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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Pt FT. Autopsy appearance of the trachea, after the adherent pseudomembrane had been removed, revealing confluent ulceration superiorly with small green plaques of Aspergillus growth on the trachea inferiorly.
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This view was obtained in a lung transplant recipient at bronchoscopy. Aspergillus fumigatus was grown from bronchial lavage but invasion was not demonstrated on bronchial biopsy. Symptoms improved with itraconazole therapy and abnormal appearances had resolved within 2 weeks.
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Bronchoscopic view of Aspergillus tracheobronchitis. Bronchial lavage revealed hyphae in microscopy and cultures grew A.fumigatus. This man had received a lung transplant a few weeks before. Invasion of mucosa, but not cartilage, was demonstrated histologically. He responded rapidly to oral itraconazole.
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This view from indirect laryngoscopy illustrates bilateral lesions on the larynx that on biopsy were shown to be due to Aspergillus. This is a rare disease in non-immunocompromised patients.
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Bronchoscopic view of a deep bronchial ulcer in a lung transplant patient. Biopsies through the ulcer yielded cartilage with hyphae invading it. Fungal cultures of bronchial lavage grew Aspergillus fumigatus. He responded to oral itraconazole therapy.
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Patient had life threatening pneumonia, cavity formation was later observed. He later presented with a fungal ball. The aspergilloma was removed by surgical resection of the right upper lobe.
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