Toxicokinetics and biotransformation of 3-(4-methylbenzylidene)camphor in rats after oral administration

Völkel, Wolfgang; Colnot, Thomas; Schauer, Ute M.D.; Broschard, Thomas H.; Dekant, W.

doi:10.1016/j.taap.2006.05.012

Cited by 41 publications

(28 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Recent receptor binding data show a strong preference of 4-MBC for ER␤ (10). So far, it is not known whether there exist bioactive metabolites that might possibly exhibit a different effect spectrum; a carboxylated derivative has recently been identified as the major 4-MBC metabolite in female rats (20).…”

Section: Discussionmentioning

confidence: 99%

Estrogen Target Gene Regulation and Coactivator Expression in Rat Uterus after Developmental Exposure to the Ultraviolet Filter 4-Methylbenzylidene Camphor

Durrer¹,

Maerkel²,

Schlumpf³

et al. 2005

Endocrinology

View full text Add to dashboard Cite

Because the estrogen receptor (ER) ligand type influences transactivation, it is important to obtain information on molecular actions of nonclassical ER agonists. UV filters from cosmetics represent new classes of endocrine active chemicals, including the preferential ER beta ligands 4-methylbenzylidene camphor (4-MBC) and 3-benzylidene camphor. We studied estrogen target gene expression in uterus of Long Evans rats after developmental exposure to 4-MBC (0.7, 7, 24, and 47 mg/kg x d) administered in feed to the parent generation before mating, during pregnancy and lactation, and to the offspring until adulthood. 4-MBC altered steady-state levels of mRNAs encoding for ER alpha, ER beta, progesterone receptor (PR), IGF-I, androgen receptor, determined by real-time RT-PCR in uterus of 12-wk-old offspring. Western-blot analyses of the same tissue homogenates indicated changes in ER alpha and PR but not ER beta proteins. To assess sensitivity to estradiol (E2), offspring were ovariectomized on d 70, injected with E2 (10 or 50 microg/kg sc) on d 84, and killed 6 h later. Acute up-regulation of PR and IGF-I and down-regulation of ER alpha and androgen receptor by E2 were dose-dependently reduced in 4-MBC-exposed rats. The reduced response to E2 was accompanied by reduced coactivator SRC-1 mRNA and protein levels. Our data indicate that developmental exposure to 4-MBC affects the regulation of estrogen target genes and the expression of nuclear receptor coregulators in uterus at mRNA and protein levels.

show abstract

Section: Discussionmentioning

confidence: 99%

Estrogen Target Gene Regulation and Coactivator Expression in Rat Uterus after Developmental Exposure to the Ultraviolet Filter 4-Methylbenzylidene Camphor

Durrer¹,

Maerkel²,

Schlumpf³

et al. 2005

Endocrinology

View full text Add to dashboard Cite

show abstract

“…None of those compounds, except BP1, were found in the fungal culture. In 4-MBC assays, the metabolites identified in rats and humans were 3-(4-carboxybenzylidene)-6-hydroxycamphor (the major metabolite) and 3-(4-carboxybenzylidene) camphor and their respective glucuronide conjugates [64]. As in mammals, phase I and phase II enzymes appear to participate in the degradation of BP3, BP1 and 4-MBC by T. versicolor [44,49].…”

Section: Degradation Pathwaysmentioning

confidence: 98%

UV Filters Biodegradation by Fungi, Metabolites Identification and Biological Activity Assessment

Badia-Fabregat

Caminal

Vicent

et al. 2012

The Handbook of Environmental Chemistry

View full text Add to dashboard Cite

Organic UV filters used in cosmetics and sunlight protection of materials are considered emerging contaminants. These xenobiotic compounds occur in the environment in relevant concentrations and display critical properties such as environmental persistence and bioaccumulation. They enter the environment mainly through the liquid effluent of wastewater treatment plants (WWTPs), but, due to their high hydrophobicity, they are also adsorbed in WWTP sludge, that is, eventually spread on agricultural fields as fertilizer. The treatment of WWTP sludge with the white-rot fungi Trametes versicolor has emerged as a feasible alternative to current conventional treatment processes to degrade them in a range from 87% in the case of 3-(4 0 -methylbenzylidene) camphor (4-MBC) to 100% of benzophenone-3 (BP3) and its metabolite 4,4 0 -dihydroxybenzophenone (4DHB). When treating the sewage sludge to remove sunscreens content, it is crucial to establish the biological activity profile along the process. metabolites possessed significant oestrogenic activity at the produced concentrations. These results demonstrate the suitability of fungi to degrade sunscreen agents and eliminate their oestrogenic activity.

show abstract

“…In einer toxikokinetischen Studie mit oraler Verabreichung erhielten je 3 männli-che und weibliche Sprague-Dawley-Ratten per Schlundsonde einmalig Dosen von 25 oder 250 mg 4-MBC/kg KG, gelöst in Maiskeimöl [3,7]. Untersucht wurden die Metabolisierung von 4-MBC sowie über 96 h die Kinetik von 4-MBC und seinen Metaboliten im Blut sowie deren Ausscheidung mit dem Urin.…”

Section: Untersuchungen An Rattenunclassified

“…An Ratten wurde die Ausscheidung im Urin nur in einer oralen [7], aber nicht in einer dermalen Studie untersucht. Die dermale Absorption bei der Ratte lässt sich aus dem Verhältnis der AUC aus den Studien von Völkel et al [7] und Schauer et al [8] und linearer Dosisextrapolation folgendermaßen ableiten: Dermale Absorption = ∑AUC dermale Studie/∑AUC orale Studie * Dosis oral (mg/kg KG/Tag)/Dosis dermal (mg/kg KG/Tag)* Absorption oral.…”

Section: Dermale Absorption Ratteunclassified

Stoffmonographie für 3-(4-Methylbenzyliden)-kampfer (4-MBC) – HBM-Werte für die Summe der Metaboliten 3-(4-Carboxybenzyliden)-kampfer (3-4CBC) und 3-(4-Carboxybenzyliden)-6-Hydroxykampfer (3-4CBHC) im Urin von Erwachsenen und Kindern

Umweltbundesamtes¹

2015

Bundesgesundheitsbl.

View full text Add to dashboard Cite

Toxicokinetics and biotransformation of 3-(4-methylbenzylidene)camphor in rats after oral administration

Cited by 41 publications

References 18 publications

Estrogen Target Gene Regulation and Coactivator Expression in Rat Uterus after Developmental Exposure to the Ultraviolet Filter 4-Methylbenzylidene Camphor

Estrogen Target Gene Regulation and Coactivator Expression in Rat Uterus after Developmental Exposure to the Ultraviolet Filter 4-Methylbenzylidene Camphor

UV Filters Biodegradation by Fungi, Metabolites Identification and Biological Activity Assessment

Stoffmonographie für 3-(4-Methylbenzyliden)-kampfer (4-MBC) – HBM-Werte für die Summe der Metaboliten 3-(4-Carboxybenzyliden)-kampfer (3-4CBC) und 3-(4-Carboxybenzyliden)-6-Hydroxykampfer (3-4CBHC) im Urin von Erwachsenen und Kindern

Contact Info

Product

Resources

About