Secondary metabolites, 3D structure: Trivial name – versicolorin A

Date: 26 November 2013

Secondary metabolites, 3D structure: Trivial name – versicolorin A

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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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  • Subacute IPA in rheumatoid nodules of the lung. in a patient with rheumatoid arthritis. Histology sections stained with H&E

    RArthritiswithasposis

  • Subacute IPA in rheumatoid nodules of the lung. in a patient with rheumatoid arthritis. Histology sections stained with H&E.

    Rarthr2withasposis3

  • 22/09/08 This chest radiograph shows bilateral hazy diffuse airspace disease predominating in the lower lungs with subtle nodularity in upper zones.

  • Further details

    Images 3a,b,c 02/07/07
    CT thorax, after 2 weeks high dose erythromycin,  showing a 2.8cm speculated lesion in the right upper lobe with a further 1.6cm similar mass on the left upper lobe also with a tendency for a central cavitation, and ill defined consolidation involving the peripheral aspect of both upper lobes and to a lesser extent right middle and both lower lobes.

    History:
    A 71 year old woman presents with persistent dry cough. Her second CT scan of thorax shows lesions in the right and left upper lobes with ill defined consolidation in other areas (see images 3a, 3b and 3c). A PET scan is positive. She underwent right thoracotomy and sub-lobar wedge resection. Aspergillus grown from tissue and sputum grows Pseudomonas. Histology confirms the nodule to be non-small cell carcinoma (adenocarcinoma) but other lung areas show organizing pneumonia and another abscess formation with a cluster of branching septate hyphae. Despite starting itraconazole and oral ciprofloxacin she deteriorated with Type 1 respiratory failure. She was intubated and ventilated and switched to intravenous voriconazole and ceftazidime. She developed acute renal failure and then Enterococcus faecium bacteremia and she died 3 days later.

    Image 1 24/05/07 Chest X ray showing a solitary nodule in right upper lobe, for which a sub-lobar wedge resection was done, Image 2 29/05/08 CT thorax showing a 2.8cm nodular opacity in the right upper lobe. , Image 3a., Image 3b., Image 3c .,  Image 4 06/08/07 CXR showing extension of consolidation to both lung bases and right basal pneumothorax despite antibiotics and itraconazole.

  • Fig2 Left main bronchus

    Fig2 Left main bronchus

  • Fig1 Trachea and bronchi

    Fig1 Trachea and bronchi

  • Chest x ray showing needle biopsy

    Chest x ray showing needle biopsy

  • Air crescent sign

    halo08