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Showing papers on "Triterpene published in 1973"


Journal ArticleDOI
TL;DR: The unsaponifiables from 19 vegetable oils were divided into 4-methylsterol fraction, triterpene alcohol fraction and two other fractions by thin layer chromatography, and identification of major components was carried out by gas liquid chromatography and combined gas chromatography-mass spectrometry.
Abstract: The unsaponifiables from 19 vegetable oils were divided into 4-methylsterol fraction, triterpene alcohol fraction and two other fractions by thin layer chromatography. The 4-methylsterol and triterpene alcohol fractions were analyzed by gas liquid chromatography, and identification of major components was carried out by gas liquid chromatography and combined gas chromatography-mass spectrometry. Gramisterol(24-methylenelophenol), citrostadienol and obtusifoliol were present in all oils, and the presence of a 4-methylsterol, presumably cycloeucalenol, was indicated in most of the oils. Cycloartenol and 24-methylenecycloartanol were found as common triterpene alcohols in all oils, and the occurrence of cyclobranol(24-methylcycloartenol), cycloartanol, and α- and β-amyrins was demonstrated in most of the oils.

117 citations


Journal ArticleDOI
TL;DR: Radioactivity from mevalonate-[2- 14 C] is incorporated into hopene-b (the major triterpene component), thus establishing the origin of cyclized squalene derivatives in B. acidocaldarius as a result of de novo synthesis.

39 citations


Journal ArticleDOI
TL;DR: Squalene derived from mevalonate-2-14C in incorporation times of 1, 4 and 7 hours was degraded chemically and shown to be equivalently labelled, according to theory, in the isopentenyl pyrophosphate-derived and dimethylallyl pyrophophosphate -derived portions of the molecule.

23 citations


Journal ArticleDOI
TL;DR: Tingenone, an unusual new quinonoid triterpene related to celastrol and pristimerin, has been isolated from various plants of the Celastraceae and Hippocrateaceae families and has been shown to be 20-decarboxy-21-oxocelastrol by chemical and spectroscopic methods.
Abstract: Tingenone, an unusual new quinonoid triterpene related to celastrol and pristimerin, has been isolated from various plants of the Celastraceae and Hippocrateaceae families. It has been shown to be 20-decarboxy-21-oxocelastrol by chemical and spectroscopic methods.

20 citations


Journal ArticleDOI
TL;DR: A triterpene diol was isolated from dry Calendula officinalis flowers as discussed by the authors, which was proved as 3,21-di-OH-ursa-12-en.

20 citations


Journal ArticleDOI
TL;DR: The leaves of Buxus sempervirens L. contain sitosterol, stigmasterol, cycloartenol, lupeol, germanicol and β-amyrin in the free state and the sterol compositions were quite similar while those of the triterpene monols varied considerably.

14 citations



Journal ArticleDOI
TL;DR: The triterpene glycosides were readily separated on silica gel by elution with a solvent containing sodium acetate as mentioned in this paper, and the three glycolysis were shown to yield quercitrin and quercity.
Abstract: Extraction of Acacia myrtifolia has yielded quercitrin and three triterpene glycosides, named myrtifoliosides A, B, and C. Myrtifolioside A, a minor crystalline component, gave erythrodiol and L-arabinose and D-glucose on hydrolysis. Myrtifolioside B (7), C48H80O17,H2O, the major crystalline glycoside, formed erythrodiol, D- glucose, and D-galactose on hydrolysis. Hydrolysis of the methyl ester of the amorphous myrtifolioside C gave methyl oleanolate, D-glucose, and D-galactose. The three glycosides were readily separated on silica gel by elution with a solvent containing sodium acetate.

10 citations


Journal ArticleDOI
TL;DR: Astragalin and isoquercitrin produced kaempferol and glucose by hydrolysis and one unidentified compound which had properties similar to 3-p-coumaroylglucose, which was confirmed by UV spectral analysis.

9 citations


Journal ArticleDOI
TL;DR: The fungus Trametes stowardii produces a triterpenoid metabolite with an uncommon malonate conjugate group as discussed by the authors, which can be converted into an identical pair of butenolides.
Abstract: The fungus Trametes stowardii produces a triterpenoid metabolite with an uncommon malonate conjugate group. Chemical and spectroscopic evidence indicate the structure (1) (3α-carboxyacetoxy-24ξ-methyl-23- oxolanosta-8,25-dien-27-oic acid) for the triterpene. Both (1) and the recently reported fungal metabolite carboxyacetyl-quercinic acid (6)1 are converted into an identical pair of butenolides (8).

8 citations


Journal ArticleDOI
TL;DR: The structure of triterpone glycosides from Sapindus mukorossi Gaertn has been established in this paper, and it has been shown that sapindoside A is hederagenin 3-O-α-L-arabinosyl-(2 → 1)-α-l-rhamnopyranoside and sapindoseside B is the 3 O-α, l-arabopyranophyranosyl-(3→ 1)-β-D-xylopyranoide.
Abstract: ConclusionsThe structure of two triterpone glycosides fromSapindus mukorossi Gaertn. has been established. It has been shown that sapindoside A is hederagenin 3-O-α-L-arabinosyl-(2 → 1)-α-L-rhamnopyranoside and sapindoside B is the 3-O-α-L-arabopyranosyl-(2 → 1)-O-α-L-rhamnopyranosyl-(3→ 1)-β-D-xylopyranoside.

Journal ArticleDOI
TL;DR: The complete structure of the triterpene glycoside triacanthoside C (I) isolated from the pericarps of the honeylocust,Gleditschia triacanthus L. (family Leguminosae) has been established as a hexaoside of oleanolic acid.
Abstract: The complete structure of the triterpene glycoside triacanthoside C (I) isolated from the pericarps of the honeylocust,Gleditschia triacanthos L. (family Leguminosae) has been established as a hexaoside of oleanolic acid. From the green pods of the honeylocust, in addition to the ten triacanthosides described previously, oleanolic and echinocystic acids have been isolated, and also five other triterpene glycosides-gleditschosides A, B, C, D, and E. Gleditschoside A, C36H58O8, is oleanolic acid β-D-glucopyranoside (VII), gleditschoside B, C36H58O9 is echinocystic acid β-D-glucopyranoside (VIII), gleditschoside C, C41H66O12, is oleanolic acid 3-O-[α-L-arabinopyranosyl-(1→3)-O-β-D-glucopyranoside] (V), gleditschoside E, C41H66O13, is echinocystic acid 3-O-[α-L-arabinopyranosyl-(1→3)-O-β-D-glucopyranoside] (VI), and gleditschoside D, C46H74O16, is oleanolic acid 3-O-[β-D-xylopyranosyl-(1→4)-O-α-L-arabopyranosyl-(1→3)-O-β-D-glucopyranoside]. Gleditschosides A, B, C, D, and E have also been detected in the leaves of the plant.


Journal ArticleDOI
TL;DR: In this paper, three triterpene glycosides: dianthosides A, B, and C, were isolated from Dianthus deltoides and they were shown to be the 3-O-β-glucopyranoside and 3 O-[O −β-D-glocopyrano-yl-(1 → 6)-β −glucophyrano]-of gypsogenic acid, respectively.
Abstract: FromDianthus deltoides L. we have isolated three new triterpene glycosides: dianthosides A, B, and C. It has been shown that dianthoside A is the 3-O-β-glucopyranoside and dianthoside B the 3-O-[O-β-D-glucopyranosyl-(1 → 6)-β-glucopyranoside] of gypsogenic acid. Some information on the structure of dianthoside C — a new glycoside of gypsogenin — has been obtained.

Journal ArticleDOI
TL;DR: Jingullic acid, a nor-triterpene isolated from Emmenospermum alphitonioides F.Muell, has been shown to possess structure (5), 19β- hydroxy-A(1)-norlupa-2,20(29)-diene-27,28-dioic acid 28,19β-lactone, by chemical and spectroscopic investigation and by convergent synthesis from ceanothenic acid.
Abstract: Jingullic acid, a nor-triterpene isolated from Emmenospermum alphitonioides F.Muell., has been shown to possess structure (5), 19β- hydroxy-A(1)-norlupa-2,20(29)-diene-27,28-dioic acid 28,19β-lactone, by chemical and spectroscopic investigation and by convergent synthesis from ceanothenic acid.


Journal ArticleDOI
TL;DR: The 3-O-β-D-glucopyranoside of oleanolic acid has been isolated from Calendula officianlis L. officialis for the first time as discussed by the authors.
Abstract: 1. The structure of a new triterpene glycoside from the roots ofCalendula officianlis L. — calenduloside A—has been established as the 3-O-[O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside] of oleanolic acid. 2. The 3-O-β-D-glucopyranoside of oleanolic acid has been isolated fromC. officialis for the first time.

Journal ArticleDOI
TL;DR: It has been shown that the roots of Chenopodium anthelminticum contain two triterpene glycosides as mentioned in this paper, a trioside and a pentaoside of echinocystic acid.
Abstract: 1. It has been shown that the roots ofChenopodium anthelminticum contain two triterpene glycosides. 2. Chenopodium saponin A is a trioside and chenopodium saponin B a pentaoside of echinocystic acid.

Journal ArticleDOI
TL;DR: Partition chromatography on alumina in the butanol-ethanol-ammonia (9 : 2 : 5) system with subsequent purification on KU-2 cation exchange resin (in the H + form) yielded compounds A and B in the free state, and glycoside C contaminated with sucrose as mentioned in this paper.
Abstract: To elucidate the nature of the genin, the total glycosides were hydrolyzed with Kiliani's mixture. Chromatography in a thin layer of silica gel showed the presence of only oleanolic acid. Partition chromatography on alumina in the butanol-ethanol-ammonia (9 : 2 : 5) system with subsequent purification on KU-2 cation-exchange resin (in the H + form) yielded compounds A and B in the free state, and glycoside C contaminated with sucrose.

Journal ArticleDOI
TL;DR: The pericarps of Gleditschia triacanthos L. have yielded a new triterpene glycoside (triacanthouside A1) as mentioned in this paper.
Abstract: The pericarps ofGleditschia triacanthos L. have yielded a new triterpene glycoside — triacanthoside A1 — and it has been shown that it has the structure of echynocystic acid 3-O-[β-D-xylopyranosyl-(1→4)-α-L-arabopyranosyl-(1→3)-β-D-glucopyranoside].

Journal ArticleDOI
TL;DR: The structure of ladyginoside C, a trioside of oleanolic acid, has been established in this paper, where the carbohydrate chain is attached to the hydroxyl at C3 of the aglycone.
Abstract: The structure of ladyginoside C — a trioside of oleanolic acid — has been established. The carbohydrate chain is attached to the hydroxyl at C3 of the aglycone and consists of β-D-glucopyranosyl-(1→4)-α-L-arabopyranosyl-(1→4)-β-D-glucopyranuronic acid.