丰城鸡血藤异黄酮类化合物的分离鉴定

为建立丰城鸡血藤质量控制方法提供对照品, 对其化学成分进行了研究, 从中分离鉴定了8个化合物, 分别为丰城鸡血藤异黄酮苷F (1), 芒柄花素 (2), 芒柄花苷 (3), 奥刀拉亭7-O-β-D-吡喃葡萄糖苷 (4), 澳白檀苷 (5), 阿夫罗摩辛 (6), 圆荚草双糖苷 (7) 和丰城鸡血藤异黄酮苷B (8)。化合物1为新化合物, 化合物3～5和7为首次从本属植物中分离得到, 2为首次从本植物中分离得到。     

中药地锦草芹菜素糖苷类化合物

为了研究中药地锦草抗HBV的活性物质基础,采用大孔树脂、Sephadex LH-20、MCI GEL CHP 20P等色谱方法,从地锦草70%乙醇提取物中分离得到5个芹菜素苷类化合物,通过MS、NMR、2D-NMR等波谱分析手段鉴定了化合物的结构,分别为：芹菜素-7-O-(6"-O-没食子酰)-β-D-葡萄糖苷 (1),芹菜素-7-O-β-D-芹糖(1→2)-β-D-葡萄糖苷 (2),芹菜素-7-O-β-D-芦丁糖苷 (3),芹菜素-7-O-β-D-葡萄糖苷 (4),芹菜素 (5)。化合物1为新化合物,化合物2、3为首次从该植物中分得。
     

玉竹中新的高双氢异黄酮

为了研究玉竹的化学成分, 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鉴定化合物结构。从玉竹提取物中分离得到9个化合物, 其中3个为新的双氢高异黄酮类化合物, 分别为5,7-dihydroxy-6-methoxyl-8-methyl-3-(2′,4′-dihydroxybenzyl)chroman-4-one (1), 5,7-dihydroxy-6-methyl-3-(2′, 4′-dihydroxybenzyl)-chroman-4-one (2), 5,7-dihydroxy-6-methoxyl-8-methyl-3-(4′-methoxybenzyl)chroman-4-one (3), 其余化合物分别为disporopsin (4), 柯伊利素 (chrysoeriol, 5), 5,4′-dihydroxy-7-methoxy-6-methylflavane (6), N-trans-feruloyltyramine (7), N-trans-feruloyloctopamine (8), (+)-syringaresinol (9)。化合物1～3为未见文献报道的新化合物, 化合物4～9为该植物中首次分离得到。     

泰国产攀援鱼藤的异黄酮苷成分

目的： 对泰国产攀援鱼藤［Derris scandens (Roxb.) Benth］地上部分的化学成分进行分离、鉴定。方法： 采用各种层析色谱技术进行分离。从攀援鱼藤中分离得到2个化合物,用IR,UV,MS,¹HNMR,¹³CNMR,²DNMR光谱鉴定化合物。结果： 经光谱鉴定化合物结构为： 4′-甲氧基－异黄酮-7-O-［α-L-鼠李吡喃糖基(1→6)］-β-D-葡萄吡喃糖苷(I)和4′,8-二甲氧基-异黄酮-7-O-［α-L-鼠李吡喃糖基(1→6)］-β-D-葡萄吡喃糖苷(II), 分别命名为攀援鱼藤苷甲(derriscanoside A)和攀援鱼藤苷乙(derriscanoside B)。结论： 化合物(I), (II)为新的异黄酮苷类化合物。     

布渣叶的生物碱类成分研究

布渣叶的氯仿提取物经硅胶柱色谱分离得到4个生物碱, 其结构经 MS、¹H NMR、¹³C NMR波谱解析分别鉴定为N-甲基-6α-癸间三烯 [1′, 3′, 5′ ]-2β-甲基-3β-甲氧基哌啶 (N-methyl-6α-(deca-l′, 3′, 5′-trienyl)-3β- methoxy-2β-methylpiperidine, 1), 6-癸间三烯 [1′, 3′, 5′ ]-2-甲基-3-甲氧基哌啶 (6-(deca-l′, 3′, 5′-trienyl)-3-methoxy- 2-methylpiperidine, 2), N-甲基-6-癸间三烯 [1′, 3′, 5′ ]-2, 3-二甲基哌啶 (N-methyl-6-(deca-l′, 3′, 5′-trienyl)-2, 3- dimethylpiperidine, 3), N-甲基-6-癸间三烯 [1′, 3′, 5′ ]-2-甲基哌啶 (N-methyl-6-(deca-l′, 3′, 5′-trienyl)-2-methyl piperidine, 4), 化合物2, 3和4为新化合物。4个化合物分别命名为布渣叶碱Ⅰ (micropiperidine A)、布渣叶碱Ⅱ (micropiperidine B)、布渣叶碱Ⅲ (micropiperidine C)和布渣叶碱Ⅳ (micropiperidine D)。     

南葶苈子化学成分的分离与结构鉴定南葶苈子化学成分的分离与结构鉴定

目的研究南葶苈子的化学成分。方法用硅胶、聚酰胺-6、反相硅胶C₁₈和Sephadex LH 20柱色谱进行分离纯化。用MS,¹HNMR,13CNMR,HSQC,HMBC,TOCSY等波谱学方法,结合化学定性和薄层酸水解确定化合物结构。结果从南葶苈子中分离得到15个化合物,鉴定了12个化合物的结构,分别为:槲皮素-3-O-β-D-吡喃葡糖基-7-O-β-龙胆双糖苷(I);山萘酚-3-O-β-D-吡喃葡糖基-7-O-β-龙胆双糖苷(II);异鼠李素-3-O-β-D-吡喃葡糖基-7-O-β-龙胆双糖苷(III);槲皮素-7-O-β-龙胆双糖苷(IV);山萘酚-7-O-β-龙胆双糖苷(V);异鼠李素-7-O-β-龙胆双糖苷(VI);槲皮素-3,7-二-O-β-D-吡喃葡糖苷(VII);山萘酚-3,7-二-O-β-D-吡喃葡糖苷(VIII);异鼠李素-3,7-二-O-β-D-吡喃葡糖苷(IX);山萘酚-3-O-β-D-吡喃葡糖基-7-O-β-D-［2-芥子酰基-β-D-吡喃葡糖基(1→6)］-吡喃葡糖苷(X);芥子酸乙酯(XI);4-甲氧基芥子酸(XII)。结论X和VI是新化合物,IV,V,VII,VIII,IX均为首次自十字花科植物中分离得到,I,II,III均为首次自播娘蒿属中分离得到,XI和XII为首次自该植物中分离得到。     

番石榴叶中一个新的没食子酰苷类成分

为了研究番石榴叶Psidium guajava L.的化学成分, 用各种柱色谱方法从其乙醇水提取物中分离得到5个具有没食子酰结构的酚酸类化合物, 并采用光谱、质谱及文献对照等方法鉴定其结构, 分别为1-O-(6-O-没食子酰基-β-D-葡萄糖)-1,2-丙二醇 (1)、没食子酸 (2)、鞣花酸 (3)、鞣花酸-4-O-β-D-葡萄糖 (4)、槲皮素-3-O-(6"-没食子酰基) β-D-半乳糖 (5)。化合物4与5为首次在该植物中分离得到, 化合物1为一新的酚酸类化合物。     

全缘叶紫珠三萜类成分研究

为了对全缘叶紫珠的茎和叶进行化学成分研究, 采用硅胶、凝胶等柱色谱方法分离和纯化化合物, 根据理化性质和波谱方法鉴定化合物结构。从全缘叶紫珠的甲醇提取物中分离得到了15个三萜类化合物, 包括1个新化合物: 2α, 3β, 19α, 23-tetrahydroxy-olean-12-en-28-oic acid-28-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside (1) 和14个已知化合物: oleanolic acid (2)、3-acetyl oleanolic acid (3)、3β-O-acetyl ursolic acid (4)、2α-hydroxy-ursolic acid (5)、2α, 3β, 19α, 23-tetrahydroxy-urs-12-en-28-oic acid (6)、α-amyrin-3-O-β-D-glucopyranoside (7)、pomolic acid (8)、betulinic acid (9)、ursolic acid (10)、2α, 3β, 19α, 23-tetrahydroxy-olean-12- en-28-oic acid (11)、2α-hydroxy-oleanolic acid (12)、hederagenin (13)、2α, 19α-dihydroxy-ursolic acid (14) 和pruvuloside A (15)。所有化合物均为首次从全缘叶紫珠中分离得到, 其中化合物3、4和15为首次从紫珠属中分离得到。     

分蘖葱头中新黄酮苷的结构鉴定

目的　研究百合科植物分蘖葱头（Allium cepa L. var agrogatum Don）鳞茎的黄酮类化学成分。方法　利用Sephadex LH-20柱色谱进行分离纯化。从分蘖葱头中分离得到4个化合物,用IR,UV,MS,¹HNMR,¹³CNMR,¹H-¹H COSY,¹H-¹³C COSY和HMBC等光谱鉴定化合物。结果　经光谱鉴定化合物结构为：槲皮素3′-甲氧基-4′-O-β-D-葡吡喃糖苷(I)、山奈酚(II)、槲皮素4′-O-β-D-葡吡喃糖苷(III)和槲皮素3,4′-二-O-β-D-葡吡喃糖苷(IV)。结论　化合物I为新的黄酮苷类化合物,命名为分蘖葱头苷甲（Alliumoside A）; II,III和IV为首次从该植物中分得。     

RP-HPLC法同时测定怀槐树皮中4种异黄酮苷的含量

目的建立HPLC同时测定怀槐树皮药材中染料木苷、鸢尾苷、saikoisoflavonoside A和怀槐异黄酮苷含量的方法。方法色谱柱为Diamonsil^(TM)ODS(250 mm×4.6 mm,5μm);流动相为乙腈-质量分数为0.05%磷酸溶液(体积比为16:84);流速为1.0 mL·min(TM)ODS(250 mm×4.6 mm,5μm);流动相为乙腈-质量分数为0.05%磷酸溶液(体积比为16:84);流速为1.0 mL·min^(-1);检测波长为260 nm;柱温为35℃。结果染料木苷、鸢尾苷、saikoisoflavonoside A和怀槐异黄酮苷的质量浓度分别在0.42～2.09、1.00～5.00、5.12～25.60和1.81～9.04 mg·L(-1);检测波长为260 nm;柱温为35℃。结果染料木苷、鸢尾苷、saikoisoflavonoside A和怀槐异黄酮苷的质量浓度分别在0.42～2.09、1.00～5.00、5.12～25.60和1.81～9.04 mg·L^(-1)内与峰面积线性关系良好,平均回收率分别为99.4%、99.9%、100.2%和99.9%,RSD分别为2.1%、3.0%、2.5%和2.7%。结论该方法可用于怀槐树皮中染料木苷、鸢尾苷、saikoisoflavonoside A和怀槐异黄酮苷的含量测定。     

Isolation and characterization of xanthine oxidase inhibitory constituents of Pyrenacantha staudtii

Six compounds have been isolated from the leaves of Pyrenacantha staudtii, two of which are new compounds.  The new compounds have been characterized as kaempherol 3-O-β-rhamnopyranosyl (1®6)- β-D-glucopyranoside (1) and 4-β-glucopyranosyl-(2-furyl)-5-methy-l,2-glucopyranoside phenylmethanone (2).  The known compounds are 3-pyridinecarboxylic acid (3), β-sitosterol (4), sitosterol 3-O-β-glucopyranoside (5) and taraxerol (6).  Their structures were determined by spectroscopic and chemical evidences.  The two new compounds together with 3-pyridinecarboxylic acid showed significant in vitro xanthine oxidase inhibitory activity.  To the best of our knowledge, this is the first report of these compounds from this plant.
     

Cytotoxic activities of diarylheptanoids from Alnus japonica

The diarylheptanoids (1–10) 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-β-D-glucopyranosyl(1→3)-β-D-xylopyranoside (1), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-β-D-apiofuranosyl(1→6)-β-D-glucopyranoside (2), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-β-D-glucopyranoside (3), 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane (4), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-one-5-O-β-D-glucopyranoside (5), oregonin (6), hirsutanonol (7), hirsutenone (8), 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-O-β-D-xylopyranoside (9), and platyphylloside (10), isolated from the bark of Alnus japonica, were analyzed for their cytotoxic activities on various human and mouse cancer cell lines. The cytotoxic activities of these ten compounds were evaluated against murine B16 melanoma, human SNU-1 gastric cancer, human SNU-354 hepatoma cancer and human SNU-C4 colorectal cell lines. The diarylheptanoids showed potent cytotoxic activities against murine B16 melanoma cells and human SNU-C1 gastric cancer cell when the cell viability was analyzed by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazoliumbromide) assay.     

A new flavonol glycoside from <Emphasis Type="Italic">Hylomecon vernalis</Emphasis>

Purification of a MeOH extract from the aerial parts of Hylomecon vernalis Maxim. (Papaveraceae) using column chromatography furnished a new acetylated flavonol glycoside (1), together with twenty known phenolic compounds (2–21). Structural elucidation of 1 was based on 1D- and 2D-NMR spectroscopy data analysis to be quercetin 3-O-[4‴-O-acetyl-α-L-arabinopyranosyl]-(1‴→6″)-β-D-galactopyranoside (1). The structures of compounds 2–21 were elucidated by spectroscopy and confirmed by comparison with reported data; quercetin 3-O-[2‴-O-acetyl-α-L-arabinopyranosyl]-(1‴→6″)-β -D-galactopyranoside (2), quercetin 3-O-α-L-arabinopyranosyl-(1‴→6″)-β-D-galactopyranoside (3), quercetin 3-O-β -D-galactopyranoside (4), kaempferol 3,7-O-α-L-dirhamnopyranoside (5), diosmetin 7-O-β -D-glucopyranoside (6), diosmetin 7-O-β -D-xylopyranosyl-(1‴→6″)-β-D-glucopyranoside (7), p-hydroxybenzoic acid (8), protocatechuic acid (9), caffeic acid (10), 6-hydroxy-3,4-dihydro-1-oxo-β -carboline (11), (Z)-3-hexenyl-β -D-glucopyranoside (12), (E)-2-hexenyl-β -D-glucopyranoside (13), (Z)-3-hexenyl-α-Larabinopyranosyl-(1″→6′)-β-D-glucopyranoside (14), oct-1-en-3-yl-α-L-arabinopyranosyl-(1″→6′)-β-D-glucopyranoside (15), benzyl-β-D-apiofuranosyl-(1″→6′)-β-D-glucopyranoside (16), benzyl-α-L-arabinopyranosyl-(1″→6′)-β-D-glucopyranoside (17), benzyl-β-D-xylopyranosyl-(1″→6′)-β-Dglucopyranoside (18), 2-phenylethyl-α-L-arabinopyranosyl-(1″→6′)-β-D-glucopyranoside (19), 2-phenylethyl-β-D-apiofuranosyl-(1″→6′)-β-D-glucopyranoside (20), and aryl-β-D-glucopyranoside (21). Compounds 2-21 were isolated for the first time from this plant. The isolated compounds were tested for cytotoxicity against four human tumor cell lines in vitro using a Sulforhodamin B bioassay.     

Baimantuoluosides D-G,four new withanolide glucosides from the flower of <Emphasis Type="Italic">Datura metel</Emphasis> L.

In our search for bioactive anti-psoriasis compounds from the flower of Datura metel L, we isolated four new withanolide glucosides, baimantuoluosides D, E, F and G (1–4). The structures of the new compounds are (5α,6α,7β,22R)-5,6,7,27-tetrahydroxy-1-oxowitha-2,24-dien-27-O-β-D-glucopyranoside (1), (5α,6β,7α,22R)-5,6,7,27-tetrahydroxy-1-oxowitha-2,24-dien-27-O-β-D-glucopyranoside (2), (5α,6β,7α,12β,22R)-5,6,7,12,27-pentahydroxy-1-oxowitha-2,24-dien-27-O-β-D-glucopyranoside (3), and (5α,6β,22R)-5,6,27-trihydroxy-1-oxowitha-2,24-dien-27-O-β-D-glucopyranoside (4) on the basis of chemical and physicochemical evidence.     

A dimeric triterpenoid glycoside and flavonoid glycosides with free radical-scavenging activity isolated from <Emphasis Type="Italic">Rubus rigidus</Emphasis> var. <Emphasis Type="Italic">camerunensis</Emphasis>

The aerial part of Rubus rigidus var. camerunensis (Rosaceae) is used to treat respiratory and cardiovascular disorders in the Cameroonian traditional medicine. The ethanol extract exhibited more potent antioxidant activity (E_maxs of 119% and 229% activity on DPPH and β-carotene test) than aqueous extract. Bioactivity-guided fractionation of the ethanol extract based on free radical-scavenging assay (DPPH assay) afforded five flavonoid glycosides (four flavonol glycosides and an anthocyanin) and three glucosides of 19α-hydroxyursane-type triterpenoid (two monomeric and one dimeric triterpenoids). The flavonoids were identified as kaempferol 3-O-(2″-O-E-p-coumaroyl)-β-D-glucopyranoside (1), kaempferol-3-O-β-D-glucopyranoside (astragalin, 2), kaempferol-3-O-α-L-arabinofuranoside (juglanin, 3), quercetin-3-O-β-D-glucopyranoside (isoquercitrin, 4), pelargonidin-3-O-β-D-glucopyranoside (callistephin, 5). The three triterpenoids were 2α, 3β, 19α, 23-tetrahydroxyurs-12-ene-28-O-β-D-glucopyranosyl ester (nigaichigoside F₁, 6), 2α, 3β, 19α-trihydroxyurs-12-ene-23-carboxyl-28-O-β-D-glucopyranosyl ester (suavissimoside R₁, 7) as monomeric triterpenoids and coreanoside F₁ (8) as a dimeric triterpenoid. The flavonoids exhibited potent antioxidant activities (66 to 93.56% against DPPH radical) and they were also active on β-carotene test. Coreanoside F₁ exhibited a 63% antioxidant activity, meanwhile the other two triterpenoids showed a weak activity. Three important facts on structure-activity relationship were observed: Compound 8, a dimeric triterpenoid glycoside, strongly enhanced antioxidant activity of its monomers, compound 3 with 3-O-α-L-arabinofuranyl has much more potent activity than compound 2 with 3-O-β-D-glucopyranosyl, and antocyanin (5) is more potent than its corresponding flavonol glycosides.     

小花异裂菊中的微量新成分

通过硅胶和Pharmadex LH-20凝胶柱色谱以及反相HPLC等多种分离技术的组合应用, 从小花异裂菊全草乙醇提取物中分离得到了2个微量新化合物: 半日花烷-12, 14-二烯-6β, 7α, 8β, 17-四醇 (1) 和2, 3-顺式-6-乙酰基-5-羟基-2-(羟甲基乙烯基)-2, 3-二氢苯并呋喃-3-醇当归酸酯 (2), 以及1个微量新天然产物: 6-甲氧基-4-甲基-3, 4-二氢-2H-1-萘酮 (3)。运用包括二维核磁共振实验的波谱学数据解析确定了它们的结构。