Title: Fomecins
Literature References: Antibacterial substances produced by several strains of the basidiomycete Fomes juniperinus Schrenk. Isoln of fomecin A (major) and fomecin B (minor) from cultures grown in corn steep liquor: M. Anchel et al., Proc. Natl. Acad. Sci. USA 38, 655 (1952). Structures: T. C. McMorris, M. Anchel, Can. J. Chem. 42, 1595 (1964). Synthesis of B: S. M. Al-Mousawi et al., Bull. Soc. Chim. Belg. 88, 883 (1979); of A and B: K. Hayashi et al., Chem. Pharm. Bull. 28, 1971 (1980).
Derivative Type: Fomecin A
Additional Names: 2,3,4-Trihydroxy-6-(hydroxymethyl)benzaldehyde
Molecular Formula: C8H8O5
Molecular Weight: 184.15
Percent Composition: C 52.18%, H 4.38%, O 43.44%
Properties: Cream-colored to orange crystals from ethanol-water, ethanol-benzene, acetone-benzene, or ethyl acetate. Dec above 160° without melting. Optically inactive in ethanol. uv max (ethanol): 241, 304 nm (e 10800, 15300). Weakly acidic. Sparingly sol in water (1 mg/ml); slightly more sol in ethanol, acetone, ethyl acetate. Less sol in chloroform, benzene. Aq solns at neutral or acid pH are stable. The activity is lost around pH 8.
Absorption maximum: uv max (ethanol): 241, 304 nm (e 10800, 15300)
Derivative Type: Fomecin B
Additional Names: 3,4,5-Trihydroxy-1,2-benzenedicarboxaldehyde
Molecular Formula: C8H6O5
Molecular Weight: 182.13
Percent Composition: C 52.76%, H 3.32%, O 43.92%
Properties: Yellow needles from ethyl acetate. Darkens on heating; mp ~230°. uv max (ethanol): 263, 336 nm (e 26400, 9200).
Melting point: mp ~230°
Absorption maximum: uv max (ethanol): 263, 336 nm (e 26400, 9200)
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