7753. Pristinamycin

Nomenclature

CAS number: 270076-60-3
RP-7293; Pyostacine (RPR).

Description and references

One of the streptogramins, q.v., produced by Streptomyces pristinaespiralis (NRRL 2958). The two major components are IA and IIA. Isoln: W. D. Celmer, B. A. Sobin, Antibiot. Annu. 1955-1956, 437; D. I. Mancy et al., FR 1301857; eidem, US 3154475 (1962, 1964 both to Rh^one-Poulenc); J. Preud'homme et al., Compt. Rend. 260, 1309 (1965). Isoln and characterization of constituents: idem et al., Bull. Soc. Chim. Fr. 1968, 585. HPLC determn of major components in plasma: C. Koechlin et al., J. Chromatogr. 425, 197 (1988). Total synthesis of IIB: P. Breuilles, D. Uguen, Tetrahedron Lett. 39, 3149 (1998). Pharmacokinetics: C. Koechlin et al., J. Antimicrob. Chemother. 25, 651 (1990). Clinical trial in pneumonia: R. Poirier, Presse Med. 28, Suppl. 1, 13 (1999).

Chemical structure

Derivative

Pristinamycin IA.

Nomenclature

CAS number: 3131-03-1
Streptogramin B; mikamycin IA; ostreogrycin B; vernamycin Bα.
C45H54N8O10; mol wt 866.96.
C 62.34%, H 6.28%, N 12.92%, O 18.45%.

Description and references

Acid-base properties: M. Largeron, M. B. Fleury, J. Pharm. Sci. 81, 565 (1992). Biosynthesis: V. de Crècy-Lagard et al., Antimicrob. Agents Chemother. 41, 1904 (1997).

Properties

White microcrystalline powder from methanol, mp 198°. [α]D22 -57.5° (c = 0.25 in ethanol). uv max (ethanol): 243, 260, 281, 303 nm (E1cm1% 140, 213, 60, 104).

Derivative

Pristinamycin IIA see Virginiamycin M1.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics)