Two New Compounds from Wedelia chinensis and Their Anti-inflammatory Activities

Two New Compounds from Wedelia chinensis and Their Anti-inflammatory Activities
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蟛蜞菊中的两种新化合物及其抗炎活性

DOI:
10.1002/slct.201800330
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发表时间:
2018
期刊:
影响因子:
2.1
通讯作者:
Wang Guo Cai
Wang Guo Cai
中科院分区:
化学4区
文献类型:
--
作者:
Zhong Yuan Lin;Zhang Yu Bo;Luo Ding;Niu Qian Wen;Qin Juan;He Li Jun;Li Yao Lan;Wang Guo Cai

文献摘要

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2个新化合物,3α-肉桂酰氧基-15 β,16 β-环氧-17-羟基-对映贝壳杉烷-19-酸(1)和4,5-二-O-咖啡酰奎尼酸丁酯(2),沿着3个已知化合物,3α-惕各酰氧基-9 β-羟基-对映贝壳杉烷-16-烯-19-酸(3),4,5-二-O-咖啡酰奎尼酸甲酯(4),3,4-二-O-咖啡酰奎尼酸甲酯(5),3,4-二-O-咖啡酰奎尼酸丁酯(6),3-O-咖啡酰奎宁酸丁酯(7)、咖啡酸甲酯(8)、表去甲肾上腺素(9)、β-D-吡喃葡萄糖基-3-O-[β-D-吡喃木糖基-(1→2)-β-D-吡喃葡萄糖基]齐墩果酸酯(10)、豆甾醇(11)、豆甾醇-3-O-β-D-吡喃葡萄糖苷(12)、山奈酚-3-O-β-D-吡喃葡萄糖苷(13)、7-甲氧基-山奈酚-3-O-β-D-吡喃葡萄糖苷(14),异槲皮素-3-O-β-D-葡萄糖苷(isoquercetin-3-O-β-D-glucoside,15)是从菊科植物薇甘菊(Weidelia chinensis)的全草中分离得到的。化合物3 - 15为首次从该植物中分离得到。它们的结构通过广泛的光谱数据(IR,UV,HRESIMS,1D和2D NMR)和理化性质的分析进行了鉴定。评价所有分离的化合物对LPS刺激的RAW 264.7细胞的抗炎活性。所有受试化合物均显示出对LPS刺激的NO产生的抑制作用,IC 50值范围为6.45 ± 0.26 μM至95.02 ± 2.54 μM。  
Two new compounds, 3α‐cinnamoyloxy‐15β,16β‐epoxy‐17‐hydroxy‐ent‐kauran‐19‐oic acid (1) and 4,5‐di‐O‐caffeoylquinic acid butyl ester (2), along with thirteen known compounds, 3α‐tigeloyloxy‐9β‐hydroxy‐ent‐kaura‐16‐en‐19‐oic aicd (3), 4,5‐di‐O‐caffeoylquinic acid methyl ester (4), 3,4‐di‐O‐caffeoylquinic acid me‐ thyl ester (5), 3,4‐di‐O‐caffeoylquinic acid butyl ester (6), 3‐O‐caffeoylquinic acid butyl ester (7), methyl caffeate (8), epifriedelanol (9),β‐D‐glucopyranosyl‐3‐O‐[β‐D‐xylopyranosyl‐(1→2)‐β‐D‐glucuro‐nopyranosyl] oleanolate (10), stigmasterol (11), stigmasterol‐3‐O‐β‐D‐glucopyranoside (12), kaempferol‐3‐O‐β‐D‐glucopyranoside (13), 7‐methoxyl‐kaempferol‐3‐O‐β‐D‐glucopyranoside (14), isoquercetin‐ 3‐O‐β‐D‐glucoside (15) were isolated from the whole plant ofWedelia chinensis(Compositae). Compounds3–15were isolated from this plant for the first time. Their structures were elucidated by extensive analyses of the spectroscopic data (IR, UV, HRESIMS, 1D and 2D NMR) and physicochemical properties. All of isolated compounds were evaluated for the anti‐inflammatory activity on LPS‐stimulated RAW264.7 cells. All tested compounds displayed inhibitory effects on LPS‐stimulated NO production, with IC50values ranging from 6.45 ± 0.26 μM to 95.02 ± 2.54 μM.