Total synthesis of stemaphylline N-oxide and related C9a-epimeric analogues.
Total synthesis of stemaphylline N-oxide and related C9a-epimeric analogues.
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茎茶碱 N-氧化物和相关 C9a-差向异构类似物的全合成。
DOI：
10.1002/chem.201302669
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发表时间：
2013
期刊：
影响因子：
--
通讯作者：
Lindsley,CraigW
中科院分区：
文献类型：
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作者：
Schulte,MichaelL;Turlington,MarkL;Phatak,SharangdharS;Harp,JoelM;Stauffer,ShaunR;Lindsley,CraigW
百部生物碱代表从百部科植物中分离出来的一类 80 多种结构多样的生物碱。 [1]在结构上，这些生物碱的特征是保守的吡咯并[1, 2-a]吖庚因核心通常与末端内酯连接。这些植物在东亚的民间医学中已使用数千年，用于治疗支气管炎、百日咳和肺结核的症状，并被用作人类和动物的抗寄生虫药。最近，Lie 等人。公开了来自无叶百部根提取物的两种新百部生物碱的结构：茎茶碱 (1) 和茎茶碱 N-氧化物 (2)（图 1），其特征是中央吡咯并 [1, 2-a] 氮杂苯核心与 3, 5-二取代的 γ-内酯部分相连。 [2]发现Stemaphylline具有较低的乙酰胆碱酯酶（AChE）抑制活性，显着的杀虫活性，对埃希氏菌的抗菌活性较弱
The Stemona alkaloids represent a class of more than eighty structurally diverse alkaloids isolated from plants belonging to the Stemonaceae family.[1] Structurally these alkaloids are characterized by the conserved pyrrolo [1, 2-a] azepine core usually linked to a terminal lactone. These plants have been used in folk medicine in East Asia for thousands of years to treat the symptoms of bronchitis, pertussis, and tuberculosis and have been used as antiparasitics in humans and animals.Recently, Lie et al. disclosed the structures of two new Stemona alkaloids from the root extracts of Stemona aphylla: stemaphylline (1) and stemaphylline N-oxide (2)(Figure 1), featuring the central pyrrolo [1, 2-a] azepine core linked to a 3, 5-disubstituted γ-lactone moiety.[2] Stemaphylline was found to have low acetylcholinesterase (AChE) inhibitory activity, pronounced insecticidal activity, weak antimicrobial activity against Escherichia