1988
DOI: 10.1039/c39880000743
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Structure elucidation of the fumonisins, mycotoxins from Fusarium moniliforme

Abstract: The structures of the fumonisins, a family of structurally related mycotoxins isolated from cultures of Fusarium moniliforme, were elucidated by mass spectrometry and 1H and 13C n.m.r. spectroscopy as the diester of propane-lr2,3-tricarboxylic acid and either 2-acetylamino-or 2-amino-1 2,16-dimethyl-3,5,10,14,15-pentahydroxyicosane as well as in each case the C-10 deoxy analogue; in all cases both the C-14 and C-15 hydroxy groups are involved in ester formation with the terminal carboxy group of propane-I ,2,3… Show more

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Cited by 575 publications
(331 citation statements)
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“…The fumonisins, a new class of mycotoxins, have been isolated and characterized from toxic cultures of Fusarium moniloforme 1,2 and Fusarium proliferatum. 9 One of the first reports of the natural occurrence of the fumonisins described the identification of the fumonisins in corn from Transkei, Republic of South Africa.…”
mentioning
confidence: 99%
“…The fumonisins, a new class of mycotoxins, have been isolated and characterized from toxic cultures of Fusarium moniloforme 1,2 and Fusarium proliferatum. 9 One of the first reports of the natural occurrence of the fumonisins described the identification of the fumonisins in corn from Transkei, Republic of South Africa.…”
mentioning
confidence: 99%
“…These new mycotoxins, characterized as bistricarballylic aminopolyol esters (Figure 1), were given the trivial name of fumonisins. Like the AAL toxins, the fumonisins are comprised of a family of structural congeners with differing levels of toxic activity (Bezuidenhout et al, 1988). Consumption of maize colonized by F. moniliforme was linked first to leukoencephalomalacia, a fatal disease of horses Gelderblom et al, 1988a), and subsequently to esophageal cancer in humans (Gelderblom et al, 1988b;Marasas et al, 1988b;Sydenham et al, 1990).…”
Section: Sphinganine Analog Mycotoxins (Sams)mentioning
confidence: 99%
“…They were first described by Bezuidenhout et al (1988) and Gelderblom et al (1988) and their structures were elucidated as aliphatic molecules resembling the sphingosines. The fumonisins cause a variety of symptoms in animals, such as leucoencephalomalacia in horses, pulmonary oedema in pigs or liver cancer in rats (Riley et al 1993).…”
Section: Introductionmentioning
confidence: 99%