title: In vivo formation of N-acyl-fumonisin B1.
abstract: Fumonisins are fungal toxins found in corn and in corn-based foods. Fumonisin B1 (FB1) is the most common and is toxic to animals, causes cancer in rodents, and is a suspected risk factor for cancer and birth defects in humans. The hydrolyzed form of FB1 (HFB1) also occurs in foods and is metabolized by rats to compounds collectively known as N-acyl-HFB1 (also known as N-acyl-AP1). N-acyl-HFB1 is structurally similar to ceramides, metabolites which have important structural and signaling functions in cells. FB1 is N-acylated in vitro to ceramide-like metabolites which, like FB1, are cytotoxic. However, metabolism of FB1 and inhibition of ceramide synthase by its metabolites in vivo has not been demonstrated. Male rats were dosed ip with 0.5, 1, or 2 mg/kg body weight FB1 on five consecutive days and the liver and kidney thereafter processed for chemical analysis. N-acyl derivatives of fumonisin B1 were identified for the first time in these principal target organs of FB1 in rats, at levels up to 0.4 nmol/g tissue using mass spectrometry. The N-acyl chain length of the metabolites varied in a tissue-dependent manner with C16 derivatives predominating in the kidney and C24 derivatives being prevalent in the liver. The toxicological significance of N-acyl-fumonisins is not known and warrants investigation.
authors.affiliation: Institute of Food Chemistry, Westfälische Wilhelms-Universität, Münster, Germany.
authors.forename: Henning
authors.initials: H
authors.lastname: Harrer
authors.forename: Hans Ulrich
authors.initials: HU
authors.lastname: Humpf
authors.forename: Kenneth A
authors.initials: KA
authors.lastname: Voss
mesh_terms: D000818:Animals; D001711:Biotransformation; D037341:Fumonisins / Q000008:administration & dosage / Q000378:metabolism*; D007668:Kidney / Q000737:chemistry; D008099:Liver / Q000737:chemistry; D008297:Male; D013058:Mass Spectrometry; D017207:Rats, Sprague-Dawley
chemical_list: D037341:Fumonisins