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通过色谱法测定可增加一氧化氮生成量的山茱萸碱A的绝对构型。

Chromatographic Determination of the Absolute Configuration in Sanjoinine A That Increases Nitric Oxide Production.

作者信息

Um Soohyun, Jeong Hyeongju, An Joon Soo, Jo Se Jin, Kim Young Ran, Oh Dong-Chan, Moon Kyuho

机构信息

College of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon 21983, Republic of Korea.

College of Pharmacy, Research Institute of Pharmaceutical Sciences, Chonnam National University, Gwangju 61186, Republic of Korea.

出版信息

Biomol Ther (Seoul). 2023 Sep 1;31(5):566-572. doi: 10.4062/biomolther.2023.028. Epub 2023 Apr 6.

Abstract

A chiral derivatization strategy with phenylglycine methyl ester (PGME) was employed to develop a straightforward method to determine the absolute configurations of ,-dimethyl amino acids. The PGME derivatives were analyzed using liquid chromatography-mass spectrometry to identify the absolute configurations of various ,-dimethyl amino acids based on their elution time and order. The established method was applied to assign the absolute configuration of the ,-dimethyl phenylalanine in sanjoinine A (), a cyclopeptide alkaloid isolated from Zizyphi Spinosi Semen widely used as herbal medicine for insomnia. Sanjoinine A displayed production of nitric oxide (NO) in LPS-activated RAW 264.7 cells.

摘要

采用一种以苯甘氨酸甲酯(PGME)为手性衍生化试剂的策略,开发了一种直接测定α,α-二甲基氨基酸绝对构型的方法。通过液相色谱-质谱联用分析PGME衍生物,根据其洗脱时间和顺序确定各种α,α-二甲基氨基酸的绝对构型。所建立的方法用于确定酸枣仁中分离得到的环肽生物碱酸枣仁碱A()中α,α-二甲基苯丙氨酸的绝对构型,酸枣仁广泛用作治疗失眠的草药。酸枣仁碱A在脂多糖激活的RAW 264.7细胞中表现出一氧化氮(NO)的产生。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4df5/10468421/a38a08c2498e/bt-31-5-566-f1.jpg

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