Chemistry:Loganin

From HandWiki

Loganin is one of the best-known of the iridoid glycosides. It is named for the Loganiaceae, having first been isolated from the seeds of a member of that plant family, namely those of Strychnos nux-vomica. It also occurs in Alstonia boonei (Apocynaceae),[1] a medicinal tree of West Africa and in the medicinal/entheogenic shrub Desfontainia spinosa (Columelliaceae) native to Central America and South America.

Biosynthesis

Loganin is formed from loganic acid by the enzyme loganic acid O-methyltransferase.[2] Loganin then becomes a substrate for the enzyme secologanin synthase (SLS) to form secologanin, a secoiridoid monoterpene found as part of ipecac and terpene indole alkaloids.[3]

  1. REDIRECT Template:Chemical reaction

References

  1. Adotey, J. P.; Adukpo, G. E.; Opoku-Boahen, Y.; Armah, F. A. (2012). "A Review of the Ethnobotany and Pharmacological Importance of Alstonia boonei De Wild (Apocynaceae)". ISRN Pharmacology 2012. doi:10.5402/2012/587160. PMID 22900200. 
  2. Madyastha, K. Madhava; Guarnaccia, Rocco; Baxter, Claire; Coscia, Carmine J. (1973). "S-Adenosyl-l-methionine:Loganic Acid Methyltransferase". Journal of Biological Chemistry 248 (7): 2497–2501. doi:10.1016/S0021-9258(19)44136-7. 
  3. Yamamoto, Hirobumi; Katano, Nobuyuki; Ooi, Ayaka; Inoue, Kenichiro (2000). "Secologanin synthase which catalyzes the oxidative cleavage of loganin into secologanin is a cytochrome P450". Phytochemistry 53 (1): 7–12. doi:10.1016/S0031-9422(99)00471-9. PMID 10656401.