共查询到20条相似文献,搜索用时 31 毫秒
1.
Bogusław Wiłkomirski 《Phytochemistry》1985,24(12):3066-3067
From the flowers of Calendula officinalis five pentacyclic triterpene trihydroxyalcohols were isolated and identified as: olean-12-ene-3β,16β,28-triol, lup-20(29)ene-3β,16β,28-triol, tarax-20-ene-3β,16β,22α-triol, tarax-20-ene-3β,16β,30-triol and ursa-12-ene 3β,16β,21-triol, by chromatographic and spectroscopic means. 相似文献
2.
David E. Berry David G. Lynn Sidney M. Hecht James Campbell William S. Lynn 《Phytochemistry》1984,23(3):631-633
Maytenus nemerosa has been fractionated systematically by following the toxicity of extracts, partitioned solutions and column chromatographic fractions against cultured KB cells. Several compounds were isolated in this fashion, including 3-oxo-20(29)-lupen-30-al, β-amyrin, 29-hydroxyfriedelan-3-one, 30-hydroxy-20(29)-lupen-3-one, 30-hydroxyfriedelan-3-one and lup-20(29)-ene-3β,30-diol, as well as tingenone, 20-hydroxytingenone and galactitol. 3-Oxo-20(29)-lupen-30-al was shown to be cytotoxic for the first time; the structural basis of this cytotoxicity was investigated, in part, by bioassay of four products obtained by chemical transformation of single, isolated principles. 相似文献
3.
C. Betancor R. Freire A.G. Gonzalez J.A. Salazar C. Pascard T. Prange 《Phytochemistry》1980,19(9):1989-1993
The investigation of stems and leaves of Catha cassinoides afforded, in addition to sitosterol, β-amyrin, ursolic acid, lup-20(29)-en-3β,30-diol and friedelin, three new pentacyclic triterpenes: 30-hydroxyfriedelan-3-one, 29-hydroxyfriedelan-3-one and 3-oxo-friedelan-29-oic acid. The structures ofthese were determined by spectral studies and correlations, and were confirmed by X-ray analysis of 29-hydroxyfriedelan-3-one acetate. 相似文献
4.
Anura P. Dantanarayana N.Savitri Kumar P.Mangala Muthukuda S. Balasubramaniam 《Phytochemistry》1983,22(2):473-474
Friedelin, friedelan-3β-ol, sitosterol, α-amyrin, 6β,20-dihydroxylupan-3-one, lup-20(29)-en-3β,6β-diol, 6β,28-dihydroxylup-20(29)-en-3-one and dulcitol were isolated from the leaves of Pleurostylia opposita. The distribution of lupanes in the Celastraceae and their chemotaxonomic significance is discussed. 相似文献
5.
Lupeol, lup-(20)29-ene-2α,3β-diol and a new triterpenic alcohol olean-(13)18-ene-2β,3β-diol were isolated from the petrol extract of air dried Salvia horminum and their structures were determined. 相似文献
6.
Simon Suh Awanchiri Jovita Chi Shirri Guy Merlin Nguenang Zacharias T. Fomum Philippe Verite Jean Wandji 《Phytochemistry》2009,70(3):419-423
The air-dried stems and ripe fruit of Drypetes inaequalis Hutch. (Euphorbiaceae) were studied. Four triterpene derivatives, characterized as lup-20(29)-en-3β,6α-diol, 3β-acetoxylup-20(29)-en-6α-ol, 3β-caffeoyloxylup-20(29)-en-6α-ol and 28-β d-glucopyranosyl-30-methyl 3β-hydroxyolean-12-en-28,30-dioate along with 10 known compounds were isolated from the whole stems. One triterpene, characterized as 3α-hydroxyfriedelan-25-al along with six known compounds were isolated from the ripe fruit. Their structures were established on the basis of spectroscopic analysis and chemical evidence. The triterpenes were tested for antimicrobial activity against some Gram-positive and Gram-negative bacteria, and two of them appeared to be modestly active. 相似文献
7.
Sixteen (1-16) triterpenoidal saponins were isolated from the roots of Pulsatilla koreana, of which four were determined as the previously unknown 23-hydroxy-3β-[(O-α-L-arabinopyranosyl)oxy]lup-20(29)-en-28-oic acid 28-O-β-D-glucopyranosyl ester (1), 23-hydroxy-3β-[(O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl)oxy]lup-20(29)-en-28-oic acid 28-O-β-D-glucopyranosyl ester (2), 3β-[(O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl)oxy]lup-20(29)-en-28-oic acid 28-O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl ester (3), and 3β-[(O-α-L-rhamnopyranosyl-(1 → 2)-O-[β-D-glucopyranosyl-(1 → 4)]-α-L-arabinopyranosyl)oxy]lup-20(29)-en-28-oic acid 28-O-α-L-rhamnopyranosyl-(1 → 4)-O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl ester (4), respectively, based on spectroscopic analysis. The inhibition of the lipopolysaccharide-induced nitric oxide production of sixteen isolated compounds was evaluated in RAW 264.7 cells at concentrations ranging from 1 μM to 100 μM. 相似文献
8.
The ethanolic extract of the aerial part of Asparagus gonocladus yielded a new saponin. It was identified as lup-20(29)-en-28-oic-3-O-α-l-rhamnopyranosyl-(2 → 1)-O-β-d-glucopyranoside. 相似文献
9.
Two new triterpenoid esters (1 and 2) and eleven known compounds were isolated from the ethyl ether extract of Dendranthema morifolium (Ramat.) Tzvel. By means of chemical correlation and spectral analyses (IR, FAB-MS, 1H-NMR, 13C-NMR), compounds 1 and 2 were established as 16β, 22α-dihydroxypseudotaraxasterol-3β-O-palmitate and lup-16β, 28-dihydroxy-3β-O-palmitate. 相似文献
10.
Stefania Martucciello Maria Luisa Balestrieri Francesca Felice Charles dos Santos Estevam Antonio Euzébio Goulart Sant’Ana Cosimo Pizza Sonia Piacente 《Chemico-biological interactions》2010,183(3):450-454
Betulinic acid (BA) is a naturally occurring lupane-type triterpene which exhibits a variety of biological activities including potent cytotoxic properties. On the basis of the structural similarity to BA, two lupane derivatives namely lup-20(29)-ene-3β,30-diol (1) and lup-20(29)-ene-3β,28-diol (2), along with two friedelane derivatives, namely friedelan-3-one (3) and friedelan-3β-ol (4), isolated from the Brazilian plant Maytenus rigida, have been evaluated for their anti-proliferative effect. Similarly to BA, compounds 1 and 3 at 1 μM concentration significantly inhibited the VEGF-induced Kaposi's sarcoma (KS) cell proliferation by 50%. In contrast, this effect was not found in control endothelial cells (EC).Moreover, compounds 1 and 3 showed a dose-dependent effect on the apoptotic cell death, as detected by FACS analysis and caspase-3 assay. Specifically, at 10 μM concentration, apoptosis was significantly induced (from 45% to 55% of hypodiploid cells vs control cells) and showed the same potency order observed for the anti-proliferative effect at 1 μM, i.e., compound 3 > BA > compound 1.Taking into account the interest given rise by BA as anticancer agent, the comparable anti-proliferative activity shown by compounds 1 and 3 and BA, can give an impulse to further investigate lupane and friedelane derivatives as cytotoxic agents. 相似文献
11.
Two new triterpenoids, octanordammar- 1,11,13(17)-trien- 17-ol-3,16-dione (1) and lup- 12-en- 15α,19β-diol-3,11-dioxo-28-oic acid (4), as well as 13 known compounds were isolated from the roots of Sanguisorba officinalis L. (Rosaceae). Their structures were determined using spectroscopic methods. 相似文献
12.
The assignment of the lup-20(29)en-28-ol structure for jasminol, and subsequent synthetic proof, are shown to be insecure. 相似文献
13.
Roshan C. Carpenter Subramaniam Sotheeswaran M. Uvais S. Sultanbawa Sinnathamby Balasubramaniam 《Phytochemistry》1980,19(6):1171-1174
Five endemic species of Euphorbiaceae have been investigated. Aleuritolic acid and its derivatives were isolated from P. thwaitesii. A. cardiosperma had friedelan derivatives. The Glochidion species contained the same triterpenes, viz. glochidonol, lup-20(29)-ene-3α,23-diol and glochidiol. The bark extractives of a new Glochidion species had, in addition, glochidone and probably lup-20(29)-ene-1α,3α,23-triol. The latter is a new natural product. Glochidone was isolated for the first time outside the genus Glochidion from Bridelia moonii. 相似文献
14.
H Tomosaka H Koshino T Tajika S Omata 《Bioscience, biotechnology, and biochemistry》2001,65(5):1198-1201
Five new lupeol esters, lup-20(29)-ene-3beta-yl eicosanoate, docosanoate, tetracosanoate, hexacosanoate and octacosanoate, were isolated as a mixture from the twig bark of Japanese pear (Pyrus serotina Rehd.) cv. Shinko, together with lupeol and epifriedelinol. Their structures were determined by spectral analyses including 2D-NMR experiments. 相似文献
15.
N. Savitri Kumar P. Mangala Muthukuda Sinnathamby Balasubramaniam 《Phytochemistry》1985,24(10):2454-2455
Fourteen pentacyclic triterpenes, which included ten D:A-friedooleananes, three lup-20(29)-enes and 2α,3α-dihydroxy-olean-12-en-28-oic acid, were isolated from the stem bark extract of Euonymus revolutus. 相似文献
16.
The bark of Pterocarpus santalinus has been found to contain β-amyrone, lupenone, epi-lupeol, lupeol, sitosterol and a new lupene diol whose constitution has been established as lup-(20)29-en-2α,3α-diol. 相似文献
17.
Three new triterpenoids, 3beta-acetoxy-27-[(E)-cinnamoyloxy]lup-20(29)-en-28-oic acid methyl ester (1), 3beta-acetoxy-27-[(4-hydroxybenzoyl)oxy]lup-20(29)-en-28-oic acid (2), and 3beta-acetoxy-27-[(4-hydroxybenzoyl)oxy]olean-12-en-28-oic acid methyl ester (3), together with nine known triterpenoids, 4-12, were isolated from the root bark of Helicteres angustifolia. The structures of these compounds were established on the basis of spectroscopic methods including 2D-NMR experiments. All twelve compounds were tested for their cytotoxic activities against human colorectal cancer (COLO 205), human hepatoma (Hep G2), and human gastric cancer (AGS) cell lines in vitro. Among them, compounds 2, 3, 3beta-O-[(E)-coumaroyl]betulinic acid (6), and pyracrenic acid (7) showed significant cytotoxic activities against human cancer cells COLO 205 and AGS. 相似文献
18.
Hossam M. Abdallah Shahira M. Ezzat Riham Salah El Dine Essam Abdel-Sattar Ashraf B. Abdel-Naim 《Phytochemistry letters》2013,6(1):73-78
Phytochemical investigation of the flowering aerial parts of Echinops galalensis (Asteraceae) led to the isolation of a new taraxasteryl triterpene, 3β-acetoxy-taraxast-12, 20(30)-diene-11α-21α-diol (1), together with nine known metabolites, α-amyrin (2), β-sitosterol (3), erythrodiol (4), lup-20(29)-ene-1,3-diol (5), 1,5-dicaffeoylquinic acid (6), 3,5-dicaffeoylquinic acid (7), 3,4-dicaffeoylquinic acid (8), 4,5-dicaffeoylquinic acid (9) and apigenin-7-O-β-d-glucoside (10). The structure of the new compound was determined by comprehensive analyses of their 1D and 2D NMR, mass spectral (HR-EI) data and comparison with previously known analogs. The effect of the methanol extract of E. galalensis, its fractions as well as compounds (1–10) on human hepatoma cell line (Huh7) was evaluated according to aspartate aminotransferase (AST), alanine transaminase (ALT), superoxide dismutase (SOD) activities and malondialdehyde (MDA) level before and after exposure of the cells to carbon tetrachloride (CCl4). It was found that pre-treatment of human hepatoma cell line (Huh7) with the tested samples (100 μg/ml) prior to CCl4 challenge protected against cell injury. The protective effect of E. galalensis was suggested to be mediated, at least partly, by its antioxidant activity. 相似文献
19.
O. B. Flekhter N. I. Medvedeva G. A. Tolstikov O. V. Savinova E. I. Boreko F. M. Dolgushin 《Russian Journal of Bioorganic Chemistry》2009,35(1):118-122
The Beckman rearrangement of carboxy- and alkyloxycarbonylalkylamides of 3-hydroxyiminobetulonic acid led to derivatives of 3a-homo-4-aza-3-oxolup-20(29)-ene and 3,4-seco-2-cyanolupa-4(23),20(29)-diene. An X-ray analysis showed methyl 3-(N-acetoximino)lup-20(29)-enoate is the E-isomer. The compounds synthesized exhibited inhibiting activity toward the reproduction of flu A virus in cell culture. 相似文献
20.
Henry W. Kircher 《Phytochemistry》1980,19(12):2707-2712
Twelve triterpenes in the lup-20(29)-ene and olean-12-ene series have been isolated from the triterpene glycoside and lipid fractions of organ pipe cactus. Physical properties and chromatographic mobilities of these compounds and some of their derivatives are given and they are arranged in a biosynthetic scheme based on degree of oxidation. Betulinic and oleanolic aldehydes, two of the cactus triterpenes, were also synthesized and fully characterized. 相似文献