds to the 50S subunit of Prokaryotic ribosomes. The mechanism of the observed resistance is not fully understood and may be different depending on the organism.

Definition

According Monografie-Nr.6.1/0293 in the Ph. Eur 6th edition, 5th amendment is spiramycin a macrolide antibiotic that is of particular strains of Streptomyces ambofaciens obtained by other methods.

The major component is: (4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[[3,6-Didesoxy-4-O-(2,6-didesoxy-3-Cmethyl-a-L-ribo-hexopyranosyl)-3-(dimethylamino)-b-D-glucopyranosyl]oxy]-4-hydroxy-5-methoxy-9,16-dimethyl-7-(2-oxoethyl)-10-[[2,3,4,6-tetradesoxy-4-(dimethylamino)-D-erythro-hexopyranosyl]oxy]oxacyclohexadeca-11,13-dien-2-on ( Spiramycin I). Spiramycin II ( 4-O- Acetylspiramycin I) and spiramycin III ( 4-O- Propanoylspiramycin I) are also available.

• Spiramycin I: at least 80.0 %
• Spiramycin II: more than 5,0%
• Spiramycin III: more than 10.0%
• Sum of the concentrations of spiramycin I, II and III: at least 90.0 %