从使君子科植物海南粗榧中分离得到的具有γ-内酯桥环庚烷和环氧丙烷部分的单萜吲哚生物碱阿氏冬凌草甲素和阿氏冬凌草乙素。
Alstoscholactine and Alstolaxepine, Monoterpenoid Indole Alkaloids with γ-Lactone-Bridged Cycloheptane and Oxepane Moieties from Alstonia scholaris.
机构信息
Department of Chemistry, Faculty of Science , University of Malaya , 50603 Kuala Lumpur , Malaysia.
Malaysia Genome Institute , Jalan Bangi, 43000 Kajang , Selangor , Malaysia.
出版信息
Org Lett. 2018 Dec 21;20(24):8014-8018. doi: 10.1021/acs.orglett.8b03592. Epub 2018 Dec 13.
Two new monoterpenoid indole alkaloids, alstoscholactine (1) and alstolaxepine (2), were isolated from Alstonia scholaris. Compound 1 represents a rearranged stemmadenine alkaloid with an unprecedented C-6-C-19 connectivity, whereas compound 2 represents a 6,7- seco-angustilobine B-type alkaloid incorporating a rare γ-lactone-bridged oxepane ring system. Their structures and absolute configurations were determined by spectroscopic analyses. Compound 1 was successfully semisynthesized from 19 E-vallesamine. Compound 2 induced marked vasorelaxation in rat isolated aortic rings precontracted with phenylephrine.
从垂榕中分离得到两个新的单萜吲哚生物碱
阿氏斯考来亭（1）和阿氏斯考来嗪（2）。化合物 1 代表了一种具有前所未有的 C-6-C-19 连接的重排 Stemmadenine 生物碱，而化合物 2 则代表了一种 6,7- 去甲-angustilobine B 型生物碱，其中包含一个罕见的γ-内酯桥接的氧杂环丁烷环系统。它们的结构和绝对构型通过光谱分析确定。化合物 1 可成功地由 19 E-瓦勒沙敏半合成得到。化合物 2 可引起预先用苯肾上腺素收缩的大鼠离体主动脉环显著松弛。
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