Title: Bostrycoidin

CAS Registry Number: 4589-33-7

CAS Name: 6,9-Dihydroxy-7-methoxy-3-methylbenz[g]isoquinoline-5,10-dione

Additional Names: 5,8-dihydroxy-6-methoxy-3-methyl-2-aza-9,10-anthraquinone

Molecular Formula: C15H11NO5

Molecular Weight: 285.25

Percent Composition: C 63.16%, H 3.89%, N 4.91%, O 28.04%

Literature References: Antibiotic substance produced by Fusarium bostrycoides: Hamilton et al., Antibiot. Chemother. 3, 853 (1953); Cajori et al., J. Biol. Chem. 208, 107 (1954). Structure: Arsenault, Tetrahedron Lett. 1965, 4033. Synthesis: D. W. Cameron et al., ibid. 21, 5089 (1980).

Properties: Dark red crystals; mp 243-244°, changes to purple in alkaline medium, yellow in acid medium. Stable at room temp and withstands autoclaving. Insol in water; sol in abs ethanol and in 60% ethanol; moderately sol in dioxane, benzene, acetone, chloroform, carbon tetrachloride. Soluble in aq sodium carbonate solns. Partly sol in corn oil. Active in vitro against Mycobacterium tuberculosis. Serum seems to interfere.

Melting point: mp 243-244°