Prostamide

Prostamide E2, the first prostamide to be discovered

Prostamides are a class of physiologically active, lipid-like substances chemically related to prostaglandins. They occur naturally in humans and other animals. The first prostamide, called prostamide E2, was discovered in 1997.[1]

Biochemistry

Anandamide, the precursor of prostamides

Prostamides are synthesized in the body from anandamide, which is the ethanolamide of arachidonic acid (ARA). This pathway is parallel to the synthesis of prostaglandins from ARA itself. The enzymes involved are at least partly the same as those responsible for prostaglandin synthesis.[1][2]

It is thought that prostamides act via a specific receptor (or several receptors) which is distinct from the prostaglandin receptors.[1] No such receptor has been identified as of 2015.[2]

Nomenclature

The names of prostamides are derived from the corresponding prostaglandin. For example, prostamide E2 is the ethanolamide of prostaglandin E2 (dinoprostone).[3]

Clinical significance

The anti-glaucoma drug bimatoprost is a derivative of prostamide F2α, and is thought to have the same mechanism of action.[4][5]

References

  1. 1 2 3 Woodward, D. F.; Liang, Y; Krauss, A. H. (2007). "Prostamides (prostaglandin-ethanolamides) and their pharmacology". British Journal of Pharmacology. 153 (3): 410–419. doi:10.1038/sj.bjp.0707434. PMC 2241799Freely accessible. PMID 17721551.
  2. 1 2 Shelnut, E. L.; Nikas, S. P.; Finnegan, D. F.; Chiang, N; Serhan, C. N.; Makriyannis, A (2015). "Design and synthesis of novel prostaglandin E2 ethanolamide and glycerol ester probes for the putative prostamide receptor(s)". Tetrahedron Letters. 56 (11): 1411–1415. doi:10.1016/j.tetlet.2015.01.164. PMC 4422110Freely accessible. PMID 25960577.
  3. ↑ Urquhart, P; Wang, J; Woodward, D. F.; Nicolaou, A (2015). "Identification of prostamides, fatty acyl ethanolamines, and their biosynthetic precursors in rabbit cornea". Journal of Lipid Research. 56 (8): 1419–33. doi:10.1194/jlr.M055772. PMC 4513984Freely accessible. PMID 26031663.
  4. ↑ Drugs.com: Bimatoprost Monograph.
  5. ↑ Haberfeld, H, ed. (2015). Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag.


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