6α-Methylprogesterone explained

6α-Methylprogesterone (6α-MP) is a progestin which was never marketed.[1] [2] [3] [4] [5] [6] [7] It has 150% of the progestogenic potency of progesterone. In addition, and in contrast to progesterone, 6α-MP has weak androgenic, antiandrogenic, and synandrogenic actions. 6α-MP is structurally related to medroxyprogesterone acetate (MPA; 6α-methyl-17α-acetoxyprogesterone) and megestrol acetate (MGA; 6-dehydro-6-methyl-17α-acetoxyprogesterone), which possess androgenic and/or antiandrogenic activity to varying degrees similarly. MPA is more androgenic than 6α-MP and MGA.

Notes and References

  1. Wu YL, Chow WZ, Hou CC . Synthesis of 6-alpha-methylprogesterone from hyodesoxycholic acid . Scientia Sinica . 14 . 10 . 1533–1535 . October 1965 . 5881565 .
  2. Book: Brown TR, Bullock LP, Bardin CW . Steroid Hormone Receptor Systems . In Vivo Metabolism and Binding of 6α-Methylprogesterone; A Progestin with Anti-Androgenic and Synandrogenic Activities . Advances in Experimental Medicine and Biology . 117 . 269–280 . 1979 . 474281 . 10.1007/978-1-4757-6589-2_14 . 978-1-4757-6591-5 .
  3. Brown TR, Bullock LP, Bardin CW . The nuclear uptake of 6 alpha-[3H]methylprogesterone and its 20 alpha-hydroxy metabolite: the requirement for multiple receptors . Endocrinology . 109 . 6 . 1821–1829 . December 1981 . 7308133 . 10.1210/endo-109-6-1821 .
  4. Brown TR, Bullock LP, Bardin CW . The biological actions and metabolism of 6 alpha-methylprogesterone: a progestin that mimics and modifies the effects of testosterone . Endocrinology . 109 . 6 . 1814–1820 . December 1981 . 7308132 . 10.1210/endo-109-6-1814 .
  5. Bardin CW, Brown T, Isomaa VV, Jänne OA . Progestins can mimic, inhibit and potentiate the actions of androgens . Pharmacology & Therapeutics . 23 . 3 . 443–459 . 1983 . 6371845 . 10.1016/0163-7258(83)90023-2 .
  6. Houben PW, Bullock LP . Receptor binding of 6 alpha-methylprogesterone in mouse kidney . Hormone Research . 21 . 4 . 261–269 . 1985 . 4007785 . 10.1159/000180059 .
  7. Book: Wayne Bardin C, Janne OA . Steroids of One Class Can Mimic, Inhibit and Potentiate the Biological Effects of Other Steroid Classes when Administered at High Doses . Gregoire AT, Blye RP . Contraceptive Steroids. 1986. 123–143. 10.1007/978-1-4613-2241-2_6. 978-1-4612-9313-2.

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