40 Chelirubineの構造と合成

概要

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For the structure of chelirubine three formulae [I-8(Slavik's), II-8(Ishii's) and III(Onda's)] were proposed. The compound having the formula (II-8) was prepared by using photocyclization of the enamide (34). The identity of the synthetic intermediate (37) with an authentic sample of oxychelirubine indicates that the structure of chelirubine should be depicted by the formula (II-8). This allows us to propose the correction of the structures of chelilutine, sanguirubine and sanguilutine to the formula (II-11), (II-12) and (II-(II-13) from (I-II), (I-12) and (I-13) proposed by Slavik, respectively. The structures of arnottianamide (38) and isoarnottianamide (41) were also established by transformation from chelerythrine (2) and nitidine (3) by means of Baeyer-Villiger type oxidation of an immonium group with peracid. We are interested in considering the possibility of formation of chelilutine (II-11) by recyclization of isoarnottianamide (41) in plant.
天然有機化合物討論会の論文
1975-10-01