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从 Senecio peltatus (Desf.)Pelser(菊科)中分离得到的一种不寻常的吡咯烷生物碱:赛诺西宾。

Senecipyrrolidine, an unusual pyrrolidine alkaloid isolated from (Desf.) Pelser (Asteraceae).

机构信息

a Département de Chimie, Faculté des Sciences , UFA Sétif , Sétif , Algérie.

b EA921 SONAS, SFR4207 QUASAV , UNIV Angers, Université d'Angers , Angers , France.

出版信息

Nat Prod Res. 2019 Aug;33(15):2182-2191. doi: 10.1080/14786419.2018.1493584. Epub 2018 Oct 30.

Abstract

Alkaloids and phenolic compounds are among the most biologically active natural products from the / genera (Asteraceae). To isolate original natural products directly from crude polar extracts, centrifugal partition chromatography (CPC) was used. Previously, we reported the phytochemical study of (syn. ) -butanol extract using various classical chromatographical techniques combined with CPC. Herein major constituents from the crude ethyl acetate extract and further compounds from the -butanol extract were purified in only one step using this technique. A new pyrrolidine alkaloid, named senecipyrrolidine was isolated along with thirteen known compounds - -inositol, three phenolic acids, six flavonoids, two quinones and emiline, another pyrrolidine alkaloid - from crude -butanol or ethyl acetate extracts. Pyrrolidine alkaloids were isolated for the first time in the genera and were probably biogenetically related to the two isolated quinones derivatives jacaranone and 3a-hydroxy-3,3a,7,7a-tetrahydrobenzofuran-2,6-dione, isolated in this species.

摘要

生物碱和酚类化合物是菊科植物中最具生物活性的天然产物之一。为了直接从粗极性提取物中分离原始天然产物,使用了离心分配色谱(CPC)。此前,我们曾报道过使用各种经典色谱技术结合 CPC 对(syn. )-正丁醇提取物进行的植物化学研究。在此,从粗乙酸乙酯提取物中分离出主要成分,并使用该技术仅一步即可从 -正丁醇提取物中进一步分离出化合物。一种新的吡咯烷生物碱,命名为 senecipyrrolidine,以及 13 种已知化合物——肌醇、三种酚酸、六种类黄酮、两种醌和 emiline(另一种吡咯烷生物碱),从粗 -正丁醇或乙酸乙酯提取物中分离出来。吡咯烷生物碱首次在菊科植物中被分离出来,它们可能与在该种植物中分离得到的两种醌类衍生物 jacaranone 和 3a-羟基-3,3a,7,7a-四氢苯并呋喃-2,6-二酮在生物上有关联。

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