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马齿苋中的一种新内酰胺生物碱及其细胞毒性。

A new lactam alkaloid from Portulaca oleracea L. and its cytotoxity.

作者信息

Zhao Chengcheng, Ying Zheming, Tao Xiaojun, Jiang Mingyue, Ying Xixiang, Yang Guanlin

机构信息

a School of Pharmacy , Liaoning University of Traditional Chinese Medicine , Dalian , China.

b School of the First Clinic , Liaoning University of Traditional Chinese Medicine , Shenyang , Liaoning , China.

出版信息

Nat Prod Res. 2018 Jul;32(13):1548-1553. doi: 10.1080/14786419.2017.1385022. Epub 2017 Oct 12.

DOI:10.1080/14786419.2017.1385022
PMID:29022744
Abstract

A new lactam alkaloid named oleraciamide D (1), indentified as (5R)-4-(3-methoxy-4-hydroxyphenyl)-5-(4-hydroxyphenyl)-5,6-dihydropyridin-2(1H)-one, together with five known compounds, indole-3-aldehyde (2), portulacatone (3), N-trans-feruloyloctopamine (4), N-trans-feruloyl-3'-O-methyldopamine (5) and N-trans-feruloyltyramine (6) were isolated from Potulaca oleracea L. Among them, indole-3-aldehyde (2) was isolated from the medicine for the first time. The structure of the new alkaloid was elucidated via UHPLC-ESI-Q-TOF/MS, 1D NMR and 2D NMR. The five known compounds were established by comparing the H-NMR and C NMR with the reported literature. Oleraciamide D (1) showed cytotoxicity against SH-SY5Y cells when concentration at 50 uM by CCK-8 method.

摘要

一种名为马齿苋酰胺D(1)的新型内酰胺生物碱,被鉴定为(5R)-4-(3-甲氧基-4-羟基苯基)-5-(4-羟基苯基)-5,6-二氢吡啶-2(1H)-酮,与五种已知化合物,吲哚-3-甲醛(2)、马齿苋酮(3)、N-反式阿魏酰章鱼胺(4)、N-反式阿魏酰-3'-O-甲基多巴胺(5)和N-反式阿魏酰酪胺(6)一起从马齿苋中分离得到。其中,吲哚-3-甲醛(2)首次从该药物中分离得到。通过超高效液相色谱-电喷雾电离-四极杆-飞行时间质谱(UHPLC-ESI-Q-TOF/MS)、一维核磁共振(1D NMR)和二维核磁共振(2D NMR)对新生物碱的结构进行了阐明。通过将氢核磁共振(H-NMR)和碳核磁共振(C NMR)与已报道的文献进行比较,确定了这五种已知化合物。采用CCK-8法检测,当马齿苋酰胺D(1)浓度为50 μM时,对SH-SY5Y细胞显示出细胞毒性。

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