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Molecules 2018, 23(1), 72; doi:10.3390/molecules23010072

Chemical Constituents of the Ethyl Acetate Extract from Diaphragma juglandis Fructus and Their Inhibitory Activity on Nitric Oxide Production In Vitro

1
Shandong Key Laboratory of TCM Quality Control Technology, Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), 19 Keyuan Street, Jinan 250014, China
2
College of Food Science and Engineering, Shandong Agricultural University, 61 Daizong Street, Taian 271018, China
3
Shandong Institute of Pomology, Shandong Academy of Agricultural Sciences, 66 Longtan Street, Taian 271000, China
*
Authors to whom correspondence should be addressed.
Received: 3 December 2017 / Revised: 26 December 2017 / Accepted: 28 December 2017 / Published: 29 December 2017
(This article belongs to the Section Natural Products)
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Abstract

Diaphragma juglandis fructus contains various bioactive constituents. Fourteen compounds were isolated from Diaphragma juglandis fructus by preparative high performance liquid chromatography (pre-HPLC) and high-speed counter-current chromatography (HSCCC). Their structures were identified by nuclear magnetic resonance (NMR) and electrospray ionization mass spectrometry (ESI-MS). Compounds (+)-dehydrovomifoliol (12), (6R,9R)-9-hydroxymegastigman-4-en-3-one (13) and (6R,9S)-9-hydroxymegastigman-4-en-3-one (14) are found from Juglans regia L. for the first time. Compounds dihydrophaseic acid (2), blumenol B (3) and (4S)-4-hydroxy-1-tetralone (11) are isolated from Diaphragma juglandis fructus for the first time. The anti-inflammatory effects of isolated compounds were evaluated by an in vitro model of lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophages. Compounds gallic acid (1), ethyl gallate (9) and (+)-dehydrovomifoliol (12) exhibited inhibitory activity on the nitric oxide production of RAW 264.7 at a concentration of 25 μM. The result indicated that the combination HSCCC with pre-HPLC is an effective way for compound separation and purification. And Diaphragma juglandis fructus constituents have the potential for the treatment of inflammatory-related diseases. View Full-Text
Keywords: Diaphragma juglandis fructus; chemical constituents; high-speed counter-current chromatography; preparative separation; anti-inflammatory activity Diaphragma juglandis fructus; chemical constituents; high-speed counter-current chromatography; preparative separation; anti-inflammatory activity
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MDPI and ACS Style

Wang, D.; Mu, Y.; Dong, H.; Yan, H.; Hao, C.; Wang, X.; Zhang, L. Chemical Constituents of the Ethyl Acetate Extract from Diaphragma juglandis Fructus and Their Inhibitory Activity on Nitric Oxide Production In Vitro. Molecules 2018, 23, 72.

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