Title: Fortimicins
Literature References: Aminoglycoside antibiotic complex produced by Micromonospora olivoasterospora. The main components, fortimicins A and B, both exhibit broad-spectrum antibacterial activity. Isoln of A: T. Nara et al., JP Kokai 75 29789 (to Kyowa); eidem, US 3976768 (1976 to Abbott). Isoln of B: eidem, DE 2418349 (1974 to Kyowa); eidem, US 3931400 (1976 to Abbott). Isoln and biological properties of A and B: eidem, J. Antibiot. 30, 533 (1977); physical and chromatographic properties: R. Okachi et al., ibid. 541. Structures of A and B: R. S. Egan et al., ibid. 552. In vitro activity: R. Girolami, J. S. Stamm, ibid. 564. Isoln and properties of minor components, fortimicins C, D, KE: M. Sugimoto et al., ibid. 32, 868 (1979). Synthesis of B: T. Suami, Y. Honda, Chem. Lett. 1980, 641; Y. Honda, T. Suami, Bull. Chem. Soc. Jpn. 55, 1156 (1982).
Derivative Type: Fortimicin A
CAS Registry Number: 55779-06-1
CAS Name: 4-Amino-1-[(aminoacetyl)methylamino]-1,4-dideoxy-3-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-b-L-lyxo-heptopyranosyl)-6-O-methyl-L-chiro-inositol
Additional Names: astromicin
Manufacturers' Codes: Abbott 44747
Molecular Formula: C17H35N5O6
Molecular Weight: 405.49
Percent Composition: C 50.35%, H 8.70%, N 17.27%, O 23.67%
Properties: White amorphous powder, mp >200° (dec). [a]D25 +87.5° (c = 0.1 in water). Sol in water and lower alcohols. Insol in organic solvents. LD50 (of the sulfate salt) in mice (mg/kg): 380 i.v.; 400 s.c. (Nara, 1977).
Melting point: mp >200° (dec)
Optical Rotation: [a]D25 +87.5° (c = 0.1 in water)
Toxicity data: LD50 (of the sulfate salt) in mice (mg/kg): 380 i.v.; 400 s.c. (Nara, 1977)
Derivative Type: Fortimicin B
CAS Registry Number: 54783-95-8
CAS Name: 4-Amino-1,4-dideoxy-3-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-b-L-lyxo-heptopyranosyl)-6-O-methyl-1-(methylamino)-L-chiro-inositol
Molecular Formula: C15H32N4O5
Molecular Weight: 348.44
Percent Composition: C 51.70%, H 9.26%, N 16.08%, O 22.96%
Properties: White amorphous powder, mp 101-103°. [a]D25 +22.2° (c = 0.1 in water). Sol in water and lower alcohols. Insol in organic solvents.
Melting point: mp 101-103°
Optical Rotation: [a]D25 +22.2° (c = 0.1 in water)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Aminoglycosides. |