Pristinamycin

Names

[ Name ]:
Pristinamycin

[Synonym ]:
Pristinamycin IA
Vernamycin B α
MFCD01778146
2-Pyridinecarboxamide, N-[(6R,9S,10R,13S,15aS,22S,24aS)-22-[[4-(dimethylamino)phenyl]methyl]-6-ethyldocosahydro-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyl-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl]-3-hydroxy-
N-{(6R,9S,10R,13S,15aS,22S,24aS)-22-[4-(Dimethylamino)benzyl]-6-ethyl-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl}-3-hydroxy-2-pyridinecarboxamide
Ostreogrycin B
Streptogramin B

Biological Activity

[Description]:

Pristinamycin, produced by Streptomyces pristinaespiralis, is an orally active streptogramin-like antibiotic consisting of two chemically unrelated components: Pristinamycin I (PI) and Pristinamycin II (PII). Pristinamycin is highly active against many antibiotic-resistant pathogens, particularly Gram-positive bacteria, including Methicillin-resistant Staphylococcus aureus (MRSA), Vancomycin-resistant S. aureus (VRSA) and Enterococcus faecium (VREF)[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

In-vitro studies show pristinamycin to inhibit Staphylococci and Streptococci, including Erythromycin highly-resistant organisms, at a concentration of less than or equal to 0.78 mg/l[2].

[In Vivo]

To study Pristinamycin activity in vivo, mice infected IP with C. psittaci. Mortality in the control group was 70%. Three groups of mice received 25 mg/kg, 50 mg/kg and 100 mg/kg Pristinamycin respectively. The antibiotic was active in the 100 mg/kg dosage which is the therapeutic dosage[3].

[References]

[1]. Meng J, et al. Improvement of pristinamycin I (PI) production in Streptomyces pristinaespiralis by metabolic engineering approaches. Synth Syst Biotechnol. 2017;2(2):130-136. Published 2017 Jun 8.

[2]. Maskell JP, et al. Comparative in-vitro activity of erythromycin, vancomycin and pristinamycin. Infection. 1988;16(6):365-370.

[3]. Orfila J, Haider F. Action de la pristinamycine sur les Chlamydia [Action of pristinamycin on Chlamydia]. Pathol Biol (Paris). 1984;32(5):443-445.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
1202.1±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₇₃H₈₉N₁₁O₁₇

[ Molecular Weight ]:
866.958

[ Flash Point ]:
680.8±34.3 °C

[ Exact Mass ]:
866.396301

[ LogP ]:
-0.45

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.650

Related Compounds

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