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Planta Med 2013; 79(08): 680-686
DOI: 10.1055/s-0032-1328460
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Isolation and Identification of Constituents with Activity of Inhibiting Nitric Oxide Production in Raw 264.7 Macrophages from Gentiana triflora

Shufang Wang
1   Pharmaceutical Informatics Institute, Zhejiang University, Zijingang Campus, Hangzhou, P. R. China
,
Yimin Xu
1   Pharmaceutical Informatics Institute, Zhejiang University, Zijingang Campus, Hangzhou, P. R. China
,
Wei Jiang
1   Pharmaceutical Informatics Institute, Zhejiang University, Zijingang Campus, Hangzhou, P. R. China
,
Yufeng Zhang
1   Pharmaceutical Informatics Institute, Zhejiang University, Zijingang Campus, Hangzhou, P. R. China
› Author Affiliations
Further Information

Publication History

received 26 August 2012
revised 03 February 2013

accepted 10 March 2013

Publication Date:
18 April 2013 (online)

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Abstract

Gentiana triflora is widely used to treat inflammation, jaundice, hepatitis, and rheumatism. In this study, three new compounds, including a benzo seven-membered ring compound, gentioxepine (1), two secoiridoid glucosides, (1S,5R,9R)-deglucosyltrifloroside (2) and (1S,5R,9R)-scabraside (3), together with seven known ones, (+)-syringaresinol (4), deglucogelidoside (5), 3,4-dihydro-1H,6H,8H-naphtho[1,2-c:4,5-c',d']dipyrano-1,8-dione (6), deglucoscabraside (7), 2-hydroxy-3-O-β-D-glucosyloxy benzoic acid methyl ester (8), gentiolactone (9), and trifloroside (10), were isolated from the ethanol extract of Gentiana triflora. Their structures were mainly confirmed on the basis of NMR, MS, IR, CD, and UV spectral evidences. Inhibiting activities of nitric oxide production of eight of the compounds isolated, as well as gentiopicroside, were evaluated in the macrophage cell line RAW 264.7. The results show that the three new compounds and compound 7 could significantly suppress lipopolysaccharide-induced production of NO, with IC50s of 2.2 µM, 37.5 µM, 17.6 µM and 6.9 µM, respectively. Among them, compounds 1, 3, and 7 showed stronger inhibitory activity than that of the clinically used drug indometacin. Other tested compounds exerted moderate inhibiting activities.

Key words

Gentiana triflora (Gentianaceae) - secoiridoid glucoside - nitric oxide production - RAW 264.7 macrophage cells

Supporting Information

 

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