Showing papers on "Triterpene published in 1990"
TL;DR: Three novel polyhydroxylated triterpenes have been isolated from Uncaria tomentosa by detailed spectral studies including 1H-13C correlations via long range couplings using the INAPT pulse sequence, nOeds, and HETCOR nmr techniques.
Abstract: Three novel polyhydroxylated triterpenes have been isolated from Uncaria tomentosa. Their structures were established as 1, 2, and 3 by detailed spectral studies including 1H-13C correlations via long range couplings using the INAPT pulse sequence, nOeds, and 2D 1H-13C direct chemical shift correlation (HETCOR) nmr techniques.
91 citations
85 citations
TL;DR: In this article, triterpenoidal saponins having oleanolic acid or hederagenin as the aglycone and two flavonoidal glycosides were isolated from the leaves of Aralia elata SEEM.
Abstract: Eleven triterpenoidal saponins having oleanolic acid or hederagenin as the aglycone and two flavonoidal glycosides were isolated from the leaves of Aralia elata SEEM. (Araliaceae). The structures of four new saponins (1, 2, 3, and 4) were established to be 3-O-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranosyl-hederagenin 28-O-β-D-xylopyranosyl-(1→6)-β-D-glucopyranosyl ester, 3-O-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranosyl-oleanolic acid 28-O-β-D-xylopyranosyl(1→6)-β-D-glucopyranosyl ester, 3-O-β-D-glucopyranosyl(1→3)-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranosyl-hederagenin 28-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl ester, and 3-O-β-D-glucopyranosyl(1→3)-α-L-rhamnopyranosyl(1→2)-α-L arabinopyranosyl-hederagenin, respectively, on the basis of spectroscopic and chemical evidence.
51 citations
TL;DR: In this paper, a triterpenoid, hyptadienic acid, was isolated from the aerial parts of Hyptis suaveolens and its structure elucidated as A(1)-1,19α-dihydroxy-urs-2(3),12-dien-28-oic acid.
48 citations
TL;DR: In this article, an acylated triterpene glycoside was isolated from the roots of Dispacus asper together with the known iridoid glycosides, sweroside, loganin and cantleyoside.
39 citations
TL;DR: A triterpene acid, spathodic acid and the sistosterol-3- O -β- d -glucopyranoside were isolated from the stem bark of Spathodea campanulata as mentioned in this paper.
35 citations
TL;DR: The incorporation of [1-14C]acetate and [214 C]mevalonate into free and esterified triterpen-3-ols was examined in original plant organs and tissue cultures of Glycyrrhiza glabra var.
Abstract: The incorporation of [1-14C]acetate and [214 C]mevalonate into free and esterified triterpen-3-ols was examined in original plant organs and tissue cultures of Glycyrrhiza glabra var. glandulifera. Both substrates labeled β-amyrin, an oleanane-type triterpene, and cycloartenol and 24-methylenecycloartanol, both of which are intermediates of phytosterol biosynthesis. The label in esterified triterpenes was distributed mainly in phytosterol intermediates, but not in β-amyrin. The ratio of βamyrin formation among the three triterpenes from [2-14C]mevalonate was relatively high in stolon segments and in root cultures, but negligible in callus cultures. Administration of a specific inhibitor of squalene-2, 3-epoxide:cycloartenol (lanosterol) cyclase caused a marked increase of β-amyrin synthesis in root suspension cultures, and of 24-methylenecycloartanol synthesis in cell suspension cultures, from [2-14C]mevalonate.
34 citations
TL;DR: The 13C-labelling patterns of ganoderic acids T and S indicate that (3S)-squalene 2,3-epoxide is a precursor of 3α-hydroxy triterpenoids in higher fungi as well as of those in higher plants as mentioned in this paper.
Abstract: The biosynthesis of 3α-acetoxy and 3α-hydroxytriterpenoids, ganoderic acids T and S, in cultured mycelia of Ganoderma lucidum fed with [1,2-13C2]acetate, was investigated by 13C NMR spectroscopy. The 13C-labelling patterns of ganoderic acids T and S indicate that (3S)-squalene 2,3-epoxide is a precursor of 3α-hydroxy triterpenoids in higher fungi as well as of those in higher plants.
33 citations
TL;DR: A triterpene, 2α-hydroxymicromeric acid, and two known compounds, maslinic acid and 2αhydroxyursolic acid have been isolated from Terminalia chebula leaves as discussed by the authors.
32 citations
TL;DR: Triterpene quinones and related compounds isolated from Schaefferia cuneifolia Standley and Maytenus horrida Reiss were assayed for antimicrobial activity, but did not affect Gram negative bacteria.
32 citations
TL;DR: A triterpene alcohol curculigol, characterized as 24-methylcycloart-7-en-3β,20-diol, has been isolated from the rhizomes of Curculigo orchioides and identified on the basis of chemical and spectroscopic evidence as discussed by the authors.
TL;DR: In this article, the leaves of Bupleurum salicifolium were identified as 2β-3′,4′-dimethoxybenzyl-3α-3″,4″-methylene-dioxybenzinyl-γ-butyrolactone.
TL;DR: Aster saponin A, B, C and D were isolated from the root of Aster tataricus L.f. (Compositae) and their structures were elucidated based on chemical and spectral evidence as follows as discussed by the authors.
Abstract: Four new oleanane-type triterpene saponins named aster saponins A, B, C and D were isolated from the root of Aster tataricus L.f. (Compositae). Their structures were elucidated based on chemical and spectral evidence as follows.Aster saponin A : a 28-[O-β-D-xylopyranosyl-(1→3)-O-α-L-arabinopyranosyl-(1→4)-[O-β-D-apiofuranosyl-(1→3)]-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl]ester of 3-O-[O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranosyl]-2β, 3β, 16α-trihydroxyolean-12-en-28-oic acid (asterogenic acid).Aster saponin B : an echinocystic acid (3β, 16α-dihydroxyolean-12-en-28-oic acid) glycoside corresponding to aster saponin A.Aster saponin C : a 28-[O-β-D-xylopyranosyl-(1→3)-O-α-L-arabinopyranosyl-(1→4)-[O-β-D-apiofuranosyl-(1→3)]-O-α-L-rhamnopyranosyl-(1→2)-[O-α-L-rhamnopyranosyl-(1→3)]-β-D-xylopyranosil]ester of 3-O-[O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranosyl]asterogenic acid.Aster saponin D : an echinocystic acid glycoside corresponding to aster saponin C.
TL;DR: Quinone-methide and phenolic triterpenoids of the root outer bark of Celastrus paniculatus have been identified as celastrol, pristimerin, zeylasterone andZeylasteral whereas those of Kokoona reflexa rootouter bark were pristinerin, Zeylaster one and zeylastersal.
TL;DR: Compounds 1-3 demonstrated cytotoxicity against the A-549 lung carcinoma cells with ED50 values of 0.21, 1.18, and 0.64 micrograms/ml, respectively.
Abstract: The known triterpenes 3-oxofriedelan-29-oic acid [1], 3-oxofriedelan-28-oic acid [2], and 28,29-dihydroxyfriedelan-3-one [3] have been isolated from Maytenus diversifolia. Compounds 1-3 demonstrated cytotoxicity against the A-549 lung carcinoma cells with ED50 values of 0.21, 1.18, and 0.64 micrograms/ml, respectively.
TL;DR: Besides serratagenic acid, three new ursane-type triterpenes, named goreishic acids I, II and III, were isolated from a Chinese medicine, Goreishi, on the basis of spectroscopic evidence.
Abstract: Besides serratagenic acid, three new ursane-type triterpenes, named goreishic acids I (1), II (2), and III (3), were isolated from a Chinese medicine, Goreishi(the feces of Trogopterus xanthipes MILNE-EDWARDS). The structures of 1, 2 and 3 were respectively determined as 2α, 3β-dihydroxyursa-12, 18-dien-28-oic acid, 2α, 3β-dihydroxy-23-norursa12, 18-dien-28-oic acid and 2α, 3β-dihydroxy-24-norursa-12, 18-dien-28-oic acid on the basis of spectroscopic evidence.
TL;DR: In this article, the structure of cylicodiscic acid, a pentacyclic triterpene isolated from the bark of Cylicidiscus gabunensis, has been established using a 13 C 13 C connectivity NMR experiment (2D-INADEQUATE).
TL;DR: In this paper, two rare ursane triterpenoids, 2α,3α-dihydroxyurs-12-en-28-oic acid and 2α 3β-Dihydroxysynthetic-drug-derived-drugs (D-DHR) were identified as their methyl esters.
TL;DR: Tomentoside I, a new tetranor-cycloartane triterpene glycoside was isolated from Astragalus tomentosus and its structure was established as 6α-acetoxy-23-ethoxy-16β,23(R)-epoxy-24,25,26,27-tetranor, 9,19-cyclolanosta-3β-O-xyloside, on the basis of spectral evidence.
TL;DR: Preliminary data are presented which suggest that the hypothesis that the triterpene moiety of the rabbit ACAT inhibitor arises from dietary absorption of a plant triterPene is based on a mechanism in which ACAT is inhibited by the compound in an irreversible manner.
TL;DR: Six pentacyclic triterpenic acid methyl esters have been isolated from the methylated ethyl acetate extract of the trunk wood of MUSANGA CECROPIOIDES, as well as a triterpene saponin of the same group.
Abstract: Six pentacyclic triterpenic acid methyl esters have been isolated from the methylated ethyl acetate extract of the trunk wood of MUSANGA CECROPIOIDES, as well as a triterpene saponin of the same group. One of them, cecropic acid methyl ester, is new. The structures of these compounds have been established from interpretation of spectral data or chemical transformations. The known triterpenes include euscaphic and tormentic acid methyl esters, already isolated from the root wood of the plant, methyl cecropiaceate, and methyl pomolate, already obtained from the stem bark, and methyl arjunolate and beta- D-glucosyl tormentate, encounted in this plant for the first time.
TL;DR: A new oleanane derivative, 3β,24-dihydroxy olean-12-en-28-oic acid, in addition to oleanolic and ursolic acids, has been isolated from the roots of Lantana indica by chemical and spectroscopic methods.
TL;DR: Two triterpene glycosides, quinovic acid 3β-O -6-deoxy-d -glucopyranoside-28- O -β-d −glucopeyside and cincholic acid, were isolated from aerial parts of Isertia haenkeana and their structures were established on the basis of spectral data and chemical transformations as discussed by the authors.
TL;DR: In this paper, the absolute stereochemistry of hancokinol, a triterpene isolated from Cynanchum hancokianum, has been elucidated by means of spectroscopic and X-ray analyses.
TL;DR: Two new triterpene-saponins were isolated from the methanolic extract of the fruits of Randia dumetorum (Retz) Lam and found to enhance significantly the proliferation of human lymphocytes in vitro.
Abstract: Two new triterpene-saponins, 3-O-[O-beta-D-glucopyranosyl-(1----4)-O-beta-D-glucopyranosyl-(1----3)-( beta- D-glucuronopyranosyl)]oleanolic acid (1), 3-O-[O-beta-D-glucopyranosyl-(1----6)-O-beta-D-glucopyranosyl- (1----3)-(beta-D-glucuronopyranosyl)]oleanolic acid (2) together with five known saponins (3-7) were isolated from the methanolic extract of the fruits of Randia dumetorum (Retz) Lam. (Rubiaceae). Their structures were established on the basis of chemical and spectral data. The compounds 1, 3, 4, 5 were found to enhance significantly the proliferation of human lymphocytes in vitro. The crude saponin fraction showed haemolytic, molluscicidal, and immunostimulating activities.
TL;DR: Salvilymitone and salvilymitol, two new triterpenoids isolated from Salvia hierosolymitana, have been shown to be 7β,25-dihydroxy-(20 S,24 R )-epoxydammaran-3-one and (20 S,24 R)-epoxy-methyl-polycyclic (3β,7α,25)-triol, respectively.
TL;DR: In this article, triterpene glycosides of the holostane series have been isolated from an alcoholic extract of the economically important Pacific Ocean holothurian Cucumaria japonica.
Abstract: Four new triterpene glycosides of the holostane series have been isolated from an alcoholic extract of the economically important Pacific Ocean holothurianCucumaria japonica: cucumariosides A1-2 (I), A2-3 (II), A2-4 (III), and A4-2 (IV). The structures of these substances have been established by the methods of carbohydrate chemistry and13C NMR spectroscopy.
TL;DR: In this article, eight triterpenoid hydrocarbons were characterized from the fresh leaves of Cheiropleuria bicuspis and established as 1α, 11α, 30-trihydroxyhopane.
Abstract: Eight triterpenoid hydrocarbons were characterized from the fresh leaves of Cheiropleuria bicuspis. They consist of hop-22(29)-ene, neohop-13(18)-ene, fern-7-ene, (18R)-dammara-13(17), 21-diene, eupha-7, 21-diene, 13α(H)-malabaricatriene, γ-polypodatetraene and squalene, all of which have different carbon skeletons, A new triterpenoid alcohol was isolated and established as 1α, 11α, 30-trihydroxyhopane. We also detected friedelin, hydroxyhopane, dryocrassol, lupeol, fernenol, 1α, 11α, 22-trihydroxyhopane, a mixture of sterols and a mixture of fatty acid esters of cycloartanoids, methylsterols and sterols. These findings suggest that Cheiropleuria bicuspis is related to Microsorium (Polypodiaceae), but are nevertheless consistent with the independency of Cheiropleuriaceae.
TL;DR: Two new compounds, one oleanane derivative designated as 28-acetoxyerythrodiol and one isoflavone designated as 5,4'-dimethoxy-3'-prenylbiochanin A, have been isolated and characterized from the CHCl3 extract of the stem bark of Erythrina eriotriocha.
Abstract: In addition to known triterpenoids maniladiol [6] and serrat-14-ene-3 beta,21 alpha-diol [7], two new compounds, one oleanane derivative designated as 28-acetoxyerythrodiol [1] and one isoflavone designated as 5,4'-dimethoxy-3'-prenylbiochanin A [5], have been isolated and characterized from the CHCl3 extract of the stem bark of Erythrina eriotriocha. Their structures have been established on the basis of the spectrocopic techniques (ir, nmr, uv, ms) and chemical evidence.