Title: Perimycin
CAS Registry Number: 11016-07-2
Additional Names: Aminomycin; fungimycin
Manufacturers' Codes: WX-2412; NC-1968
Literature References: Polyene antifungal antibiotic complex produced by Streptomyces coelicolor var. aminophilus NRRL 2390: W. E. Wooldridge, US 2956925 (1960); R. R. Mohan et al., Antimicrob. Agents Chemother. 1963, 462; L. E. McDaniel et al., US 3182004 (1965 to Warner-Lambert). Purification: E. Borowski et al., Antimicrob. Agents Annu. 1960, 532. Found to be a mixture of three active components, perimycin A (major), B, and C. Mechanism of action with succinyl adduct: E. Borowski, B. Cybulska, Nature 213, 1034 (1967). Ionophoric and hemolytic activities: B. Cybulska et al., Biochem. Pharmacol. 38, 1755 (1989). Isoln of perimycins A, B, C and structural elucidation of A: P. Kolodziejczyk et al., Tetrahedron Lett. 1976, 3603. Stereochemistry and revised structure: J. Pawlak et al., J. Antibiot. 48, 1034 (1995).
Properties: Amorphous, golden-yellow solid. Has no definite mp but dec slowly with darkening upon heating. uv max (methanol): 383 nm (E1%1cm 1000). Sol in the following solvents in the presence of water: lower alcohols, pyridine, tetrahydrofuran, acetone, dioxane. Sol in warm methanol, DMF, dimethylsulfoxide, and in the lower fatty acids. Practically insol in water, petr ether, ethyl acetate, benzene.
Absorption maximum: uv max (methanol): 383 nm (E1%1cm 1000)
Derivative Type: Perimycin A
CAS Registry Number: 62327-61-1
CAS Name: 4¢Amino-3¢-deamino-18-decarboxy-40-demethyl-4¢-deoxy-3,7-dideoxo-3,3¢,7-trihydroxy-N47,18,dimethyl-5-oxocandicidin D cyclic 15,19-hemiacetal
Molecular Formula: C59H88N2O17
Molecular Weight: 1097.33
Percent Composition: C 64.58%, H 8.08%, N 2.55%, O 24.79%
Properties: uv max: 380 nm (E11 1000).
Absorption maximum: uv max: 380 nm (E11 1000)
Therap-Cat: Antifungal.
Keywords: Antifungal (Antibiotics); Polyenes. |