Aquilide A, a new mutagenic compound isolated from bracken fern (<i>Pteridium aquilinum</i> (L.) Kuhn)

Hoeven, J.C.M. van der; Lagerweij, W.J.; Posthumus, M.A.; Veldhuizen, A. van; Holterman, H.A.J.

doi:10.1093/carcin/4.12.1587

Cited by 105 publications

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“…has a vast array of diverse phytochemical armaments, containing a substantial number of potentially harmful substances including illudane, ptaquiloside and protoilludane glycosides [1]. Ptaquiloside (Figure 1), a highly water soluble phytotoxin, was first isolated in 1983 and identified as having carcinogenic, mutagenic and clastogenic behaviours [2,3]. More recently ptesculentoside and caudatoside have been isolated in quantities comparable to ptaquiloside and they have been identified as having similar chemical reactivity and presumably biological activity [4].…”

Section: Introductionmentioning

confidence: 99%

Ptaquiloside in Irish Bracken Ferns and Receiving Waters, with Implications for Land Managers

et al. 2016

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Ptaquiloside, along with other natural phytotoxins, is receiving increased attention from scientists and land use managers. There is an urgent need to increase empirical evidence to understand the scale of phytotoxin mobilisation and potential to enter into the environment. In this study the risk of ptaquiloside to drinking water was assessed by quantifying ptaquiloside in the receiving waters at three drinking water abstraction sites across Ireland and in bracken fronds surrounding the abstraction sites. We also investigated the impact of different management regimes (spraying, cutting and rolling) on ptaquiloside concentrations at plot-scale in six locations in Northern Ireland, UK. Ptaquiloside concentrations were determined using recent advances in the use of LC-MS for the detection and quantification of ptaquiloside. The results indicate that ptaquiloside is present in bracken stands surrounding drinking water abstractions in Ireland, and ptaquiloside concentrations were also observed in the receiving waters. Furthermore, spraying was found to be the most effective bracken management regime observed in terms of reducing ptaquiloside load. Increased awareness is vital on the implications of managing land with extensive bracken stands.

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Section: Introductionmentioning

confidence: 99%

Ptaquiloside in Irish Bracken Ferns and Receiving Waters, with Implications for Land Managers

et al. 2016

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“…(1)) was finally isolated simultaneously in Japan and the Netherlands [38,39]. That this compound was to blame for the polytoxic qualities of bracken was convincingly demonstrated by ptaquiloside dosaging to whole organisms.…”

Section: Ecological Status Of Bracken Fernmentioning

confidence: 97%

Human Carcinogenesis and Bracken Fern: A Review of the Evidence

Alonso‐Amelot

Avendaño

2002

CMC

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The complex taxon embraced in the Pteridium genus, popularly known as bracken fern and notorious weeds in many parts of the world, is one of the few vascular plants known to induce cancer naturally in animals. It has been known for long to be acutely toxic to livestock and sublethal chronic oral feeding of bracken fronds leads to cancerous lesions in the urinary bladder, or bovine enzootic haematuria (BEH) and ileum of cattle. Bracken poisoning has been attributed chiefly to ptaquiloside, a norsesqui-terpene which is also a potent carcinogen inducing various malignancies in laboratory animals. It is capable of alkylating uncoiled DNAbases at key proto-oncogenes of selected organs. Some human populations also eat young bracken shoots and epidemiological studies in Japan and Brazil have shown a close association between bracken consumption and cancers of the upper alimentary tract. In addition, other studies reveal that the mere presence of bracken swards represents a greater risk to die of gastric adenocarcinoma for people who live more than 20 years in such areas or are exposed in childhood. This work reviews the bracken-cancer connections established by in vitro and in vivo experiments and epidemiological studies in various parts of the world, and provides insights into the possible bridges for bracken carcinogens to reach the human diet. Also, specific points where more research is needed are highlighted.

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“…3b). In 1983 two groups of scientists from Japan and from the Netherlands, respectively (Niwa et al, 1983;Van der Hoeven et al, 1983) isolated a compound with carcinogenic, mutagenic and clastogenic activity. The compound was termed ptaquiloside (PT).…”

Section: Constituents Of Antithiamine Charactermentioning

confidence: 99%

A biological hazard of our age: Bracken fern [ Pteridium aquilinum (L.) Kuhn] — A Review

Vetter

2009

Acta Veterinaria Hungarica

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Bracken fern (Pteridium aquilinum) is the fifth most distributed common weed species of the world. Its ecological distribution is very wide, and the plant can grow and spread successfully on many types of soil. The cover of P. aquilinum is -in some cases -remarkable (e.g. in the United Kingdom). Bracken fern contains different poisonous agents: some cyanogen glycosides, factors (agents) of antithiamine character (thermolabile thiaminase and thermostable other compounds) and factors of carcinogenic activity (first of all ptaquiloside). This paper summarises and reviews different toxicological problems and poisonings caused by bracken fern in ruminants (cattle, sheep) and in non-ruminant animals (horses, pigs, rats, mice, etc.). The carcinogenic properties of the norsesquiterpene-type ptaquiloside make bracken fern a potent, living hazard. Recent investigations have shown that ptaquiloside pollution of different soil layers is a distinct possibility. Ptaquiloside may leach from the soil into the drinking water base. This ecotoxicological aspect seems to be the most hazardous phenomenon in relation to P. aquilinum and ptaquiloside. The carcinogenic effect of ptaquiloside is based on its hydrolysis, which leads to the formation of a dienon intermediate. It can produce DNA adducts, which are responsible for inducing carcinoma.

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Aquilide A, a new mutagenic compound isolated from bracken fern (Pteridium aquilinum (L.) Kuhn)

Cited by 105 publications

References 0 publications

Ptaquiloside in Irish Bracken Ferns and Receiving Waters, with Implications for Land Managers

Ptaquiloside in Irish Bracken Ferns and Receiving Waters, with Implications for Land Managers

Human Carcinogenesis and Bracken Fern: A Review of the Evidence

A biological hazard of our age: Bracken fern [ Pteridium aquilinum (L.) Kuhn] — A Review

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