Date: 26 November 2013
Secondary metabolites, 3D structure: Trivial name – xanthomegnin
Copyright: n/a
Notes:
Species: A. melleus, A. ochraceus, A. sulphureusSystematic name: (8,8′-Bi-1H-naphtho(1,2-c)pyran)-1,1′,7,7′,10,10′-hexone, 3,3′,4,4′-tetrahydro-6,6′-dihydroxy-9,9′-dimethoxy-3,3′-dimethyl-, (3R,3’R)- (8CI) (8,8′-BI-1H-NAPHTHO(2,3-c)PYRAN)-1,1′,6,6′,9,9′-HEXONE, 3,3′,4,4′-TETRAHYDRO-10, (8,8′-Bi-1H-naphtho(2,3-c)pyranMolecular formulae: C30H22O12Molecular weight: 574.488Chemical abstracts number: 1685-91-2Selected references: Durley RC, MacMillan J, Simpson TJ, Glen AT, Turner WB. Fungal products. Part XIII. Xanthomegnin, viomellin, rubrosulphin, and viopurpurin, pigments from Aspergillus sulphureus and Aspergillus melleus. J Chem Soc [Perkin 1]. 1975;(2):163-9. Stack ME, Mislivec PB. Production of xanthomegnin and viomellein by isolates of Aspergillus ochraceus, Penicillium cyclopium, and Penicillium viridicatum. Appl Environ Microbiol. 1978 Oct;36(4):552-4.Toxicity: Doses of 448 mg/kg body-weight in mice caused symptoms of liver damage including jaundice, necrotising cholangitis and other histological alterations. Robbers JE, Hong S, Tuite J, Carlton WW. Production of xanthomegnin and viomellein by species of Aspergillus correlated with mycotoxicosis produced in mice. Appl Environ Microbiol. 1978 Dec;36(6):819-23.
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Image A
CT Scan 30/3/99
Showing extreme pleural thickening and 2 small cavities at apex of left lung.
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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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