ANTI-OESTROGENIC AND ANTIFERTILITY PROPERTIES OF SOME 4,4'-DIHYDROXYBIBENZYLS

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Abstract
A number of 4,4[image]-dihydroxybibenzyls was prepared, with resolution of some isomers. Most are pro-estrogens and all are anti-estrogens of varying potency. Dextro- and laevo-[alpha],[alpha]-dimethyl-4,4[image]-dihydroxybibenzyl (D- and L-DMA) have the same anti-estrogenic and antifertility potencies in mice, but threo- and erythro-[alpha]-ethyl-[alpha][image]-methyl-4,4[image]-dihy-droxybibenzyl (threo- and erythro-MEA) differ markedly in all properties examined. Erythro-MEA, although a fairly potent pro-estrogen, is highly anti-estrogenic intravaginally and a potent antifertility agent with an MED of less than 1 Mg/day. DL-Hexoestrol (DL-DEA) is also a potent anti-estrogen and fairly potent antifertility agent, with an MED about 10 [mu]g/day. This series of compounds contrasts with the stilbene-4,4[image]-diols in possessing members with exceptional antifertility potency, not readily explained by their estrogenic activities.

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