Glycinoprenols: Novel Polyprenols Possessing a Phytyl Residue from the Leaves of Soybean

Article abstract of DOI:10.1021/jo00275a026

Three novel polyprenols, named glycinoprenol-9, -10, and -11, in addition to ficaprenols were isolated from the leaves of soybean, Glycine max Merill.The glycinoprenols were found to possess a phytyl residue, four to six internal (Z)-prenyl residues, and a Z α-terminal residue aligned in that order on the basis of their IR, 1H NMR, 13C NMR, and mass spectral data.The configurations of two chiral centers in the phytyl residue were determined to be all R by a combination of chemical and spectroscopic methods.