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.     

A new bidesmoside triterpenoid saponin from Stauntonia chinensis

A new bidesmoside triterpenoid saponin,named stauntoside C1(1) has been isolated from Stauntonia chinensis.Its structure was established by means of spectral and chemical methods.     

Segetoside L, A New Triterpenoid Saponin from Vaccaria segetalis

A new triterpenoid saponin, named segetoside L, was isolated from the seeds of Vaccaria segetalis. On the basis of spectral data and chemical reaction, its structure was established as 28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl oleanolic acid 3-O-β-D-glucopyranosyl-(1→3)- [β-D-galactopyranosyl-(1→2)]-β-D-galactopyranoside.     

Triterpenoid saponin from the bark of Guaiacum officinale L

A new triterpenoid saponin, guaianin R (1) was isolated from the n-BuOH extract of bark of Guaiacum officinale L. It was characterized as akebonic acid-3-O-[alpha-L-rhamnopyranosyl-(1 --> 3)-beta-D-glucopyranosyl-(1 --> 3)-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranoside]-28-O-[beta-D-glucopyranosyl]-ester. The structure was established with the help of a comparative study of 1D and 2D 1H- 13C NMR methods. A number of other saponins were isolated and reported from the same species.     

New triterpenoid saponins from fruits specimens of Panax japonicus collected in Kumamoto and Miyazaki prefectures (1)

Seven new dammarane-type triterpenoid saponins, chikusetsusaponin FK1 (1), chikusetsusaponin FK2 (2), chikusetsusaponin FK3 (3), chikusetsusaponin FK4 (4), chikusetsusaponin FK5 (5), chikusetsusaponin FK6 (6), and chikusetsusaponin FK7 (7), and eleven known triterpenoid saponins, ginsenoside Rb3 (9), ginsenoside Rc (10), chikusetsusaponin VI (11), ginsenoside Re (12), ginsenoside Rg1 (13), pseudo-ginsenoside RS1 (14), notoginsenoside R1 (15), chikusetsusaponin L5) (17), chikusetsusaponin L10 (18), chikusetsusaponin IVa (19), and chikusetsusaponin V (20), were isolated from the fruits of Panax japonicus C. A. MEYER, collected in Kumamoto prefecture, Japan, and two new dammarane-type triterpenoid saponin, chikusetsusaponin FK5 (5) and chikusetsusaponin FM1 (8), and five known triterpenoid saponins, ginsenoside Rb3 (9), ginsenoside Rc (10), ginsenoside Re (12), ginsenoside Rg1 (13), and floralquinquenoside E (16), were isolated from the fruits of P. japonicus C. A. MEYER, collected in Miyazaki prefecture, Japan. The structures of new chikusetsusaponins were elucidated on the basis of chemical and physicochemical evidences.     

A New Triterpenoid Saponin from Anemone tomentosa

TherootsofAnemonetomentosa(Maxim.)PeiareusedasafolkmedicineforthetreatmentofdysenteriainChinal.Recently,twonewcoumarinsandnineknowncompoundswereisolatedfromtheethylacetateeXtractwhichexhibitedstrongantifeedantactivityagainstLeucaniaSeparataWailiee.Duringthefurtherinvestigationofthetitleplant,anewminorsaponin,tomentoside,togetherwithfourknownoneswasisolated.Tomentoside(5),amorphouspowder,[a]D-41.5(MeOH,c0.26).MolecularformulawasdeterminedasC,,H,,.O,.byHRFABMS,m/zf1497.7166([M-H]-),caf…     

Monepaloside K,a New Triterpenoid Saponin from Morina nepalensis var.alba Hand.—Mazz.

One new triterpenoid saponin,monepaloside K(1) was isolated from the water-soluble part of the whole plant of a famous Tibetan medicinal herb,morina neplaensis var. alba Hand.-Mazz.Its structure was determined to be 3-O-α-L-arabinopyranosyl-(1→3)-β-D-xylopyranosyl siaresinolic acid on the basis of spectroscopic evidences,especially 2D NMR techniques.     

Antiinflammatory triterpenoid saponins from the seeds of Aesculus chinensis

Phytochemical study of the ethanol extract of the seeds of Aesculus chinensis led to the isolation of a new triterpenoid saponin (6), together with five known triterpenoid saponins (1-5). The structure of the new compound was elucidated on the basis of spectral data to be 21,28-di-O-acetylprotoaescigenin-3-O-[beta-D-glucopyranosyl(1-2)][beta-D-glucopyranosyl(1-4)]-beta-D-glucopyranosiduronic acid (aesculiside A, 6). The antiinflammatory activities of the four main saponins (1-4) were compared with those of total saponin extracts, and single saponins showed more potent activity than total saponin extracts in mice.     

Ardisikivuoside, a new triterpenoid saponin from Ardisia kivuensis (Myrsinaceae)

Column chromatography of the n-butanol extract of the stem of Ardisia kivuensis (Myrsinaceae) led to the isolation of a new triterpenoid saponin, ardisikivuoside (1) {3-O-beta-D-xylopyranosyl-(1 --> 3)-beta-D-glucopyranosyl-(1 --> 4)-beta-D-xylopyranosyl-3beta-hydroxy-13beta,28-epoxyoleanan-16-oxo-30-al}. The structure was elucidated on the basis of spectral studies.     

Loniceroside C,an antiinflammatory saponin from Lonicera japonica

A new triterpenoid saponin, loniceroside C was isolated from the aerial parts of Lonicera japonica. Its structure was established to be 3-O-beta-D-glucopyranosyl hederagenin 28-O-alpha-L-rhamnopyranosyl (1-->2)-[beta-D-xylopyranosyl(1-->6)]-beta-D-glucopyranosyl ester by spectroscopic techniques and chemical transformations. Loniceroside C showed in vivo antiinflammatory activity against mouse ear edema provoked by croton oil.     

A New Triterpenoid Saponin: Se-saponin A

In continuation of our studies on the constituents of Clerodendrum serratum var.amplexghlium Moldenke'-"', a new triterpenoid saponin, sc-saponin A (l), was isolated.To the best of our knowledge, it is the second instance oftriterpenoid saponin from theClerodendrum genus. This paper deals with the structural elucidation of the newcompound.Se-saponin A (l) an amorphous powder, gave positive Liebermann-Burchardreaction. It was deduced to have a molecular formula of C58H,,O,, by high resoluti…     

Three New E‐Secoursane Triterpenoid Saponins from the Leaves of Ilex dunniana

Three new triterpenoid saponins with an 18,19‐secours‐13(18)‐ene skeleton, dunnianaolactones A–C ( 1 – 3 , resp.), together with nine known compounds i.e., the ursane‐type triterpene saponin 4 , the two benzofuran lignans 5 and 6 , five flavonoid glycosides, and 4‐hydroxybenzoic acid, were isolated from the leaves of Ilex dunniana Levl . (Aquifoliaceae). Their structures were elucidated by means of spectroscopic and chemical methods. The configuration of dunnianaolactone A ( 1 ) was further confirmed by X‐ray crystal‐structure analysis.     

A New Triterpenoid Saponin from Codonopsis lanceolata

A new triterpenoid saponin, named codonolaside (1) was isolated from the root of Codonopsis lanceolata.Its structure was determined by analysis of its spectral and chemical data.     

A new cucurbitane triterpenoid from Momordica charantia

One new cucurbitane-type triterpenoid saponin, 5b,19-epoxycucurbita-6,23-diene-3b,19,25-triol-3-O-b-D-allopyranoside (1), named momordicoside P was isolated from the fresh fruits of Momordica charantia. The structure of the saponin was elucidated byspectral methods, including 2D-NMR spectra.     

Facile Synthesis of Several Oleanane-Type Triterpenoid Saponins

Facile synthesis of the natural oleanane-type triterpenoid saponin 1 isolated from Panax japonicus C. A. Meyer var major (Burk.) C. Y. Wu et K. M. Feng and its derivatives is reported. The glucuronide residue in saponins at a later stage via TEMPO-mediated oxidation of the primary-OH has been achieved. All structures of new compounds were established by means of ¹H NMR, ¹³C NMR, HRMS, and optical rotation.     

New triterpenoid saponins from the leaves of Cyclocarya paliurus

Two new secodammarane triterpenoid saponins, cyclocariosides I and J (1 and 2), and a new epoxydammarane triterpenoid saponin, cyclocarioside K (3) were isolated from the ethanol extracts of the leaves of Cyclocarya paliurus. The structures of these compounds were elucidated by spectroscopic techniques.     

Two new triterpenoid saponins from Lonicera macranthoides

Two new triterpenoid saponins named lonimacranthoideⅣ(1) and lonimacranthoideⅤ(2) were isolated from the flower buds of Lonicera macranthoides Hand.-Mazz.(Caprifoliaceae).They have hederagenin as aglycone.LonimacranthoideⅣ(1) is a rare chlorogenic acid ester acylated on the C-23 of hederagenin.LonimacranthoideⅣis a new sulfated triterpenoid saponin.The structures of the saponins were established by chemical and spectral methods.     

黄褐毛忍冬中主皂苷成分的结构解析

报道了黄褐毛忍冬中的两个皂苷主成分, 其中化合物1为新化合物, 并对另一个含量最高的皂苷结构进行了修正.     

A new ocotillol-type triterpenoid saponin from red American ginseng

A new ocotillol-type triterpenoid saponin, named 20(R)-pseudoginsenoside F(11) (1), was isolated along with pseudoginsenoside F(11) (2) from red American ginseng. The structure of the new saponin was elucidated as 6-O-[α-L-rhamnopyranosyl-(1?→?2)-β-D-glucopyranosyl]-dammar-20R, 24R-epoxy-3β, 6α, 12β, 25-tetraol by a combination analysis of NMR and mass spectrometry. The complete signal assignments of the two compounds were carried out by means of 2-D NMR spectral analysis.     

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。