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.
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Aspergillus flavus Link. A colonies after 1 weekB,C conidial heads x 920D Conidia x920 E Conidial head x920
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Patient diagnosed with Stage C Chronic Lymphocytic Leukaemia, treated in the MRC CLL4 study, with prednisolone for 4 weeks followed by oral chlorambucil for 7 days. Patient developed severe pneumonia due to pseudomonas and staphylococcus. Following treatment with broad spectrum antibiotics and 1 week of Abelcet, patient was readmitted with headache, disorientation and fever. CT brain scans showed 3 ring enhancing lesions, aspirated material showed neutrophils but grew aspergillus. Patient now improved on Abelcet (4 mg/kg) and oral itrconazole suspension 200mg b.d.
Thanks to Richard Chasty, Consultant Haematologist, North Staffordsire Hospital, UK.,