NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2021, Vol. 33 ›› Issue (4): 598-606.doi: 10.16333/j.1001-6880.2021.4.009

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Study on anti-inflammatory active constituents from n-butanol extract of Acanthopanax henryi

TANG Si-qi1,LUO Jiao2,HUANG Hao1,OH Hyun-cheol3,KIM Youn-chul3,LIU Xiang-qian2*,LI Xiao-jun1*   

  1. 1National Engineering Research Center for Modernization of Traditional Chinese Medicine-Hakka Medical Resources Branch,School of Pharmacy,Gannan Medical University,Ganzhou 341000,China;2School of Pharmacy,Hunan University of Chinese Medicine,Changsha 410208,China;3School of Pharmacy,Wonkwang University,Iksan 54538,Korea

  • Online:2021-04-28 Published:2021-05-10

Abstract:

The anti-inflammatory active ingredients from n-butanol extract of the fruits of A. henryi were studied in this paper.The compounds were isolated and purified by silica gel,C18 and Sephadex LH-20 column chromatography,as well as Prep-HPLC and recrystallization methods.Their structures were identified on the basis of their physicochemical properties and spectroscopic data.As a result,seventeen compounds were obtained from A. henryi  and the chemical structures were identified as quercetin-3-O-β-D-glucopyranoside (1),quercetin-3-O-β-D-galactopyranoside (2),rutin (3),1,3-di-O-caffeoyl quinic acid (4),1,4-di-O-caffeoyl quinic acid (5),1,5-di-O-caffeoyl quinic acid (6),3,4-di-O-caffeoyl quinic acid (7),3,5-di-O-caffeoyl quinic acid (8),4,5-di-O-caffeoyl quinic acid (9),methyl chlorogenate (10),(2E,6S)-1-hydroxy-2,6-dimethyl-2,7-octadien-6-yl-β-D-glucopyranoside (11),(2Z,6R)-6-hydroxy-2,6-dimethyl-2,7-octadien-1-yl-β-D-glucopyranoside (12),(2Z,6R)-1-hydroxy-2,6-dimethyl-2,7-octadien-6-yl-β-D-glucopyranoside (13),(2E,6R)-6-hydroxy-2,6-dimethyl-2,7-octadien-1-yl-β-D-glucopyranoside (14),(2E,6R)-1-hydroxy-2,6-dimethyl-2,7-octadien-6-yl-β-D-glucopyranoside (15),(-)-(3S,4S,6R)-3,6-dihydroxy-1-menthene 6-O-β-D-glucopyranoside (16),and (-)-(3S,4S,6R)-3,6-dihydroxy-1-menthene 3-O-β-D-glucopyranoside (17),respectively.Among them,compounds 11,16,and 17 were isolated from Araliaceae for the first time.Compounds 13-15 were separated from Acanthopanax Miq.for the first time.Except compounds 1-9, all of the other compounds were obtained from this species for the first time.Moreover,compounds 10 and 16 showed significant inhibition of NO production with dose-dependent manner. Compounds 6 and 17 showed that the NO production were down-regulated moderately when the concentration was 80 μM.Other tested compounds showed weak or inactive inhibitory effects.

Key words: Acanthopanax henryi (Oliv.) Harms, flavonoid glycosides, caffeoyl quinic acid, monoterpenoid glycosides, chemical constituents, anti-inflammatory activity

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