Phenol methyl ethers as oestrogenic agents

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Abstract
Oestrone methyl ether and oestradiol methyl ether have oestrogenic activity in doses of 1-5 g.; the free phenolic group, therefore, is not essential for the effect. Out of a no. of natural essential oils, fennel oil and anise oil, and to a very small extent, eucalyptus oil, exhibit oestrogenic activity. This is mainly due to the presence of anethol. Slight activities were observed with dihydro-anethole, anisole, veratric aldehyde, a no. of other phenol methyl ethers being completely inactive. Anol(p-propenyl-phenol) is slightly active, a by-product of its usual synthesis much more so. The activities of the tested preps. are sometimes higher with (infantile, non castrated) rats than with (adult, castrated) mice, both having about the same wt. Fennel oil and anise oil behave in this respect like oestradiol benzoate, the methyl ethers of oestrone and oestradiol like oestrone.

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