Secondary metabolites, structure diagram: Trivial name – territrem B

Date: 26 November 2013

Secondary metabolites, structure diagram: Trivial name – territrem B

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Notes:

Species: A. terreusSystematic name: 4H,11H-Naphtho(2,1-b)pyrano(3,4-e)pyran-1,11(5H)-dione, 4a,6,6a,12,12a,12b-hexahydro-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3,4,5-trimethoxyphenyl)-, (4aR,6aR,12aS,12bS)- 4H,11H-Naphtho(2,1-b)pyrano(3,4-e)pyran-1,11(5H)-dione, 4a,6,6a,12,12a,12b-hexaMolecular formulae: C29H34O9Molecular weight: 526.575Chemical abstracts number: 70407-20-4Selected references: Ling KH, Yang CK, Peng FT. Territrems, tremorgenic mycotoxins of Aspergillus terreus. Appl Environ Microbiol. 1979 Mar;37(3):355-7. Chen JW, Luo YL, Hwang MJ, Peng FC, Ling KH. Territrem B, a tremorgenic mycotoxin that inhibits acetylcholinesterase with a noncovalent yet irreversible binding mechanism. J Biol Chem. 1999 Dec 3;274(49):34916-23. Chen JW, Ling KH. Territrems: Naturally Occurring Specific Irreversible Inhibitors of Acetylcholinesterase. J Biomed Sci. 1996 Jan;3(1):54-58.Toxicity: mouse LD50 intraperitoneal 9060ug/kg (9.06mg/kg) Applied and Environmental Microbiology. Vol. 47, Pg. 98, 1984.


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  • Drug rashes: Drug interactions between steroids and anti-fungal drugs – (ecchymosis)

    Image A: Red skin rash on arms due to effect of inhaled steroids termed ecchymosis., Image B: Red skin rash on arms due to effect of inhaled steroids termed ecchymosis., Image C: Papular rash with blisters on the back, associated with CPA but prior to treatment, rash appeared 2 years previously in October 2007. The rash resolved on treatment with azoles., Image D: Papular rash with blisters on the back, associated with CPA but prior to treatment, rash appeared 2 years previously in October 2007. The rash resolved on treatment with azoles.

  • Reference: Muco-cutaneous retinoid effects and facial erythema related to the novel triazole antifungal agent voriconazole. Denning, DW & Griffiths, CEM. Clin.Exp Dermatol 2001, 26(8), 648-53.
    Courtesy of Dr D Denning, Wythenshawe Hospital, Manchester.(© Fungal Research Trust)

    Patient AB: Voriconazole rash. Following 8 weeks of Voriconazole, patient had remarkable facial erythema, most consistent with sun exposure because of sparing of her neck., Patient AB: Voriconazole rash. Following 8 weeks of Voriconazole, patient had remarkable facial erythema, most consistent with sun exposure because of sparing of her neck., Patient AB: Discoid lupus erythematosus following 12 months voriconazole therapy. This improved with use of sunblock factor 30 and resolved after discontinuation of voriconazole, 2 months later.

  • Micrographs of A. niger conidia & conidial heads provided by Amaliya Stepanova, Head of Laboratory pathomorphology and cytology at Kashkin Research Institute, Russian Federation.

    A niger conidial head TEM in vitro (РКПГF-1124), A niger mature conidium TEM in vitro (РКПГF-1124)

  • Micrographs of A. terreus conidia & conidial heads provided by Amaliya Stepanova, , Head of Laboratory pathomorphology and cytology at Kashkin Research Institute, Russian Federation.

    A terreus aleurospore TEM in vitro (РКПГF-1275), A terreus mature conidium SEM in vitro (РКПГ-1275), A terreus mature conidial head SEM in vitro

  • Micrographs of A. fumigatus conidia & conidial heads provided by Amaliya Stepanova, , Head of Laboratory pathomorphology and cytology at Kashkin Research Institute, Russian Federation.

    Conidial head (SEM), Part of conidial head (SEM), Mature conidia (SEM), Hyphae (SEM), Murine lung tissue (TEM)

  • Isolate from environmental sample

    A. clavatus, A. clavatus, A. clavatus

  • Patients has history of ABPA complicating long standing asthma. His total IgE has fluctuated between 2,200 and 4,600 KU/L, his Aspergillus IgE between 36.3 and 65.4 kAU/L and Aspergillus IgG from 87-154 mg/L. He has been taking long term itraconazole.

    December 2012, May 2012, AW CT Dec 2012 2, February 2010