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1.
Steroidal glycosides from the bulbs of Camassia leichtlinii and their cytotoxic activities. 总被引:2,自引:0,他引:2
M Kuroda Y Mimaki F Hasegawa A Yokosuka Y Sashida H Sakagami 《Chemical & pharmaceutical bulletin》2001,49(6):726-731
Phytochemical analysis of the bulbs of Camassia leichtlinii (Liliaceae) resulted in the isolation of six new spirostanol saponins, a new furostanol saponin, a cholestane glucoside, and four known steroidal saponins. The structures of the new saponins were determined by detailed analysis of their spectral data, including two-dimensional NMR spectroscopy, and by the results of hydrolytic cleavage. Cytotoxic activities of the isolated compounds against human oral squamous cell carcinoma (HSC-2) cells and normal human gingival fibroblasts (HGF) are also reported. 相似文献
2.
Further search for cytotoxic compounds contained in the bulbs of Galtonia candicans (Liliaceae) led to the isolation of four potent cytotoxic cholestane glycosides (1-4) based upon 3beta,16beta,17alpha-trihydroxycholest-5-en-22-one, three of which (2-4) have not been reported previously. A new cholestane bisdesmoside (5) and a new rearranged cholestane glycoside (6) were also isolated. The structural assignment of the new constituents was carried out by spectroscopic analysis and a few chemical transformations. 相似文献
3.
Hung TM Cuong TD Dang NH Zhu S Long PQ Komatsu K Min BS 《Chemical & pharmaceutical bulletin》2011,59(1):129-131
Two new flavonoid glycosides, (1, 2), and eleven known compounds, (3-13), were isolated from from a 70% EtOH extract of the leaves of Chromolaena odorata (Asteraceae). Their structures were elucidated by 1D and 2D NMR spectroscopic interpretation as well as by chemical studies. The newly isolated compounds were tested in vitro for their cytotoxic activities against the LLC and HL-60 cancer cell lines. Compound 1 showed cytotoxicity against LLC and HL-60 cancer cell lines with IC(50) values of 28.2 and 11.6 μM, respectively. Compound 2 exhibited significant cytotoxic activity in the inhibition of HL-60 cancer cell lines with IC(50) value of 10.8 μM. 相似文献
4.
Two spirostanol saponins, one of which was a new compound, were isolated among the steroidal glycosides of Allium cyrillii Ten. Bulbs. The structures of these glycosides were established using chemical and spectral analytical methods as β-D-glycopyranosyl-(1 → 2)-[β-D-xylopyranosyl-(1 → 3)]-β-D-glucopyranosyl-(1 → 4)β-D-galactopyranosyl-(1 → 3)-(25R)-5α-spirostan-2α,3β-diol and β-D-glucopyranosyl-(1 → 2)-[4-O-(3hydroxy-3-methylglutaryl)-β-D-xylopyranosyl-(1 → 3)]-β-D-glucopyranosyl-(1 → 4)-β-D-galactopyranosyl(1 → 3)-(25R)-5α-spirostan-2α,3β-diol. 相似文献
5.
6.
Cycloartane glycosides from the rhizomes of Cimicifuga racemosa and their cytotoxic activities 总被引:3,自引:0,他引:3
Phytochemical analysis of the rhizomes of Cimicifuga racemosa (Ranunculaceae) resulted in the isolation of twelve cycloartane glycosides (1--12), including four new ones (4--6, 12). The structures of the new compounds were determined by spectroscopic analysis, including two-dimensional (2D) NMR data, and chemical methods. The isolated compounds were evaluated for their cytotoxic activities against human oral squamous cell carcinoma (HSC-2) cells and normal human gingival fibroblasts (HGF). 相似文献
7.
Ono M Toyohisa D Morishita T Horita H Yasuda S Nishida Y Tanaka T Okawa M Kinjo J Yoshimitsu H Nohara T 《Chemical & pharmaceutical bulletin》2011,59(11):1348-1354
Three new norlanostane-type triterpene glycosides, scillanostasides A, B, and C, and two new lanostane-type triterpene glycosides, scillanostasides D and E, were isolated from the bulbs of Scilla scilloides Druce (Liliaceae) along with one known norlanostane-type triterpene heptaglycoside, scillascilloside G-1. Their chemical structures were determined on the basis of spectroscopic data as well as chemical evidence. 相似文献
8.
Salar Hafez Ghoran Soodabeh Saeidnia Esmaeil Babaei Fumiyuki Kiuchi Hidayat Hussain 《Natural product research》2016,30(11):1309-1314
The phytochemical investigation of Scilla persica HAUSSKN bulbs led to the isolation of a novel homoisoflavonoid that named Scillapersicene (1) and identified as 3-(3′,4′-dihydroxybenzylidene)-8-hydroxy-5,7-dimethoxychroman-4-one along with five known homoisoflavonoids 2–6, whose structures were elucidated using HRFAB-MS, 1D and 2D NMR spectroscopic data. The known compounds were identified as 3-(3′,4′-dihydroxybenzyl)-5,8-dihydroxy-7-methoxychroman-4-one (2), 3,9-dihydro-autumnalin (3), autumnalin (4), 3-(3′,4′-dihydroxybenzylidene)-5,8-dihydroxy-7-methoxychroman-4-one (5) and scillapersicone (6). All compounds obtained, expect 2 and 4, showed strong cytotoxic activity against AGS cell line. The toxicity on AGS cell line was measured by 1, 3, 5 and 6 with IC50 values of 8.4, 30.5, 10.7 and 24.2 μM, respectively. In addition, the physico-chemical properties of these natural compounds were optimised using density functional method (B3LYP) with standard 6-311+G* basis set. These natural products have low-energy gaps between the first ionisation potentials and highest occupied molecular orbital. In conclusion, the low-energy gap could cause reason for cytotoxic activity of homoisoflavonoids. 相似文献
9.
The isolation of four novel acylated flavonoid glycosides from the roots of Saussurea lappa and their identification using a combination of 1D and 2D NMR and mass spectrometry is described. The in vitro antifungal and antibacterial activities of the isolated compounds and their mixture were tested on nine fungal and four bacterial strains, using the microdilution method. The compounds and mixture showed moderate to high antifungal activity against most of the fungi tested, compared to a miconazole standard, while only one compound and the mixture showed antibacterial activity against all strains tested. 相似文献
10.
Three new phenylethanoid glycosides, incanoside C, incanoside D and incanoside E were isolated together with one known glycoside, beta-D-fructofuranosyl-alpha-D-(6-O-[E]-sinapoyl) glucopyranoside from the whole plant of Caryopteris incana (THUNB.) Miq. On the basis of chemical and spectral analyses, the structures of the new compounds were elucidated to be 1-O-(3,4-dihydroxyphenyl)ethyl-O-beta-D-glucopyranosyl(1-->2)-alpha-L- rhamnopyranosyl(1-->3)-4-O-feruloyl-beta-D-glucopyranoside (incanoside C), 1-O-(3-hydroxy-4-methoxyphenyl)ethyl-O-beta-D-glucopyranosyl(1-->2)-alph a-L- rhamnopyranosyl(1-->3)-4-O-feruloyl-beta-D-glucopyranoside (incanoside D) and 1-O-(3methoxy-4-hydroxyphenyl)ethyl-O-beta-D-glucopyranosyl(1-->2) -alpha-L- rhamnopyranosyl(l-->3)-4-O-feruloyl-beta-D-glucopyranoside (incanoside E). The three new phenylethanoid glycosides exhibited radical scavenging activities against DPPH radical and inhibitory activities against the oxidation of linoleic acid. 相似文献
11.
Yuan-Yuan Zhou Shuang Guo Ying Wang Hong-Juan Song Hui-Rui Gao Xiao-Juan Zhang 《Natural product research》2020,34(13):1805-1813
AbstractFive new α-tetralone glycosides, juglanbiosides A-E (1–5), together with an α-tetralone derivative (15) and nine known 1,4-naphthoquinones (6–14) were isolated from the 95% EtOH extract of green walnut husks of Juglans mandshurica Maxim. Their structures were elucidated by comprehensive spectroscopic methods (1H, 13C NMR, DEPT, HSQC, HMBC, CD, HR-ESI-MS). In vitro cytotoxicities of all the isolated compounds were evaluated against BGC-823, HCT-15 and K562 cancer cell lines. 相似文献
12.
Jicheng Shu Linyu Li Meng Zhou Jiangli Yu Caiying Peng Feng Shao 《Natural product research》2018,32(15):1760-1768
Three new flavonoid glycosides, 2(S)-5-hydroxy-6,8-dimethoxyflavonone-7-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside (1), 5-hydroxy-3,8-dimethoxyflavone-7-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside (2) and 3,7-dihydroxy-8-methoxyflavone-6-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside (3), together with five known flavonoids (4–8) were isolated from the roots of Smilax glabra Roxb. Their structures were elucidated on the basis of chemical and spectral evidence, as well as by comparison with literature data. Three new flavonoids were subjected to evaluate anti-inflammatory activity. Compounds 1–3 inhibited the NF κB induction by 32.2, 55.8 and 61.7%, respectively. 相似文献
13.
Mariana G. Aguilar Fernanda C. G. Evangelista Adriano P. Sabino Sidney A. Vieira Filho Lucienir P. Duarte 《Natural product research》2020,34(6):810-815
AbstractFriedelan-3-one (1) and friedelane-3,16-dione (2) isolated from leaves and branches of Maytenus robusta Reissek were subjected to structural modifications via nucleophilic addition to the carbonyl group and Baeyer-Villiger oxidation in order to synthesize potential cytotoxic compounds. The oximes friedelane-3-hydroxyimino (3) and 3-hydroxyiminofriedelan-16-one (4) together with the lactones friedelane-3,4-lactone (5) and 3,4-lactonefriedelan-16-one (6) were characterized by IR and NMR spectroscopic analyses. Compounds 4 and 6 are reported for the first time. Cytotoxic screening via MTT assay in human leukemia cell lines (THP-1 and K562) demonstrated no significant improvement of compounds 3-6 when compared to the starting materials. Only compounds 3 and 5 demonstrated an improvement against K562 cells. However, the same assay on ovarian and breast cancer cell lines (TOV-21G and MDA-MB-231) showed a reduction in the IC50 for compounds 4-6, indicating that ring A modifications may enhance the biological potential. 相似文献
14.
Shan Yu Jun-Jiang Lv Jian-Qiang Zhao Yan Li Dong Wang Chong-Ren Yang 《Natural product research》2016,30(4):419-425
During the process of exploring bioactive lead compounds from Phyllanthus species, two new glycosides including an arylnaphthalene lignan, diphyllin 4-O-α-l-arabinopyranosyl-(1 → 3)-α-l-arabinopyranoside (1), and a phenolic compound, 3,4,5-trimethoxybenzyl alcohol 7-O-α-l-arabinofuranosyl-(1 → 6)-β-d-glucopyranoside (2), were isolated from the methanol extract of the whole plants of Phyllanthus glaucus Wall. ex Müll. Arg. In addition, 31 known compounds, including 19 lignan derivatives (3–21), four phenylpropanoids (22–25), seven simple phenolics (26–32) and one monoterpenoid (33) were obtained. Their structures were determined on the basis of the HR-ESI-MS, 1D and 2D NMR spectroscopic analysis, and pre-column derivative/chiral HPLC analysis in case of 1 for the absolute configurations. All these compounds were obtained from P. glaucus for the first time. Moreover, the known lignan glycoside, phyllanthusmin C (5) showed in vitro cytotoxicities against HL-60, MCF-7 and SW480 cells with IC50 values of 9.2 ± 0.2, 19.2 ± 1.7 and 20.5 ± 0.9, respectively. 相似文献
15.
16.
En-Guang Ma Hai-Yan Wu Li-Jiao Hu Min Wei Lin-Yun Mou 《Natural product research》2020,34(13):1827-1835
AbstractThree new phenylacetamide glycosides (1–3) together with one known phenylacetamide glycoside (4) and two known flavonoid glycosides (5–6) were isolated from whole plants of Dracocephalum tanguticum. The structure of all compounds were elucidated based on spectroscopic data analysis and comparison with data reported in related literature. Compounds (1–3) were evaluated for their anti-hyperglycemic and anti-fungal (Candida albicans) activities, the results revealed that all of them showed moderate activity with 3T3-L1 adipocytes glucose consumption rate of 20.80?±?1.47%, 21.48?±?2.44%, and 21.57?±?1.35%, respectively at the final concentration of 25?μM. However, none of them showed obvious Candida albicans inhibitory activity. 相似文献
17.
I. F. Makarevich I. S. Terno T. V. Slyusarskaya S. N. Petrova L. Ya. Topchii A. A. Shepel' 《Chemistry of Natural Compounds》1990,26(6):661-663
Digitoxigenin, digitoxin, D-xylose and L-rhamnose have been used as the starting materials for the synthesis of the new cardiac
glycosides: digitoxigenin 3-O-β-D-xylopyranoside and digitoxin 4‴-O-α-L-rhamnopyranoside. It has been established that the
compounds obtained possess comparatively high biological activities.
All-Union Scientific-Research Institute of Drug Chemistry and Technology. Khar'kov Pharmaceutical Institute. Translated from
Khimiya Prirodnykh Soedinenii, No. 6, pp. 776–779, November–December, 1990. 相似文献
18.
I. F. Makarevich I. S. Terno T. V. Slyusarskaya S. N. Petrova L. Ya. Topchii A. A. Shepel' 《Chemistry of Natural Compounds》1991,26(6):661-663
Digitoxigenin, digitoxin, D-xylose and L-rhamnose have been used as the starting materials for the synthesis of the new cardiac glycosides: digitoxigenin 3-O--D-xylopyranoside and digitoxin 4-O--L-rhamnopyranoside. It has been established that the compounds obtained possess comparatively high biological activities.All-Union Scientific-Research Institute of Drug Chemistry and Technology. Khar'kov Pharmaceutical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 776–779, November–December, 1990. 相似文献
19.
Two new polyhydroxylated triterpenoids were isolated from the acetone extract of the aerial parts of Salvia urmiensis Bunge. Their structures were elucidated by 1D and 2D NMR and HR-ESI-MS analyses as olean-12-ene-1β,3β,11α,22α-tetraol (1) and urs-12-ene-1β,3β,11β,22α-tetraol (2). The effect of these compounds on cell viability of MCF-7 cells was investigated by the MTT assay. Compounds 1 and 2 showed weak cytotoxicity with IC50 values of 110.23 ± 0.12 and 88.35 ± 0.09 μM, respectively. 相似文献
20.
Kuroda M Yokosuka A Kobayashi R Jitsuno M Kando H Nosaka K Ishii H Yamori T Mimaki Y 《Chemical & pharmaceutical bulletin》2007,55(8):1240-1244
Cytotoxicity-guided fractionation of the 80% EtOH extract of Tithonia diversifolia has resulted in the isolation of twelve sesquiterpenoids (1-12), including three new ones (4, 10, 12), and three known flavonoids (13-15). The structures of the new compounds were determined by analysis of their spectroscopic data. The isolated compounds showed cytotoxic activity against HL-60 leukemia cells with IC(50) values ranging from 0.13 to 13.0 microM, when etoposide used as a positive control gave an IC(50) value of 0.43 microM. The cancer growth inhibitory property of 9, the main cytotoxic compound in T. diversifolia, was examined using a disease-oriented panel composed of 39 human cancer cell lines in the Japanese Foundation for Cancer Research. 相似文献