A new pyrazine from Hypecoum erectum L.
10.16438/j.0513-4870.2023-0475
- VernacularTitle:角茴香中1个新的吡嗪类生物碱
- Author:
Yun LIU
1
;
Meng-ya HU
1
;
Wen-jing ZHANG
1
;
Yu-xin FAN
1
;
Rui-wen XU
1
;
Deng-hui ZHU
1
;
Yan-jun SUN
2
;
Wei-sheng FENG
2
;
Hui CHEN
2
Author Information
1. School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China
2. School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China; Co-construction of Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases by Henan & Education Ministry of China, Zhengzhou 450046, China
- Publication Type:Research Article
- Keywords:
italic>Hypecoum erectum L.;
chemical constituent;
pyrazines;
hyperectpyrazin A;
acetylcholinesterase inhibitory activity
- From:
Acta Pharmaceutica Sinica
2024;59(1):183-187
- CountryChina
- Language:Chinese
-
Abstract:
Four pyrazines were isolated from the n-butanol fraction of Hypecoum erectum L. by using various chromatographic methods, including MCI gel, ODS, silica gel and semi-preparative HPLC. The structures of the isolated compounds were identified as hyperectpyrazin A (1), 1′S-(6-methylpyrazin-2-yl)-ethane-1′,2′-diol (2), 2-hydroxymethyl-6-methylpyrazin (3) and pyrazine-2-carboxylic acid (4) by spectroscopy methods (1D NMR, 2D NMR, UV, IR, MS, etc.). The absolute configuration of compound 2 was determined by using the Mo2(OAc)4 induced CD analysis for the first time. Compound 1 was a new compound, compounds 2-4 were isolated from H. erectum for the first time. Compounds 1-4 were evaluated for their inhibition against acetylcholinesterase and nitric oxide generation induced by lipopolysaccharide-RAW264.7 macrophage cells. At a concentration of 50 μmol·L-1, compounds 2 and 4 displayed inhibitory effects on acetylcholinesterase with the inhibition rates of 44.40% and 43.99%, respectively.