(7aR,8aβ,11aβ,11bα,11cβ)-2β-[(2S,4S)-テトラヒドロ-4-メチル-5-オキソフラン-2-イル]-8β-エチルテトラデカヒドロ-11β-メチルフロ[2,3-h]ピロロ[3,2,1-jk][1]ベンゾアゼピン-10-オン

プロパティ

安全情報

説明

This novel alkaloid has been isolated from Sternona sessilifolia and S. tuberosa and was first given the formula C19H29O4N, subsequently altered to that given above. It crystallizes in colourless needles from MeOH with 1 mole of solvent, m.p. 65-88°C (dec.) and has [α]_D - 25.4° (Me2CO). It is a non-phenolic, tertiary base and yields a hydrobromide, m.p. 120°C (dec.) and a perchlorate, m.p. 242°C (dec.). The methiodide monohydrate has m.p. 236-8°C (dec.) and the methochloride, dihydrate, m.p. 172°C. A methosulphate has also been prepared, m.p. 253°C (dec.). The base is not hydrolyzed by acids but in the presence of excess PtO2 it gives the dihydro derivative, m.p. 133°C, furnishing a hydrochloride, m.p. 281 ° C. Oxidation with KMnO4 gives a C17 compound, whereas oxidation with silver oxide forms a neutral substance, C22H29O4N, m.p. 178°C which still contains the lactone groups and gives a positive Ehrlich pyrrole reaction.