Disposition of benzophenone-3 after dermal administration in male rats

Okereke, Chukwuemeka S.; Abdel-Rhaman, Mohamed S.; Friedman, Marvin A.

doi:10.1016/0378-4274(94)90101-5

Cited by 94 publications

(60 citation statements)

References 16 publications

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“…4-MBC exhibits significant penetration through skin of hairless rats from a 6% solution in either a W/O emulsion or oily gels (8). BP-3 is also dermally absorbed in rats (35). Evidence for absorption by human skin has been presented for 4-MBC, Bp-3, and OD-PABA (6,7,9,10); 4-MBC also penetrates a folioxane membrane, a model for human skin (8).…”

Section: Discussionmentioning

confidence: 98%

In vitro and in vivo estrogenicity of UV screens.

Schlumpf

Cotton

Conscience

et al. 2001

Environ Health Perspect

718

287

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Ultraviolet (UV) screens are increasingly used as a result of growing concern about UV radiation and skin cancer; they are also added to cosmetics and other products for light stability. Recent data on bioaccumulation in wildlife and humans point to a need for in-depth analyses of systemic toxicology, in particular with respect to reproduction and ontogeny. We examined six frequently used UVA and UVB screens for estrogenicity in vitro and in vivo. In MCF-7 breast cancer cells, five out of six chemicals, that is, benzophenone-3 (Bp-3), homosalate (HMS), 4-methyl-benzylidene camphor (4-MBC), octyl-methoxycinnamate (OMC), and octyl-dimethyl-PABA (OD-PABA), increased cell proliferation with median effective concentrations (EC(50)) values between 1.56 and 3.73 microM, whereas butyl-methoxydibenzoylmethane (B-MDM) was inactive. Further evidence for estrogenic activity was the induction of pS2 protein in MCF-7 cells and the blockade of the proliferative effect of 4-MBC by the estrogen antagonist ICI 182,780. In the uterotrophic assay using immature Long-Evans rats that received the chemicals for 4 days in powdered feed, uterine weight was dose-dependently increased by 4-MBC (ED(50 )309mg/kg/day), OMC (ED(50) 935 mg/kg/day), and weakly by Bp-3 (active at 1,525 mg/kg/day). Three compounds were inactive by the oral route in the doses tested. Dermal application of 4-MBC to immature hairless (hr/hr) rats also increased uterine weight at concentrations of 5 and 7.5% in olive oil. Our findings indicate that UV screens should be tested for endocrine activity, in view of possible long-term effects in humans and wildlife.

show abstract

Section: Discussionmentioning

confidence: 98%

In vitro and in vivo estrogenicity of UV screens.

Schlumpf

Cotton

Conscience

et al. 2001

Environ Health Perspect

718

287

View full text Add to dashboard Cite

show abstract

“…BP-UV filters can suffer yet a "cross-transformation" to other types of BP-UV filters which often show more dangerous disrupting activities than the original forms [32]. It has been reported that BP-3 is metabolized to BP-1 and BP-8 in animals [32][33][34][35], and there are some evidences about BP-1 possesses higher estrogenic activity than BP-3 [34,[36][37][38]. Others benzophenone derivatives such as BP-2 and 4-OH-BP are also metabolites of BP-3.…”

Section: Introductionmentioning

confidence: 98%

Simplified matrix solid phase dispersion procedure for the determination of parabens and benzophenone-ultraviolet filters in human placental tissue samples

Vela-Soria

Rodrı́guez

Ballesteros

et al. 2014

Journal of Chromatography A

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“…Orally or topically administered BZ-3 is converted to at least three metabolites, 2,4-dihydroxybenzophenone (benzophenone-1, BZ-1), 2,3,4-trihydroxybenzophenone and 2,2′-dihydroxy-4-methoxybenzophenone (benzophenone-8, BZ-8). [2][3][4][5] BZ-1 and 2,3,4-*To whom correspondence should be addressed: Osaka Prefectural Institute of Public Health, 3-69, 1-chome, Nakamichi, Higashinari-ku, Osaka 537-0025, Japan. Tel.…”

Section: Introductionmentioning

confidence: 99%

Estrogenicity of Metabolites of Benzophenone Derivatives Examined by a Yeast Two-Hybrid Assay.

Takatori

Kitagawa

Oda

et al. 2003

JOURNAL OF HEALTH SCIENCE

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The estrogenic activities of S-9 metabolites of benzophenone derivatives (benzophenone, 2-hydroxy-4-methoxybenzophenone, 2,2′-dihydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 2,4-dihydroxybenzophenone and 2,3,4-trihydroxybenzophenone) and benzhydrol were examined with a yeast two-hybrid screening system. After chemicals were incubated in an S-9 mix at 37°C for 4 hr prior to their incubation with the yeast strain, the S-9 mix containing metabolites was assayed for the estrogenic activity by the yeast two-hybrid assay. Benzophenone, 2-hydroxy-4-methoxybenzophenone and 2,2′-dihydroxy-4-methoxybenzophenone exhibited estrogenic activities after incubation with the S-9 mix. The estrogenic metabolites of 2-hydroxy-4-methoxybenzophenone were fractionated by high-performance liquid chromatography, one of which was identified as 2,4-dihydroxybenzophenone. This assay will be a useful tool for detecting proestrogens.

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Disposition of benzophenone-3 after dermal administration in male rats

Cited by 94 publications

References 16 publications

In vitro and in vivo estrogenicity of UV screens.

In vitro and in vivo estrogenicity of UV screens.

Simplified matrix solid phase dispersion procedure for the determination of parabens and benzophenone-ultraviolet filters in human placental tissue samples

Estrogenicity of Metabolites of Benzophenone Derivatives Examined by a Yeast Two-Hybrid Assay.

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