20 クワカルスを用いたDiels-Alder型付加化合物の生合成研究(ポスター発表の部)

概要

論文の詳細を見る
Optically active Diels-Alder type addcuts have been isolated from the mulberry tree (Moraceae). They have unique structures which are regarded as the adducts of prenylchalcones with dehydroprenylphenols and of two dehydroprenylphenols. The biosynthetic study of the Diels-Alder type adducts was carried out using Morus alba callus cultures. Callus cultures induced from the seedlings and the leaves were subjected to selection, giving rise to cell strains having a high pigments productivity. From the callus cultures, Diels-Alder type adducts, chalcomoracin (1), kuwanons J (2), Q (3), R (4), V (5) and mulberrofuran E (6), were obtained. The biosynthetic pathway of these Diels-Alder type adducts was studied by the administration experiments of [1-^<13>C] and [2-^<13>C] acetates into the compounds. The feeding experiments with the ^<13>C labeled acetates showed high incorporation of ^<13>C atoms into chalcomoracin (1) and kuwanon J (2) (Fig. 3-a,b and 4-a,b). The ^<13>C labeled positions of carbon skeletons in these compounds indicated that both compounds consist of two isoprenylated cinnamoylpolyketide precursors (Fig. 6 and 7) and that the carbon skeleton is not retrotype. Furthermore, it was confirmed that the 2-arylbenzofuran skeleton of 1 was synthesized through the condensation (C-3〜C-8 ring closure) of cinnamoylpolyketide and then decarboxylation (Fig. 5). These results suggest that the all Diels-Alder type adducts from the mulberry are synthesized from two isoprenylated cinnamoylpolyketide precursors.
天然有機化合物討論会の論文
1988-09-26

20 クワカルスを用いたDiels-Alder型付加化合物の生合成研究(ポスター発表の部)

スポンサーリンク

概要

著者

関連論文

スポンサーリンク