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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Image A
CT Scan 30/3/99
Showing extreme pleural thickening and 2 small cavities at apex of left lung. -
A 43 year old with smoking related emphysema was admitted to hospital with two separate episodes of haemoptysis. He had been in good health up to 1989, when he was diagnosed as having bilateral pulmonary tuberculosis. At that time a CT scan revealed a cavity in the left upper lobe (20.8cm2) with adjacent confluent infiltrates and pleural thickening. On bronchoscopic examination no abnormalities were noted and endobronchial biopsies did not reveal hyphae.
Over the next 4 years his condition deteriorated and a CT scan showed the left upper lobe cavity had increased to 40cm2. Itraconazole 400mg daily was prescribed. There was some clinical improvement on itraconazole but patient eventually deteriorated with breathlessness and with significant weight loss.
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