选择性NMR新技术用于新的3, 28-双糖链三萜皂苷的结构研究

从中药川续断根部的乙醇提取物中分得一个新的三萜皂苷。经过测定,它为:3-O-[α-L-吡喃鼠李糖(1→3)][-β-D-吡喃葡萄糖(1→4)]-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-常春藤苷元-28-O-β-D-吡喃葡萄糖(1→6)-β-D-吡喃葡萄糖酯苷。研究表明,采用一维SEMDY、旋转坐标NOE差谱和选择性远程DEPT核磁共振新技术相结合的方法测定糖链结构不需要对该化合物1进行化学降解或衍生化,方法简便、快速,测定结果可靠,每个糖基的信号可以分辨和明确归属。     

黄花棘豆化学成分的研究II:两种三萜皂苷的结构

从黄花棘豆的总皂苷中分离出两个新皂苷1和2.经光谱分析及化学方法确证,1为3-O-[α-L-鼠李吡喃糖基(1→2)-β-D-葡萄吡喃糖基(1→4)-β-D-葡萄吡喃糖醛酸基]-黄豆醇B;2为3-O-[α-L-鼠李吡喃糖基(1→2)-α-L-阿拉伯吡喃糖基(1→4)-β-D-葡萄吡喃糖醛酸基]-黄豆醇B.     

^1H NMR选择检测新技术用于新三萜皂苷的结构研究

从中药川续断根部的乙醇提取物中分得1个新的三萜皂苷,经过测定,其结构为:3-O-α-L-吡喃鼠李糖(1--3)-β-D-吡喃葡萄糖(1--3)-β-L-吡喃鼠李糖(1--2)-β-L-吡喃阿拉伯糖-常春藤苷元(1).研究表明,采用一维SEMDY和三照射NOE差谱NMR新技术相结合能以"拼凑"方式,测定糖链结构.方法简便、快速、测定结果可靠,重叠的信号可以指认,并且对样品不必进行化学降解或衍生化.本方法也可以用于其他类型的寡糖结构测定。     

打破碗花花中三萜皂苷的研究

从打破碗花花的乙醇提取物中分离出五个单取代三萜皂苷, 经光谱和化学方法鉴定了三个新苷, 命名为找破碗花花苷A(S~3)、B(S~4)和C(S~5)(hupehensissaponins A、B、C)。两个已知的三萜皂苷是prosapogenin CP~4(S~1)和CP~6(S~2),曾从本属植物中发现过。     

中药白头翁的皂苷IV:主皂苷B4和A3结构的研究

白头翁皂苷B4(1)经波谱及化学降解证实为双链苷, 其结构为3(S), 23-二羟基羽扇豆-20(29)-烯-28-酸的3-O-[α-L-吡喃鼠李糖基(1→2)-α-L-吡喃阿拉伯糖基]-28-O-[α-L-吡喃鼠李糖基(1→4)-α-D-吡喃葡萄糖基(1→6)-β-D-吡喃葡萄糖酯苷。白头翁皂苷A3(6)为与1具有相同3-O-糖链结构的单链苷。     

中药白头翁的皂苷IV:主皂苷B4和A3结构的研究

白头翁皂苷B4(1)经波谱及化学降解证实为双链苷, 其结构为3(S), 23-二羟基羽扇豆-20(29)-烯-28-酸的3-O-[α-L-吡喃鼠李糖基(1→2)-α-L-吡喃阿拉伯糖基]-28-O-[α-L-吡喃鼠李糖基(1→4)-α-D-吡喃葡萄糖基(1→6)-β-D-吡喃葡萄糖酯苷。白头翁皂苷A3(6)为与1具有相同3-O-糖链结构的单链苷。     

土贝母化学成分的研究 IV: 土贝母苷乙, 丙, 丁的结构

从葫芦科(Cucurbitaceae)植物假贝母(Bolbostemma paniculatum [Maxin]Franquet)鳞茎中分离到三个土贝母苷乙, 丙, 丁. 用光谱分析和化学降解鉴定了它们的结构, 土贝母乙, 丙是二个新的大环三萜皂苷, 土贝母丁是3-O-[α-L-吡喃阿拉伯糖基(1→2)-β-D-吡喃葡糖基]-3β, β-18, 20, 26-五羟-(20S)-达马-24-烯, 是从植物假贝母中分离到的仅有四环三萜.     

白花刺参中两个新三萜皂苷

从著名藏药白花剌参（Morina nepalensis var.alba Hand-Mazz）全草的水溶 性部分中分离得到两个新的乌苏烷型三萜皂苷，命名为剌参苷A(1)和剌参苷B(2). 应用2DNMR新技术，包括^1H-^1H COSY，HSQC，HMBC，2D HMQC-TOCSY，ROESY，以 及选择性激发实验1D SELTOCSY和1D SELNOESY，并结合化学方法，确定它们的结构 分别为3-O-a-L-阿拉伯吡喃糖基-（1→3）-α-L-阿拉伯吡喃糖基坡摸醇酸28-O-β -D-葡萄吡喃基-(1→6) -β-D-葡萄吡喃糖苷（1）和3-O-a-L-阿拉伯吡喃糖基-（ 1→3）-β-D-木糖吡喃基坡摸醇酸28-O-β-D-葡萄吡喃基-(1→6) -β-D-葡萄吡喃 糖苷（2），并对其氢和碳的化学位移进行了全归属。     

中药枸骨叶中三萜皂苷和黄酮苷类成分研究

A new triterpene glycoside, pomolic acid 3-O-6″-methyl-β-D-glucuronopyranosyl-（1→3）-α-L-arabino- pyranoside, and a new flavonol glycoside, quercetin 3-O-β-D-glucopyranosyl-（1→2）-α-L-arabinopyranoside together with three known triterpene saponins and two flavonol glycosides, were isolated from the leaves of Ilex cornuta. Their structures were established on the basis of spectroscopic analysis.     

土贝母化学成分的研究III: 土贝母苷甲的结构

从葫芦科植物假贝母(Bolbostemma paniculatum [Maxim]Franquet)的鳞茎中分得五个苷类化合物: 土贝母苷甲、乙、丁和戊. 通过对土贝母苷甲及其各选择性水解产物的NMR分析确定了它的结构, 为一新的三萜皂苷.     

一维SEMDY和旋转坐标NOE差谱NMR新技术用于天然化合物中寡糖的结构研究

报告从日本续断根部的乙醇提取物中分得二个新的五糖三萜皂甙,应用一维SEMDY和旋转坐标NOE差谱等NMR新技术互相配合的方法对它们的结构进行了研究,确定为：3-O-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-常春藤甙元-28-O-β-吡喃葡萄糖酯甙（1）,和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-齐墩果酸（2）·结果表明,一维SEMDY和旋转坐标NOE差谱技术互相配合的方法测定寡糖链结构十分有效,高度重叠的糖基1H-NMR信号可按一定规律分离,容易鉴别,糖基之间的连接顺序和连接位置可以准确测定,不需要对化合物进行化学降解或衍生化。     

Leptocarposide: a new triterpenoid glycoside from Ludwigia leptocarpa (Onagraceae)

A new triterpenoid bidesmoside (leptocarposide) possessing an acyl group in their glycosidic moiety (1), together with the known luteolin‐8‐C‐glucoside (2) and 1‐O‐β‐d ‐glucopyranosyl‐(2S,3R,8E)‐2‐[(2′R)‐2‐hydroxypalmitoylamino]‐8‐octadecen‐1,3‐diol (3) was isolated from the n‐butanol‐soluble fraction of whole plant of Ludwigia leptocarpa (Nutt) Hara (Onagraceae). Structure of compound 1 has been assigned on the basis of spectroscopic data (¹H and ¹³C NMR, ¹H‐¹H COSY, HSQC, HMBC, and ROESY), mass spectrometry, and by comparison with the literature. This compound was further screened for its potential antioxidant properties by using the radical scavenging assay model 2,2‐diphenyl‐1‐picrylhydrazyl and reveals non‐potent antioxidant activities, while compound 2 shows SC₅₀ of 0,038 mM. Copyright © 2013 John Wiley & Sons, Ltd.     

Five new bidesmoside triterpenoid saponins from Stauntonia chinensis

Eleven triterpenoid saponins (1-11) were isolated from Stauntonia chinensis DC. (Lardizabalaceae), including five new compounds, yemuoside YM(21-25) (1-3, 6, 7) structures of which were elucidated by chemical methods and a combination of MS, 1D- and 2D- NMR experiments including DEPT, (1)H--(1)H COSY, HSQC, HMBC, TOCSY, and NOESY as 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-[alpha-L-rhamnopyranosyl-(1 --> 2)-]alpha-L-arabinopyranosyl-akebonicacid-28-O-alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (1), 3-O-beta-D-xylopyranosyl-(1 --> 3)-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl-akebonic acid-28-O-alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (2), 3-O-beta-D-glucopyranosyl-(1 --> 3)-alpha-L-arabinopyranosyl-akebonic acid-28-O-alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (3), 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-[alpha-L-rhamnopyranosyl-(1 --> 2)-]alpha-L-arabinopyranosyl-akebonic acid-28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (6), 3-O-alpha-L-arabinopyranosyl-(1 --> 3)-[alpha-L-arabinopyranosyl-(1 --> 2)-]alpha-L-arabinopyranosyl-akebonic acid-28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (7).     

Two new complex triterpenoid saponins from Gledistsia dolavayi Franch.

Two new triterpenoid saponins, gledistside A ( 1 ) and gledistside B ( 2 ), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their structures were elucidated as 3‐O‐β‐D ‐xylopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl‐28‐O‐β‐D ‐xylopyranosyl‐(1→3)‐β‐D ‐xylopyranosyl‐(1→4)‐[β‐D ‐galactopyranosyl‐(1→2)]‐α‐L ‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2,6‐dimethyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D ‐glucopyranosylechinocystic acid ( 1 ) and 3‐O‐β‐D ‐xylopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl‐28‐O‐β‐D ‐xylopyranosyl‐(1→3)‐β‐D ‐xylopyranosyl‐(1→4)‐[β‐D ‐galactopyranosyl‐(1→2)]‐α‐L ‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2‐hydroxymethyl‐6‐methyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D ‐glucopyranosylechinocystic acid ( 2 ). The complete ¹H and ¹³C assignments of saponins 1 and 2 were achieved on the basis of 2D NMR spectra including HMQC‐TOCSY, TOCSY, ¹H–¹H COSY, HMBC, ROESY and HMQC spectra. Copyright © 2002 John Wiley & Sons, Ltd.     

Structural determination of two new steroidal saponins from Smilax china

Two new steroidal saponins (1 and 2) were isolated from the BuOH fraction of the 70% EtOH extract of the tubes of Smilax china, together with four known analogues, 3–6. The structures of the new compounds were elucidated by means of chemical evidence and spectroscopic analyses, including HR‐MS, IR, ¹H‐ and ¹³C‐NMR, and 2D experiments (¹H–¹H COSY, HSQC and HMBC). Copyright © 2009 John Wiley & Sons, Ltd.     

Complete assignments of 1H and 13C NMR spectroscopic data for two new triterpenoid saponins from Ilex hainanensis

Two novel unsaturated E-ring pentacyclic triterpenoid saponins, ilexhainanoside A and ilexhainanoside B, were isolated from the leaves of Ilex hainanensis. Their chemical structures were determined by MS, NMR spectroscopy and chemical analysis. Complete assignments of the 1H and 13C NMR spectroscopic data were achieved by 1D and 2D NMR experiments (HSQC, HMBC, ROESY and 1H-1H COSY).     

四川九节龙中新四糖三萜皂苷结构和核磁共振研究

从四川九节龙(ArdiseapusillaA.DC)的正丁醇提取物中分得一个三萜皂苷。经过测定,它为:3-O-[β-D-吡喃葡萄糖(1→2)][α-L-吡喃鼠李糖(1→3)-β-D-吡喃葡萄糖(1→3)]-α-L-吡喃阿拉伯糖-仙客来亭A,为一新四糖皂苷(1)。糖体间和糖体与苷元间的连接顺序和连接位置采用一维SEMDY和旋转坐标NOE差谱核磁共振新技术相结合的方法进行了研究。结果表明,这一方法用于测定寡糖链结构具有准确、简便、快速等特点,对化合物不需要进行化学降解或衍生化,糖基的重叠^1HNMR信号可以分辨和正确指定。     

Complete assignments of 1H and 13C NMR spectra of leucanthoside A, a new triterpenoid saponin from Cephalaria leucantha L

Leucanthoside A, a new allose-containing triterpenoid saponin (1), was isolated from the aerial parts of Cephalaria leucantha L. Its structure was determined by electrospray ionization mass spectrometry and NMR spectroscopy. Complete assignments of the 1H and 13C NMR chemical shifts were achieved by two-dimensional NMR experiments: DQF-COSY, NOESY, TOCSY, HSQC, DINE-HSQC, HMBC, 13C-1H 2D-J-resolved spectroscopy, and 1,1-ADEQUATE.