红背山麻杆叶的化学成分研究(Ⅲ)——奎宁酸类化合物（英文）

红背山麻杆作为一种常用的传统中药材,它常常被用来治疗前列腺、腰腿痛、炎症等疾病,它的化学成分及抗氧化活性已有研究报道。为了继续研究红背山麻杆的化学成分,以掌握其物质基础,对新鲜叶子80%丙酮提取物水萃取部位,利用凝胶、MCI及Toyopearl Butyl-650C柱色谱进行分离、纯化得到5个奎宁酸类化合物。根据化合物的波谱数据分析鉴定为3-O-咖啡酰基奎宁酸(1)、4-O-咖啡酰基奎宁酸(2)、5-O-咖啡酰基奎宁酸(3)、4-O-galloylquinic acid(4)、5-O-galloylquinic acid(5)。化合物1~5均为首次从本属植物中分离得到。通过抗氧化能力指数检测(ORAC法),所有的化合物均表现出较强的抗氧化活性。     

羊耳菊中咖啡酰基奎宁酸类化学成分研究

采用正相硅胶色谱柱、Sephadex LH-20以及制备HPLC等色谱方法对羊耳菊进行分离纯化,并通过理化常数和波谱数据鉴定其化学结构。深入研究羊耳菊干燥全草的咖啡酰基奎宁酸类化学成分。从羊耳菊中分离得到8个咖啡酰基奎宁酸类化合物,分别为1,5-O-二咖啡酰基奎宁酸(1)、1,3,5-O-三咖啡酰基奎宁酸(2)、3,5-O-二咖啡酰基奎宁酸甲酯(3)、3,4-O-二咖啡酰基奎宁酸甲酯(4)、3,4-O-二咖啡酰基奎宁酸乙酯(5)、4,5-O-二咖啡酰基奎宁酸乙酯(6)、3,5-O-二咖啡酰基奎宁酸(7)、3,4-O-二咖啡酰基奎宁酸(8)。化合物1~3为从该植物中首次分离得到,4~6从该属植物中首次分离得到。     

羊耳菊中咖啡酰基奎宁酸类化学成分研究北大核心CSCD

采用正相硅胶色谱柱、Sephadex LH-20以及制备HPLC等色谱方法对羊耳菊进行分离纯化,并通过理化常数和波谱数据鉴定其化学结构。深入研究羊耳菊干燥全草的咖啡酰基奎宁酸类化学成分。从羊耳菊中分离得到8个咖啡酰基奎宁酸类化合物,分别为1,5-O-二咖啡酰基奎宁酸（1）、1,3,5-O-三咖啡酰基奎宁酸（2）、3,5-O-二咖啡酰基奎宁酸甲酯（3）、3,4-O-二咖啡酰基奎宁酸甲酯（4）、3,4-O-二咖啡酰基奎宁酸乙酯（5）、4,5-O-二咖啡酰基奎宁酸乙酯（6）、3,5-O-二咖啡酰基奎宁酸（7）、3,4-O-二咖啡酰基奎宁酸（8）。化合物1-3为从该植物中首次分离得到,4-6从该属植物中首次分离得到。     

蜘蛛香化学成分的研究北大核心CSCD

研究蜘蛛香Valerianajatamansi的化学成分,为选择控制其质量的化学成分提供依据。应用色谱技术分离纯化得到9个化合物,根据化合物的理化性质和波谱数据鉴定其分别为橙皮苷（1）,5-O-咖啡酰基奎宁酸（2）,3,4-O-二咖啡酰基奎宁酸（3）,4,5-O-二咖啡酰基奎宁酸（4）,3-O-咖啡酰基奎宁酸甲酯（5）,3-O-咖啡酰基奎宁酸（6）,原儿茶酸（7）,咖啡酸（8）,松脂素（9）。其中化合物2,7为首次从该种植物中分离得到,化合物3—5为首次从该属植物中分离得到。     

红背山麻杆叶的化学成分研究(Ⅳ)—多酚类化合物

红背山麻杆(Alchornea trewioides )为山麻杆属植物,作为传统的中药被用来减轻疾病和身体不适,但它的药效物质基础尚未完全清楚。为了全面掌握红背山麻杆药效物质基础,采用80％丙酮对其新鲜叶进行提取,并利用 MCI gel CHP 20P、Sephadex LH-20等色谱柱进行分离共得到9个化合物。这些化合物的结构经氢谱与碳谱比较分析鉴定为鞣花酸(1)、3-O-甲基没食子酸(2)、decarboxyellagic acid(3)、1-O-没食子酰基-β-D-葡萄糖(4)、1,6-二-O-没食子酰基-β-D-葡萄糖(5)、柯里拉京(6)、叶下珠鞣质 D(7)、furosonin(8)、老鹳草素(9)。其中化合物2~9均为首次从该属植物中分离得到。     

红背山麻杆叶的化学成分研究(Ⅳ)——多酚类化合物（英文）

红背山麻杆(Alchornea trewioides)为山麻杆属植物,作为传统的中药被用来减轻疾病和身体不适,但它的药效物质基础尚未完全清楚。为了全面掌握红背山麻杆药效物质基础,采用80%丙酮对其新鲜叶进行提取,并利用MCI gel CHP 20P、Sephadex LH-20等色谱柱进行分离共得到9个化合物。这些化合物的结构经氢谱与碳谱比较分析鉴定为鞣花酸(1)、3-O-甲基没食子酸(2)、decarboxyellagic acid(3)、1-O-没食子酰基-β-D-葡萄糖(4)、1,6-二-O-没食子酰基-β-D-葡萄糖(5)、柯里拉京(6)、叶下珠鞣质D(7)、furosonin(8)、老鹳草素(9)。其中化合物2~9均为首次从该属植物中分离得到。     

预知子化学成分的分离与鉴定

研究预知子中的非三萜类化学成分。综合运用大孔吸附树脂HP-20、Sephadex LH-20、硅胶柱色谱、反相硅胶柱色谱及高效液相等色谱方法进行分离纯化,利用波谱学方法对得到的化合物进行结构鉴定。从预知子甲醇提取物中分离鉴定了14个非三萜类化合物:酪醇(1)、咖啡酸(2)、原儿茶酸(3)、对羟基苯甲酸(4)、阿魏酸(5)、红景天苷(6)、羟基酪醇葡萄糖苷(7)、反式松柏苷(8)、紫丁香苷(9)、木通苯乙醇苷B(10)、3-咖啡酰基奎宁酸(11)、4-咖啡酰基奎宁酸(12)、5-咖啡酰基奎宁酸(13)、1,5-二-O-咖啡酰基奎宁酸(14)。其中,化合物5～10、12～14为首次在预知子中得到。     

山牡荆的化学成分研究

研究山牡荆根茎的化学成分。山牡荆根茎经80%丙酮提取,采用硅胶和凝胶进行分离纯化,通过波谱分析进行结构鉴定。从山牡荆中分离得到5个化合物,分别鉴定为:β-谷甾醇(1)、牡荆葡基黄酮(2)、20-羟基蜕皮素-20,22-单丙酮化合物(3)、3,5-O-双咖啡酰基奎宁酸(4)和胡萝卜甾醇(5),这5个化合物均为首次从该植物中分离得到。     

紫娟茶化学成分及其抗炎抗氧化活性研究

本文对紫娟茶的化学成分进行分离纯化及其抗炎、抗氧化活性进行考察。实验采用现代分离纯化方法,从紫娟茶中共分离得到12个化合物,根据波谱学数据进行结构鉴定为:山柰酚(1)、(+)-表儿茶素(2)、(-)-表儿茶素-3-O-没食子酸酯(3)、杨梅素(4)、表没食子儿茶素-3-O-(3″-O-甲基)没食子酸酯(5)、槲皮素(6)、没食子酸(7)、表没食子儿茶素没食子酸酯(8)、3-O-没食子酰基奎宁(9)、小木麻黄素(10)、1,4,6-三-O-没食子酰基-β-D-葡萄糖(11)、咖啡因(12),其中化合物9为首次从紫娟茶中分离得到。化合物11表现出良好的抗氧化活性,化合物1、3、4、6、8～11均具有显著的抗炎活性。     

红背山麻杆根中PTP1B抑制活性成分研究

运用硅胶和凝胶色谱等天然产物分离技术从红背山麻杆根中分离得到9个化合物,结合各化合物理化性质和光谱数据鉴定其结构,包括6个三萜类成分鲨烯(1)、乙酰基木油醇酸(2)、木栓酮(3)、3-乙酰氧基-12-齐墩果烯-28-酸甲酯(4)、马斯里酸(5)、马斯里酸甲酯(6)和3个甾醇成分β-谷甾醇(7)、β-谷甾醇-3-O-硬脂酸酯(8)、豆甾-4-烯-3,6-二酮(9)。化合物2、3和7为首次从该植物中分离得到,其余化合物均为首次从该属植物中分离得到。以体外酶学方法测定化合物PTP1B抑制活性,化合物2、5、6和8具有PTP1B抑制活性。     

红背山麻杆叶的化学成分研究(Ⅰ)——酚酸类及相关化合物

采用80%丙酮提取石油醚萃取部位,利用凝胶、MCI及Toyopearl Butyl-650C柱色谱进行分离纯化得到10个酚酸类及相关化合物。根据化合物的波谱数据分析鉴定为水杨酸(1)、对羟基苯甲酸(2)、2,5-二羟基苯甲酸(3)、3,4-二羟基苯甲酸(4)、反-对香豆酸(5)、顺-对香豆酸(6)、咖啡酸(7)、咖啡酸甲酯(8)、没食子酸(9)、没食子酸甲酯(10)。其中化合物1~8、10均为首次从本属植物中分离得到。     

Isolation of phenolic constituents and characterization of antioxidant markers from sunflower (Helianthus annuus) seed extract

A new compound, benzyl alcohol β-d-apiofuranosyl-(1→6)-β-d-(4-O-caffeoyl) glucopyranoside (1), was isolated from the seed of sunflower (Helianthus annuus), together with eight known phenolic compounds: caffeic acid (2), methyl caffeoate (3), chlorogenic acid (4), 4-O-caffeoylquinic acid (5), 3-O-caffeoylquinic acid (6), methyl chlorogenate (7), 3,5-di-O-caffeoylquinic acid (8), and eriodictyol 5-O-β-d-glucoside (9). Their structures were elucidated on the basis of spectroscopic methods and chemical evidence. The antioxidative effect of the phenolic constituents from the sunflower seeds was also evaluated based on the oxygen-radical absorbance capacity (ORAC), and the fraction containing caffeic acid derivatives showed a high antioxidant potency.     

Seven quinic acid gallates from quercus stenophylla

A chemical investigation of the bark of Quercus stenophylla has led to the isolation and characterization of all of the possible structural isomers of quinic acid gallates; 3-O-, 4-O-, 5-O-, 3,4-di-O-, 3,5-di-O-, 4,5-di-O- and 3,4,5-tri-O-galloylquinic acids. Evidence for the structures of these compounds was obtained from analysis of the ¹H and ¹³C NMR spectra, and hydrolytic studies.     

Phytochemicals from the aerial parts of Ligularia thomsonii and their radical scavenging activity

Phytochemical investigation of the aerial parts of Ligularia thomsonii has led to the isolation of three new phenylpropanoid glucosides ligularoside I (1), ligularoside II (2) and ligularoside III (3) along with nine known compounds; cinnamic acid (4), 3-phenylpropanoic acid (5), 3,4,5-trihydroxybenzoic acid (6), 4-hydroxybenzoic acid (7), p-coumaric acid (8), caffeic acid (9), 3,4-dihydroxybenzoic acid (10), kaempferol 3-O-β-d-glucopyranoside (11) and 3,5-di-O-caffeoylquinic acid (12), hitherto unreported from L. thomsonii. Their chemical structures were elucidated by spectroscopic analysis and chemical transformation. All these compounds were tested for antioxidant activity using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay. Among them, compounds 9, 10 and 12 showed significant antioxidant activity against DPPH radicals with IC₅₀ of 19.6, 23.3 and 8.9 μm, respectively.     

A novel tryptophan-derived alkaloid and other constituents from Guettarda speciosa (Rubiaceae: Cinchonoideae–Guettardeae)

Phytochemical examination of two Thai accessions of the widespread paleotropical Guettarda speciosa (Rubiaceae: Cinchonoideae–Guettardeae) led to the isolation of the hitherto undescribed tryptophan-derived alkaloid 5α-carboxystrictosidinic acid together with 5α-carboxystrictosidine, the iridoid glucoside loganic acid and 5-O-caffeoylquinic acid from the root bark extract. The leaf extract further yielded 3-O-caffeoylquinic acid and 4,5-di-O-caffeoylquinic acid. The structures of the isolated compounds were established by NMR and MS techniques and compared to other species of Guettarda. In addition, the structural differentiation of alkaloids within this genus is discussed with special emphasis on 5α-carboxy derivatives suggesting a pathway apart from the strictosidine biosynthetic route.     

Screening of free radical scavengers from Erigeron breviscapus using on-line HPLC-ABTS/DPPH based assay and mass spectrometer detection

Erigeron breviscapus is a well-known traditional Chinese herbal medicine. In this study, on-line HPLC-ABTS/DPPH assay coupled with MS detection were applied to screen and identify the free radical scavengers in 70% methanol extracts of E. breviscapus. Using on-line HPLC-ABTS-MS and HPLC-DPPH-MS assay, 13 radical scavengers (including 4-O-caffeoylquinic acid (4-CQA) (1), 9-caffeoyl-2,7-anhydro-2-octulosonic acid (9-COA) (2), 3-caffeoyl-2,7-anhydro-3-deoxy-2-octulopyranosonic acid (3-CDOA) (3), erigeside I (4), quercetin-3-O-glucuronide (5), eriodictyol-7-O-glucuronide (6), scutellarin (7), 1,4-di-O-caffeoylquinic acid (1,4-di-CQA) (8), 3,5-di-CQA (9), 1-malonyl-3,5-di-CQA (10), erigoster B (11), 4,5-di-CQA (12) and 4,9-di-CDOA (13)) and 9 radical scavengers (including 1, 4, 7, 8, 9, 10, 11, 12 and 13) were discovered, respectively. Furthermore, the anti-oxidative activities of 4 compounds, including 7, 9, 11 and 12 were evaluated. Reverse anti-oxidative activity order of scutellarin and 3,5-di-CQA was observed in on-line HPLC-ABTS assay and on-line HPLC-DPPH assay. To validate their anti-oxidative activities, the off-line ABTS and DPPH assays were performed. Given sufficient reaction time, 3,5-di-CQA showed higher activity than scutellarin, which was consistent with the order obtained in on-line HPLC-ABTS assay. These results revealed that on-line HPLC-ABTS assay is a more sensitive method for screening and determining free radical scavengers, especially more suitable for those compounds with slower reaction kinetics.     

核桃青皮的化学成分研究——酚类化合物

核桃青皮是一种传统的中药材,含有大量的酚类化合物,具有镇痛、消炎、抑菌、抗肿瘤等功效。为了从核桃青皮中分离得到更多的酚类成分,以利于更好地阐明其作用机理,该研究采用大孔树脂Diaion HP-20SS、凝胶Sephadex LH-20,HPLC等方法对核桃青皮80%的乙醇提取物进行分离纯化。结果表明:共分离了10个单体化合物,它们的结构经质谱(MS)、一维核磁共振谱(~1H NMR和~(13)C NMR)、二维核磁共振谱(HSQC,HMBC)数据的分析及文献数据的比较确定为没食子酸(1),没食子酸甲酯(2),对羟基苯甲酸(3),3,4-二羟基苯甲酸甲酯(4),6-O-咖啡酸-D-葡萄糖(5),6-O-没食子酸-葡萄糖苷(6),4,8-二羟基-1-四氢萘醌(7),5,8-二羟基-4-甲氧基-1-四氢萘酮(8),5,8-二羟基-1-四氢萘酮(9),4-羟基-1-四氢萘酮(10)。其中,化合物5,化合物6为属内首次分离到。该研究结果为进一步深入研究核桃青皮的化学成分和药理作用提供了一定参考。     

Caffeic acid derivatives and further compounds from Espeletia barclayana Cuatrec. (Asteraceae,Espeletiinae)

This work describes the isolation of seven (1–7) secondary metabolites from Espeletia barclayana (Asteraceae, Espeletiinae) and their identification by spectroscopic (NMR) and spectrometric (MS) techniques. Ten (8–17) additional compounds were identified based on their retention times, high-resolution mass spectrometry data, and comparison with reference substances or data from literature. The systematic significance of some of the identified substances – the sesquiterpene lactone longipilin acetate, four caffeoylquinic acids and two tri-caffeoylaltraric acids – is discussed with the aim of providing insights into the complex relationships among Espeletiinae taxa and its closest relatives. Five of the isolated metabolites [5-O-(E)-caffeoylquinic acid (1), 1,3-di-O-(E)-caffeoylquinic acid (2), 1,5-di-O-(E)-caffeoylquinic acid (3), 3,4-di-O-(E)-caffeoylquinic acid (4) and 3-O-methylquercetin 7-O-β-glucopyranoside (7)] constitute new reports for the genus Espeletia and for the subtribe Espeletiinae. Chemical data suggest that Espeletiinae might have a closer relationship with Smallanthus than with Ichthyothere, i.e., the two genera suggested to be the sister groups of Espeletiinae based on molecular markers.     

An aromatic amide C-glycoside and a cyclitol derivative from stem barks of Piper guineense Schum and Thonn (Piperaceae)

Two new compounds, an aromatic amide C-glycoside, 4-C-β-D-glucopyranosyl-3,5-dihydroxy-2-methoxybenzamide (1) and a cyclitol derivative, 4-O-caffeoyl-2-C-methoxycarbonyl-1-C-methyl-2,3,6-trihydroxycyclohexanecarboxylic acid (2), were isolated from the methanol soluble extract of the stem barks of Piper guineense Schum and Thonn, together with four known quinic acids derivatives including 3-O-caffeoyl-1-methylquinic acid (3), 3-O-feruloylquinic acid (4), ethyl-4-O-feruloylquinate (5), and 5-caffeoylquinic acid (6). Their structures were established on the basis of detailed spectroscopic analysis. The radical scavenging activity of the isolates were evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical assay. Five of them were found to have significant radical scavenging activities, while compounds 2 and 3 displayed the highest activities with IC₅₀ values of 8.35 and 7.06 μM, respectively.