Studies in the biochemistry of micro-organisms. 103. Metabolites of <i>Alternaria tenuis</i> Auct.: culture filtrate products

Rosett, Theodore; Sankhala, R. H.; Stickings, C. E.; Taylor, Miles; Thomas, Robert

doi:10.1042/bj0670390

Cited by 194 publications

(112 citation statements)

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“…These urolithins ( Figure 3) were also isolated from animal feces [6,7]. Other dibenzo-α-pyrones isolated from plants included sabilactone (38) from Sabina vulgaris [54] and sarolactone (39) from Hypericum japonicum [55]. The structures of the dibenzo-α-pyrones from plants are shown in Figure 4.…”

Section: Dibenzo-α-pyrones From Plantsmentioning

confidence: 99%

Natural Dibenzo-α-Pyrones and Their Bioactivities

Mao

Sun

et al. 2014

Molecules

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Natural dibenzo-α-pyrones are an important group of metabolites derived from fungi, mycobionts, plants and animal feces. They exhibit a variety of biological activities such as toxicity on human and animals, phytotoxicity as well as cytotoxic, antioxidant, antiallergic, antimicrobial, antinematodal, and acetylcholinesterase inhibitory properties. Dibenzo-α-pyrones are biosynthesized via the polyketide pathway in microorganisms or metabolized from plant-derived ellagitannins and ellagic acid by intestinal bacteria. At least 53 dibenzo-α-pyrones have been reported in the past few decades. This mini-review aims to briefly summarize the occurrence, biosynthesis, biotransformation, as well as their biological activities and functions. Some considerations related to synthesis, production and applications of dibenzo-α-pyrones are also discussed.

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Section: Dibenzo-α-pyrones From Plantsmentioning

confidence: 99%

Natural Dibenzo-α-Pyrones and Their Bioactivities

Mao

Sun

et al. 2014

Molecules

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“…The tetramic acid derivative L-tenuazonic acid [(5S,8S)-3-acetyl-5-sec-butyl-pyrrolidine-2,4-dione] (TA) was first isolated by Rosett et al [149], from Alternaria tenuis, a dematiaceous plant pathogen invading a series of plants involved in the postharvest decay of fruits, grains and vegetables. Its structure was established by Stickings [150] and later investigated by Wessels and co-workers [151] applying NMR spectroscopy and X-ray crystallography, also describing different tautomers of this 3-acetyltetramic acid.…”

Section: Historical Perspective and Tautomeric Formulaementioning

confidence: 99%

Mycotoxins: Producing Fungi and Mechanisms of Phytotoxicity

2015

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Abstract:Mycotoxins are secondary fungal metabolites, toxic to humans, animals and plants. Among the hundreds of known mycotoxins, aflatoxins, citrinin, patulin, penicillic acid, tenuazonic acid, ochratoxin A, cytochalasins, deoxynivalenol, fumonisins, fusarin C, fusaric acid, and zearalenone are considered the types that most contaminate cereal grain. The majority of the mycotoxins in these groups are produced by three fungal genera: Aspergillus, Penicillium and Fusarium. These metabolites primarily affect the seed quality, germination, viability, seedling vigour, growth of root and cleoptile. Additionally, since the fungi responsible for the production of these mycotoxins are often endophytes that infect and colonize living plant tissues, accumulation of mycotoxins in the plant tissues may at times be associated with development of plant disease symptoms. The presence of mycotoxins, even in the absence of disease symptoms, may still have subtle biological effects on the physiology of plants. Several studies highlight the toxic effects of mycotoxins on animals and cell lines but little is known about the mode of action of most of these metabolites on plant cells. The most important mycotoxins with phytotoxic effects and their producers in addition to their discovery are briefly outlined below and will be addressed in this article.

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“…The first are dibenzo-a-pyrones (12,18,19). These are often major components of the crude fungal extracts.…”

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confidence: 99%