6719. Nosiheptide

Nomenclature

CAS number: 56377-79-8
Multhiomycin; RP-9671; Primofax (Rh^one-Poulenc).
C51H43N13O12S6; mol wt 1222.36.
C 50.11%, H 3.55%, N 14.90%, O 15.71%, S 15.74%.

Description and references

Polythiazole antibiotic produced by Streptomyces actuosus. Isoln and characterization: S. Pinnert et al., FR 1392453; eidem, US 3155581 (1961, 1964 both to Rh^one-Poulenc); F. Benazet et al., Experientia 36, 414 (1980). NMR determination of mol wt and elemental formula: H. Depaire et al., Tetrahedron Lett. 1977, 1397, 1401. Structure and configuration: T. Prange et al., Nature 265, 189 (1977); C. Pascard et al., J. Am. Chem. Soc. 99, 6418 (1977). Biosynthetic study: D. P. Houck et al., ibid. 109, 1250 (1987). Identity with multhiomycin: T. Endo, H. Yonehara, J. Antibiot. 31, 623 (1978). Mode of action: E. Cundliffe, J. Thompson, J. Gen. Microbiol. 126, 185 (1981). Review: F. Benazet et al., Experientia 36, 414-416 (1980).

Chemical structure

Properties

Yellow needles, mp 310-320° (dec). [α]D20 +38° (c = 1 in pyridine). uv max (water/DMF): 242, 322 nm (E1%1cm 525, 229). Sol in chloroform, dioxane, pyridine, DMF, DMSO; slightly sol in methanol, ethanol, ethyl acetate, benzene. Insol in water and petr ether.

Therapeutic Category (Veterinary)

Antibacterial; growth promotant.