An unprecedented pair of <italic>Z</italic>/<italic>E</italic> isomeric pyridinium compound from the aqueous extract of <italic>Aspongopus chinensis</italic> Dallas

Chun-jiang WANG; Can-xi YANG; Ling-xi REN; Shao LIU; Yue-ping JIANG

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An unprecedented pair of Z/E isomeric pyridinium compound from the aqueous extract of Aspongopus chinensis Dallas

VernacularTitle:九香虫水提取物中一对新颖Z/E异构化的吡啶季胺盐
Author: Chun-jiang WANG ¹ ; Can-xi YANG ² ; Ling-xi REN ³ ; Shao LIU ⁴ ; Yue-ping JIANG ⁴
Author Information

1. Department of Pharmacy, the Third Xiangya Hospital, Central South University, Changsha 410013, China
2. College of Pharmacy, China Pharmaceutical University, Nanjing 210009, China
3. School of Pharmaceutical Science, Jishou University, Jishou 416000, China
4. Department of Pharmacy, Xiangya Hospital, Central South University, Changsha 410008, China; Institute for Rational and Safe Medication Practices, National Clinical Research Center for Geriatric Disorders, Xiangya Hospital, Central South University, Changsha 410008, China
Publication Type:Research Article
Keywords: italic>Aspongopus chinensis Dallas; aqueous extract; pyridinium; unprecedented carbon skeleton; acetylcholinesterase inhibition activity
From: Acta Pharmaceutica Sinica 2024;59(1):166-169
CountryChina
Language:Chinese
Abstract: A novel pair of Z/E isomeric compounds with unprecedented carbon skeleton were isolated from an aqueous extract of Aspongopus chinensis Dallas by macroporous resin, silica gel, and semi-preparative high performance liquid chromatography (HPLC). Their structures were identified by nuclear magnetic resonance (NMR), Infrared spectroscopy (IR), Mass spectroscopy (MS) and other spectroscopic methods as (Z)-3-(but-1″-en-1″-yl)-1-(2ʹ-hydroxyethyl)-4-propylpyridin-1-ium, namely aspongopyridine A, and (E)-3-(but-1″-en-1″-yl)-1-(2ʹ-hydroxyethyl)-4-propylpyridin-1-ium, namely aspongopyridine B, respectively. Besides, the anti-inflammatory, anti-tumor, acetylcholinesterase inhibition and butyrylcholinesterase inhibition activities of the compounds 1 and 2 were evaluated. The results showed that compounds 1 and 2 have no anti-inflammatory, anti-tumor, and butyrylcholinesterase inhibition activities instead of weak acetylcholinesterase inhibition activity.