Date: 26 November 2013
Secondary metabolites, 3D structure: Trivial name – versicolorin A
Copyright: n/a
Notes:
Species: A. flavus, A. versicolorSystematic name; Anthra(2,3-b)furo(3,2-d)furan-5,10-dione, 3a,12a-dihydro-4,6,8-trihydroxy-, Z-(-)- Z-(-)-4,6,8-Trihydroxy-3a,12a-dihydroanthra(2,3-b)furo(3,2-d)furan-5,10-dione 4,6,8-Trihydroxy-3a,12a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione Anthra[2,3-b]furo[3Molecular formulae: C18H10O7Molecular weight: 338.268Chemical abstracts number: 6807-96-1Selected references: Mori H, Kitamura J, Sugie S, Kawai K, Hamasaki T. Genotoxicity of fungal metabolites related to aflatoxin B1 biosynthesis. Mutat Res. 1985 Jul;143(3):121-5. Anderson MS, Dutton MF. Biosynthesis of versicolorin A. Appl Environ Microbiol. 1980 Oct;40(4):706-9.Toxicity: Little or no recorded toxicity in vertebrates but important as a representative of a group of metabolites which are precursors of the aflatoxins and sterigmatocystins.mouse LD50 intravenous 20mg/kg (20mg/kg) CRC Handbook of Antibiotic Compounds, Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 3, Pg. 189, 1980. Bennett JW, Christensen SB. New perspectives on aflatoxin biosynthesis. Adv Appl Microbiol. 1983;29:53-92.
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Bronchoscopic manifestations of Aspergillus tracheobronchitis. (a) Type I. Inflammatory infiltration, mucosa hyperaemia and plaques of pseudomembrane formation in the lumen without obvious airway occlusion. (b) Type II. Deep ulceration of the bronchial wall. (c) Type III. Significant airway occlusion by thick mucous plugs full of Aspergillus without definite deeper tissue invasion. (d) Type IV. Extensive tissue necrosis and pseudomembrane formation in the lumen with airway structures and severe airway occlusion (Wu 2010).
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High resolution CT showing centrilobular nodular opacities and branching linear opacities (tree-in-bud appearance) (Al-Alawi 2007).
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Chest X-ray showing poorly defined bilateral nodular opacities (Al-Alawi 2007).
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Gross pathologic specimen from autopsy shows the bronchial lumen covered by multiple whitish endobronchial nodules (arrows) (Franquet 2002).
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Invasive tracheobronchitis showing numerous nodules seen during bronchoscopy (Ronan D’Driscoll).
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Pseudomembranous seen overlying the bronchial mucosa (Tasci 2006).
