Title: Studies on the Metabolites of<i>Aspergillus versicolor (Vuillemin) Tiraboschi</i>
Abstract: Three new pigments, named versicolorins A, Band C, as metabolites from the mycelium of Aspergillus versicolor have been isolated. Versicolorin A, C18H10O7, is fine orange yellow needles, m.p. 289°C (decomp.), [α]D-354°. It is an anthraquinoid pigment having three hydroxyl groups and a vinyl ether system contained in a five-membered ring. Versicolorin A trimethyl ether was hydrogenated to a dihydro-derivative, and by oxidation gave 3,5-dimethoxyphthalic acid and a hydroxy acid which may be 1,6,8-trirnethoxy-3-hydroxy anthraquinone-2-carboxylic acid. These chemical behavior and NMR data show that versicolorin A probably has the structure of (I). Versicolorin B, C18H12O7, is fine orange yellow needles, m.p., 298°C (decomp.), [α]D-223° Its trimethyl ether is identical with that of dihydroversicolorin A. Therefore, the structure (II) could be assigned to versicolorin B. Versicolorin C, C18H12O7, is orange red needles, m.p.>310°C, [α]D O° Comparison of optical properties, IR and NMR spectra of versicolorin B and its methyl ether with those of versicolorin C and its methyl ether indicates that versicolorin C is very probably a racemate of versicolorin B.
Publication Year: 1967
Publication Date: 1967-01-01
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 23
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