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1.
Two new 5-O-glucosylflavones, 5-O-β-d-glucopyranosyl cirsimaritin (1) and 5, 4′-O-β-d-diglucopyranosyl cirsimaritin (2), four known flavonoids, cirsimarin (3), cirsimaritin (4), salvigenin (5), 4′, 5-dihydroxy-7-methoxyflavone (6), and a norisoprenoid, vomifoliol (7), have been isolated from the aerial parts of Microtea debilis. All isolates were tested for cytotoxicity in human cancer cell lines (Hep G2, COLO 205, and HL-60) and anti-inflammatory activities in LPS-treated RAW264.7 macrophages. Compound 6 was found to be a potent inhibitor to nitrite production in macrophages. Compounds 2, 4, 6, and 7 showed moderate anti-proliferative activity against COLO-205 cells with IC50 values of 7.1, 13.1, 6.1, and 6.8 μM, respectively.  相似文献   

2.
Phytochemical investigation of Dodecadenia grandiflora leaves led to the isolation and identification of three phenolic glycosides, designated 1-[(4′-O-(E)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (1), 1-[(6′-O-(E)-p-coumaroyl)-β-d-glucopyranosyl]-oxy-2-phenol (2) and 1-[O-β-d-glucopyranosyl(1→2)-β-d-glucopyranosyl]-oxy-2-phenol (3), along with nine known compounds. Compounds 1, 2, 5 and 9 exhibited significant glucose-6-phosphatase inhibitory activity (63.7, 66.9, 82.9 and 85.4%) with IC50 values of 88.5, 81.0, 51 and 50 μM respectively. On the basis of biological results, a structure–activity relationship has been discussed.  相似文献   

3.
Studies on the chemical constituents of leaves of Camellia oleifera Abel. led to the isolation of 3 new bibenzyl glycosides. Their structures have been elucidated as 1-(3′,5′-dihydroxy)phenyl-2-(4″-O-β-D-glucopyranosyl)phenylethane (1), 1-(3′,5′-dimethoxy)phenyl-2-(4″-O-β-D-glucopyranosyl)phenylethane (2) and 1-(3′,5′-dimethoxy)phenyl-2-[4″-O-β-D-glucopyranosyl(6→1)-O-α-L-rhamnopyranosyl]phenylethane (3) through spectral studies including HR-ESI-MS, 1H NMR, 13C NMR and 2D NMR experiments. All the above 3 bibenzyl glycosides showed cytotoxic activities to Hela and hep2 cell lines.  相似文献   

4.
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5.
The bulbs of Ledebouria floribunda (Baker) Jessop have yielded two novel compounds, 7-O-[α-rhamnopyranosyl-(1→6)-β-glucopiranosyl]-5-hydroxy-3-(4-methoxybenzyl)-chroman-4-one (1) and 7-O-[α-rhamnopyranosyl-(1→6)-β-glucopiranosyl]-5-hydroxy-3-(4′-hydroxybenzyl)-chroman-4-one (2) along with five other known compounds, 5,7-dihydroxy-3-(4′-methoxybenzyl)-chroman-4-one or 3,9-dihidroeucomin (3), 5,7-dihidroxy-6-methoxy-3-(4′-methoxybenzyl)-chroman-4-one (4), 5,7-dihidroxy 3-(4′-hydroxybenzyl)-chroman-4-one or 4,4′-demethyl-3,9-dihydropuctatin (5), 5,7-dihidroxy-3-(4′-hydroxybenzyl)-6-methoxy-chroman-4-one or 3,9-dihydroeucomnalin (6) and 7-hydroxy-3-(4′-hydroxybenzyl)-5-methoxy-chroman-4-one (7). Their structures were elucidated by spectra analysis. The seven homoisoflavanones were found to be antioxidant against DPPH radical and β-carotene/linoleic acid system.  相似文献   

6.
Six flavonol glycosides, compounds 1-3 from A. burnatii Gáyer and 4-6 from A. variegatum L., were obtained from their methanol extracts of aerial parts. The identified structures were quercetin 3-O-β-d-glucopyranoside-7-O-(6-E-p-coumaroyl)-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranoside (1), quercetin 3-O-β-d-glucopyranoside-7-O-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranoside (2), quercetin 3-O-β-d-glucopyranoside-7-O-(6-E-caffeoyl)-β-d-glucopyranosyl-(1 → 3)-α-l-rhamnopyranoside (3), kaempferol 3-O-β-d-galactopyranoside-7-O-α-l-arabinopyranoside (4), quercetin 3-O-β-d-glucopyranoside (5), and kaempferol 3-O-β-d-glucopyranoside (6). Compounds 1, 2 and 4 were isolated for the first time. The antioxidant potential of the methanol extracts and pure compounds was tested with different assays.  相似文献   

7.
Zeng X  Wang Y  Qiu Q  Jiang C  Jing Y  Qiu G  He X 《Fitoterapia》2012,83(1):104-109
This study investigated the antioxidant and cytotoxic activity of the phenolics isolated from the fruits of Livistona chinensis. Four new compounds, 1-{ω-isoferul[6- (4-hydroxybutyl)pentadecanoic acid]}-glycerol (1), E-[6′-(5″-hydroxypentyl)tricosyl]-4-hydroxy-3-methoxycinnamate (2), 2-(3′-hydroxy-5′-methoxyphenyl)-3-hydroxylmethyl-7-methoxy-2,3-dihydrobenzofuran-5- carboxylic acid (3), 7-hydroxy-5,4′-dimethoxy-2-arylbenzofuran (4), together with eleven known phenolics (5-15), were isolated and identified. Among these compounds, 1-4, 5-O-caffeoylshikimic acid (5), caffeic acid (7), and 3-O-caffeoylshikimic acid (8) showed potent antioxidant activity. 1-5, and 8 showed potent antiproliferative activities with IC50 values among 5-150 μM against HepG2 human liver cancer, HL-60 human myeloid leukemia, K562 human myeloid leukemia, and CNE-1 human nasopharyngeal carcinoma cell lines. On the basis of these findings, it could be proposed that the fruits of L. chinensis may serve as attractive mines of powerful anticancer and antioxidant agents for various purposes.  相似文献   

8.
Three new germacrane sesquiterpenes (1), (2), (3), along with eleven known sesquiterpenes, namely, tirotundin-3-O-methyl ether (4), deacetylvguiestin (5), 1β-hydroxydiversifolin-3-O-methyl ether (6), tagitinin C (7), 1β-hydroxytirotundin-3-O-methyl ether (8), 1β-hydroxytirotundin-1,3-O-dimethyl ether (9), tagitinin F-3-O-methyl ether (10), tagitinin F (11), tagitinin A (12), 3β-acetoxy-4α-hydroxyeduesm-11(13)-en-12-oic acid (13) and ilicic acid (14) were isolated from the aerial parts of Tithonia diversifolia. Their structures were established by spectroscopic analysis, while the relative configuration of compound 1 was confirmed by X-ray diffraction analysis. In addition, compounds 1–14 were evaluated in vitro for their anti-hyperglycemic activity by glucose uptake in 3T3-L1 adipocytes. It was found that 10 μg/mL 1, 3, 6 and 8 could significantly increase glucose uptake without significant toxic effects.  相似文献   

9.
Two new cerebrosides, 1-O-(β-d-glucopyranosyloxy)-(2S,3S,4R,8Z)-2-[(2′R)-2′-hydroxytricosanoylamino]-8-nonadecene-3,4-diol (1) and 1-O-(β-d-glucopyranosyloxy)-(2S,3R,4E,8Z)-2-[(2′R)-2′-hydroxynonadecanoylamino]-4,13-nonadecene-3-diol (2), were isolated from the pollen of Typha angustifolia. Their structures were elucidated by chemical and spectral means. This is the first report on the occurrence of cerebroside in Typha (Typhaceae). Compounds 1 and 2 exhibited effect on the proliferation of cultured vascular smooth muscle cell (VSMCs) induced by fatal bovine serum (FBS).  相似文献   

10.
One new flavanone (S)-5,7,3′,5′-tetrahydroxy-flavanone-7-O-(6″-galloyl)-β-D-glucopyranose (1), together with one known flavanone and four known dihydrochalcones were isolated from the ethyl acetate partitions from an alcoholic extract of the whole plant of Balanophora involucrata Hook. f. All of the compounds were characterized by spectroscopic methods. Their in vitro BACE inhibitory effects were evaluated. Compounds 1, 2, 4, and 5 were found to be a little more active than the positive control, although all of which are below 50% inhibition at 10 μM.  相似文献   

11.
Bi L  Tian X  Dou F  Hong L  Tang H  Wang S 《Fitoterapia》2012,83(1):234-240
Four new oleanane type triterpenoid saponins (1-4) and a known saponin (5) were isolated from the root bark of Aralia taibaiensis Z.Z. Wang et H.C. Zheng. The structures of the four new compounds were elucidated as 3-O-{β-d-glucopyranosyl-(1 → 2)-[β-d-glucopyranosyl-(1 → 3)]-β-d-glucurono-pyranosyl}-olean-11,13(18)-diene-28-oic acid 28-O-β-d-glucopyranosyl ester (1), 3-O-{β-d-gluco-pyranosyl-(1 → 3)-[α-l-arabinofuranosyl-(1 → 4)]-β-d-glucuronopyranosyl}-olean-11,13(18)-diene-28-oic acid 28-O-β-D-glucopyranosyl ester (2), 3-O-{β-d-glucopyranosyl-(1 → 2)-[α-l-arabinofuranosyl-(1 → 4)]-β-d-glucuronopyranosyl}-oleanolic acid 28-O-β-D-glucopyranosyl ester (3) and 3-O-{β-d-glucopyranosyl-(1 → 2)-[β-d-glucopyranosyl-(1 → 3)]-β-d-glucuronopyranosyl}-oleanolic acid 28-O-β-d-glucopyranosyl ester (4), on the basis of extensive spectral analysis and chemical evidence. Compounds 1-5 exhibited moderate effects on antioxidant and antiglycation activities, which correlated with treatment of diabetes mellitus.  相似文献   

12.
Oxidative damage is an established outcome of chronic stress. Thus, the present study was designed to investigate the modulatory role of ethanolic extract of Evolvulus alsinoides (EA) in terms of oxidative alterations at peripheral and central level in rats subjected to chronic unpredictable stress (CUS). CUS exposure for 7 days reduced Cu, Zn superoxide dismutase and catalase activity with increase in glutathione peroxidase activity and lipid peroxidation, while decrease in reduced glutathione level in blood plasma, frontal cortex and hippocampus regions of brain. Oral administration of EA extract at 200 mg/kg p.o. normalized these stress induced oxidative alterations with an efficacy similar to that of melatonin. Further, EA extract was taken up for detailed chemical investigation. Two new flavonol-4′-glycoside, kaempferol 4′-O-β-d-glucopyranosyl-(1 → 2)-β-d-glucopyranoside (3) and kaempferol 4′-O-α-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranoside (5) were isolated, along with eight known compounds (1, 2, 4 and 6–10). The structures of new compounds were established by detailed spectroscopic studies, while known compounds were characterized by direct comparison of their reported NMR data. All these compounds were evaluated for their in vitro antioxidant activity. Compounds 3, 5, 9 and 10 at 100 and 200 μg/ml showed significant in vitro antioxidant activity. Therefore, EA may hold great potential in preventing clinical deterioration in stress induced oxidative load and related disorders.  相似文献   

13.
A new dammarane-type glycoside and a new long chain sesquiterpene glycoside, along with nine known compounds 20(S)-ginsenoside Rh1 (3), 20(R)-ginsenoside Rh1 (4), ginsenoside F1 (5), amarantholidoside IV (6), ginsenoside Rc (7), 20(S)-ginsenoside Rg2 (8), 20(R)-ginsenoside Rg2 (9), ginsenoside Rd (10) and gypenoside XLVI (11) were isolated from Gynostemma yixingense. The structures of the new compounds were determined on the basis of spectroscopic analysis, including 1D-, 2D-NMR and ESI-MS techniques as well as by comparison of the spectral data with those of related compounds as 2α,3β,20(S)-trihydroxydammar-24-ene-3-O-[β-d-glucopyranosyl((1 → 2)-β-d-glucopyranosyl]-20-O-[β-d-xylopyranosyl((1 → 6)-β-d-glucopyranoside] (1) (2E,6E)-10-β-d-glucopyranosyl-1,10,11-trihydroxy-3,7,11-trimethyldodeca-2,6-diene (2).  相似文献   

14.
Two new 5-methylcoumarin glycosides named diosfeboside A (1) and B (2) and five known compounds namely kaempferol 3-O-α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranoside (3), ursolic acid (4), betulinic acid (5), stigmasterol (6) and stigmasterol 3-O-β-d-glucopyranoside (7) were isolated from the leaves of Diospyros crassiflora (Hiern). Their structures were established through interpretation of 1 and 2D NMR, mass spectra analysis and comparison with reported data. In vitro cytotoxic activity of the new compounds against human carcinoma cell lines (HL-60, Bel-7402, BGC-823, and KB) was evaluated and no cytotoxicity was observed for each of them.  相似文献   

15.
Dong W  Liu X  Li X  Yang D  Ding L 《Fitoterapia》2011,82(5):782-785
A new triterpene saponin, androsacin (1), along with two known compounds, ardisiacrispin A (2) and saxifragifolin A (3), were isolated from the whole plants of Androsace integra. The chemical structure of the new compound was elucidated as 3β-O-{β-D-glucopyranosyl-(1 → 4)-O-β-D-xylopyranosyl-(1 → 2)-O-β-D-glucopyranosyl-(1 → 4)-[O-β-D-glucopyranosyl-(1 → 2)]-α-L-arabinopyranosyl}-16α-hydroxy-13β,28-epoxy-olean-30-al on the basis of spectral evidence. Ardisiacrispin A (2) was cytotoxic toward HepG2 cancer cell with the GI50 value of 1.56 μM.  相似文献   

16.
Feng S  Hao J  Xu Z  Chen T  Qiu SX 《Fitoterapia》2012,83(1):161-165
A rare naturally-occurring polyprenylated isoflavanone, designated ormosinol (1), and a new isoflavonoid glycoside, named ormosinoside (2), along with 21 known compounds were isolated from the root bark of Ormosia henryi Prain. The structures of compounds 1 and 2 were determined as 5,7,2′,4′-tetrahydroxyl-6,8,5′-tri-(γ,γ-dimethylallyl)isoflavanone and isoprunetin-7-O-β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranoside on the basis of a combination of 1D-, 2D-NMR and mass spectroscopic measurements. Compound 1 showed significant anti-oxidation activity against DPPH radicals (IC50 28.5 μM) and cancer cell line (A549, LAC, and HepG2) growth inhibitory activity with IC50 ranging from 4.25 to 7.09 μM, while compound 2 found to be inactive to both testing systems.  相似文献   

17.
Phytochemical investigation of the methanol extract of Tinospora cordifolia aerial parts led to the isolation of four new and seven known compounds. The structures of two new aporphine alkaloids, N-formylasimilobine 2-O-β-d-glucopyranosyl-(1 → 2)-β-d-glucopyranoside (tinoscorside A, 1) and N-acetylasimilobine 2-O-β-d-glucopyranosyl-(1 → 2)-β-d-glucopyranoside (tinoscorside B, 2), a new clerodane diterpene, tinoscorside C (3), and a new phenylpropanoid, sinapyl 4-O-β-d-apiofuranosyl-(1 → 6)-O-β-d-glucopyranoside (tinoscorside D, 6) were determined by extensive spectroscopic methods including FTICR-MS and 1D and 2D NMR.  相似文献   

18.
A new abietane diterpene, glypensin A (1) and four known compounds, 12-acetoxy-ent-labda-8(17), 13E-dien-15-oic acid (2), quercetin 3-O-α-L-arabinofuranoside (3), quercetin 3-O-β-D-galactopyranoside (4), β-sitosterol (5) were isolated from the branches and leaves of Glyptostrobus pensilis (Staut.) Koch. Their structures were determined by MS, 1D- and 2D-NMR means. Compound 1 showed cytotoxicity on human chronic myeloid leukemia cell line K562 (IC50 = 21.2 μM).  相似文献   

19.
Phytochemical investigation of Helleborus niger L. (Ranunculaceae) leaf methanol extract allowed to isolate a phenolic glucoside derivative and two flavonoid glycosides characterized as phenyllactic acid 2-O-β-d-glucopyranoside (1), quercetin 3-O-2-(E-caffeoyl)-α-l-arabinopyranosyl-(1 → 2)-β-d-glucopyranoside-7-O-β-d-glucopyranoside (2), and kaempferol 3-O-α-l-arabinopyranosyl-(1 → 2)-β-d-galactopyranoside-7-O-β-d-glucopyranoside (3), respectively. Compounds 1 and 2 were isolated for the first time and their structural characterization was obtained on the basis of extensive NMR spectral studies.  相似文献   

20.
Zeng X  Xiang L  Li CY  Wang Y  Qiu G  Zhang ZX  He X 《Fitoterapia》2012,83(3):609-616
A 70% ethanol extract of the roots of Livistona chinensis has been investigated, led to the isolation of 13 compounds, including a new ceramide, (2S,3S,4R,9Z)-2-[(2R)-2-hydroxytricosanoylamino]-9-octadecene-1,3,4-triol (2), a new glycosyl ceramide, 1-O-β-d-glucopyranosyl-(2S,3S,4R,9Z)-2-[(2R)-2-hydroxydocosanoylamino]-9-octadecene-1,3,4-triol (3), three new monoacylglycerols, 1-(34-hydroxytetratriacontanoyl)-sn-glycerol (9), 1-[nonadeca-(9Z,12Z)-dienoyl]-sn-glycerol (10), and 1-[12-hydroxypentatriaconta-(13E,15Z)-dienoyl]-sn-glycerol (11), a new diacylglycerol, 1-(heptadeca-6Z,9Z-dienoyl)-3-(octadeca-6Z,9Z,12Z-trienoyl)-sn-glycerol (12), as well as a new diacylglycerol aminoglycoside, 1-octadecanoyl-2-nonadecanoyl-3-O-(6-amino-6-deoxy)-β-d-glucopyranosyl-sn-glycerol (13). The structures of new compounds were elucidated, based on spectroscopic, zymologic and chemical methods. Among the compounds tested, compounds 3, 4 and 13 showed significantly antiproliferative effects against the human tumor cell lines (K562, HL-60, HepG2, and CNE-1) with the IC50 of 10–65 μM. To our knowledge, this is first report of the occurrence of ceramides and acylglycerols in the genus Livistona.  相似文献   

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