Prostanoic acid explained

Prostanoic acid (7-[(1S,2S)-2-octylcyclopentyl]heptanoic acid) is a saturated fatty acid which contains a cyclopentane ring. Its derivatives are prostaglandins - physiologically active lipid substances. Prostanoic acid is not found in nature, but it can be synthesized in vitro.

Synthesis

For the first time the synthesis of prostanoic acid from 1-formylcyclopentene was considered in detail in the scientific literature in 1975 by a group of French pharmacists.[1] One year later, a group of Japanese scientists, who worked in the central research laboratory of the "Sankyo Co., Ltd." company (Shinagawa, Tokyo), published another method for obtaining prostanoic acid from 2-[4-hydroxy-5-(methoxymethyl)cyclopent-2-en-1-yl] acetic acid.[2] In 1986, a group of Japanese scientists from Kyushu University in Fukuoka proposed their own scheme for obtaining prostanoic acid from limonene.[3]

See also

Notes and References

  1. Hamon A . Lacoume B . Olivier A . Pilgrim W.R. . Synthesis of prostanoic acid . Tetrahedron Letters . 16 . 50 . 4481–4482 . November 1975 . 10.1016/S0040-4039(00)91098-0 .
  2. Sakai K, Inouye K, Nakamura N . Synthesis of (+)-prostanoic acid (1) . Prostaglandins . 12 . 3 . 399–401 . September 1976 . 10.1016/0090-6980(76)90020-4 . 968053 .
  3. Suemune H, Kawahara T, Sakai K . Conversion of limonene to prostanoic acid and 8-isoprostanoic acid . Chemical and Pharmaceutical Bulletin . 34 . 2 . 550–557 . February 1986 . 10.1248/cpb.34.550 . free .