太白木忽木根皮中三萜皂甙成分研究

从太白木忽木(Aralia taibaiensis Z.Z.WangetH.C.Zheng)根皮中首次分离到四个三萜皂甙,根据理化性质和光谱数据,分别鉴定为齐墩果酸-3-O-[β-D-吡喃木糖(1→2)][β-D-吡喃葡萄糖(1→3)]-β-D-吡喃葡萄糖醛酸甙(1),tarasaponinV(2),3-O-｛β-D-吡喃木糖(1→2)[β-D-吡喃葡萄糖(1→3)]-β-D-吡喃葡萄糖醛酸乙酯｝-齐墩果酸-28-O-β-D-吡喃葡萄糖甙(3)和3-O-｛β-D-吡喃木糖(1→2)[β-D-吡喃葡萄糖(1→3)]-β-D-吡喃葡萄糖醛酸丁酯｝-齐墩果酸-28-O-β-D-吡喃葡萄糖甙(4)。1为新天然产物,3和4为新化合物,分别命名为太白木忽木皂甙VI(taibaienosideVI)、太白木忽木皂甙VII(taibaienoside VII)和太白木忽木皂甙VII(taibaienoside VII)。     

太白Song木根皮的三萜皂甙成分研究

从太原song木（Sralia taibaiensis Z.Z.Wang et H.C.Zheng)根皮中首次分离得到四个三萜皂甙，根据理化性质和光谱数据，分别鉴定为齐墩果酸－3－O－[β－D－吡喃木糖1－→2）][β-D-吡喃葡萄糖（1→3)]-β-D-吡喃葡萄糖醛酸甙（1），tarasaponin V(2),3-O-{[β-D-吡喃木糖（1→2）][β-D-吡喃葡萄糖（1→3）]-β-D吡喃葡萄糖醛酸乙酯}－齐墩果酸－28－O－β－D－吡喃葡萄糖甙（3）和3－O－{[β=D 吡喃木糖（1→2)][β－D吡喃葡萄糖（1→）]-β-D吡喃葡萄糖醛酸丁酯}－齐墩果酸28－O－β－D－吡喃葡萄糖甙（4），1为新天然产物，3和4为新化合物，分别命名为太白Song木皂甙VI（taibaienoside VI),太白Song木皂甙Ⅶ（taibaienosideⅦ)和太白Song木皂甙Ⅷ（taibaienosideⅧ)。     

楤木根皮中皂甙化学成分的研究

楤木根皮中的主要成分是皂甙。将总皂甙以柱层析分离,得到三个化合物(Ⅰ～Ⅲ),经光谱分析和化学方法证明,Ⅰ为楤木皂甙A(araloside A);Ⅱ为银莲花甙(narcissiflorine);Ⅲ是3-O-[β-D-吡喃葡萄糖-(1→2)-β-D-吡喃木糖-(1→)2)-α-L-阿拉伯糖]-齐墩果酸。Ⅲ为一新皂甙,命名为楤木皂甙D(araloside D)。     

川续断中皂甙Ⅺ,Ⅻ和ⅩⅢ的结构研究

从川续断(Dipsacus asper Wall.)根的醇提物中得到三个微量新三萜皂甙(Ⅺ～ⅫⅠ),根据光谱分析和化学反应,其结构分别鉴定为3-O-[β-D-吡喃葡萄糖(1→4)][α-L-吡喃鼠李糖(1→3)]-β-D-吡喃葡萄糖(1→3)-α-L-吡喃鼠李糖(1→2)-α-L-吡喃阿拉伯糖-常春藤皂甙元(Ⅺ)、Ⅺ的28-O-β-D-吡喃葡萄糖(1→6)-β-D-吡喃葡萄糖酯甙( Ⅻ)和3-O-[β-D-吡喃木糖(1→4)-B-O-吡喃葡萄糖(1→4)][α-L-吡喃鼠李糖(1→3)]-B-D-吡喃葡萄糖(1→3)-α-L-吡喃鼠李糖(1→2)-α-L-吡喃阿拉伯糖-齐墩果酸-28-O-β-吡喃葡萄糖(1→6)-β-D-吡喃葡萄糖酯甙(ⅫⅠ)。     

川续断中皂甙Ⅸ和Ⅹ的结构研究

从川续断(Dipsacus asper Wall.)根的乙醇提取物中得到二个新三萜皂甙(Ⅸ和Ⅹ),根据光谱分析和化学反应,其结构分别确定为3-O-[β-D-吡喃木糖(1→4)-β-D-吡喃葡萄糖(1→4)][α-L-吡喃鼠李糖(1→3)]-β-D-吡喃葡萄糖(1→3)-α-L-吡喃鼠李糖(1→2)-α-L-吡喃阿拉伯糖-常春藤皂甙元(Ⅸ)及其28-O-β-D-吡喃葡萄糖(1→6)-β-D-吡喃葡萄糖酯甙(Ⅹ)。     

头序楤木叶中三萜化学成分的研究

从头序楤木(Aralia dasyphyla Miq)叶中分离到6个三萜化合物,用化学方法和波谱(UV,IR,MS,¹HNMR,¹³CNMR,¹³CDEPT,HMQC,HMBC)分析,确定其中4种化合物的结构,分别为齐墩果酸(I),16β-羟基-18β-H-齐墩果酸(I),齐墩果酸-28-O-β-D-吡喃葡萄糖甙(II)和16β-羟基-18β-H-齐墩果酸-28-O-β-D-吡喃葡萄糖甙(IV)。用NOESY谱确定化合物I的立体构型。以上4个化合物均为首次从该植物中分离到,化合物IV为新化合物。     

刺人参甙O和P的分离与结构鉴定

自刺人参(Oplopanax elatus Nakai)叶中分离出两种新皂甙,分别命名为刺人参甙O和P。根据理化常数和光谱数据,甙O的结构鉴定为:3-表齐墩果酸-28-氧-α-L-吡喃鼠李糖基(1→4)-β-D-吡喃葡萄糖基(1→6)-β-D-吡喃葡萄糖甙(1);甙P的结构为3-氧-β-D-吡喃葡萄糖基白桦脂酸-28-氧-β-D-吡喃葡萄糖基(1→6)-β-D-吡喃葡萄糖甙(2)。     

楤木根皮中皂甙化学成分的研究

楤木根皮中的主要成分是皂甙。将总皂甙以柱层析分离,得到三个化合物(Ⅰ～Ⅲ),经光谱分析和化学方法证明,Ⅰ为楤木皂甙A(araloside A);Ⅱ为银莲花甙(narcissiflorine);Ⅲ是3-O-[β-D-吡喃葡萄糖-(1→2)-β-D-吡喃木糖-(1→)2)-α-L-阿拉伯糖]-齐墩果酸。Ⅲ为一新皂甙,命名为楤木皂甙D(araloside D)。     

蓣知子皂甙IV的结构

从木通科木通属植物白木通[Akebia trifoliata(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。     

柴胡皂甙m和柴胡皂甙n的结构鉴定

从黑柴胡(Bupleurum smithii Wolff)根中分得二个新三萜皂甙。根据理化性质和波谱数据,分别鉴定为3β,23,28-三羟基齐墩果烷-11,13(18)-二烯-3-O-β-D-吡喃葡萄糖基-(1→3)-β-D-吡喃呋糖甙,命名为柴胡皂甙m(saikosaponin m,IV),和3β,16β,23,28-四羟基齐墩果烷-11,13(18)-二烯-3-O-β-D-吡喃葡萄糖基-(1→6)-[α-L-吡喃鼠李糖基-(1→4)]-β-D-吡喃葡萄糖甙,命名为柴胡皂甙n(saikos-aponinn,IX)。     

空心莲子草中三萜皂苷类化学成分的研究

为了研究苋科植物空心莲子草[Alternanthera philoxeroides(Mart.)Griseb]抗病毒活性的物质基础,对其化学成分进行了研究。本文主要报道从空心莲子草正丁醇部位分离得到的5个三萜皂苷类化合物,经图谱分析,结构分别鉴定为:3-O-β-D-吡喃葡萄糖(1→3)-O-[β-D-吡喃葡萄糖]-齐墩果酸-28-O-β-D-葡萄糖醛酸苷(1)、齐墩果酸-3-O-β-D-吡喃葡萄糖醛酸苷(2)、齐墩果酸-3-O-β-D-吡喃葡萄糖醛酸-28-O-β-D-吡喃葡萄糖苷(竹节参苷Ⅳa,3)、3-O-β-D-吡喃葡萄糖醛酸丁酯-齐墩果酸-28-O-β-D-吡喃葡萄糖苷(4)和3-O-β-D-吡喃葡萄糖醛酸-常春藤皂苷K(尼泊尔常春藤皂苷K,5),其中化合物1为新化合物,化合物4和5为首次从该植物中分离得到。     

Triterpenoidal saponins from Cornulaca monacantha

From the aerial parts of Cornulaca monacantha, three new triterpenoidal saponins have been isolated and their genuine structures were identified as 3-O-[beta-xylopyranosyl-(1-->3)-beta- glucuronopyranosyl]-30-methylphytolaccagenate (2), 3-O-[beta-xylopyranosyl- (1-->3)-beta-glucuronopyranosyl]-30-methylphytolaccagenate 28-O-beta-gluco-pyranoside (3) and 3-O-[beta-xylopyranosyl-(1-->3)-beta- glucurono-pyranosyl]-30-methylserjanate 28-O-beta glucopyranoside (4) together with nine known saponins of oleanolic acid (5-9), hederagenin (1, 10, 11) and 30-methyl phytolaccagenate (12).     

中药墨旱莲中的三萜皂苷

目的　研究中药墨旱莲Ecliptaprostrata L.中的三萜皂苷化合物。方法　应用柱色谱和HPLC法分离纯化,通过光谱分析(IR ,MS ,¹HNMR ,¹³CNMR ,DEPT ,HMQC和HMBC)鉴定其化学结构。结果　分离并鉴定了5个三萜皂苷,其中2个新化合物eclalbasaponinsXI(4)和XII(5 )的结构分别为:3-O-[β-D-吡喃葡糖(1→2 )-β-D-吡喃葡糖]-16α-乙氧基 齐墩果酸-28-O-β-D-吡喃葡糖苷(4)和3-O-[(2O-硫酰基-β-D-吡喃葡糖) (1→2 )-β-D-吡喃葡糖] 刺囊酸-28-O-β-D-吡喃葡糖苷(5 )。结论　4和5为新化合物,1和5具有诱导稻瘟霉菌丝变形活性。     

Anticomplement activities of oleanolic acid monodesmosides and bisdesmosides isolated fromTiarella polyphylla

Seven known oleanolic acid glycosides (1-7) were isolated from the MeOH extract of Tiarella polyphylla. The structures were identified to be 3-O-(beta-D-glucopyranosyl) oleanolic acid (1), 3-O-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucopyranosyl] oleanolic acid (2), 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl] oleanolic acid (3), 3-O-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucopyranosyl] oleanolic acid 28-O-beta-D-glucopyranosyl ester (4), 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl] oleanolic acid 28-O-beta-D-glucopyranosyl ester (5), 3-O-[a-L-rhamnopyranosyl-(1-->3)-beta-D-glucuronopyranosyl] oleanolic acid (6), and 3-O-[alpha-L-rhamnopyranosyl-(1-->3)-beta-D-glucuronopyranosyl] oleanolic acid 28-O-beta-D-glucopyranosyl ester (7) on the basis of physicochemical and spectral data. These triterpene glycosides were tested for the anticomplement activity and hemolytic activity. Bisdesmosidic saponins, 4, 5, and 7, showed anticomplement activity; in contrast, monodesmosidic saponins, 1-3, and 6, showed direct hemolytic activity. Methyl esterified monodesmosidic saponins showed anticomplement activity at a low concentration and hemolytic activity at a high concentration.     

Biotransformation of oleanolic acid by Alternaria longipes and Penicillium adametzi

Microbial transformation of oleanolic acid (1) was carried out. Six transformed products (2-7) from 1 by Alternaria longipes and three transformed products (8-10) from 1 by Penicillium adametzi were isolated. Their structures were elucidated as 2α,3α,19α-trihydroxy-ursolic acid-28-O-β-d-glucopyranoside (2), 2α,3β,19α-trihydroxy-ursolic acid-28-O-β-d-glucopyranoside (3), oleanolic acid 28-O-β-d-glucopyranosyl ester (4), oleanolic acid-3-O-β-d-glucopyranoside (5), 3-O-(β-d-glucopyranosyl)-oleanolic acid-28-O-β-d-glucopyranoside (6), 2α,3β,19a-trihydroxy-oleanolic acid-28-O-β-d-glucopyranoside (7), 21β-hydroxyl oleanolic acid-28-O-β-d-glucopyranoside (8), 21β-hydroxyl oleanolic acid (9), and 7α,21β-dihydroxyl oleanolic acid (10) based on the extensive NMR studies. Among them, 10 was a new compound and compounds 5 and 8-10 had stronger cytotoxic activities against Hela cell lines than the substrate. At the same time, it was reported for the first time in this paper that the skeletons of compounds 2 and 3 were changed from oleanane to uranane and seven glycosidation products were obtained by biotransformation.     

A pair of isomeric saponins with cytotoxicity from Albizzia julibrissin

Two new saponins have been isolated from the stem barks of Albizzia julibrissin Durazz, and their structures identified as 3-O-[beta-D-xylopyranosyl-(1 --> 2)-beta-D-fucopyranosyl-(1 --> 6)-beta-D-2-deoxy-2-acetoamidoglucopyranosyl]-21-O-{(6S)-2-trans-2-hydroxymethyl-6-methyl-6-O-[4-O-((6S)-2-trans-2-hydroxymethyl-6-hydroxy-6-methyl-2,7-octadienoyl)-beta-D-quinovopyranosyl]-2,7-octadienoyl}-acacic acid-28-O-beta-D-glucopyranosyl-(1 --> 3)-[alpha-L-arabinofuranosyl-(1 --> 4)]-alpha-L-rhamnopyranosyl-(1 --> 2)-beta-D-glucopyranosyl ester (1) and 3-O-[beta-D-xylopyranosyl-(1 --> 2)-beta-D-fucopyranosyl-(1 --> 6)-beta-D-2-deoxy-2-acetoamidoglucopyranosyl]-21-O-{(6S)-2-trans-2-hydroxymethyl-6-methyl-6-O-[3-O-((6S)-2-trans-2-hydroxymethyl-6-hydroxy-6-methyl-2,7-octadienoyl)-beta-D-quinovopyranosyl]-2,7-octadienoyl}acacic acid 28-O-beta-D-glucopyranosyl-(1 --> 3)-[alpha-L-arabinofuranosyl-(1 --> 4)]-alpha-L-rhamnopyranosyl-(1 --> 2)-beta-D-glucopyranosyl ester (2), based on chemical and spectral evidences, named as julibroside J19 and julibroside J18, respectively. Both compounds show significant inhibition action against HeLa, Bel-7402 and MDA-MB-435 cancer cell lines in vitro.     

Two New Oleanane Saponins from Anemone flaccida

Two new oleanane saponins, named flaccidoside II and III, were isolated from the rhizome of ANEMONE FLACCIDA Fr. Schmidt. On the basis of spectroscopic analysis and chemical transformation their structures were elucidated as 3- O-[alpha- L-rhamnopyranosyl-(1-->2)-beta- D-xylopyranosyl]-oleanolic acid 28- O-[alpha- L-rhamnopyranosyl-(1-->4)-beta- D-glucopyranosyl-(1-->6)-beta- D-glucopyranoside] and 3- O-[beta- D-glucopyranosyl-(1-->2)-beta- D-xylopyranosyl]-oleanolic acid 28- O-[alpha- L-rhamnopyranosyl-(1-->4)-beta- D-glucopyranosyl-(1-->6)-beta- D-glucopyranoside].     

New acylated triterpene saponins from Polygala tenuifolia willd

Two new acylated presenegenin glycosides E-onjisaponin H (5) and Z-onjisaponin (6) together with seven known saponins were isolated from the roots of Polygala tenuifolia Willd. Compounds 5 and 6 were obtained as a pair of isomers due to trans and cis-p-methoxycinnamoyl. Their structures were elucidated mainly by 2D-NMR techniques including 1H-1HCOSY, TOCSY, HSQC, HMBC as 3-O-(beta-D-glucopyranosyl) presenegenin 28-[O-beta-D-apiofuranosyl-(1 --> 3)-O-[beta-D-xylopyranosyl-(1 --> 4)]-O-alpha-L-rhamnopyranosyl-(1 --> 2)-O-[alpha-L-rhamnopyranosyl-(1 --> 3)]-4-O-[(E)-p-methoxycinnamoyl]-beta-D-fucopyranosyl] ester (5) and its (Z)-isomer (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。