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从百合科贝母属植物卷丹鳞茎中分离得到的新型谷氨酸衍生物及其抗肿瘤活性。

Novel glutamic acid derivatives from the bulbs of Fritillaria verticillate Willd and their antitumor activities.

机构信息

Department of Medicinal Chemistry and Natural Medicine Chemistry, College of Pharmacy, Harbin Medical University, Harbin 150081, China.

Department of Medicinal Chemistry and Natural Medicine Chemistry, College of Pharmacy, Harbin Medical University, Harbin 150081, China.

出版信息

Fitoterapia. 2021 Oct;154:105022. doi: 10.1016/j.fitote.2021.105022. Epub 2021 Aug 24.

DOI:10.1016/j.fitote.2021.105022
PMID:34438014
Abstract

Four previously undescribed glutamic acid derivatives, verticillamines A-D (1-4), together with six known compounds (5-10) were isolated from the bulbs of Fritillaria verticillate Willd. The structures of (1-10) were established on the basis of UV, IR, MS, 1D and 2D NMR, and the absolute configurations of compounds (1-4) were determined by calculated ECD methods. Among them, compounds (1-3) were rare 2-methyl-γ-lactam alkaloid derivatives. Moreover, both γ-lactam alkaloids (1-5) and pyrrolidine alkaloids (6-7) were discovered in Fritillaria for the first time. Compound 8 exhibited moderate cytotoxic activities against A2780 and HepG 2 cells, with IC values of 11.7 ± 5.2 μM and 25.6 ± 2.8 μM.

摘要

从百合科贝母属植物浙贝母的鳞茎中分离得到四个以前未被描述的谷氨酸衍生物,即 verticillamines A-D(1-4),以及六个已知化合物(5-10)。基于 UV、IR、MS、1D 和 2D NMR,确定了(1-10)的结构,通过计算ECD 方法确定了化合物(1-4)的绝对构型。其中,化合物(1-3)为罕见的 2-甲基-γ-内酰胺生物碱衍生物。此外,γ-内酰胺生物碱(1-5)和吡咯烷生物碱(6-7)在贝母中也是首次发现。化合物 8 对 A2780 和 HepG2 细胞表现出中等的细胞毒性活性,IC 值分别为 11.7±5.2 μM 和 25.6±2.8 μM。

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