ultraviolet light blocker used in cosmetics and sunscreen preparations that also has estrogenic activities.
CAS：36861-47-9
分子式：C18H22O
分子量：254.4
纯度：98%
存储：Store at -20°C

Background:

4-Methylbenzylidene camphor (4-MBC) is an ultraviolet light blocker used in cosmetics and sunscreen preparations that also has estrogenic activities.

Since the estrogen receptor (ER) ligand type can influence transactivation, it is important to obtain information on molecular actions of nonclassical ER agonists.

In vitro: Previous results of competitive binding assays using cytosolic protein preparations from Xenopus hepatocytes demonstrated that 4-MBC could weakly bind to the ER. In addition, 4-MBC at a 100 micromol/L was not able to replace estradiol from the receptor completely [1].

In vivo: The estrogen target gene expression in uterus of Long Evans rats after exposure to 4-MBC was studied. Results showed that 4-MBC could altere steady-state levels of mRNAs encoding for ER, progesterone receptor (PR), and androgen recepto in uterus of 12-wk-old offspring. To evaluate sensitivity to estradiol (E2), offspring were injected with E2, and killed 6 h later. Acute up-regulation of PR and IGF-I and down-regulation of ER and androgen receptor by E2 were reduced in 4-MBC treated rats dose-dependently [2].

Clinical trial: In a 2-week single-blinded study, 15 young males and 17 postmenopausal females, were assigned to daily whole-body topical application of 2 mg per cm2 of 4-MBC basic cream formulation. Maximum plasma concentrations were 20 ng/mL for both females and men. 4-MBC was detectable in urine. The reproductive hormones FSH, LH were unchanged but minor differences in testosterone levels were observed between the 2 wk [3].

参考文献:
[1] Klann A, Levy G, Lutz I, Müller C, Kloas W, Hildebrandt JP.  Estrogen-like effects of ultraviolet screen 3-(4-methylbenzylidene)-camphor (Eusolex 6300) on cell proliferation and gene induction in mammalian and amphibian cells. Environ Res. 2005 Mar;97(3):274-81.
[2] S.  Durrer, K. Maerkel, M. Schlumpf, et al. Estrogen target gene regulation and coactivator expression in rat uterus after developmental exposure to the ultraviolet filter 4-methylbenzylidene camphor. Endocrinology 146(5), 2130-2139 (2005).
[3] N.  R. Janjua, B. Mogensen, A. M. Andersson, et al. Systemic absorption of the sunscreens benzophenone-3, octyl-methoxycinnamate, and 3-(4-methyl-benzylidene) camphor after whole-body topical application and reproductive hormone levels in humans. Journal of Investigative Dermatology 123, 57-61(2004).