29 キョウチクトウの黄色色素について

概要

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Several yellow pigments were observed on TLC in the methanol percolate of root bark of N. odorum, and five of them, Y-9, -8, -7, -6 and -5 were isolated with the aid of silica gel column (Solv. CHCl_3-MeOH-H_2O and EtOAc-MeOH), polyamide column (Solv. H_2O) and preparative TLC. They are all glycosides, having same sugar moiety as odoroside K (uzarigenin β-gentiobiosyl-β-D-diginoside) (Y-7) or odoroside G (digitoxigenin β-gentiobiosyl-(1→4)-β-D-digitaloside) (Y-9 and Y-8), and Y-6 and Y-5 are de-monoglucosyl compounds of Y-9 and Y-8, respectively. The aglycone of Y-8, Y-7 and Y-5 (A-1) was determined as 3β-hydroxy-5β-carda-8,14,16,20: 22-tetraenolide and that of Y-9 and Y-6 (A-2) as a mixture of 21α- and 21β-hydroxyl derivatives of A-1. Since the configurations of the sugars to the both aglycones were found to be β, the structures of Y-9, -8 and -7 are represented as follows; Y-9: 3β-O-(β-gentiobiosyl-(1→4)-β-D-digitalosyl)-21-hydroxy-5β-carda-8,14,16,20: 22-tetraenolide; Y-8: 3β-O-(β-gentiobiosyl-(1→4)-β-D-digitalosyl)-5β-carda-8,14,16,20: 22-tetraenolide; Y-7: 3β-O-(β-gentiobiosyl-β-D-diginosyl)-5β-carda-8,14,16,20: 22-tetraenolide.
天然有機化合物討論会の論文
1975-10-01