Showing papers on "Triterpene published in 1993"
TL;DR: In this paper, three novel cytotoxic squalene-type triterpenes, eurylene, 14-deacetyl Eurylene and longilene peroxide, together with teurilene were isolated.
90 citations
TL;DR: In this article, the surface layer of Poria cocos has been used for the extraction of lanostane triterpenes and four novel 3,4-seco-lanostane derivatives.
86 citations
TL;DR: A triterpene 3β,6β,16β-trihydroxylup-20(29)-ene, arjunolic acid, mollic acid, 3- 0 -methylquercetin and quercetrin were isolated from the leaves and roots of Combretum leprosum as mentioned in this paper.
62 citations
TL;DR: The sweetness of the saponins hitherto isolated from various Glycyrrhizae Radix has been examined and a structure-sweetness relationship, as compared with glycyr rhizin, has been found.
Abstract: Two sweet oleanane-type triterpene oligoglycosides named apioglycyrrhizin and araboglycyrrhizin were isolated from the air-dried roots of Glycyrrhiza inflata Batalin, collected in Xinjiang province (Shinkyo-Kanzo in Japanese), together with glycyrrhizin (3), licorice-saponins A3 (8), G2 (10), and H2 (11) and known flavonoid glycosides. On the basis of chemical and physicochemical evidence, the structures of apioglycyrrhizin and araboglycyrrhizin have been determined to be expressed as 3-O-[beta-D-apiofuranosyl(1-->2)-beta-D- glucuronopyranosyl]glycyrrhetic acid (1) and 3-O-[alpha-L- arabinopyranosyl(1-->2)-beta-D-glucuronopyranosyl]glycyrrhet ic acid (2), respectively. During the course of these studies, it has been found that the hydroxyl groups in the oligosaccharide moiety of the glucuronide saponins may be partially methylated by prolonged treatment with diazomethane in methanol. The sweetness of the saponins hitherto isolated from various Glycyrrhizae Radix has been examined and a structure-sweetness relationship, as compared with glycyrrhizin, has been found.
60 citations
TL;DR: Four triterpenes and five flavonoids were isolated from the leaves of Bosistoa brasii and identified wing spectroscopic methods and characterized as baurenol and multiflorenol, friedelan-3 β-ol, and D-friedoolean-14-ene-3β,7α-diol.
Abstract: Four triterpenes and five flavonoids were isolated from the leaves of Bosistoa brasii (Rutaceae) and identified wing spectroscopic methods. The triterpenes were characterized as baurenol and multiflorenol (isolated as a mixture), friedelan-3β-ol, and D-friedoolean-14-ene-3β,7α-diol [1]. Four of the flavonoids were identified as kumatakenin (5,4'-dihydroxy-3,7-dimethoxyflavone) [2], 5,7-dihydroxy-3-methoxy-4'-(3-methylbut-2-enyloxy)flavone [3], 5,7-dihydroxy-4'-methoxy-8-(3-methylbut-2-enyl)flavanone [4], and 5,7-dihydroxy-4'-methoxy-8-(2-hydroxy-3-methylbut-3-enyl)flavanone [5]
45 citations
TL;DR: Three novel triterpene glycosides 1-3 from the medicinal plant Ardisia japonica (Myrsinaceae) are described, characterized by a branched oligosaccharide chain, composed of four sugar units.
Abstract: The isolation and characterization of three novel triterpene glycosides 1-3 from the medicinal plant Ardisia japonica (Myrsinaceae) are described. The compounds are characterized by a branched oligosaccharide chain, composed of four sugar units. The oligosaccharide structures were determined by 1H-1H correlation spectroscopy (COSY, HOHAHA, ROESY) and 1H-13C heteronuclear correlation (HETCOR) nmr experiments. The aglycone moieties are the oleane-type triterpenes cyclamiretin A for 1 and the new 13,28-epoxy-30,30-dimethoxyolean-3 beta, 16 alpha-diol and 3 beta, 16 alpha-dihydroxy-13,28-epoxyolean-29-oic acid for 2 and 3, respectively.
44 citations
TL;DR: A 24-epimeric mixture of a new triterpenoid, 24-hydroxydammara-20, 25-dien-3-one (1), and two known triterphenoids, moronic acid (2) and betulonic acid(3), were isolated from leaves of Chisosheton macrophyllus KING, and the inhibitory effects of these triterpoids on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13
Abstract: A 24-epimeric mixture of a new triterpenoid, 24-hydroxydammara-20, 25-dien-3-one (1), and two known triterpenoids, moronic acid (2) and betulonic acid (3), were isolated from leaves of Chisosheton macrophyllus KING, and the inhibitory effects of these triterpenoids on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate were tested.
44 citations
TL;DR: Radiolabeling experiments indicated that there are two pathways of sterol biosynthesis in E. fraudratix and these proceeds through squalene to lanosterol which is further metabolized to produce the triterpene saponins and its xyloside.
44 citations
TL;DR: Two triterpenes, ilexolic acid A and B, and seven new saponins, Ilexosides XXXIII-XXXIX, together with the known saponin rotungenoside were isolated from the fresh leaves of Ilex rotunda, and their structures elucidated on the basis of chemical and physicochemical evidence as mentioned in this paper.
40 citations
TL;DR: Two new triterpenoid saponins were isolated from the leaves of Acanthopanax sieboldianus and were concluded to be alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranoyl( 1-->6)- beta- D- glucoparyanosyl esters of hederagenin and oleanolic acid 3-O-beta-d- xylopyrnosyl (1
39 citations
TL;DR: Five hexacarbocyclic triterpenes, namely chamaecydin, 6α-hydroxychamaecYDin, 8′α-Hydroxycryptoquinone and 10′β-hydr are presented.
TL;DR: Three triterpenoid saponins 1-3 of the oleanane series, containing one fucose and two glucose units, were isolated from the MeOH extract of the roots of Bupleurum fruticosum by means of fabms and a combination of homo- and heteronuclear 2D nmr techniques.
Abstract: Three triterpenoid saponins 1-3 of the oleanane series, containing one fucose and two glucose units, were isolated from the MeOH extract of the roots of Bupleurum fruticosum. Their structures were elucidated by means of fabms and a combination of homo- and heteronuclear 2D nmr techniques. Two of the three saponins are new.
TL;DR: From the air-dried root of Glycyrrhiza uralensis, collected in the northeastern part of China, ten new oleanane-type triterpene oligoglycosides were isolated together with glycyr rhizin and several known flavonoids, resulting in facile conversions from glycyRrhizin to licorice-saponins A3, B2, and C2.
Abstract: From the air-dried root of Glycyrrhiza uralensis, collected in the northeastern part of China, ten new oleanane-type triterpene oligoglycosides were isolated together with glycyrrhizin (1) and several known flavonoids. Among the newly isolated triterpene oligoglycosides, the chemical structures of licorice-saponin A3 (2), licorice-saponin B2 (3), and licorice-saponin C2 (4) have been determined, on the basis of chemical and physicochemical evidence, to be expressed as 30-O-beta-D-glucopyranosylglycyrrhizin, 11-deoxo-glycyrrhizin, and 3-O-[beta-D-glucuronpyranosyl(1-->2)-beta-D-glucuronpyranosyl++ +]oleana- 11,13(18)-dien-30-oic acid, respectively. During the course of these studies, facile conversions from glycyrrhizin (1) to licorice-saponins A3 (2), B2 (3), and C2 (4) have been accomplished.
TL;DR: A new acetylated triterpene saponin was isolated from Herniaria glabra and its structure was elucidated as 28-O-(beta-D-glucopyranosyl-(1-->3)-alpha-L-rhamnopyrnosyl-( 1-->2)- [beta- D-glUCopyranusyl-(2-->3)]-4-acetyl-beta-d-fucopyrsyl(1-->))
TL;DR: Three new triterpenes have been isolated from Hydrocotyle ranunculoides and the structures have been attributed on the basis of their physical features.
TL;DR: The structures of two new bisdesmosidic triterpenoid glycosides, named staunoside D and E, which were isolated from Stauntonia hexaphylla, were established and a new proglycoside was isolated from the cleavage of the ester-glycosidic linkage and its structure characterized.
TL;DR: One triterpenoid, 2α,3β,23-trihydroxy-11α,12α-epoxyolean-28,13β-olide, and two new triterphenoid glycosides, β- d -glucopyranosyl-2β, 3β, 23-trihedroxyolean-12-en-28-oxide, were reported from the stem of Anamirta cocculus as discussed by the authors.
TL;DR: A new monoterpene glycoside, shionoside C, and a new oleanane-type triterpene-type glycosides, aster saponin G, were isolated from the roots of Aster tataricus and their structures were elucidated on the basis of spectral and chemical methods.
TL;DR: In this paper, the authors used LC-TSP-MS for the analysis of glycosides in crude plant extracts and obtained mass spectra similar to those obtained with positive-ion D/CI-MS using NH3.
TL;DR: An extract of the aerial parts of Cleome africana afforded in addition to known compounds two triterpenes of the dammarane type.
TL;DR: In this paper, two triterpenoid saponins zygophylosides D and E have been isolated from Zygophyllum propinquum and their structures were elucidated as 3-O-[β-d-2-O-sulphonylquinovopyranosyl]-quinovic acid and 3 O [β]-[β]-−−−]-ester, respectively, by spectral and chemical studies.
TL;DR: From the whole plants of Clinopodium gracile five new saponins, called clinoposaponins I-V, were isolated together with two known and four artifact sap onins, and their structures elucidated from spectroscopic data and chemical evidence.
Abstract: From the whole plants of Clinopodium gracile five new saponins, called clinoposaponins I-V, were isolated together with two known and four artifact saponins, and their structures elucidated from spectroscopic data and chemical evidence. These saponins were composed of saikosaponin a and additional glucose moieties.
TL;DR: Further investigation of the leaves and stems of Zygophyllum album afforded four triterpene glycosides which were characterized as 14-decarboxyquinovic acid-3 beta-O-beta-D-quinovopyranosyl (1-->4)-quinovobyranoside, quinovic acid 28-O -beta- D-glucopyranoyl ester, and 2-beta -D-glUCopyranusyl es
TL;DR: A new C31 dammarane-type triterpenoid saponin has been isolated from the roots of Ampelozizyphus amazonicus, and its structure was elucidated to be ampelozigenin-15 alpha-O-acetyl- 3- O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranuside.
TL;DR: A triterpenoid saponin, 16α,23,28,30-tetrahydroxyolean-11,13(18)-dien-3β-yl-glucopyranosyl-(1 → 3)-β- d -fucopyruside, has been isolated from Bupleurum falcatum subsp. cernuum.
TL;DR: A new triterpene diol was isolated, together with the known triterpenoid, ocotillol-II, from the stem bark of Phyllanthus flexuosus, characterized as lup-20(29)-en-3β,15α-diol on the basis of spectral evidence.
TL;DR: Two new cucurbitane type triterpenes were isolated from the leaves and branches of Cowania mexicana D. DON and were found to be inhibitorss of Epstein-Barr virus early antigen activation induced by 12-O-tetradecanoylphorbol-13-acetate, a well-known tumor-promoter.
Abstract: In our search for possible anti-tumor-promoters, we carried out an investigation of the leaves and branches of Cowania mexicana D DON (Rosaceae) Two new cucurbitane type triterpenes, 15-oxo-cucurbitacin F (3) and 15-oxo-23, 24-dihydrocucurbitacin F (4), were isolated together with cucurbitacin F (1) and 23, 24-dihydrocucurbitacin F (2) These triterpenes were inhibitors of Epstein-Barr virus early antigen activation induced by 12-O-tetradecanoylphorbol-13-acetate, a well-known tumor-promoter The structures of 3 and 4 were determined from 2D-NMR spectral data and difference NOE experiments
TL;DR: Three hemolytic dammarane triterpenes, esterified with malonate at C-3 and acetate atC-12, were isolated from the leaves of Betula pendula and their structures were elucidated by chemical and spectroscopic means.
Abstract: Three hemolytic dammarane triterpenes, esterified with malonate at C-3 and acetate at C-12, were isolated from the leaves of Betula pendula. Their structures were elucidated by chemical and spectroscopic means. Former reports on the presence of saponins in birch leaf extracts could not be confirmed. The hemolytic activity of the extracts, which was ascribed to saponins, is caused by the dammarane esters instead. A fraction containing a mixture of the dammarane esters did not exhibit diuretic activity when tested p.o. in male Wistar rats.
TL;DR: A new sweet triterpene glycoside, periandrin V, was isolated from the roots of Periandra dulcis and identified as 3 beta-O-[beta-D-xylopyranosyl]-25 -al-olean-18(19)-en-30-oic acid on the basis of chemical and spectral evidence.
TL;DR: Two rearranged lanosterol trisaccharides, peruvianosides A (1) and B (2), were isolated from fresh bulbs of Scilla peruviana.
Abstract: Two new rearranged lanosterol trisaccharides, peruvianosides A (1) and B (2), were isolated from fresh bulbs of Scilla peruviana. Their structures were established mainly by extensive 2D NMR analysis. Peruvianoside A (1) showed an inhibitory activity on cyclic adenosine monophosphate (AMP) phosphodiesterase.