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生物碱223A:来自箭毒蛙的首个三取代中氮茚烷。

Alkaloid 223A: the first trisubstituted indolizidine from dendrobatid frogs.

作者信息

Garraffo H M, Jain P, Spande T F, Daly J W

机构信息

Laboratory of Bioorganic Chemistry, NIDDK, Natioinal Institutes of Health, Bethesda, Maryland 20892-0820, USA.

出版信息

J Nat Prod. 1997 Jan;60(1):2-5. doi: 10.1021/np960522l.

Abstract

The structure of alkaloid 223A (1), the first member of a new class of amphibian alkaloids, purified by HPLC from a skin extract of a Panamanian population of the frog Dendrobates pumilio Schmidt (Dendrobatidae) has been established as (5R,6S,8R,9S)- or (5S,6R,8S,9R)-6,8-diethyl-5-propylindolizidine, based on GC-MS, GC-FTIR, and 1H-NMR spectral studies. Three higher homologs of 223A, namely alkaloids 237L (2), 251M (3), and 267J (4), have been detected in other extracts, and tentative structures are proposed.

摘要

通过高效液相色谱法(HPLC)从巴拿马种群的箭毒蛙(Dendrobates pumilio Schmidt,树蛙科)皮肤提取物中纯化得到的新型两栖生物碱类的首个成员——生物碱223A(1)的结构,经气相色谱 - 质谱联用(GC-MS)、气相色谱 - 傅里叶变换红外光谱联用(GC-FTIR)和核磁共振氢谱(¹H-NMR)光谱研究确定为(5R,6S,8R,9S)-或(5S,6R,8S,9R)-6,8 - 二乙基 - 5 - 丙基吲哚里西啶。在其他提取物中检测到了三种223A的高级同系物,即生物碱237L(2)、251M(3)和267J(4),并提出了初步结构。

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