Title: Partricin
CAS Registry Number: 11096-49-4
Additional Names: Ayfactin
Manufacturers' Codes: SPA-S-132
Literature References: Heptaene macrolide antibiotic complex produced by Streptomyces aureofaciens NRRL 3878. Isoln: T. Bruzzese, R. Ferrari, US 3773925 (1973 to SPA). Recovery and purification process: S. Magnaghi et al., GB 1462442 (1977 to SPA), C.A. 87, 66588a (1977). In vitro activity: W. Ritzerfeld, Farmaco Ed. Sci. 27, 235 (1972); G. A. Meloni et al., ibid. 34, 183 (1979). Use in treatment of benign prostatic hypertrophy: T. Bruzzese, L. Ferrari, US 4237117 (1980 to SPA). Separation, characterization and structure of components A and B: R. C. Tweit et al., J. Antibiot. 35, 997 (1982).
Derivative Type: Partricin A
Molecular Formula: C59H86N2O19.4H2O
Molecular Weight: 1199.38
Percent Composition: C 59.08%, H 7.90%, N 2.34%, O 30.68%
Properties: Greenish-yellow powder, mp >300° (dec). uv max (75% methanol in DMF): 232, 240, 247, 288, 342, 358, 378, 400 nm (e 33476, 32237, 22936, 15493, 58282, 76883, 102308, 89280). pKa's (70% aq DMF): 6.07, 8.91.
Melting point: mp >300° (dec)
pKa: pKa's (70% aq DMF): 6.07, 8.91
Absorption maximum: uv max (75% methanol in DMF): 232, 240, 247, 288, 342, 358, 378, 400 nm (e 33476, 32237, 22936, 15493, 58282, 76883, 102308, 89280)
Derivative Type: Partricin B
Molecular Formula: C58H84N2O19.2½H2O
Molecular Weight: 1158.33
Percent Composition: C 60.14%, H 7.74%, N 2.42%, O 29.70%
Properties: Brownish-yellow powder, mp >300° (dec). uv max (75% methanol in DMF): 232, 240, 247, 288, 342, 358, 378, 400 nm (e 34761, 32826, 23174, 20594, 50207, 73392, 100425, 87558). pKa's (70% aq DMF): 6.31, 8.95. [a]D26 +87.2° (c = 0.06 in DMF).
Melting point: mp >300° (dec)
pKa: pKa's (70% aq DMF): 6.31, 8.95
Optical Rotation: [a]D26 +87.2° (c = 0.06 in DMF)
Absorption maximum: uv max (75% methanol in DMF): 232, 240, 247, 288, 342, 358, 378, 400 nm (e 34761, 32826, 23174, 20594, 50207, 73392, 100425, 87558)
Derivative Type: Complex
Properties: Amphoteric yellow crystals. uv max (ethanol): 401, 379, 359, 341 nm. Sol in DMF, DMSO, dimethyl acetamide, pyridine. Practically insol in water, common organic solvents. LD50 in mice (mg/kg): 300 orally; 0.5 i.p. (Bruzzese).
Absorption maximum: uv max (ethanol): 401, 379, 359, 341 nm
Toxicity data: LD50 in mice (mg/kg): 300 orally; 0.5 i.p. (Bruzzese)
Derivative Type: Methyl ester see Mepartricin
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