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Spiramycin

Spiramycin is a macrolide antibiotic that is clinically used to treat toxoplasmosis and other soft tissue infections. Spiramycin exhibits antibacterial efficacy against Toxoplasma, inhibiting bacterial protein synthesis. In vitro, spiramycin decreases levels of IL-10 and TNF-α, and in vivo, it decreases Toxoplasma-induced brain cysts.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18973818

Cas No.

8025-81-8

Purity

≥3900 IU/mg

Formula

C43H74N2O14

Formula Wt.

842.05

IUPAC Name

2-[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[5-(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[5-(dimethylamino)-6-methyloxan-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehydeInChI: InChI=1S/C43H74N2O14/c1-24-21-29(19-20-46)39(59-42-37(49)36(45(9)10)38(27(4)56-42)58-35-23-43(6,51)41(50)28(5)55-35)40(52-11)31(47)22-33(48)53-25(2)15-13-12-14-16-32(24)57-34-18-17-30(44(7)8)26(3)54-34/h12-14,16,20,24-32,34-42,47,49-51H,15,17-19,21-23H2,1-11H3/b13-12+,16-14+/t24-,25-,26?,27?,28?,29+,30?,31-,32+,34?,35?,36?,37?,38?,39+,40+,41?,42?,43?/m1/s1

Synonym

Selectomycin; rovamicina; rovamycin; RP-5337

Solubility

Slightly soluble in water. Soluble in most organic solvents, DMSO.

Appearance

White or Slightly Yellow Powder

Kieffer F, Wallon M. Congenital toxoplasmosis. Handb Clin Neurol. 2013;112:1099-101. PMID: 23622316.

Büyükbaba Boral O, Sönmez Tamer G, Keçeli Özcan S, et al. Investigation of combined effectiveness of spiramycin and beta-glucan in mice models of acute toxoplasmosis and determination of IL-10, IL-12 and TNF-α levels. Mikrobiyol Bul. 2012 Jul;46(3):446-55. PMID: 22951656.

Chew WK, Segarra I, Ambu S, et al. Significant reduction of brain cysts caused by Toxoplasma gondii after treatment with spiramycin coadministered with metronidazole in a mouse model of chronic toxoplasmosis. Antimicrob Agents Chemother. 2012 Apr;56(4):1762-8. PMID: 22271863.

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