Showing papers on "Oleanolic acid published in 1990"
TL;DR: In a continuing study on saponin constituents of quinoa, seven oleanane saponins were isolated from brans of the grains as discussed by the authors, two of them were identified as known oleanolic acid, chikusetsusaponin IVa from rhizomes of Panax spp. and quinoside D from seeds of this plant, respectively.
Abstract: Grains of Quinoa, Chenopodium quinoa have been used as a staple food in the Andes, South America. In a continuing study on saponin constituents of this plant, seven oleanane saponins were isolated from brans of the grains. Two of them were identified as known saponins of oleanolic acid, chikusetsusaponin IVa from rhizomes of Panax spp. and quinoside D from seeds of this plant, respectively. The other five compounds are new saponins, being designated as quinoa-saponins-6−10. The structures of these saponins were elucidated as follows: 3-O-[β-glucopyranosyl(1→2)-β-glucopyranosyl(1→3)-α-arabinopyranoside]-28-O-β-glucopyranoside of 30-O-methyl spergulagenate, oleanolic acid and phytolaccagenic acid, hederagenin 3-O-β-glucuronide-28-O-β-glucopyranoside; hederagenin 3-O-β-xylopyranosyl(1→3)-β-glucuronide-28-O-β-glucopyranoside
69 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: 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.
20 citations
TL;DR: From the rhizome of ANEMONE FLACCIDA Fr.
Abstract: From the rhizome of ANEMONE FLACCIDA Fr. Schmidt, used in Chinese folk medicine, four saponins of oleanolic acid-A,B,C,D were isolated. By means of spectroscopy and chemical transformation, saponins A, B, and D were identified as 3- O-[alpha- L-rhamnopyranosyl-(1-->2)-alpha- L-arabinopyrasyl]-oleanolic acid, 3- O-[alpha- L-rhamnopyranosyl-(1-->2)-beta- D-xylopyranosyl]-oleanolic acid, and 3- O-[alpha- L-rhamnopyranosyl-(1-->2)-beta- D-glucopyranosyl]-oleanolic acid. These three saponins are known compounds but isolated from ANEMONE plants for the first time. Saponin C was elucidated as 3- O-[beta- D-glucopyranosyl-(1-->2)-beta- D-xylopyranosy1]-oleanolic acid, which has not been reported in the literature before, and is named as flaccidoside I.
15 citations
TL;DR: A new triterpenoid saponin, named polysciasaponin, has been isolated from Polyscias scutellaria leaves and identified as 3-O-[β-D-glucopyranosyl(1→4)-β- D-gl Sucuronopyranoyl (1→2)]- oleanolic acid 28-O-β- dglucosine-like substance.
Abstract: A new triterpenoid saponin, named polysciasaponin, has been isolated from Polyscias scutellaria leaves and identified as 3-O-[β-D-glucopyranosyl(1→4)-β-D-glucopyranosyl(1→2)-β-D-glucuronopyranosyl] oleanolic acid 28-O-β-D-glucopyranoside. The structure was established by chemical and spectroscopic means (fabms, 13 C nmr, gc-ms)
13 citations
TL;DR: Fifteen samples of Phytolacca dodecandra collected over a wide geographical range were evaluated and the results divided the population into the high oleanolic acid group that contained more than 80% (mean, 89 ± 6%) o Leanolic acid and the low oleanolics acid group which contained less than 66% ( mean, 53 ± 7%) oLeanolic acid.
11 citations
TL;DR: In this paper, from rhizomes of a Chinese cucurbitaceous medicinal plant, Hemsleya graciliflora, eight oleanolic glucuronide saponins were isolated together with three known cucur-bitane-type triterpenes, i.e., dihydrocucurbitacin F, 25-O-acetyl-dihydrocucuronide F and its 2 O-β-glucosides.
Abstract: From rhizomes of a Chinese cucurbitaceous medicinal plant, Hemsleya graciliflora, eight oleanolic glucuronide saponins were isolated together with three known cucurbitane-type triterpenes, dihydrocucurbitacin F, 25-O-acetyl-dihydrocucurbitacin F and its 2-O-β-glucosides. Of these saponins, six were known and identified as β-D-glucosyl ester of oleanolic acid, chikusetsusaponins IV a and V and hemslosides Ma1, Ma3 and H1. Structures of two new saponins called hemslosides G1 and G2 were elucidated as β-gentiobiosyl esters of oleanolic acid 3-O-α-L-arabinopyranosyl-(1→3)-β-D-glucuronide and oleanolic acid 3-O-β-D-glucopyranosyl-(1→2)-β-D-glucuronide, respectively.
11 citations
TL;DR: A saponin fraction has been isolated from the ethanolic extract of Grindeliae herba and showed strong haemolytic activity, and the antibiotic potency of the crude drug is not associated with the sap onin fraction but is at least partially due to the resin fraction.
Abstract: A saponin fraction has been isolated from the ethanolic extract of Grindeliae herba. The saponin fraction showed strong haemolytic activity. The saponins were detected after separation on TLC by their color reactions and Rf values as well as by their haemolytic activity on blood agar. After hydrolysis, the chemical reactions and Rf values of the sapogenins were described. The main sapogenin was isolated by preparative chromatography and its structure was elucidated by mass, 1H-NMR, 13C-NMR, IR, and UV spectra. The compound is a new natural triterpenoid sapogenin lactone and is named grindeliasapogenin D. Spectral evidence is presented to establish its structure as 2 beta,3 beta,16 alpha,23-tetrahydroxyoleanan-28,13 beta-olide. Two further sapogenins present in small amounts were identified chromatographically as oleanolic acid and bayogenin using authentic reference substances. The aerial parts of Grindelia robusta Nutt, and G. lanceolata Nutt. (Asteraceae) (as well as two commercial extracts) were also investigated with respect to their saponin fraction. The 3 sapogenins mentioned above were detected in all samples. The antibiotic potency of the crude drug is not associated with the saponin fraction but is at least partially due to the resin fraction.
10 citations
Patent•
31 Oct 1990
TL;DR: In this article, a new pharmaceutical composition and processes are provided for treating and preventing diabetes, which is composed of three ingredients: Oleanolic acid, Saponins of Litchi and Kuguasu.
Abstract: A new pharmaceutical composition and processes are provided for treating and preventing diabetes. The pharmaceutical composition is composed of three ingredients: Oleanolic acid, Saponins of Litchi and Kuguasu. The pharmaceutical composition is nontoxic.
9 citations
TL;DR: In this paper, the methanol extract of the fruit pulp of Lagenaria breviflora was used to identify three new saponins: 3- O -β-galactopyranosyl 28- O-β-xylopyranoyl(1-4)-α-rhamnopyraneyl (1-3)-β-Xylopyrusyl( 1-3), α-arabinopyrono-pyrano-polygonal (α-arabino)-pyranosylon, and 12
9 citations
TL;DR: From the leaves of Acanthopanax hypoleucus Makino (Araliaceae), five triterpenoidal saponins, having oleanolic acid and hederagenin as sapogenins, were isolated and their structures were elucidated.
Abstract: From the leaves of Acanthopanax hypoleucus Makino (Araliaceae), five triterpenoidal saponins, having oleanolic acid and hederagenin as sapogenins, were isolated. On the basis of chemical and spectral data, the structures of two new saponins, named hypoleucosides A (1), and B (5) were elucidated as follows: 1; 3-O-beta-D-glucopyranosyl 11 alpha-methoxy-oleanolic acid 28-O-beta-D-glucopyranosyl ester, 5; 3-O-beta-D-glucopyranosyl-(1----2)-alpha-L-arabinopyranosyl-(1---- 4)-beta-D-glucopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl-(1----6)-beta-D-glucopyranosyl ester.
Patent•
31 Oct 1990
TL;DR: In this paper, a new pharmaceutical composition and processes are provided for treating and preventing diabetes, which is composed of three ingredients: Oleanolic acid, Saponins of Litchi and Kuguasu.
Abstract: A new pharmaceutical composition and processes are provided for treating and preventing diabetes. The pharmaceutical composition is composed of three ingredients: Oleanolic acid, Saponins of Litchi and Kuguasu. The pharmaceutical composition is nontoxic.
Patent•
12 Jun 1990
TL;DR: In this article, a liposome-forming adjuvant is obtained by the presence of glycyrrhizins expressed by the formula (R 1 to R 5 are H or suitable substituent group).
Abstract: PURPOSE: To obtain a liposome-forming adjuvant, containing glycyrrhizins as an active ingredient and capable of efficiently forming the liposome, simultaneously efficiently sealing a drug and providing a liposome pharmaceutical, excellent in stability and having a preferred grain diameter CONSTITUTION: A liposome-forming adjuvant is obtained by the presence of glycyrrhizins expressed by the formula (R 1 to R 5 are H or suitable substituent group), eg 18α- or 18β-glycyrrhizic acid, 18α- or 18β-glycyrrhetic acid, carbenoxolone, hederagenin or oleanolic acid in an amount of about 01-1ptwt based on 1ptwt phospholipid in forming the liposome COPYRIGHT: (C)1992,JPO&Japio
Journal Article•
Journal Article•
TL;DR: In this article, four compounds were isolated for the first time from the stem of Acanthopanax giraldii Harms and identified as syringaresinol, daucosterol, and 3-O-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranoide, respectively.
Abstract: Four compounds were isolated for the first time from the stem
bark of Acanthopanax giraldii Harms. On the evidence of chemical and spectrosco-
pic analysis, these compounds were identified as syringaresinol, daucosterol,
hederagenin 3-O-β-D-glucopyranosyl-(1→2) -α-L-arabinopyranoside and oleanolic
acid 3-O-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranoside, respectively.
Patent•
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07 Mar 1990
TL;DR: In this article, the subject ink contains a vehicle composition produced by adding an ammonium salt or preferably 6-15C amine salt of a terpenoid carboxylic acid to a terpene acid (ester) to give a smooth and uniform printed face, decomposing at a high temperature without leaving ash.
Abstract: PURPOSE:To provide the subject ink containing a vehicle composed of a terpenoid carboxylic acid (ester), etc., giving a smooth and uniform printed face, decomposing at a high temperature without leaving ash, having improved fluidity and giving high resolution. CONSTITUTION:The objective ink contains a vehicle composition produced by adding (A) an ammonium salt or preferably 6-15C amine salt of a terpenoid carboxylic acid to (B) a terpenoid carboxylic acid (ester) (e.g., pimaric acid, neoabietic acid, guaiacic acid, rubenic acid, ursonic acid and oleanolic acid).
Journal Article•
TL;DR: In this article, the structure of main saponin extracted from the shoot of Aralia Elata was determined and the main aglycons and suger of the total saponins of Nr2 sample were identified as oleanolic acid and hederagenin, and glucose, arabinose and rhamnose.
Abstract: We determined the structure of main saponin which extracted from the shoot of Aralia Elata. The results were as follows. 1. The main aglycons and suger of the total saponins of Nr2 sample were identified as oleanolic acid and hederagenin, and glucose, arabinose and rhamnose. A probable new aglycon was isolated and inferred as 1, 3-methylenedioxy-3-dehydroxyoleanolic acid. 2. One compound of Fh saponin (named as Elatoside ) which was obtained first in this species was elucidated as 3-O--28-O- oleanolic acid on the basis of chemical and spectral evidence of IR, , and MS.