领春木枝叶化学成分的研究

为了研究领春木(Euptelea pleiospermum Hook.f.et Thoms)的化学成分,利用各种柱色谱及高压液相色谱等方法进行分离和纯化,根据理化性质和光谱数据分析鉴定了9个化合物。他们分别为:白桦脂酸(1);齐墩果酸(2);N-反式对羟基肉桂酰基-对羟基苯乙胺(3);N-反式阿魏酰酪胺(4);N-顺式阿魏酰酪胺(5);丁香脂素(6);N-顺式阿魏酰-3-甲氧基酪胺(7);N-反式阿魏酰-3-甲氧基酪胺(8);3-羟基-30-去甲基-20-酮基-28-羽扇豆酸(9)。所有化合物均为首次从领春木中分离得到。     

吉祥草化学成分的研究

为研究吉祥草(Reineckia carnea)的化学成分,运用柱色谱的方法从中分离得到7个化合物,经波谱解析和理化性质分别鉴定为假海马齿醇(1),角鲨烯(2),4′,5,7-三羟基-6,8.二甲基黄酮(3),(R-)-8-甲基柚皮素(4),N-香豆酰酪胺(5),N-香豆酰章鱼胺(6)和胡萝卜苷(7).以上化合物均为首次从该植物中分离得到.     

白花银背藤中的生物碱及其细胞毒活性研究

为研究白花银背藤(Argyreia seguinii)的生物碱类成分及其细胞毒活性，该研究采用硅胶、ODS、Sephadex LH-20及半制备HPLC等柱色谱法对白花银背藤的75%乙醇提取物进行分离纯化，根据理化性质及波谱数据鉴定化合物的结构，并通过MTS法检测化合物对5种肿瘤细胞的增殖抑制活性。结果表明：从白花银背藤中分离得到9个生物碱类化合物，分别鉴定为N-反式桂皮酰对羟基苯乙胺(1)、N-反式对香豆酰基酪胺(2)、N-反式阿魏酰酪胺(3)、N-顺式阿魏酰酪胺(4)、1H-吲哚-3-甲醇(5)、金色酰胺醇酯(6)、8-氧-四氢巴马亭(7)、8-oxypalmatine(8)和12,13-dihydro-8-oxoberberine(9)。其中，化合物1、4-9均为首次从该植物中分离得到，化合物7和化合物8对肝癌SMMC-7721细胞显示细胞毒活性，半抑制浓度(IC₅₀)值分别为(15.50±0.76)、(14.24±0.72)μmol·L^-1。该研究结果为进一步探讨白花银背藤的化学成分和药理活性奠定了基础，为厘清壮药“一匹绸”的药材基原...     

牛膝根化学成分研究

为了解中药材牛膝(Achyranthes bidentata Blume)根中的有效成分,用色谱技术从牛膝根中分离得到12个化合物。经波谱分析分别鉴定为:水龙骨甾酮B(1),shidasterone(2),齐墩果酸(3),齐墩果酸-3-O-β-D-吡喃葡萄糖醛酸-6′-O-甲酯(4),竹节参苷Ⅳa甲酯(5),N-顺式阿魏酰基酪胺(6),N-顺式阿魏酰-3-甲氧基酪胺(7),N-反式阿魏酰基酪胺(8),N-反式阿魏酰-3-甲氧基酪胺(9),(9E)-8,11,12-三羟基-十八碳烯酸(10),(9E)-8,11,12-三羟基-十八碳烯酸甲酯(11)和亚油酸(12)。其中化合物2、6、7和10~12为首次从牛膝中分离得到。这有利于对牛膝根进行更好地开发利用。     

土牛膝抗炎成分分离、鉴定与含量测定研究

本研究建立脂多糖诱导的巨噬细胞炎症模型,结合层析法对土牛膝抗炎活性成分进行分离,并用NMR、MS以及与对照品比较,对得到的化合物进行结构鉴定。结果表明粗毛牛膝醇提取物抗炎效果最佳,其反相层析50%、70%及100%甲醇洗脱物抗炎活性高和细胞毒性低,从50%～70%甲醇洗脱物分离鉴定出9种单体化合物:β-蜕皮甾酮(1)、牛膝甾酮(2)、水龙骨甾酮B(3)、N-反式阿魏酰酪胺(4)、N-顺式阿魏酰酪胺(5)、N-顺式阿魏酰-3-甲氧基酪胺(6)、N-反式阿魏酰-3-甲氧基酪胺(7)、竹节参皂苷Ⅳa(8)、5,2′-二甲氧基-6-甲氧甲基-7-羟基-异黄酮(10);100%甲醇洗脱物鉴定出主要成分竹节参皂苷Ⅰ(9)。在LPS+25μM单体浓度下,化合物抗炎活性由强到弱为41526910378。反相液相色谱测定结果表明,野生牛膝和柳叶牛膝(两年生)地下根茎β-蜕皮甾酮含量在温度高季节含量高,8月份达到最高,分别为0.914±0.016和1.412±0.038 mg/g;两年生粗毛牛膝随季节变化规律不明显。具有抗炎活性的阿魏酰酪胺类生物碱首次从土牛膝中分离鉴定。     

云南枸杞根中酰胺类化学成分及其抗炎活性研究北大核心CSCD

研究云南枸杞(Lycium yunnanense Kuang)根部的酰胺类化学成分。通过硅胶和Sephadex LH-20柱层析,以及高效液相制备层析等分离纯化手段,从云南枸杞根部醇提物中共分离得到15个酰胺类化合物,运用现代波谱技术鉴定了它们的结构,分别为反式-N-阿魏酰酪胺(1)、N-顺式-对羟基苯乙基阿魏酰胺(2)、dihydro-feruloyltyramine(3)、3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)-2-methoxyethyl]acrylamide(4)、N-反式桂皮酸酰对羟基苯乙胺(5)、反式-N-对羟基香豆酰酪胺(6)、反式-N-对羟基苯乙基咖啡酰胺(7)、二氢咖啡酰酪胺(8)、N-trans-coumaroyloctopamine(9)、N-[2-(3,4-dih-ydroxyphenyl)-2-hydroxyethyl]-3-(4-methoxyphenyl)prop-2-enamide(10)、N-trans-feruloyl-3'-O-methyldopamine(11)、dihydro-feruloyl-5-methoxytyramine(12)、N-trans-sinapoyltyramine(13)、N-acetyl-N'-trans-feruloylputrescine(14)、N-acetyltyramine(15)。其中,化合物3~5,9~15为首次从该植物中分离得到。对分离得到的15个酰胺类化合物进行抗炎活性筛选,其中,化合物4、6、7和12具有显著的抗炎活性,其IC50值均小于17.21±0.50μM。     

云南枸杞根中酰胺类化学成分及其抗炎活性研究

研究云南枸杞(Lycium yunnanense Kuang)根部的酰胺类化学成分。通过硅胶和Sephadex LH-20柱层析,以及高效液相制备层析等分离纯化手段,从云南枸杞根部醇提物中共分离得到15个酰胺类化合物,运用现代波谱技术鉴定了它们的结构,分别为反式-N-阿魏酰酪胺(1)、N-顺式-对羟基苯乙基阿魏酰胺(2)、dihydro-feruloyltyramine(3)、3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)-2-methoxyethyl]acrylamide(4)、N-反式桂皮酸酰对羟基苯乙胺(5)、反式-N-对羟基香豆酰酪胺(6)、反式-N-对羟基苯乙基咖啡酰胺(7)、二氢咖啡酰酪胺(8)、N-trans-coumaroyloctopamine(9)、N-[2-(3,4-dih-ydroxyphenyl)-2-hydroxyethyl]-3-(4-methoxyphenyl)prop-2-enamide(10)、N-trans-feruloyl-3'-O-methyldopamine(11)、dihydro-feruloyl-5-methoxytyramine(12)、N-trans-sinapoyltyramine(13)、N-acetyl-N'-trans-feruloylputrescine(14)、N-acetyltyramine(15)。其中,化合物3~5,9~15为首次从该植物中分离得到。对分离得到的15个酰胺类化合物进行抗炎活性筛选,其中,化合物4、6、7和12具有显著的抗炎活性,其IC50值均小于17.21±0.50μM。     

牛血清白蛋白与地肤提取物N-反式阿魏酰酪胺相互作用研究

地肤别名扫帚苗、扫帚菜、孔雀松等,属藜科地肤属一年生草本植物。地肤幼苗是一种高蛋白、低脂肪并且富含钾元素和胡萝卜素的野生蔬菜,有丰富的营养价值。作为在我国广泛分布的植物,一直以来地肤主要作为传统野菜被食用,对其药用价值却鲜有进一步研究与开发。该研究对地肤采用硅胶柱色谱分离提纯得到N-反式阿魏酰酪胺,利用紫外光谱法和荧光光谱法研究它和牛血清白蛋白(BSA)相互作用的机制,求出了猝灭常数、结合常数及结合位点数。结果表明:N-反式阿魏酰酪胺对BSA具有荧光猝灭作用,其猝灭方式为静态猝灭;N-反式阿魏酰酪胺与BSA有较强的相互作用,可以被蛋白质所储存和运输。该研究结果为进一步开发利用地肤资源、提高地肤的药用价值提供一定的理论基础。     

猫须草抗炎活性成分研究

为了研究猫须草(Clerodendranthus spicatus)抗炎活性成分,该研究采用活性追踪的方法,利用硅胶、MCI柱色谱以及HPLC等分离技术,对猫须草抗炎活性部位进行分离纯化,通过波谱数据分析和文献比对鉴定化合物结构,并利用LPS诱导的RAW 264.7巨噬细胞炎症模型进行抗炎活性评价。结果表明:(1)从猫须草抗炎活性部位分离得到10个化合物,分别鉴定为泡桐素(1)、鼠尾草素(2)、对苯二甲酸二辛酯(3)、N-(N-苯甲酰基-L-苯丙酰基)-L-苯基丙醇(4)、fragransin B₁(5)、6,7,8,4''-四甲氧基黄酮(6)、N-反式-阿魏酰酪胺(7)、N-顺式-阿魏酰酪胺(8)、trans-N-cinnamoyltyramine(9)、新海胆灵 A(10),其中化合物1、4、8-10为首次从该植物中分离得到。(2)抗炎结果显示,猫须草抗炎活性成分主要存在于中低极性部位,从中分离得到的大部分化合物显示出一定的NO生成抑制活性,其中酰胺类成分(7-9)均具有较好的抗炎活性,表明该类成分是猫须草抗炎作用的主要成分之一。该研究丰富了猫须草抗炎物质基础,为其开发利用提供科学依据。     

牛膝种子化学成分研究

从牛膝(Achyranthes bidentata Blume.)种子中分离得到8个化合物。通过波谱分析,分别鉴定为N-反式-阿魏酰酪胺(1)、亚油酸甘油酯(2)、β-蜕皮甾酮(3)、水龙骨甾酮B(4)、麦角甾-7,22-二烯-3β,5α,6β-三醇(5)、竹节参皂苷-1(6)、齐墩果酸-3-O-β-D-葡萄糖苷(7)和胡萝卜甙(8)。化合物1、2、5和7为首次从牛膝中分离。     

Three New Phenolic Amides from the Roots of Eggplant (Solanum melongena L.)

The isolation of four phenolic amides, four phenolic compounds and an aromatic amine from the roots of eggplant is described. The phenolic amides were identified as N-trans-feruloyl tyramine (V), N-trans-p-coumaroyl tyramine (VII), N-trans-feruloyl octopamine (VIII) and N-trans-p-coymaroyl octopamine (IX). The three amides V, VIII and IX are new compounds. Furthermore, four phenolic compounds were identified as vanillin (I), isoscopoletin (II), ethyl caffeate (IV) and ferulic acid (VI). The aromatic amine was identified as p-aminobenzal-dehyde (III).     

A New Lignan Amide,Grossamide, from Bell Pepper (Capsicum annuum var. grossurri)

Two new phenolic amides, grossamide (7) and N-cis-feruloyl tyramine (2), have been isolated from the roots of bell pepper (Capsicum annuum var. grossum) together with p-aminobenzaldehyde (1), N-trans-feruloyl tyramine (3), N-trans-p-coumaroyl tyramine (4), N-trans-feruloyl octopamine (5), and N-trans-p-coumaroyl octopamine (6).     

Studies on the probing stimulants for the white-backed planthopper,Sogatella furcifera (Homoptera: Delphacidae) in rice plant (Oryza sativa L.)

To elucidate the probing stimulants in rice plants for the white-backed planthopper, Sogatella furcifera, bioassay-guided separations were conducted, which led to the isolation of four active compounds. Using NMR and LC-MS spectra, their structures were determined as isoorientin 2″-O-(6?-(E)-feruloyl)glucoside, isoorientin 2″-O-(6?-(E)-p-coumaroyl)glucoside, tricin 5-O-glucoside, and isoscoparin 2″-O-(6?-(E)-feruloyl)glucoside.     

Simultaneous quantification of retinol, retinal, and retinoic acid isomers by high-performance liquid chromatography with a simple gradiation

A new method of high-performance liquid chromatography (HPLC) analysis to quantify isomers of retinol, retinal and retinoic acid simultaneously was established. The HPLC system consisted of a silica gel absorption column and a linear gradient with two kinds of solvents containing n-Hexane, 2-propanol, and glacial acetic acid in different ratios. It separated six retinoic acid isomers (13-cis, 9-cis, all-trans, all-trans-4-oxo, 9-cis-4-oxo, 13-cis-4-oxo), three retinal isomers (13-cis-, 9-cis-, and all-trans) and two retinol isomers (13-cis- and all-trans). Human serum samples were subjected to this HPLC analysis and at least, all-trans retinol, 13-cis retinol, and all-trans retinoic acid were detectable. This HPLC system is useful for evaluating retinoic acid formation from retinol via a two-step oxidation pathway. Moreover, it could be applied to monitoring the concentrations of various retinoids, including all-trans retinoic acid in human sera.     

Tetra-acylated cyanidin 3-sophoroside-5-glucosides from the flowers of Iberis umbellata L. (Cruciferae)

The structures of 11 acylated cyanidin 3-sophoroside-5-glucosides (pigments 1-11), isolated from the flowers of Iberis umbellata cultivars (Cruciferae), were elucidated by chemical and spectroscopic methods. Pigments 1-11 were acylated with malonic acid, p-coumaric acid, ferulic acid, sinapic acid and/or glucosylhydroxycinnamic acids.Pigments 1-11 were classified into four groups by the substitution patterns of the linear acylated residues at the 3-position of the cyanidin. In the first group, pigments 1-3 were determined to be cyanidin 3-O-[2-O-(2-O-(acyl)-β-glucopyranosyl)-6-O-(trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside], in which the acyl moiety varied with none for pigment 1, ferulic acid for pigment 2 and sinapic acid for pigment 3. In the second one, pigments 4-6 were cyanidin 3-O-[2-O-(2-O-(acyl)-β-glucopyranosyl)-6-O-(4-O-(β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside], in which the acyl moiety varied with none for pigment 4, ferulic acid for pigment 5 and sinapic acid for pigment 6. In the third one, pigments 7-9 were cyanidin 3-O-[2-O-(2-O-(acyl)-β-glucopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside], in which the acyl moiety varied with none for pigment 7, ferulic acid for pigment 8, and sinapic acid for pigment 9. In the last one, pigments 10 and 11 were cyanidin 3-O-[2-O-(2-O-(acyl)-β-glucopyranosyl)-6-O-(4-O-(6-O-(4-O-(β-glucopyranosyl)-trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside], in which acyl moieties were none for pigment 10 and ferulic acid for pigment 11.The distribution of these pigments was examined in the flowers of four cultivars of I. umbellata by HPLC analysis. Pigment 1 acylated with one molecule of p-coumaric acid was dominantly observed in purple-violet cultivars. On the other hand, pigments (9 and 11) acylated with three molecules of hydroxycinnamic acids were observed in lilac (purple-violet) cultivars as major anthocyanins. The bluing effect and stability on these anthocyanin colors were discussed in relation to the molecular number of hydroxycinnamic acids in these anthocyanin molecules.     

Fragments of acylated 6-O-α- -rhamnopyranosylcatalpol from leaves of Premna japonica

Five monoacyl rhamnopyranoses were isolated from leaves of Premna japonica. The structures were determined to be 2- and 3-O-trans-isoferuloylrhamnopyranoses, 2- and 3-O-trans-p-methoxycinnamoylrhamnopyranoses and 2-O-cis-p-methoxycinnamoylrhamnopyranose.     

Simultaneous determination of all-trans-, 13-cis- and 9-cis-retinoic acid, their 4-oxo metabolites and all-trans-retinol in human plasma by high-performance liquid chromatography

All-trans-retinoic acid (all-trans-RA) and 13-cis-retinoic acid (13-cis-RA), due to their effects on cell differentiation, proliferation and angiogenesis, improved treatment results in some malignancies. Pharmacokinetic studies of all-trans-RA and 13-cis-RA along with monitoring of retinoic acid metabolites may help to optimize retinoic acid therapy and to develop new effective strategies for the use of retinoic acids in cancer treatment. Therefore, we developed a HPLC method for the simultaneous determination in human plasma of the physiologically important retinoic acid isomers, all-trans-, 13-cis- and 9-cis-retinoic acid, their 4-oxo metabolites, 13-cis-4-oxoretinoic acid (13-cis-4-oxo-RA) and all-trans-4-oxoretinoic acid (all-trans-4-oxo-RA), and vitamin A (all-trans-retinol). Analysis performed on a silica gel column with UV detection at 350 nm using a binary multistep gradient composed on n-hexane, 2-propanolol and glacial acetic acid. For liquid-liquid extraction a mixture of n-hexane, dichloromethane and 2-propanolol was used. The limits of detection were 0.5 ng/ml for retinoic acids and 10 ng/ml for all-trans-retinol. The method showed good reproducibility for all components (within-day C.V.: 3.02–11.70%; day-to-day C.V.: 0.01–11.34%. Furthermore, 9-cis-4-oxoretinoic acid (9-cis-4-oxo-RA) is separated from all-trans-4-oxo-RA and 13-cis-4-oxo-RA. In case of clinical use of 9-cis-retinoic acid (9-cis-RA) the pharmacokinetics and metabolism of this retinoic acid isomer can also be examined.     

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。