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1.
Quassinoids from Eurycoma harmandiana. 总被引:1,自引:0,他引:1
Three quassinoids, iandonosides A and B and iandonone, were isolated from the root of Eurycoma harmandiana, along with five known quassinoids, casteloside B, 13 beta, 21-dihydroeurycomanone, chaparrinone, glaucarubolone and ailanquassin B as well as the coumarin, scopoletin. The structural elucidations were based on analyses of spectroscopic data. 相似文献
2.
Quassinoids from Eurycoma longifolia 总被引:2,自引:0,他引:2
Three quassinoids, eurycolactone D (1), eurycolactone E (2) and eurycolactone F (3) were isolated from the roots of Eurycoma longifolia Jack. The structures of 1-3 were elucidated by spectroscopic methods, and that of 3 was further confirmed by X-ray crystallography. The known quassinoids, laurycolactone B (4) and eurycomalactone (5) were also identified. 相似文献
3.
Quassinoids from the leaves of the Madagascan Simaroubaceae Samadera madagascariensis 总被引:1,自引:0,他引:1
An investigation of the leaves of the Madagascan Simaroubaceae Samadera madagascariensis has yielded three C18 quassinoids, 5beta,6-dihydrosamaderine A, 2-chlorosamaderine A, and samaderolactone A, and a C19 quassinoid, 3,4beta-dihydrosamaderine C, together with the known quassinoids samaderine A, samaderine B, and cedronin. The compounds isolated displayed little or no anti-tumour activity. 相似文献
4.
Quassinoid glucosides, javanicosides I, J, K and L, were isolated from the seeds of Brucea amarissima (Lour.) Desv. ex B. A. Gomes (Simaroubaceae), along with two known quassinoids, i.e. bruceins D and E, and seven known quassinoid glucosides, yadanziosides B, C, E, I and K, bruceoside B and yadanzigan. Their structures were elucidated by analysis of the spectral data and chemical evidence. 相似文献
5.
Canthin-6-one, scopoletin, undulatone and two new quassinoids, 15-desacetylundulatone and 6α-tigloyloxyglaucarubol were isolated from Hannoa klaineana roots; quassinoids were obtained in high yields from this plant material. 相似文献
6.
Quassinoids from the twigs and thorns of Castela polyandra 总被引:2,自引:0,他引:2
The structures of six new C20 quassinoids and one new C19 quassinoid, all isolated from the twigs and thorns of Castela polyandra, were established by a combination of spectroscopic and single-crystal X-ray analysis. Five known quassinoids and one known sterol were also identified. 相似文献
7.
From Picrasma javanica, five new quassinoid glucosides, javanicinosides D-H, together with known quassinoids, neoquassin and picrasin A and triterpenoids, hispidol A and lanosta-7,24-dien-3-one were isolated. The structures have been determined by spectral analysis and chemical evidence. 相似文献
8.
Seven quassinoids including a new 12-epi-11-dehydroklaineanone were isolated from the leaves of Eurycoma longifolia (Simaroubaceae) as plant growth inhibitors or related compounds. The strongest activity was found in 14,15beta-dihydroxyklaineanone. 相似文献
9.
《Bioorganic & medicinal chemistry letters》2014,24(16):3835-3840
Eurycoma longifolia has been widely used for various traditional medicinal purposes in South-East Asia. In this study, five new quassinoids, eurylactone E (1), eurylactone F (2), eurylactone G (3), eurycomalide D (4), and eurycomalide E (5), along with ten known quassinoids (6–15) were isolated from the roots of E. longifolia. Their structures were determined by extensive spectroscopic methods, including 1D and 2D NMR, and MS spectra data. Among the isolated compounds, 13β-methyl,21-dihydroeurycomanone (6) has been reported as a synthetic derivative. However, it was isolated from the natural product for the first time in this study. The cytotoxic activities of fifteen compounds were evaluated against human lung cancer cell line, A549 and human cervical cancer cell line, HeLa. 相似文献
10.
《Phytochemistry》1986,26(1):317-319
Two new quassinoids (klaineanolides A and B) were isolated from the root bark of Hannoa klaineana and their structures elucidated by X-ray diffraction and spectroscopic methods. Two coumarinolignoids (cleomiscosins A and B) were also identified. 相似文献
11.
Yan Wang Wen-Jing Wang Chang Su Dong-Mei Zhang Li-Peng Xu Rong-Rong He Lei Wang Jian Zhang Xiao-Qi Zhang Wen-Cai Ye 《Bioorganic & medicinal chemistry letters》2013,23(3):654-657
Two new quassinoids, altissinol A (1) and B (7), together with 12 known quassinoids, were isolated from the 95% ethanol extract of the barks of Ailanthus altissima. The structures of the new compounds (1 and 7) were determined on the basis of the spectroscopic methods including UV, IR, HR-ESI-MS, 1D and 2D NMR. The cytotoxic potential of all isolates were evaluated in vitro against three human hepatoma cell lines. Quassinoids 1–7 displayed potent cytotoxic activities against human hepatoma Hep3B and HepG2 cell lines. Interestingly, compounds 2, 3, and 5 exhibited cytotoxic activity against multidrug resistance HepG2/ADM cell line with IC50 value 4.3-fold more sensitive to Doxorubicin (DOX). 相似文献
12.
From the roots of Eurycoma longifolia, used as an Indonesian folk medicine, two highly oxygenated quassinoids, named eurycomanone and eurycomanol were isolated. The structures of both new bitter principles were elucidated by NMR, MS, UV and IR. 相似文献
13.
Four semi-synthetic and fourteen quassinoids were tested for their antifeedant and insecticidal activity against 3rd instar larvae of the diamondback moth (Plutella xylostella). In this quassinoid series, isobrucein-B was the most potent compound in both assays. Chemical conversion of the methoxy and/or methylenedioxy groups in the A and C rings to hydroxy groups among these quassinoids resulted in decreased activity. 相似文献
14.
A Pierré M Robert-Géro C Tempête J Polonsky 《Biochemical and biophysical research communications》1980,93(3):675-686
The effects of eleven quassinoids on Rous sarcoma virus induced cell transformation and on growth of normal cells were examined. At concentrations of 0.15-1 μg/ml they inhibited foci formation (76–99 %) without toxic effects on normal cells. The most active compounds also affected virus production by transformed cells. In intact normal and transformed cells, protein and DNA synthesis was equally affected after 3 hours of exposure to quassinoids of both cell types. RNA synthesis was not inhibited. This study has shown that the structural requirement of a C-15 ester in the quassinoids for antileukemic activity and is not essential for their antitransforming activity. 相似文献
15.
Qin-Tao Zhou Peng-Yun Yang Quan-Yu Yang Wen-Hui Pang Xiao-Li Li Xing-Jie Zhang Rui-Han Zhang Wei-Lie Xiao 《化学与生物多样性》2023,20(3):e202201171
One new alkaloid, picrasine A, two new quassinoids, picralactones A−B, together with eleven known compounds were isolated from Picrasma chinensis P.Y. Chen. The structures of these compounds were determined using 1D and 2D NMR, HR-ESI-MS, and IR spectroscopic data, and by comparison with published data. Some compounds were tested for tyrosinase inhibiting activity, however, none of them exhibited strong inhibitory effects. 相似文献
16.
鸦胆子抗肿瘤活性成分的化学研究 总被引:6,自引:0,他引:6
从苦木科植物鸦胆子[Brucea javanica(L.)Merr]干躁果实的硅胶干柱柱层析所得的活性部位中经层析分离得到7个四环三萜苦木内酯成份(A,B,C,D,E,F,G),经UV,IR,~1H-NMR,~(13)C-NMR等方法鉴定分别为鸦胆苦醇(Brusatol A),双氢鸦胆苦醇(Dihydrobrusatol,B),鸦胆因B(Bruceine B,C),鸦胆因D(Bruceine D,D),鸦胆因H(Bruceine H,E),鸦胆子甙A(Bruceoside A,F)和双氢鸦胆子甙A(Yadanzioside A,G)。据报道,鸦胆苦醇和鸦胆子甙A具有较强的抗肿瘤活性。 相似文献
17.
Simaroubaceae family belongs to the order Sapindales, which in turn is part of Eurosides II (APG IV). It consists of 23 genera: Ailanthus; Amaroria; Brucea; Castela; Eurycoma; Gymnostemon; Hannoa; Holacantha; Homalolepsis; Iridosma; Laumoniera; Leitneria; Nothospondias; Odyendeya; Perriera; Picrasma; Picrolemma; Pierreodendron; Quassia; Samadera; Simaba; Simarouba; Soulamea. Over the years, the classification of Simaroubaceae has changed and there is still a lot to evolve in this direction since there are still not many studies on some of its genera. In this sense, the present work discusses the chemistry of Simaroubaceae through the micromolecular chemical data, evolutionary indexes and chemometric analysis in order to assess affinities between its genera. The chemistry of this family is diverse and includes quassinoids, alkaloids, triterpenes, flavonoids, simple phenolics, coumarins, lignans and quinones. In addition to presenting specificity, quassinoids and alkaloids are prevalent among the substances already identified in the family and can be considered the chemical markers of it. Quassionoids are degraded triterpenes and can be classified as c25, c22, c20, c 19 and c18; c20 being the most common type in the family. The alkaloids already isolated in Simaroubaceae are predominantly beta-carboline and canthinone, both originating from the amino acid tryptophan. The evolutionary indexes calculated for the chemical markers showed great variation between the genera of Simaroubaceae and showed no correlation among them. The chemometric analysis positioned Simaroubaceae close to Rutaceae within the order Sapindales and, among the genera, alkaloids and quassinoids were very important for their distribution in Simaroubaceae considering the evolutionary proximity, corroborating their selection as chemical markers. 相似文献
18.
Chua LS Amin NA Neo JC Lee TH Lee CT Sarmidi MR Aziz RA 《Journal of chromatography. B, Analytical technologies in the biomedical and life sciences》2011,879(32):3909-3919
A number of three LC-MS/MS hybrid systems (QTof, TripleTof and QTrap) has been used to profile small metabolites (m/z 100-1000) and to detect the targeted metabolites such as quassinoids, alkaloids, triterpene and biphenylneolignans from the aqueous extracts of Eurycoma longifolia. The metabolite profiles of small molecules showed four significant clusters in the principle component analysis for the aqueous extracts of E. longifolia, which had been collected from different geographical terrains (Perak and Pahang) and processed at different extraction temperatures (35°C and 100°C). A small peptide of leucine (m/z 679) and a new hydroxyl methyl β-carboline propionic acid have been identified to differentiate E. longifolia extracts that prepared at 35°C and 100°C, respectively. From the targeted metabolites identification, it was found that 3,4?-dihydroeurycomanone (quassinoids) and eurylene (squalene-type triterpene) could only be detected in the Pahang extract, whereas canthin-6-one-3N-oxide could only be detected in the Perak extract. Overall, quassinoids were present in the highest concentration, particularly eurycomanone and its derivatives compared to the other groups of metabolites. However, the concentration of canthin-6-one and β-carboline alkaloids was significantly increased when the roots of the plant samples were extracted at 100°C. 相似文献
19.
Multidrug-resistant cancer cell susceptibility to cytotoxic quassinoids, and cancer chemopreventive effects of quassinoids and canthin alkaloids 总被引:3,自引:0,他引:3
Murakami C Fukamiya N Tamura S Okano M Bastow KF Tokuda H Mukainaka T Nishino H Lee KH 《Bioorganic & medicinal chemistry》2004,12(18):4963-4968
Twenty-three quassinoids (1-23), which were isolated previously from Simaroubaceous plants, were evaluated for cytotoxicity against three multidrug-resistant cancer cell lines, KB-VIN, KB-7d, and KB-CPT. Nine compounds (2-7 and 9-11) showed significant cytotoxicity in all three cell lines. Compounds 1, 12-14, 17, and 20 demonstrated significant activity against the KB-7d and KB-CPT cell lines, and compounds 18, 19, and 23 revealed notable activity only against KB-7d cells. Structure-activity relationships were drawn based on these data. In addition, six quassinoid derivatives (24-29) and four canthin alkaloids (30-33), which were isolated from Brucea antidysenterica, were examined for their inhibitory effects on 12-O-tetradecanoylphorbol-13-acetate (TPA) induced Epstein-Barr virus early antigen (EBV-EA) activation as cancer chemopreventive agents. All of these compounds demonstrated significant inhibitory effects against EBV-EA activation. 相似文献
20.
《Bioscience, biotechnology, and biochemistry》2013,77(2):244-246
The antifeedant and insecticidal activities of sixteen quassinoids against 3rd instar larvae of the diamondback moth (Plutella xylostella) were compared with those of known insect antifeedant chlordimeform (1), and the structure-activity relationship was discussed. The insecticidal activity of quassin (2) was higher than that of 1, although its antifeedant activity was nearly the same as that of the reference compound. 相似文献