+ Site Statistics
+ Search Articles
+ Subscribe to Site Feeds
EurekaMag Most Shared ContentMost Shared
EurekaMag PDF Full Text ContentPDF Full Text
+ PDF Full Text
Request PDF Full TextRequest PDF Full Text
+ Follow Us
Follow on FacebookFollow on Facebook
Follow on TwitterFollow on Twitter
Follow on Google+Follow on Google+
Follow on LinkedInFollow on LinkedIn

+ Translate

The metabolic disposition of methoxy carbon 14 labelled trans anethole estragole and p propylanisole in human volunteers

Xenobiotica 17(10): 1223-1232

The metabolic disposition of methoxy carbon 14 labelled trans anethole estragole and p propylanisole in human volunteers

1. The metabolic fates of the naturally occurring food flavors trans-anethole and estragole, and their synthetic congener p-propylanisole have been investigated in human volunteers using the [methoxy-14C]-labeled compounds. The doses used were close to those encountered in the diet, 1 mg, 100 .mu.g and 100 .mu.g respectively. 2. In each case, the major routes of elimination of 14C were in the urine and in the expired air as 14CO2. 3. Urinary metabolites were separated by solvent extraction, t.l.c. and h.p.l.c., and characterized by comparison of chromatographic mobilities with standards and by radioisotope dilution. Nine 14C urinary metabolites were found after trans-anethole administration, four after p-propylanisole and five after estragole. All were products of side chain oxidations. 4. The principal metabolites of p-propylanisole were 4-methoxyhippuric acid (12%) and 1-(4'-methoxyphenyl)propan-1-ol (2%) and -2-ol (8%). 5. The major metabolite of trans-anethole was 4-methoxyhippuric acid (56% of dose), accompanied by much smaller amounts of the two isomers of 1-(4'-methoxyphenyl)propane-1,2-diol (together 3%). 6. After estragole administration, the two volunteers eliminated 0.2 and 0.4% of the dose respectively as 1'-hydroxyestragole. 7. The human metabolic data is discussed with reference to the comparative metabolic disposition of these compounds in the mouse and rat, species commonly used in their safety assessment.

(PDF 0-2 workdays service: $29.90)

Accession: 006717081

Related references

The metabolic disposition of [methoxy-14C]-labelled trans-anethole, estragole and p-propylanisole in human volunteers. Xenobiotica; the Fate of Foreign Compounds in Biological Systems 17(10): 1223-1232, 1987

Influence of dose size on the disposition of trans methoxy carbon 14 anethole in human volunteers. Food & Chemical Toxicology 26(2): 87-92, 1988

Influence of dose size on the disposition of trans-anethole in human volunteers. Food and Chemical Toxicology 26(2): 87-91, 1988

Mutagenicity of trans-anethole, estragole, eugenol, and safrole in the Ames Salmonella typhimurium assay. Bulletin of Environmental Contamination and Toxicology 28(6): 647-654, 1982

The mutagenicities of safrole, estragole, eugenol, trans-anethole, and some of their known or possible metabolites for Salmonella typhimurium mutants. Mutation Research 60(2): 143-153, 1979

The genotoxic potential in vitro and in vivo of the allyl benzene etheric oils estragole, basil oil and trans-anethole. Mutation Research 325(4): 129-136, 1994

Radical scavenging and antimicrobial activities of Croton zehntneri, Pterodon emarginatus and Schinopsis brasiliensis essential oils and their major constituents: estragole, trans-anethole, β-caryophyllene and myrcene. Natural Product Research 29(10): 939-946, 2015

Insecticidal activity of basil oil, trans-anethole, estragole, and linalool to adult fruit flies of Ceratitis capitata, Bactrocera dorsalis, and Bactrocera cucurbitae. Journal of Economic Entomology 102(1): 203-209, 2009

The disposition of carbon 14 labelled benazepril hydrochloride in normal adult volunteers after single and repeated oral dose. Xenobiotica 21(2): 251-262, 1991

Metabolic disposition of carbon 14 labelled amaranth in the rat mouse and guinea pig. Food & Chemical Toxicology 25(12): 947-954, 1987