サマンダリン 化学特性,用途語,生産方法
解説
C19H31NO2(346.33).ヨーロッパ産サンショウウオの一種Salamander maculosaの皮脂腺から分泌される有毒性アルカロイド.構造上,ステロイドアルカロイドに属する.融点188 ℃.[α]D"+43°(アセトン).1匹より4~24 mg が得られる.サマンダリンは主アルカロイドで,ほかにサマンダロン(C19H29NO2,融点190 ℃),サマンダリジン(C21H31NO3,融点290 ℃),シクロネオサマンジオン(C19H29NO2,融点119 ℃)などが分離されており,サマンダリン系アルカロイドと総称する.LD50 1 mg/kg(ウサギ,皮下).森北出版「化学辞典(第2版)
説明
This pentacyclic alkaloid also occurs in the skin secretion of Salamandra species, particularly S. atra and S. maculosa. It forms colourless crystals from a variety of solvents but when crystallized from MeOH contains solvent of crystallization. The solutions are strongly alkaline and the base is dextrorotatory with [α]
17D + 43.7°. Two bridge methyl groups, a non-phenolic hydroxyl group and a methylimino group are present in the molecule. Several crystalline derivatives have been prepared including the hydrochloride, m.p. 32l-2°C; the O,N-diacetyl derivative, m.p. l67-8°C; the monoformyl compound, m.p. l48-ISOoC; diformyl derivative, m.p. 2S6-g0C; N-nitroso compound, m.p. 164-5°C and the N-methyl derivative which is characterized as the hydrochloride, m.p. 300-2°C (dec.) and the methiodide, m.p. 27l-2°C.
参考文献
E. Wölfel, et al., Chem. Ber., 94, 2361 (1961), DOI: 10.1002/cber.19610940902.
参考文献
Schopf, Braun., Annalen., 514,69 (1934)
Schopf, Koch., ibid, 552,62 (1942)
Wolfeletal., Ber., 94, 2361 (1961)
サマンダリン 上流と下流の製品情報
原材料
準備製品