白木通中一个新的三萜皂苷类化合物

目的研究木通科植物白木通藤茎的化学成分。方法通过反复硅胶柱色谱、ODS柱色谱和重结晶等方法进行分离纯化，根据化合物的理化性质和波谱数据鉴定结构。结果从白木通藤茎70%乙醇提取物中分离得到6个化合物。分别鉴定为2α,3β,23-trihydroxyolean-12-en-28-oic acid =O-β-D-xylopyranosyl-(1→3)-O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (I), 2α,3β,23-trihydroxyurs-12-en-28-oic acid O-β-D-xylopyranosyl-(1→3)-O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (II), 2α,3β,23-trihydroxyolean-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (III), 2α,3β,23-trihydroxyurs-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (IV), 2α,3β,23-trihydroxyolean-12-en-28-oic acid O-β-D-glucopyranosyl ester (V), 2α,3β,23-trihydroxyurs-12-en-28-oic acid O-β-D-glucopyranosyl ester (VI)。结论化合物II为新化合物，命名为mutongsaponin C，其他均为首次从该植物藤茎中分离得到。     

A new triterpenoid saponin from Ardisia gigantifolia

A new triterpenoid saponin, named 3-O-β-d-glucopyranosyl-(1 → 3)-β-d-xylopyranosyl-(1 → 2)-[α-l-rhamnopyranosyl-(1 → 3)]-β-d-glucopyranosyl-(1 → 4)-[β-d-glucopyranosyl-(1 → 2)]-α-l-arabinopyranosyl-3β,16α,28,30-tetrahydroxy-olean-12-ene (1), along with four known triterpenoids (2–5), was isolated from the rhizomes of Ardisia gigantifolia. Their structures were elucidated by spectroscopic methods. Compounds 1–4 showed cytotoxic activity against Hela, EJ, BCG, and HepG-2 cell lines. The percentage of early apoptotic cells after treatment with 1 was significantly increased compared with control cells (p < 0.05).     

蓣知子皂甙IV的结构

从木通科木通属植物白木通［Ａｋｅｂｉａｔｒｉｆｏｌｉａｔａ（Ｔｈｕｎｂ．）Ｋｏｉｄｚ．ｖａｒ．ａｕｓｔｒａｌｉｓ（Ｄｉｅｌｓ）Ｒｅｈｄ］种子的乙醇提取物中以硅胶层析等方法得四种三萜皂甙。其中甙ＩＶ是新天然产物，命名为蓣知子皂甙ＩＶ（ｙｕｚｈｉｚｉｏｓｉｄｅＩＶ）。根据化学和光谱分析，确定甙ＩＶ的结构为３－Ｏ－β－Ｄ－吡喃木糖基－（１→２）－ａ－Ｌ－吡喃阿拉伯糖齐墩果酸－２８－Ｏ－β－Ｄ－吡喃葡萄糖基－（１→６）－β－Ｄ－吡喃葡萄糖酯甙。另外皂甙Ｂ（Ｉ）、皂甙Ｃ（ＩＩ）和皂甙Ｄ（ＩＩＩ）为已知物。这些化合物在白木通种子中均是首次得到。     

浙江七叶树种子中三萜皂苷成分的分离和鉴定*

目的:研究浙江七叶树Aesculus chinensis Bunge var.chekiangensis(Huet Fang)Fang种子中的化学成分。方法:采用大孔吸附树脂柱色谱、高效液相色谱等方法进行分离和纯化,根据化合物的谱学数据鉴定其结构。结果:从浙江七叶树种子的70%乙醇提取物中分离得到3个三萜皂苷类化合物,分别鉴定为七叶树皂苷(escins)IVe和IVh及七叶树皂苷(aesculuside)A。结论:这3个化合物皆为首次从浙江七叶树种子中分离得到。     

Phytolacacinoside A,a new triterpenoid saponin from Phytolacca acinosa Roxb

Phytolacacinoside A (1), a novel triterpenoid saponin, together with the seven known compounds, was isolated from 75% ethanol extract of the root of Phytolacca acinosa Roxb (Phytolaccaceae). Their structures were elucidated on the basis of analysis of spectroscopic data and physicochemical properties as 3-O-β-[(β-d-glucopyranosyl-(1 → 4)-O-β-d-xylopyranosyl)]-11β-methoxy-jaligonic acid 30-methyl ester 28-O-β-d-glucopyranoside (1), 3-O-β-[(β-d-glucopyranosyl-(1 → 4)-O-β-d-xylopyranosyl)]-jaligonic acid 30-methyl ester 28-O-β-d-glucopyranoside (2, esculentoside G), 3-O-β-[(β-d-glucopyranosyl-(1 → 4)-O-β-d-xylopyranosyl)]-jaligonic acid 30-methyl ester (3, phytolaccoside E), 3-O-β-d-xylopyranosyl-jaligonic acid 30-methyl ester (4, phytolaccoside B), hypaphorine (5), palmitic acid monoglyceride (6), β-sitosterol (7), and daucosterol (8).     

Clematomandshurica saponin E,a new triterpenoid saponin from Clematis mandshurica

A new triterpenoid saponin, clematomandshurica saponin E, together with four known saponins were isolated and characterized from the roots and rhizomes of Clematis mandshurica (Ranunculaceae), a commonly used traditional Chinese medicine with anti-inflammatory and antirheumatoid activities. On the basis of spectroscopic analysis, including HR-ESI-MS, IR, 1D, and 2D NMR spectral data and hydrolysis followed by chromatographic analysis, the structure of the new triterpenoid saponin was elucidated as 3-O-α-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 4)-β-d-ribopyranosyl-(1 → 3)-α-l-rhamnopyranosyl-(1 → 2)-α-l-arabinopyranosyl oleanolic acid 28-O-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranoside.     

A novel triterpenoid saponin from Polygala tenuifolia Willd.

A new triterpenoid saponin, tenuifoside A, was isolated together with three known triterpenoid saponins 2, 3, and 4 from the roots of Polygala tenuifolia Willd. With the help of chemical and spectral analyses (IR, MS, 1D-NMR, and 2D-NMR), the structure of the new saponin was elucidated as 3-O-β-d-glucopyranosyl presenegenin 28-O-β-d-xylopyranosyl-(1 → 3)-β-d-xylopyranosyl-(1 → 4)-[β-d-apiofuranosyl-(1 → 3)]-α-l-rhamnopyranosyl-(1 → 2)-[4-O-p-methoxycinnamoyl]-[α-l-rhamnopyranosyl-(1 → 3)]-β-d-fucopyranosyl ester (1). Three known triterpenoid saponins (2–4) were identified on the basis of spectroscopic data.     

红蓼果实中的一个新三萜皂苷

为了研究红蓼果实的化学成分，利用硅胶和反相柱色谱方法进行分离纯化，根据理化性质和光谱数据鉴定其化合物结构，分离并鉴定了3个化合物：28-O-β-D-glucopyranosyl-3β,7β-dihydroxy-lup-20(29)-en-28-oate (1)，5,7-二羟基色原酮(2)和柚皮素(3)。化合物1为新化合物，化合物2，3为首次从该植物中分离得到。     

Antidiabetic potential of triterpenoid saponin isolated from Primula denticulate

Context: Primula denticulate Sm. (Primulaceae), commonly known as drumstick primula, is traditionally used to treat diabetes and urinary disorders. In the present study, a new triterpenoid saponin was isolated. Triterpenoids generally show antidiabetic activity. Considering its traditional use and chemical nature of the molecule, the present study was designed to evaluate the antidiabetic activity.

Objective: Antidiabetic activity of triterpenoid saponin (TTS) isolated from P. denticulate.

Materials and methods: A new TTS was isolated from the leaf of P. denticulate by column chromatography on CHCl₃/MeOH (8.5:1.5) fraction. It was further characterized by using NMR, UV, and IR spectroscopic methods. Ethanol and aqueous extracts of the leaf were also prepared. Antidiabetic study for TTS, ethanol extract, and aqueous extract was carried out in streptozotocin (STZ)-induced diabetic rats at doses of 200, 1000, and 1000?mg/kg body weight, respectively. A toxicity study was also performed.

Results: Isolated new TTS molecule was characterized as 3-O[β-d-xylopyranosyl-(1?→?2)-β-d-glucopyranosyl-(1?→?4)-α-l-arabinopyranosyloxy]-16α-hydroxy-13β,28-epoxy-olean-30-al by NMR, UV, and IR spectroscopic methods. This new TTS was found to be effective in lowering blood-glucose level in the experimental rat model, thus establishing its antidiabetic property (168.8?±?4.58) when compared with disease control (258.8?±?0.60). Its LD₅₀ value was found at a dose of 2000?mg/kg. The level of insulin was restored by TTS and ethanol extract up to 31.49?µU/ml and 38.90?µU/ml, respectively, when compared with disease control (18.45?µU/ml).

Discussion and conclusion: In conclusion, 3-O[β-d-xylopyranosyl-(1?→?2)-β-d-glucopyranosyl-(1?→?4)-α-l-arabinopyranosyloxy]-16α-hydroxy-3β,28-epoxy-olean-30-al possesses potential glucose lowering properties, i.e., antidiabetic potential against STZ-induced diabetic rats.     

A new triterpenoid saponin from Ardisia crenata.

A new triterpenoid saponin, ardicrenin (1), isolated from the roots of Ardisia crenata Sims was established as cyclamiretin A-3-O-[alpha-L-rhamnopyranosyl-(1----4)-beta-D-glucopyranosyl-(1----4)][ beta-D-glucopyranosyl-(1----2)]-alpha-L-arabinopyranoside. A partially hydrolyzed saponin (3) was characterized as cyclamiretin A-3-O-beta-D-glucopyranosyl-(1----2)-alpha-L-arabinopyranoside .     

夏枯草中的一个新三萜皂苷

为了研究夏枯草的化学成分，采用柱色谱法分离夏枯草化学成分，从夏枯草中得到1个三萜皂苷(I)和1个黄酮苷(II)，化学及波谱法鉴定化合物I结构为16-氧-17-去甲基-3β，24-二羟基齐墩果-12-烯-3-O-β-D-葡糖醛酸苷；化合物II为刺槐素-7-O-β-D-葡糖苷。化合物I为一个新的三萜皂苷，命名为夏枯草新苷A，化合物II为首次从夏枯草属植物中分离得到。     

A new serratene triterpenoid from Lycopodium japonicum

Phytochemical investigation on the herbs of Lycopodium japonicum led to the isolation of a new serratene triterpenoid, 3α,21α-dihydroxy-16-oxoserrat-14-en-24-yl p-coumarate (1), together with two known ones, lycernuic ketone C (2) and tohogenol (3). Their structures were elucidated by extensive spectroscopic methods, including 1D- and 2D-NMR and HR-ESI-MS. The ¹³C NMR data of tohogenol was first reported.     

九子参中一个新三萜皂苷

运用硅胶、SephadexLH-20、0DD以及高效液相色谱法,从九子参的根中分离得到一个新三萜皂苷和一个已知三萜皂苷。通过质谱以及一维二维核磁确定了化合物的结构。化合物1和2均为首次从该属植物中分离得到。     

玄参根中的一个新三萜四糖苷(英文)

在中药玄参提取分离的过程中,分离得到1个新三萜四糖苷3β-O-(β-D-xylopyranosyl-(1→2)-[β-D-glucopyranosyl(1→4)-β-D-glucopyranosyl-(1→3)]-β-D-fucopyranosyl-11,13(18)diene-olean-23α,28 dio1(1)和3个已知的苯乙醇苷(2～4),化合物2、3均为首次从该属植物中分离得到。通过1D,2D NMR和HR-ESI-MS等光谱数据阐明了化合物1的结构。     

A new ergostanol saponin from Dioscorea deltoidea Wall var. orbiculata

From the fresh rhizomes of Dioscorea deltoidea Wall var. orbiculata , a novel ergostanol saponin, orbiculatoside A ( 1 ), was isolated and identified as 3- O - g - d -glucopyranosyl-ergost-5-ene-3 g , 26-diol-26- O - g - d -glucopyranosyl(1 M 3)-[ g - d -glucopyranosyl(1 M 2)- g - d -glucupyranosyl(1 M 6)]- g - d -glucopyranoside by various NMR techniques in combination with chemical methods. The new saponin showed strong activity against Pyricularia oryzae , with a MMDC (minimum morphological deformation concentration) value of 28.04 w mol/l and was cytotoxic to cancer cell line K562, HCT-15, A549, HT1080, and A2780a in vitro .     

A new ergostanol saponin from Dioscorea deltoidea Wall var. orbiculata

From the fresh rhizomes of Dioscorea deltoidea Wall var. orbiculata , a novel ergostanol saponin, orbiculatoside A ( 1 ), was isolated and identified as 3- O - β- d -glucopyranosyl-ergost-5-ene-3 β, 26-diol-26- O - β- d -glucopyranosyl(1 →3)-[ β- d -glucopyranosyl(1 →2)- β- d -glucupyranosyl(1 →6)]- β- d -glucopyranoside by various NMR techniques in combination with chemical methods. The new saponin showed strong activity against Pyricularia oryzae , with a MMDC (minimum morphological deformation concentration) value of 28.04 μmol/l and was cytotoxic to cancer cell line K562, HCT-15, A549, HT1080, and A2780a in vitro .     

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。     

Four new triterpenoid glycosides from the seed residue of Hippophae rhamnoides subsp. sinensis

Four new triterpenoid saponins (1–4) were isolated from the seed residue of Hippophae rhamnoides subsp. sinensis, named 3-O-[β-d-glucopyranosyl(1 → 2)-β-d-glucopyranosyl-(1 → 3)]-[α-l-rhamnopyranosyl-(1 → 2)]-α-l-arabinopyranosyl-13-ene-19-one-28-oic acid 28-O-β-d-glucopyranosyl ester (1), 3-O-[β-d-glucopyranosyl(1 → 2)-β-d-glucopyranosyl-(1 → 3)]-[α-l-rhamnopyranosyl-(1 → 2)]-α-l-arabinopyranosyl-13-ene-19-one-30-hydroxyolean-28-oic acid 28-O-β-d-glucopyranosyl ester (2), 3-O-[β-d-glucopyranosyl(1 → 2)-β-d-glucopyranosyl-(1 → 3)]-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranosyl-13-ene-19-one-28-oic acid 28-O-β-d-glucopyranosyl ester (3), and 3-O-[β-d-glucopyranosyl(1 → 2)-β-d-glucopyranosyl-(1 → 3)]-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranosyl-13-ene-19-one-30-hydroxyolean-28-oic acid 28-O-β-d-glucopyranosyl ester (4), and their structures were elucidated on the basis of spectroscopic and chemical methods.     

A new cerebroside from Uvaria tonkinensis var. subglabra

A new cerebroside, subglain A (1), together with five known compounds (2–6) have been isolated from the stems of Uvaria tonkinensis var. subglabra. The structure of 1 has been determined to be 1-O-β-D-glucopyranosyl-(2S,3S,4R,8Z,2′R)-2-[N-(2′-hydroxytetracosanyl)-N-(1″,2″-dihydroxyethyl)-amide]-8-tetradecene-1,3,4-triol by spectroscopic evidence. The known compounds were identified as schisandriside (2), erythritol (3), β-D-glucopyranose (4), kaempferol-3,7-O-α-L-dirhamnoside (5), and (+)-lyoniresinol (6).     

细梗香草中的两个新三萜皂苷

目的对细梗香草(Lysimachia capillipes Hemsl.)全草的三萜皂苷成分进行分离和结构鉴定。方法通过大孔树脂纯化，硅胶和反相硅胶色谱分离正丁醇萃取物中的三萜皂苷；利用多种波谱技术并结合酸水解方法鉴定其化学结构。结果分离鉴定了2个三萜皂苷，其结构分别为3β，22α-二羟基-16α-当归酰氧基-28→13-内酯-齐墩果烷-3-O-［β-D-吡喃葡糖基-(1→2)-α-L-吡喃阿拉伯糖基］-22-O-(6-乙酰基)-β-D-吡喃葡糖苷(I),3β,13β,22α-三羟基-16α-乙酰氧基-齐墩果烷-28羧酸钠-3-O-［β-D-吡喃葡糖基-(1→2)-α-L-吡喃阿拉伯糖基］-22-O-β-D-吡喃葡糖苷(II)。结论化合物I和II为新的三萜皂苷，分别命名为细梗香草皂苷I和细梗香草皂苷J。