Sapogenin

Sapogenins are aglycones (non-saccharide moieties) of saponins, a large family of natural products. Sapogenins contain steroid or other triterpene frameworks as their key organic feature. Some steroidal sapogenins can serve as a practical starting point for the semisynthesis of particular steroid hormones.

Examples

The Spirostanols are Listed alphabetically:[2]
Agapanthagenin, Agavogenin, Andesgenin, Australigenin, Bethogenin, Cacogenin,[3] Cepagenin, Chiapagenin, Chlorogenin, Cholegenin,[4] cologenin, Convallagenin-A, Convallagenin-B, Convallamarogenin, Correllogenin, 9-dehydromanogenin, Digalogenin, Digitogenin, Diosgenin, Diotigenin, Epiruscogenin, Epitigogenin, Gentrogenin (botogenin), Gitogenin, Hecogenin,[5] Heloniogenin, Hispidogenin, Isochiapagenin, Isocholegenin, Isorhodeasapogenin, Isokammogenin, Isonarthogenin, Isonuatigenin, Isorhodeasapogenin, Jimogenin,[6] Kammogenin, Kogagenin, Kitigenin, Laxogenin, Lubigenin, Isonuatigenin, Lilagenin, Magogenin,[7] Manogenin, Markogenin, Metagenin, Mexogenin, Namogenin B, Narthogenin, Neobotogenin, Neochlorogenin, Neodigalogenin, Neodigitogenin,Neogitogenin, Neohecogenin, Neokammogenin, Neomanogenin, Neonogiragenin, Neomexogenin, Neoruscogenin, Neotigogenin, Nogiragenin, Nuatigenin, Pennogenin, Pentologenin, Prazerigenin A, Rhodeasapogenin, Ricogenin,[8] Rockogenin, Ruscogenin, Samogenin, Sisalagenin, Sarsasapogenin, Solagenin, Smilagenin, Spirostanol, Spirotaccagenin, Tamusgenin, Texogenin, Tigogenin, Tokorogenin, Willagenin, Yamogenin, Yonogenin & Yuccagenin.

Some alkaloidal spirostanols that are classed as spirosolans include: solasodine, tomatidine

Other examples of steroidal sapogenins include: diosgenone, Penupogenin & Qingyangshengenin & Smilagenone.

Selected furostanols: Prototigogenin, Protoneotigogenin, Protodiosgenin, Protogitogenin, Protoneogitogenin.

An example of a Triterpenoid sapogenin is Cryptogenin, oleanolic acid, hederagenin, gypsogenin.

References

  1. ^ Roland Hardman, Ezekiel Abayomi Sofowora (March 1970). "Isolation and characterization of yamogenin from balanites aegyptiaca". Phytochemistry. 9 (3): 645–649. doi:10.1016/S0031-9422(00)85706-4.
  2. ^ Elks, J. (1964). "Rodd's Chemistry of Carbon Compounds". Steroid Saponins and Sapogenins. Elsevier. pp. 1–53. doi:10.1016/B978-044453345-6.50582-4.
  3. ^ Marker, R. E. (October 1947). "Steroidal Sapogenins. No. 169. Magogenin and Cacogenin and their Biogenesis to Chlorogenin and Tigogenin". Journal of the American Chemical Society. 69 (10): 2399–2401. doi:10.1021/ja01202a045.
  4. ^ Mazur, Y.; Spring, F. S. (1954). "Steroids. Part XII. The structures of cholegenin and isocholegenin". Journal of the Chemical Society (Resumed): 1223. doi:10.1039/jr9540001223. ISSN 0368-1769.
  5. ^ Djerassi, Carl; Martinez, H.; Rosenkranz, G. (1951). "Steroidal Sapogenins. Vii.1Experiments in the Hecogenin Series (Part 1)". The Journal of Organic Chemistry. 16 (2): 303–308. doi:10.1021/jo01142a021.
  6. ^ Hill, R. A., ed. (1991). Dictionary of steroids (1st ed.). Chapman & Hall. ISBN 978-0-412-27060-4.
  7. ^ MARKER RE. Steroidal sapogenins; magogenin and cacogenin and their biogenesis to chlorogenin and tigogenin. J Am Chem Soc. 1947 Oct;69(10):2399. doi:10.1021/ja01202a045. PMID 20268295.
  8. ^ Marker, R. E. (19 November 1949). "STEROIDAL SAPOGENINS, 173. 16-DEHYDROPREGNEN-5-OL-3-DIONE-12,20 FROM RICOGENIN, A NEW STEROIDAL SAPOGENIN". Journal of the American Chemical Society. 71 (11): 3856–3856. doi:10.1021/ja01179a527.


This article is issued from Wikipedia. The text is available under Creative Commons Attribution-Share Alike 4.0 unless otherwise noted. Additional terms may apply for the media files.