Rivularinin,a new saponin from Anemone rivularis

A new saponin, rivularinin, has been isolated from the ethanolic extract of Anemone rivularis (Ranunculaceae). The saponin was shown to be [α-l-arabinofuranosyl(1→2)-α-l-rhamnopyranosyl (1→4)-β-d-glucopyranosyl(1→4)-β-d-glucuronopyranosyl(1→3)]-3β-hydroxy-olean-12-en-28-oic acid.     

A triterpenoidal saponin from roots of Acanthus illicifolius

A new triterpenoidal saponin has been isolated from the ethanolic extract of Acanthus illicifolius. It was shown to be [α-l-arabinofuranosyl-(1 → 4)-β-d-glucuronopyranosyl(1 → 3)]-3β-hydroxy-lup-20 (29)-ene.     

Molluscicidal saponins from Gundelia tournefortii

From the roots of Gundelia tournefortii seven saponins have been isolated mainly by DCCC. The main saponins (A and B) were characterized, mainly by ¹³C and ¹H NMR spectroscopy, as oleanolic acid 3-O-(2-[α-l-arabinopyranosyl(1 → 3) -β-d-gentiotriosyl(1 → 6) -β-d-glucopyranosyl]gb-d-xylopyranoside) (saponin A) and oleanolic acid 3-O-(2-[α-l-arabinopyranosyl] (1 → 3)-β-d-gentiobiosyl (1 → 6)-β-d-glucopyranosyl β-d-xylopyranoside) (saponin B). The other saponins are also derived from oleanolic acid and contain more sugar units. The saponin mixture and the saponins A and B possess strong molluscicidal activity against the schistosomiasis transmitting snail Biomphalaria glabrata.     

Torvonin-A,a spirostane saponin from Solanum torvum leaves

A new steroidal saponin, torvonin-A, has been isolated from S. torvum leaves and its structure has been established as neochlorogenin-3-O-β-L-rhamnopyranosyl (1→2)β-L-rhamnopyranoside.     

A New Steroidal Saponin from Fermented Leaves of Agave americana*

A new steroidal saponin and two known steroidal compounds were isolated fermented leaves of Agaue americana .The structufe of the new steroidal saponin was elucidated as tigogenin 3-0-a-L-rham-nopyranosyl-(1→3)-β-D-glucopyranosyl-(1→2)-]β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)-β-D-giucopyranoside dy spectroscopic data and chemical method .     

龙舌兰发酵叶汁中的一个新甾体皂苷

从龙舌兰（Agave americana)的发酵叶汁中分离到一个新甾体皂苷。结合波谱和化学方法,新化合物的结构鉴定为替告皂苷元3－O－α－L－鼠李吡喃糖基－（1→3)－β-D-葡萄吡喃糖基－（1→2）-[β-D-葡萄吡喃糖基－（1→3)-β－D－葡萄吡喃糖基－（1→4）－β－D－半乳吡喃糖苷。     

Structural characterization of a new steroidal saponin from Agave angustifolia var. Marginata and a preliminary investigation of its in vivo antiulcerogenic activity and in vitro membrane permeability property

A new furostane steroidal saponin was isolated from the leaves of Agave angustifolia var. marginata. On the basis of chemical conversions and spectroscopic analyses, its structure was established as 3-[O-β-d-glucopyranosyl-(1→3)-O-β-d-glucopyranosyl-(1→3)-O]-[O-6-deoxy-α-l-mannopyranosyl-(1→4)-β-d-xylopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→4)-β-d-galactopyranosyl)oxy]-(3β,5α,22α,25R)-26-(β-d-glucopyranosyloxy)-22-methoxy-furostane (1). Results of preliminary biological investigations indicated that compound 1 showed significant protective effects against induced gastric ulcers using in vivo experimental models and demonstrated negligible toxicity on membrane integrity in the in vitro assays.     

New steroidal saponins of Agave americana

Two new saponins, agavasaponin E and agavasaponin H have been isolated from the methanolic extract of Agave americana leaves and their structures elucidated. Agavasaponin E is 3-O-[β-d-xylopyranosyl-(1→2glc1)-α-l-rhamnopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→3glc 1)-β-d-glucopyranosyl-(1→4)-β-d-glucopyranosyl-(1→4)-α-d-galactopyranosyl]-(25R)-5α-spirostan-12-on-3β-ol, whereas agavasaponin H is 3-O-[β-d-xylopyranosyl-(1→2 glc 1)-α-l-rhamnopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→3 glc 1)-β-d-glucopyranosyl-(1→4)-β-d-glucopyranosyl-(1→4)-β-d-galactopyranosyl]-26-O-[β-d-glucopyranosyl]-(25R)-5α-furostan-12-on-3β,22α,26-triol.     

黄花远志的新齐墩果烷型三萜皂甙

从云南产远志科药用植物黄花远志(PolygalaarillataBuchHamexDDon)茎皮的乙醇提取物中分离得到4个新的齐墩果烷型三萜皂甙,命名为黄花远志皂甙(arillatanoside)A～D。同时还分离得到1个已知的三萜皂甙远志甙(polygalasaponin)XXXV。它们的结构通过波谱方法推定。     

Narcissiflorine,narcissiflorinine and narcissifloridine,three triterpene saponins from Anemone narcissiflora

Narcissiflorine, narcissiflorinine and narcissifloridine, three new saponins, have been isolated from the ethanolic extract of Anemone narcissiflora (Ranunculaceae). The structural elucidation of narcissiflorine, narcissiflorinine and narcissifloridine has showed them to be [α-l-arabinofuranosyl-(1 → 4)-β-d-glucuronopyranosyl-(1→3)]- 3β-hydroxy-olean-12-en-28-oic acid, [α,-l-arabinofuranosyl-(1→2)-α-l-rhamnopyranosyl-(1→4)-β-d- glucuronypyranosyl(1→3)]-3-β-hydroxy-olean-12-en-28-oic acid and [α-l-arabinofuranosyl-(1→2)-α-l- rhamnopyranosyl-(1→4)-β-d-glucopyranosyl-(1→3)]-3-β-hydroxy-olean-12-en-28-oic acid, respectively.     

Simenoside A,a New Triterpenoid Saponin from Gypsophila simonii Hub.‐Mor.

Saponins are amphiphilic glycoconjugates which give soap‐like foams in H₂O. A new triterpenoid saponin, simenoside A ( 1 ), based on gypsogenin aglycone, and the known saponin 2 were isolated from Gypsophila simonii Hub.‐Mor. The structure of the new saponin was elucidated as 3‐O‐β‐D ‐galactopyranosyl‐(1→2)‐[β‐D ‐xylopyranosyl‐(1→3)]‐β‐D ‐glucuronopyranosylgypsogenin 28‐O‐β‐D ‐glucopyranosyl‐(1→3)‐[β‐D ‐glucopyranosyl‐(1→2)‐β‐D ‐xylopyranosyl‐(1→4)]‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐fucopyranosyl ester on the basis of extensive spectral analyses and chemical evidence. Saponins 1 and 2 were isolated from G. simonii for the first time.     

Beshornin and beshornoside,steroidal saponins of Beshorneria yuccoides

Two new saponins beshornin and beshornoside have been isolated from the methanolic extract of Beshorneria yuccoides leaves and their structures elucidated. Beshornin is 3-O-[α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl- (1 → 2)-[α-l-rhamnopyranosyl-(1 -+ 4)-P-D-glucopyranosyl-(1 → 3)]-β-d-glucopyranosyl-(1 → 4)-β-d- galactopyranosyl-(25R)-5α-spirostan-3β-ol, whereas beshornoside is 3-O-[α-l-rhamnopyranosyl-(1 → 4)- β-d)-glycopyranosyl-(1 → 2)]-[α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 3)]-β-d-glucopyranosyl- (1 → 4)-β-d-galactopyranosyl 26-O-[β-d]-glucopyranosyl-(25R)-5α-furostan-3β,22α,26-triol.     

金铁锁的新三萜皂甙

从金铁锁（Psammosilene tunicoides W.C.Wu et C.Y.Wu)根部分离得到5个齐墩果烷型五环三萜皂苷,它们的结构通过波谱和化学方法分别鉴定为：3-O-β-D-galactopyranosyl-(1→2)-β-D-glucuronopyranosyl-gypsogenin(1),3-O-β-D-galactopyranosyl-(1→2)-[β-D-galactopyranosyl-(1→3)-β-D-glucuronopyranosyl-gypsogenin(2),3-O-β-D-galactopyranosyl-(1→2)-β-D-glucuronopyra-nosyl-gypsogenin-28-O-β-D-xylopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→3)]-α-L-rhamnopyranosyl(1→2)-β-D-fucopyranoside(LobatosideI,3),3-O-β-D-galactopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)-β-D-glucuronopyranosylgypsogenin-28-O-β-D-xylopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→3)]-α-L-rhamnopyranosyl(1→2)-β-D-fucopyranoside(4),3-O-β-D-galactopyranosyl-(1→）-β-D-glucuro-nopyranosyl-grpsogenin-28-O-β-D-xylopyranosyl-(1→4)-[β-D-6-O-acetylglucopyranosyl-(1→3)-β-D-glucuro-nopyranosyl-gypsogenin-28-O-β-D-xylopyranosyl-(1→4)-[β-D-6-O-acetylglucopyranosyl-(1→3)]-α-L-rh-amnopyranosyl(1→2)-β-D-fucopyranoside(5),其中5为新化合物,1和2为首次从自然界中分离得到。     

Identification and Isolation of Steroidal Saponins of Dioscorea zingiberensis Wright

Two diosgenin trisaccharides (A,B) and two furostanolic tetrasacharides of diosgenin (C, D) had been isolated from Dioscorea zingiberensis wright. By means of acetylation, acid hydrolysis, enzymolysis, IR, MS, 1H-NMR and 13C-NMR, saponin A was proved to be a new compound of structure: diosgenin-3-O- [ β-D-glucopyranosyl (1 → 2) ]-O- [ α-L-rhamnopyra- nosyl (1→3)]-O-β-D-glucopyranoside was provisionally named zingiberenin A; saponin B may be suggested as the steric isomer of gracillin; saponin C was identified as 26-O-β-D- glucopyranoside of A and saponin D as 26-O-β-D-glucopyranoside of B. The last two components named proto-zingiberenin A and proto-zingiberenin B respectively.     

A triterpenoid saponin from Ficaria ranunculoides tubers

One of the minor saponins extracted from the tubers of Ficaria ranunculoides and purified by fermentation may be 3-O-(α-arabinopyranosyl-1′)28-O-[β-glucopyranosyl → 6″(α-rhamnopyranosyl-1? → 4″) β-glucopyranosyl-1″]-hederagenin. On the basis of chemical degradation and spectral analysis, the structure of this new saponin is proposed.     

Study on the Structure of a New Triterpene Saponin B from Polygala japoniea Houtt

A new triterpene saponin B has been isolated from the earial parts of Polygala japonica Houtt in folk-lore medicine. Its molecular: C48H78O20, m.p. 199–202℃, [α]D23+30.0 (C, 0.5, CH3OH). Acidic hydrolysis of this saponin gave a sapogenin (2α, 3α, 24-tri-hydroxyolean-12-ene-28-oic acid) and D-glucose. The structure of saponin B was elucidated as 28-O- [β-D-glucopyranosyl (1→2) -β-D-glucopyranosyl (1→2) -β-D-glucopy- ranosyl] 2α, 3α, 24-trihydroxyolean-12-ene-28-oic acid mainly by 13C-NMR, MS and some chemical transfomations.     

Two-dimensional, 1H-n.m.r. study of peracetylated, reduced derivatives of three oligosaccharides isolated from human milk

The structures of the peracetylated derivatives of the following alditols obtained from oligosaccharides of human milk have been established by two-dimensional, J-resolved and J-correlated, ¹H-n.m.r. spectroscopy at 360 MHz: β- d-Galp-(1→3)-β- d-GlcpNAc-(1→3)-β- d-Galp-(1→4)- d-Glc-ol, α- l-Fucp-(1→2)-β- d-Galp-(1→3)-β- d-GlcpNAc-(1→3)-β- d-Galp-(1→4)- d-Glc-ol, and β- d-Galp-(1→3)-β- d-GlcpNAc-(1→3)-[β- d-Galp-(1→4)-β- d-GlcpNAc-(1→6)]-β- d-Galp-(1→4)- d-Glc-ol.     

Cauloside D a new triterpenoid glycoside from Caulophyllum robustum maxim: Identification of cauloside A

The structure of cauloside D, one of the main saponins isolated from Caulophyllum robustum roots, was shown to be 3-O-α-l-arabinopyranosyl hederagenin-28-O-α-l-rhamnopyranosyl-(1→4)-β-d-glucopyranosyl(1→6)-β-d-glucopyranoside with the aid of methylation and enzymatic hydrolysis by the digestive juice of the Eulota maackii. Cauloside A was shown to be identical with saponin A, isolated from C. robustum Maxim. previously. The composition of the digestive juice of E. maakii was shown to include enzymes that catalyse the cleavage of α-arabinosidic, β-1,6-glucosidic and acyl-O-β-glucosidic linkages.     

大叶吊兰中一个新的甾体皂甙

从百合科植物大叶吊兰（Ｃｈｌｏｍｐｈｙｔｕｍ ｍａｌａｙｅｎｓｅ）根茎中分离得到１个新的呋甾烷型甾体皂甙,命名为大叶吊兰甙Ｅ（ｃｈｌｏｒｏｍａｌｏｓｉｄｅ Ｅ）。经波谱和化学方法证明明其结构为：２６－０－β－Ｄ－ｇｌｕｃｏｐｙｒａｎｏｓｙｌ－２２－ｈｙｄｒｏｘｙ－２５（Ｓ）－５ａ－ｆｕｒｏｓｔａｎ－１２－ｏｘｏ－３β,２６－ｄｉｏｌ－３－β－Ｄ－ｘｙｌｏｐｙｒａｎｏｓｙｌ（１→３）〖α－Ｌ－ａｒａ     

Oleanane-type glycosides from Weigela x Styriaca and two cultivars of W. florida: “Minor black” and “Brigela”

Sixteen oleanane-type glycosides were extracted from three Weigela hybrids and cultivars: W. x Styriaca, W. florida “Minor black” and W. florida “Brigela”, and four of them were previously undescribed ones: 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyloleanolic acid, 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid, 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid, and 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid. Their full structural elucidation required extensive 1D and 2D NMR experiments, as well as mass spectrometry analysis. Six compounds among the known ones were in sufficient amount to be tested for their antifungal activity against Candida albicans, and their antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa.