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[紫花地丁根中的非蒽醌类成分]

[Non-anthraquinones constituents from the roots of Knoxia valerianoides].

作者信息

Zhao Feng, Wang Sujuan, Wu Xiuli, Yu Yang, Yue Zhenggang, Liu Bo, Lin Sheng, Zhu Chenggen, Yang Yongchun, Shi Jiangong

机构信息

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medico, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.

出版信息

Zhongguo Zhong Yao Za Zhi. 2012 Jul;37(14):2092-9.

Abstract

Twenty-one non-anthraquinones constituents were isolated for the first time from an ethanol extract of the roots of Knoxia valerianoides by using a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, and reversed-phase HPLC. Their structures were identified by their physical-chemical properties and spectroscopic analysis including NMR and MS. The compounds include ten triterpenoids: ursolic acid (1), oleanolic acid (2), 2-oxo pomolic acid (3), pomolic acid (4), maslinic acid (5), rotungenic acid (6), tormentic accid (7), rotundic acid 3,23-acetonide (8), arjungenin (9), and 2alpha, 3beta, 19alpha, 23-tetrahydroxy-urs-12-en-28-oic acid (10), four sitosterones: (24R)-24-ethylcholesta-4,22-dien-3-one (11), 3-oxo-4-en-sitosterone (12), 7-oxostigmasterol (13), and 7-oxo-beta-sitosterol (14), two lignans: eudesmin (15) and ciwujiatone (16), one coumarin: cnidilin (17), and four simple aromatic analogues: 5-hydroxymethylenefural (18), 3-hydroxy-4-methoxybenzoic acid (19), benzoic acid (20), and 2-hydroxy-5-methxoycinnamaldehydes (21). In the in vitro assays against human cancer cell lines (HCT-8, Bel7402, BGC-823, A549, and A2780), against deserum and glutamate induced PC12-syn cell damage, and against HIV-1 replication, and inhibiting protein tyrosine phosphatase 1B (PTP1 B), LPS induced NO production in macrophage, and Fe(2+)-cystine induced rat liver microsomal lipid peroxidation, at a concentration of 1 x 10(-5) mol x L(-1), no compound showed activity.

摘要

通过硅胶柱色谱、葡聚糖凝胶LH - 20柱色谱以及反相高效液相色谱等多种色谱技术的组合,首次从白花丹根乙醇提取物中分离出21种非蒽醌类成分。通过理化性质以及包括核磁共振(NMR)和质谱(MS)在内的光谱分析确定了它们的结构。这些化合物包括10种三萜类化合物:熊果酸(1)、齐墩果酸(2)、2 - 氧代坡模酸(3)、坡模酸(4)、山楂酸(5)、罗通定酸(6)、 tormentic酸(7)、罗通定酸3,23 - 丙酮化物(8)、阿尔朱尼宁(9)以及2α, 3β, 19α, 23 - 四羟基 - 乌苏 - 12 - 烯 - 28 - 酸(10);4种甾酮类化合物:(24R) - 24 - 乙基胆甾 - 4,22 - 二烯 - 3 - 酮(11)、3 - 氧代 - 4 - 烯甾酮(12)、7 - 氧代豆甾醇(13)以及7 - 氧代 - β - 谷甾醇(14);2种木脂素类化合物:桉叶素(15)和刺五加酮(16);1种香豆素类化合物:蛇床子素(17);以及4种简单芳香类似物:5 - 羟亚甲基糠醛(18)、3 - 羟基 - 4 - 甲氧基苯甲酸(19)、苯甲酸(20)以及2 - 羟基 - 5 - 甲氧基肉桂醛(21)。在针对人癌细胞系(HCT - 8、Bel7402、BGC - 823、A549和A2780)、血清剥夺和谷氨酸诱导的PC12 - syn细胞损伤、HIV - 1复制、抑制蛋白酪氨酸磷酸酶1B(PTP1 B)、脂多糖诱导的巨噬细胞中一氧化氮产生以及Fe(2+) - 胱氨酸诱导的大鼠肝微粒体脂质过氧化的体外试验中,浓度为1×10(-5) mol·L(-1)时,没有化合物显示出活性。

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