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

Summary.: A number of 4,4'-dihydroxybibenzyls has been prepared, with resolution of some isomers. Most are pro-oestrogens and all are anti-oestrogens of varying potency. Dextro- and laevo-,'-dimethyl-4,4'-dihydroxybibenzyl (D- and L-DMA) have the same anti-oestrogenic and antifertility potencies in mice, but threo- and erythro--ethyl-'-methyl-4,4'-dihydroxybibenzyl (threo- and erythro-MEA) differ markedly in all properties examined. Erythro-MEA, although a fairly potent pro-oestrogen, is highly anti-oestrogenic intravaginally and a potent antifertility agent with an MED of less than 1 µg/day. DL-Hexoestrol (DL-DEA) is also a potent anti-oestrogen and fairly potent antifertility agent, with an MED about 10 µg/day.

This series of compounds contrasts with the stilbene-4,4'-diols in possessing members with exceptional antifertility potency, not readily explained by their oestrogenic activities.