Glyceollin

Glyceollins are a family of prenylated pterocarpan found in ineffective types of nodule in soybean in response to symbiotic infection.[1]

It possesses two chiral centers and can be asymmetrically synthesized chemically at a gram level scale.[2]

They are phytoalexins with an antiestrogenic activity.[3]

Molecules found in the family are :

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., R.B. Mellor, M.G. 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:10.1021/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;2(4), pp. 155-160, doi:10.4255/mcpharmacol.10.21


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