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Tremorgenic Mycotoxins: Structure Diversity and Biological Activity

Agriculture Victoria, AgriBio, Centre for AgriBioscience, Bundoora, Victoria 3083, Australia
School of Applied Systems Biology, La Trobe University, Bundoora, Victoria 3083, Australia
Author to whom correspondence should be addressed.
Received: 24 April 2019 / Revised: 22 May 2019 / Accepted: 22 May 2019 / Published: 27 May 2019
(This article belongs to the Special Issue Toxicological Effects of Mycotoxins on Target Cells)
Indole-diterpenes are an important class of chemical compounds which can be unique to different fungal species. The highly complex lolitrem compounds are confined to Epichloë species, whilst penitrem production is confined to Penicillium spp. and Aspergillus spp. These fungal species are often present in association with pasture grasses, and the indole-diterpenes produced may cause toxicity in grazing animals. In this review, we highlight the unique structural variations of indole-diterpenes that are characterised into subgroups, including paspaline, paxilline, shearinines, paspalitrems, terpendoles, penitrems, lolitrems, janthitrems, and sulpinines. A detailed description of the unique biological activities has been documented where even structurally related compounds have displayed unique biological activities. Indole-diterpene production has been reported in two classes of ascomycete fungi, namely Eurotiomycetes (e.g., Aspergillus and Penicillium) and Sordariomycetes (e.g., Claviceps and Epichloë). These compounds all have a common structural core comprised of a cyclic diterpene skeleton derived from geranylgeranyl diphosphate (GGPP) and an indole moiety derived from tryptophan. Structure diversity is generated from the enzymatic conversion of different sites on the basic indole-diterpene structure. This review highlights the wide-ranging biological versatility presented by the indole-diterpene group of compounds and their role in an agricultural and pharmaceutical setting. View Full-Text
Keywords: mycotoxins; endophyte; fungi; neurotoxin; lolitrems mycotoxins; endophyte; fungi; neurotoxin; lolitrems
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MDPI and ACS Style

Reddy, P.; Guthridge, K.; Vassiliadis, S.; Hemsworth, J.; Hettiarachchige, I.; Spangenberg, G.; Rochfort, S. Tremorgenic Mycotoxins: Structure Diversity and Biological Activity. Toxins 2019, 11, 302.

AMA Style

Reddy P, Guthridge K, Vassiliadis S, Hemsworth J, Hettiarachchige I, Spangenberg G, Rochfort S. Tremorgenic Mycotoxins: Structure Diversity and Biological Activity. Toxins. 2019; 11(5):302.

Chicago/Turabian Style

Reddy, Priyanka, Kathryn Guthridge, Simone Vassiliadis, Joanne Hemsworth, Inoka Hettiarachchige, German Spangenberg, and Simone Rochfort. 2019. "Tremorgenic Mycotoxins: Structure Diversity and Biological Activity" Toxins 11, no. 5: 302.

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