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  • Title: Synthesis and biological activity of 9-deoxo-9-methylene and related prostaglandins.
    Author: Bundy GL, Kimball FA, Robert A, Aiken JW, Maxey KM, Sebek OK, Nelson NA, Sih JC, Miller WL, Hsi RS.
    Journal: Adv Prostaglandin Thromboxane Res; 1980; 6():355-63. PubMed ID: 7386275.
    Abstract:
    A number of PGE analogs have been synthesized in which the C-9 carbonyl group has been replaced by an exo-methylene group. These chemically stable 9-deoxo-9-methylene-PGEs exhibit biological profiles very similar to their less stable PGE relatives. 9-Deoxo-16,16-dimethyl-9-methylene-PGE2 (7) retains the useful uterine-stimulating potency of 16,16-dimethyl-PGE2 but is approximately 300 times less enteropooling in the rat. In preliminary clinical trials, 7 has shown efficacy for pregnancy termination by the oral and vaginal routes of administration, as well as relative freedom from gastrointestinal side effects.
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