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Glyceollin


Glyceollins are a family of prenylated pterocarpan found in ineffective types of nodule in soybean in response to symbiotic infection

It possesses two chiral centers and can be asymmetrically synthesized chemically at a gram level scale

They are phytoalexins with an antiestrogenic activity

Molecules found in the family are :

  • Glyceollin I
  • Glyceollin II
  • Glyceollin III
  • Glyceollin IV

Metabolism

Glycinol is the direct precursor of glyceollins through the action of a prenyltransferase Glyceollin synthase then transforms those prenylated precursors into glyceollins

References

  1. ^ Soybean root response to symbiotic infection: Glyceollin accumulation in an ineffective type of nodule with an early loss of the peribacteroid membrane Werner, D, RB Mellor, MG Hahn and H Grisebach 1985, Z Naturforsch, 40, 171-181
  2. ^ Luniwal, Amarjit; Khupse, Rahul; Reese, Michael; Liu, Jidong; El-Dakdouki, Mohammad; Malik, Neha; Fang, Lei; Erhardt, Paul 2011-09-16 "Multigram Synthesis of Glyceollin I" Organic Process Research & Development 15 5: 1149–1162 doi:101021/op200112g ISSN 1083-6160 
  3. ^ Glyceollins, a Novel Class of Antiestrogenic Phytoalexins Syreeta L Tilghman, Stephen M Boué and Matthew E Burow, Mol Cell Pharmacol 2010;24, pp 155-160, doi:104255/mcpharmacol1021




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