Date: 26 November 2013
Secondary metabolites, 3D structure: 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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Patient MB X rays and CT scans. Chronic calcified maxillary sinusitis, patient had a palate defect.A. fumigatus cultured.
Images A&B Plain X rays antero-posterior and lateral, pre-operatively of Pt MB aged 76 who presented with unilateral nasal stuffiness and difficulty getting dentures fitted. She had hda these symptoms for many years. A large irregular calcified mass can be seen replacing the right maxillary sinus.
Images C D & E Coronal CT scan images of Pt MB showing a completely obstructed nasal cavity bilaterally and loss of internal nasal architecture. On the right side is large lamellar calcified lesion embedded in the extensive inflammatory material. Loss of bony margins is seen in numerous locations. This material was all removed surgically and showed mostly necrotic debris with Charcot-Leyden crystals and a few eosinophils and degenerate fungal hyphae. Aspergillus fumigatus was cultured from the material, especially infero-laterally on the right.
Image F Photograph through the mouth post-operatively showing the palate and a large defect in its right side. Through the defect can be seen the interior of the right maxillary sinus and nasal cavity with the inferior turbinate just visible.
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Aspergillus keratitis. Severe aspergillus infection with large area of corneal ulceration and deep stromal involvement
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Sequence of images showing ocular surface change which unusually predisposed to severe fusarium keratitis in an elderly woman. Successful treatment involved full thickness corneal transplantation shown 2 weeks and then 2 years after surgery.
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Sequence of images showing ocular surface change which unusually predisposed to severe fusarium keratitis in an elderly woman. Successful treatment involved full thickness corneal transplantation shown 2 weeks and then 2 years after surgery.
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Sequence of images showing ocular surface change which unusually predisposed to severe fusarium keratitis in an elderly woman. Successful treatment involved full thickness corneal transplantation shown 2 weeks and then 2 years after surgery.
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Sequence of images showing ocular surface change which unusually predisposed to severe fusarium keratitis in an elderly woman. Successful treatment involved full thickness corneal transplantation shown 2 weeks and then 2 years after surgery
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Aspergillus keratitis. Shrunken eye as a consequence of this infection
