Date: 26 November 2013
Secondary metabolites, structure diagram: Trivial name – helvolic acid
Copyright: n/a
Notes:
Species: A. fumigatiaffinis, A. fumigatus, A. novofumigatusSystematic name: 29-Nordammara-1,17(20),24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4a,6b,8a,9b,13a,14b,16b,17Z)- (9CI)Helvolic acid (6CI, 7CI); (Z)-6b,16b-Dihydroxy-3,7-dioxo-29-nor-8a,9b,13a,14b-dammara-1,17(20),24-trien-21-oic acid diacetate; FumigacinMolecular formulae: C33H44O8Molecular weight: 568.698Chemical abstracts number: 29400-42-8Selected references: Waksman SA , et al. The production of two antibacterial substances, fumigacin and clavacin. Science 96: 202-203, 1942WILLIAMS TI.Biochem J. 1952 Jul;51(4):538-42. Some chemical properties of helvolic acid.OKUDA S, IWASAKI S, TSUDA K, SANO Y, HATA T, UDAGAWA S, NAKAYAMA Y, YAMAGUCHI H. THE STRUCTURE OF HELVOLIC ACID.Chem Pharm Bull (Tokyo). 1964 Jan;12:121-4. Amitani R, Taylor G, Elezis EN, Llewellyn-Jones C, Mitchell J, Kuze F, Cole PJ, Wilson R. Purification and characterization of factors produced by Aspergillus fumigatus which affect human ciliated respiratory epithelium. Infect Immun. 1995 Sep;63(9):3266-71.Toxicity: mouse LD50 intraperitoneal 400mg/kg (400mg/kg) Antibiotics: Origin, Nature, and Properties, Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 3, Pg. 1837, 1978. mouse LDLo intravenous 500mg/kg (500mg/kg) Antibiotics: Origin, Nature, and Properties, Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 3, Pg. 1837, 1978.
Images library
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The periphery of the fungus ball is deeply eosinophilic because of the deposition of Splendore-Hoeppli material.
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Single fungal ball, moving. Radiographic appearance of a fungus ball, showing movement as the patient’s position changes.
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Oxalate crystals in the cavity wall surrounding an Aspergillus niger fungus ball (H&E, dark field, x 25).
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Aspergilloma patient. Gross pathology appearance of a fungus ball.
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Conidiophores of Aspergillus fumigatus in the mass of the fungal ball surrounded by mycelia (H&E, x 400).
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Aspergillus niger fungal ball. Calcium oxalate crystals in Aspergillus niger fungal ball. Also shown are darkly pigmented, rough-walled conidia associated with Aspergillus niger infection.
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Aspergillus niger fungus ball within an old tuberculous cavern. This patient had diabetes, a disease commonly associated with A. niger infection.
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