menthofuran/mentha

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Metabolism of (R)-(+)-pulegone and (R)-(+)-menthofuran by human liver cytochrome P-450s: evidence for formation of a furan epoxide.

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Ingia / Ingia

(R)-(+)-Pulegone, a monoterpene constituent of pennyroyal oil, is a hepatotoxin that has been used in folklore medicine as an abortifacient despite its potential lethal effects. Pulegone is metabolized by human liver cytochrome P-450s to menthofuran, a proximate hepatotoxic metabolite of pulegone.

Demonstration that menthofuran synthase of mint (Mentha) is a cytochrome P450 monooxygenase: cloning, functional expression, and characterization of the responsible gene.

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Ingia / Ingia

(+)-Menthofuran is an undesirable monoterpenoid component of peppermint (Mentha x piperita) essential oil that is derived from the alpha,beta-unsaturated ketone (+)-pulegone. Microsomal preparations, from the oil gland secretory cells of a high (+)-menthofuran-producing chemotype of Mentha pulegium,

Characterization of rat liver proteins adducted by reactive metabolites of menthofuran.

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Ingia / Ingia

Pulegone is the major constituent of pennyroyal oil, a folkloric abortifacient that is associated with hepatotoxicity and, in severe cases, death. Cytochrome P450-mediated oxidation of pulegone generates menthofuran, which is further oxidized to form electrophilic reactive intermediates, menthofuran

The metabolism of the abortifacient terpene, (R)-(+)-pulegone, to a proximate toxin, menthofuran.

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Ingia / Ingia

(R)-(+)-Pulegone, the major monoterpene component of the abortifacient mint oil, pennyroyal oil, is metabolized by hepatic microsomal monooxygenases of the mouse to a hepatotoxin. The formation of a toxic metabolite is apparently mediated by cytochromes P-450 of the phenobarbital class inasmuch as

Contribution of menthofuran to the hepatotoxicity of pulegone: assessment based on matched area under the curve and on matched time course.

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Ingia / Ingia

In recent years it has become increasingly evident that the toxicity produced by a variety of compounds can be attributed to their metabolites. Simple dose-toxicity studies of a metabolite will help to elucidate its toxic effect, but it is not possible to quantify its role in the toxicity produced

Metabolism of (R)-(+)-menthofuran in Fischer-344 rats: identification of sulfonic acid metabolites.

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Ingia / Ingia

(R)-(+)-Menthofuran is a metabolite of (R)-(+)-pulegone, the chief constituent of pennyroyal oil. Menthofuran has been shown to account for a significant percentage of pulegone toxicity through further metabolism to a reactive intermediate, an enonal (2-Z-(2'-keto-4'-methylcyclohexylidene)propanal).

Menthofuran-dependent and independent aspects of pulegone hepatotoxicity: roles of glutathione.

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Ingia / Ingia

Pulegone, a monoterpene that protects source plants against predators, is a hepatotoxic constituent of the folklore abortifacient pennyroyal oil. In the rat, pulegone extensively depleted glutathione measured in both liver tissue and plasma, and its toxicity was markedly enhanced in animals treated

Biosynthesis of menthofuran in Mentha x piperita: stereoselective and mechanistic studies.

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Ingia / Ingia

Mentha x piperita shoot tips and first leaf pair were fed with aqueous solutions of [(2)H(2)]- and [(2)H(2)]/[(18)O]-labeled pulegone. The essential oil was analyzed by solid phase microextraction and enantioselective multidimensional gas chromatography/mass spectrometry. After feeding experiments

Genetic variability, character association, and path analysis for economic traits in menthofuran rich half-sib seed progeny of Mentha piperita L.

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Ingia / Ingia

Menthofuran rich eight half-sib seed progeny of Mentha piperita (MPS-36) were studied for various genetic parameters, namely, coefficient of variation, heritability, genetic advance, correlation, and path of various plant and oil attributes, namely, plant height, L:S ratio, herb yield, β -myrcene,

Occurrence of menthofuran in oil of peppermint (Mentha piperita vulgaris S.).

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Ingia / Ingia

[Determination of menthone, menthol and menthofuran in essential oil of Mentha; localization of menthofuran in the plant].

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Ingia / Ingia

ESSENTIAL OILS AND THEIR CONSTITUENTS. XX. DETECTION AND ESTIMATION OF MENTHOFURAN IN MENTHA ARVENSIS AND OTHER MINT SPECIES BY COUPLED GAS-LIQUID-THIN-LAYER CHROMATOGRAPHY.

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Ingia / Ingia

Glutathione S-transferase catalyzes the isomerization of (R)-2-hydroxymenthofuran to mintlactones.

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Ingia / Ingia

(R)-(+)-Menthofuran is the proximate toxic metabolite of pulegone, the major constituent of the pennyroyal oil, that contributes significantly to the hepatotoxicity resulting from ingestion of this folklore abortifacient pennyroyal oil. Recently, menthofuran was shown to be metabolized by cytochrome

Partial characterization of biliary metabolites of pulegone by tandem mass spectrometry. Detection of glucuronide, glutathione, and glutathionyl glucuronide conjugates.

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Ingia / Ingia

The hepatotoxic monoterpene pulegone is a major constituent of the herbal abortifacient pennyroyal oil. An approximately equimolar mixture of 2H3- and 14C-labeled pulegone was administered to rats to study its phase II metabolism. Radioactive conjugates that were excreted into the bile were isolated

Genetic basis for high limonene-cineole content of exceptional Mentha citrata hybrids.

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Ingia / Ingia

Most Mentha species have 1-25% 1-limonene and 0.5-8% 1,8-cineole, but 19 individuals having more than 50% limonene-cineole were found in a progeny of 10,000 Strain 2 M. citrata - M. crispa F 1 hybrids. When the same strain of M. citrata (2 n = 96) having the genotype I1I1 i 2 i 2, a lavender herbage

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