Description and references

One of the most biologically studied of the primary prostaglandins. Closely related to prostaglandin E₂ (PGE₂) in that both prostaglandins are biosynthesized from the same precursors and that PGF_2α is the synthetic reduction product of PGE₂. For refs to synthesis of dl and natural forms see Prostaglandin E₂. Prepn of the tromethamine salt: W. Morozowich, DE 2126127; idem, US 3657327 (1971, 1972 both to Upjohn). Alternate synthesis of natural PGF_2α: Schneider, Murray, J. Org. Chem. 38, 397 (1973); R. B. Woodward et al., J. Am. Chem. Soc. 95, 6853 (1973); G. Stork et al., ibid. 100, 8272 (1978); K. Kondo et al., Tetrahedron Lett. 1978, 3927; N. R. A. Beeley et al., Tetrahedron 37, Suppl. 9, 411 (1981); R. J. Cave et al., J. Chem. Soc. Perkin Trans. 1 1981, 646. Causes vasocontraction and exhibits luteolytic activity; is most commonly associated with its role in pregnancy: Karim et al., J. Obstet. Gynaecol. Br. Commonw. 78, 172 (1971). Metabolism in female subjects: Granstrom, Samuelsson, J. Biol. Chem. 246, 5254 (1971). Toxicity data: T. Fujita et al., Iyakuhin Kenkyu 9, 261 (1978), C.A. 89, 71399k (1978). For general refs see Prostaglandins.

Properties

Derivative