- A novel low-molecular-mass pumpkin polysaccharide: Structural characterization, antioxidant activity, and hypoglycemic potential
-
The novel natural low-molecular-mass polysaccharide (SLWPP-3) from pumpkin (Cucurbia moschata) was separated from the waste supernatant after macromolecular polysaccharide production and purified using a DEAE cellulose-52 column and gel-filtration chromatography. Chemical and instrumental studies revealed that SLWPP-3 with a molecular mass of 3.5 kDa was composed of rhamnose, glucose, arabinose, galactose and uronic acid with a weight ratio of 1: 1: 4: 6: 15, and primarily contained →3,6)-β-D-Galp-(1→, →4)-α-GalpA-(1→(OMe), →4)-α-GalpA-(1→, →2,4)-α-D-Rhap-(1→, →3)-β-D-Galp-(1→, →4)-α-D-Glcp, and →4)-β-D-Galp residues in the backbone. The branch chain passes were connected to the main chain through the O-4 atom of glucose and O-3 atom of arabinose. Physiologically, the ability of SLWPP-3 to inhibit carbohydrate-digesting enzymes and DPPH and ABTS radicals, as well as protect pancreatic β cells from oxidative damage by decreasing MDA levels and increasing SOD activities, was confirmed. The findings elucidated the structural types of pumpkin polysaccharides and revealed a potential adjuvant natural product with hypoglycemic effects.
- Huang, Linlin,Li, Fei,Li, Quanhong,Liang, Li,Wei, Yunlu,Yu, Guoyong
-
-
- Novel polysaccharide from Chaenomeles speciosa seeds: Structural characterization, α-amylase and α-glucosidase inhibitory activity evaluation
-
Purification and structural characterization of a novel polysaccharide fraction from Chaenomeles speciosa seeds were investigated. After hot water extraction and ethanol precipitation, the crude polysaccharide was sequentially purified with Cellulose DEAE-52 and gel-filtration chromatography, and a highly purified polysaccharide fraction (F3) was obtained. The structure of F3 was characterized by high-performance gel permeation chromatography (HPGPC), high performance liquid chromatography (HPLC), ultraviolet-visible (UV), Fourier transform infrared (FT-IR) and nuclear magnetic resonance (NMR) spectrum, together with methylation, scanning electron microscopy (SEM), atomic force microscope (AFM), and Congo-red test analysis. The results indicated that F3 was a homogeneous polysaccharide fraction with a molecular weight of 8.65 × 106 Da, and it was composed of Rha, GlcA, Gal, and Ara in a molar ratio of 6.34:5.73:47.14:40.13. The backbone of F3 was consisted of →3,6)-Galp-(1→, and the side chains of F3 were composed of Araf-(1→, →4)-GlcpA-(1→, →4)-Galp-(1→ and →3)-Rhap-(1→. The hypoglycemic assays demonstrated F3 had good α-amylase and α-glucosidase inhibition activities, and their IC50 values were 6.24 mg/mL and 4.59 mg/mL respectively. Thus, the polysaccharide from Chaenomeles speciose could be applied as a potential natural source in retarding postprandial hyperglycemia effects.
- Cheng, Jiang,Deng, Yejun,Huang, Lixin,Liu, Lujie,Wang, Xiang,Xie, Pujun,Zhang, Caihong
-
p. 755 - 766
(2020/03/18)
-
- Antiangiogenic phenylpropanoid glycosides from Gynura cusimbua
-
A new phenylpropanoid glycoside, named α-L-rhamnopyranosyl-(1?2)-β-D-[4″-(8E)-7-(3,4-dihydroxyphenyl)-8-propenoate, 1″-O-(7S)-7-(3,4-dihydroxyphenyl)-7-methoxy-ethyl]-glucopyranoside (1), together with nine known compounds (2–10) were isolated from the active fraction (n-Butanol fraction) of Gynura cusimbua for the first time. The known compounds (2–10) were identified as phenylpropanoid glycosides on the basis of extensive spectral data and references. The antiangiogenic activities of compounds (1–10) were evaluated by MTT assay on HUVECs and wild-type zebrafish in vivo model assay. As a result, compounds 1, 6, 7, 8 and 10 exhibited certain antiangiogenic activities.
- Ma, Qinge,Wei, Rongrui,Zhou, Bin,Sang, Zhipei,Liu, Wenmin,Cao, Zhongling
-
p. 457 - 463
(2017/10/26)
-
- Effect of polyphenols from Vicia faba L on lipase activity and melanogenesis
-
Two new flavonoid glycosides, kaempferol 3-O-α-L-rhamnopyranosyl (1→6) (3′′-acetyl)-β-D-galactopyranoside 1 and kaempferol 3-O-α-L-arabinopyranosyl-5-O-α-L-rhamnopyranoside 2, along with six known ones 3–8 were isolated from the flowers of Vicia faba L. (Fabaceae). Methanol extract and the isolated compounds were tested against lipase and melanogenesis inhibition activities and resulted in that compound 2 showed 53 and 77% lipase inhibition activity in concentrations of 400 and 800?μg/mL, respectively. For melanogenesis, compounds 2, 3 and 4 exhibited potent melanogenesis inhibition activity where the melanin content in melanoma cells was decreased to be about 57.5, 56 and 61%, respectively, with no obvious melanocytotoxicity. The rest of compounds showed weak to moderate activity. The results of melanogenesis inhibition activity of this study suggested the potential use of Vicia faba flowers as a skin-whitening agent and reveal the flowers to be a rich source of important phytochemicals with antilipase and melanogenesis inhibitory activity.
- Allam, Ahmed E.,Nafady, Alaa M.,Nakagawa, Toshinori,Takemoto, Naomichi,Shimizu, Kuniyoshi
-
p. 1920 - 1925
(2017/10/06)
-
- Optimization of ultrasound-assisted extraction of okra (Abelmoschus esculentus (L.) Moench) polysaccharides based on response surface methodology and antioxidant activity
-
This study determined the optimal conditions for ultrasound-assisted extraction of a water-soluble polysaccharide, Raw Okra Polysaccharide, from the fruit of okra using response surface methodology. The optimal extraction temperature, extraction time and ultrasonic power were 59 °C, 30 min and 522 W, respectively, giving a yield of 10.35 ± 0.11%. ROP was further isolated, lyophilized and purified using a DEAE-Sepharose Fast Flow column and Sepharose CL-6B column, revealing three elution peaks subsequently designated ROP ?1, ?2, and ?3, respectively. Of these, ROP-2 showed the highest yield, and was therefore selected for physicochemical analysis and evaluation of antioxidant activity. Gas chromatography, fourier transform infrared spectroscopy, and high-performance liquid chromatography were used to characterize the primary structural features and molecular weight, revealing that ROP-2 is composed of glucose, mannose, galactose, arabinose, xylose, fructose, and rhamnose (molar percentages: 28.8, 12.5, 13.1, 15.9, 9.2, 13.7, and 6.8%, respectively) and has an average molecular weight of 1.92 × 105 Da. A superoxide radical scavenging assay and DPPH radical scavenging assay further revealed the significant in vitro antioxidant activity of ROP-2. These findings present an effective technique for extraction of the natural antioxidant ROP-2, warranting further analysis of its potential application in the food industry.
- Wang, Kunli,Li, Mo,Wen, Xin,Chen, Xiaosong,He, Zhengyu,Ni, Yuanying
-
p. 1056 - 1063
(2018/04/12)
-
- New dammarane triterpenoid saponins from the leaves of Cyclocarya paliurus
-
Three new dammarane triterpenoid saponins, cyclocariosides O-Q (1–3), were isolated from the ethanolic extracts of the leaves of Cyclocarya paliurus. The structures of these compounds were elucidated by spectroscopic methods.
- Wang, Yi-Rui,Cui, Bao-Song,Han, Shao-Wei,Li, Shuai
-
-
- Triterpenoid saponins with anti-inflammatory activities from Ilex pubescens roots
-
Seven triterpenoid saponins, named ilexsaponin I–O, along with twelve known ones, were isolated from the roots of Ilex pubescens. The structures of all compounds were elucidated by use of extensive spectroscopic methods (IR, HR-ESI-MS, and 1D and 2D NMR).
- Wu, Peng,Gao, Hui,Liu, Jian-Xin,Liu, Liang,Zhou, Hua,Liu, Zhong-Qiu
-
p. 122 - 132
(2016/12/23)
-
- Hepta-, hexa-, penta-, tetra-, and trisaccharide resin glycosides from three species of Ipomoea and their antiproliferative activity on two glioma cell lines
-
Six new partially acylated resin glycosides were isolated from convolvulin of Ipomoea purga, Ipomoea stans, and Ipomoea murucoides (Convolvulaceae). The structures of compounds 1–6 were elucidated by a combination of NMR spectroscopy and mass spectrometry. The structure of jalapinoside B (1) consists of a hexasaccharide core bonded to an 11-hydroxytetradecanoic (convolvulinic) acid forming a macrolactone acylated by a 2-methylbutanoyl, a 3-hydroxy-2-methylbutanoyl, and a quamoclinic acid B units. Purginoic acid A (2) contains a hexasaccharide core bonded to a convolvulinic acid acylated by a 3-hydroxy-2-methylbutanoyl unit. Stansin A (4) is an ester-type heterodimer, and consists of two stansoic acid A (3) units, acylated by 2-methylbutanoic and 3-hydroxy-2-methylbutanoic acids. The site of lactonization was located at C-3 of Rhamnose, and the position for the ester linkage of the monomeric unit B on the macrolactone unit A was established as C-4 of the terminal rhamnose. Compounds 5 and 6 are glycosidic acids. Murucinic acid II (5) is composed of a pentasaccharide core bonded to an 11-hydroxyhexadecanoic (jalapinolic) acid, acylated by an acetyl unit. Stansinic acid I (6) is a tetrasaccharide core bonded to a jalapinolic acid, acylated by 2-methylbutanoyl and 3-hydroxy-2-methylbutanoyl units. Preliminary testing showed the cytotoxicity of compounds 1–6 toward OVCAR and UISO-SQC-1 cancer cell lines. In addition, compound 1 showed an antiproliferative activity on glioma C6 and RG2 tumor cell lines. Copyright
- León-Rivera, Ismael,del Río-Portilla, Federico,Enríquez, Raúl G.,Rangel-López, Edgar,Villeda, Juana,Rios, María Yolanda,Navarrete-Vázquez, Gabriel,Hurtado-Días, Israel,Guzmán-Valdivieso, Ulises,Nú?ez-Urquiza, Verónica,Escobedo-Martínez, Carolina
-
p. 214 - 223
(2017/03/05)
-
- Antioxidant Flavonols and Phenolic Compounds from Atraphaxis frutescens and Their Inhibitory Activities against Insect Phenoloxidase and Mushroom Tyrosinase
-
Chemical investigation of the aerial parts of Atraphaxis frutescens resulted in the isolation of five 7-methoxyflavonols with pyrogallol B-ring moieties (1-5), a fisetinidol glucoside (13), and a benzyl glycoside (18), together with 26 known compounds including flavonoids, phenylpropanoid amides, anthraquinone glycosides, lignans, and a benzyl derivative. The principal chemical structural feature of the isolated compounds was either a pyrogallol or catechol B-ring moiety, and they showed potent 1,1-diphenyl-2-picrylhydrazyl radical scavenging activities. To assess the effects of these antioxidants on biological enzymes, their inhibitory effects against an insect phenoloxidase and a mushroom tyrosinase were evaluated. This study indicated that insect phenoloxidase was inhibited by phenylpropanoid amides and that mushroom tyrosinase was inhibited by the characteristic 7-methoxyflavonol 3-O-rhamnopyranosides.
- Odonbayar, Batsukh,Murata, Toshihiro,Batkhuu, Javzan,Yasunaga, Kosho,Goto, Rina,Sasaki, Kenroh
-
p. 3065 - 3071
(2017/01/03)
-
- A new steroidal saponin, furotrilliumoside from Trillium tschonoskii inhibits lipopolysaccharide-induced inflammation in Raw264.7 cells by targeting PI3K/Akt, MARK and Nrf2/HO-1 pathways
-
A new steroidal saponin, furotrilliumoside (FT) was isolated from the roots and rhizomes of Trillium tschonoskii Maxim. Its structure was elucidated on the basis of 1D- and 2D-NMR spectroscopic data as well as HR-ESI-MS analysis. FT showed superior activity of inhibiting NO production of RAW264.7 cells induced by lipopolysaccharide (LPS) in the preliminary biological screening. In order to develop novel therapeutic drug for acute and chronic inflammatory disorders, the anti-inflammatory activity and underlying mechanism of FT were investigated in LPS-induced RAW264.7 cells. The results showed that FT could reduce LPS-induced expression of inducible nitric oxide synthase (iNOS) and then resulted in the decrement of NO production. More meaningful, FT could down-regulate the expression of cyclooxygenase-2 (COX-2) and decrease the expressions of pro-inflammatory cytokines, tumor necrosis factor-α (TNF-α), interleukin-6 (IL-6) and interleukin-1β (IL-1β), in both gene and protein levels. In mechanism study, FT blocked the LPS-induced upregulation of phosphorylated phosphoinositide-3-kinase and Akt (PI3K/Akt). Furthermore, FT inhibited the translocation of nuclear factor-kappa B (NF-κB) through the prevention of inhibitory factor kappa B alpha (IκBα) phosphorylation and degradation and also suppressed the mitogen-activated protein kinases (MAPK) signaling pathway in LPS-stimulated RAW264.7 macrophages. In addition, FT upregulated heme oxygenase-1 (HO-1) expression via nuclear translocation of nuclear factor E2-related factor 2 (Nrf2). Taken together, FT might act as a natural agent to treat some inflammatory diseases by targeting PI3K/Akt, MARK and Nrf2/HO-1 pathways.
- Yan, Ting,Yu, Xiangyong,Sun, Xianduo,Meng, Dali,Jia, Jing-ming
-
-
- New pregnane and phenolic glycosides from Solenostemma argel
-
From the aerial parts, pericarps and roots of Solenostemma argel, three new pregnane glycosides (1–3) with two known ones and a new phenolic glycoside (4) have been isolated. Their structures were established by extensive 1D – and 2D NMR and mass spectroscopic analysis. The cytotoxicity of all compounds was evaluated against two human tumor cell lines (SW 480, MCF-7), but none of them was active in the concentration range 0.9–59.0?μM. Compounds 2 and the known argeloside F at non toxic concentrations for the PBMCs (27.3?μM and 27.6?μM, respectively) significantly decreased the Il-1β production by LPS-stimulated PBMCs. All isolated compounds showed a significant antioxidant potential with ORAC values in the concentration range 3481–9617?μmol?eq. Trolox/100?g.
- Ounaissia, Karima,Pertuit, David,Mitaine-Offer, Anne-Claire,Miyamoto, Tomofumi,Tanaka, Chiaki,Delemasure, Stéphanie,Dutartre, Patrick,Smati, Dalila,Lacaille-Dubois, Marie-Aleth
-
-
- Molecular structure, chemical properties and biological activities of Pinto bean pod polysaccharide
-
Pinto bean pod polysaccharide (PBPP) was successfully extracted with yield of 38.5 g/100 g and the PBPP gave total carbohydrate and uronic acid contents of 286.2 mg maltose equivalent/g and 374.3 mg Gal/g, respectively. The Mw of PBPP was 270.6 kDa with intrinsic viscosity of 0.262 dm3/g, which composed of mannose (2.5%), galacturonic acid (15.0%), rhamnose (4.0%), glucose (9.0%), galactose (62.2%), xylose (2.9%) and arabinose (4.3%) with trace amount of ribose and fucose. The result suggested that PBPP has a spherical conformation with a highly branched structure. Fourier Transform Infrared analysis showed that PBPP has a similar structure as commercial pectin with an esterification degree of 59.9%, whereas scanning electron microscopy study showed that the crude polysaccharide formed a thin layer of film that was made of multiple micro strands of fibre. PBPP exhibited substantial free radical scavenging activity (7.7%), metal reducing capability (2.04 mmol/dm3) and α-amylase inhibitory activity (97.6%) at a total amount of 1 mg. PBPP also exhibited high water- and oil-holding capacities (3.6 g/g and 2.8 g/g, respectively). At a low concentration, PBPP exhibited emulsifying activity of 39.6% with stability of 38.6%. Apart from that, PBPP was able to show thickening capability at low concentration (0.005 kg/dm3).
- Kamarudin, Fazlina,Gan, Chee-Yuen
-
p. 280 - 287
(2016/04/19)
-
- Triacetonide of Glucoheptonic Acid in the Scalable Syntheses of d -Gulose, 6-Deoxy- d -gulose, l -Glucose, 6-Deoxy- l -glucose, and Related Sugars
-
Ease of separation of petrol-soluble acetonides derived from the triacetonide of methyl glucoheptonate allows scalable syntheses of rare sugars containing the l-gluco or d-gulo structural motif with any oxidation level at the C6 or C1 position of the hexose, usually without chromatography: meso-d-glycero-d-guloheptitol available in two steps is an ideal entry point for the study of the biotechnological production of heptoses.
- Liu, Zilei,Yoshihara, Akihide,Jenkinson, Sarah F.,Wormald, Mark R.,Estévez, Ramón J.,Fleet, George W.J.,Izumori, Ken
-
supporting information
p. 4112 - 4115
(2016/08/30)
-
- Purification, characterization and antitumor activity of polysaccharides extracted from Phellinus igniarius mycelia
-
Abstract Water-soluble intracellular polysaccharides (IPS) were extracted from cultured mycelia of Phellinus igniarius. The IPS were purified by ethanol fractional precipitation, ion-exchange and size exclusion chromatography in that order. Homogeneous polysaccharide IPSW-1, IPSW-2, IPSW-3, and IPSW-4 were obtained, which molecular characteristics were examined using multiangle laser-light scattering and refractive index detector system. The average molecular weights of them were 34.1, 17.7, 15.1, 21.7 kDa, respectively. GC analysis indicated that IPSW-1, IPSW-2 and IPSW-3 all only contained glucose, while IPSW-4 was composed of rhamnose, xylose, mannose, glucose and galactose in a molar ratio of 1.29:1.21:1:43.86:1.86. UV and IR analysis suggested they belonged to α-type of the pyran group and didn't contain protein. These homogeneous polysaccharides could inhibit the growth of SW480 and HepG2 cells to a certain extent in a dose-dependent manner. So they could be beneficial for the further development of a natural carcinoma preventive agent and functional food.
- Li, Shi-Chao,Yang, Xiao-Ming,Ma, Hai-Le,Yan, Jing-Kun,Guo, Dan-Zhao
-
-
- Antitumor and immunomodulatory activities of a water-soluble polysaccharide from Chaenomeles speciosa
-
Abstract In this study, a water-soluble polysaccharide (CSP) was successfully purified from Chaenomeles speciosa by DEAE-Sepharose and Sephadex G-100 column chromatography. CSP had a weight-average molecular weight of about 6.3 × 104 Da and was composed of glucose (Glc), galactose (Gal), rhamnose (Rha) and arabinose (Ara) with a relative molar ratio of 4.6:1.3:0.8:0.5. CSP could not only inhibit the growth of S180 tumor transplanted in mice, but also increase the relative spleen index and body weight of tumor bearing mice. Moreover, concanavalin A (ConA) and lipopolysaccharide (LPS) induced splenocyte proliferation and peritoneal macrophage phagocytosis were also enhanced after CSP administration. Furthermore, CSP treatment could improve delayed type hypersensitivity (DTH) and promote the secretion of IL-2, TNF-α and IFN-γ in serum. The overall findings suggest that the antitumor effect of CSP is might be associated with its potent immunostimulatory activity.
- Xie, Xianfei,Zou, Guolin,Li, Chenghai
-
p. 323 - 329
(2015/07/15)
-
- Characterization and biological activities of a novel polysaccharide isolated from raspberry (Rubus idaeus L.) fruits
-
Abstract A water-soluble polysaccharide namely RCP-II from raspberry fruits was obtained by complex enzyme method followed by successive purification using macroporous resin D4020 and Sephadex G-100 columns. RCP-II was an acidic heteropolysaccharide and the characteristic structure of polysaccharide was determined. The carbohydrate of RCP-II was composed with galacturonic acid, rhamnose, arabinose, xylose, glucose and galactose in a molar ratio of 1.00:0.55:1.19:0.52:0.44:1.90 and the average molecular weight was estimated to be 4013 Da, based on dextran standards. RCP-II presented high scavenging activity toward DPPH?, HO?, O2?- in a concentration-dependent manner. The determination of the inhibitory activity on protein glycation showed that in 14 days of incubation the inhibitory ability of RCP-II was more effective on the development of non-enzymatic glycation reaction at early phase than that at the following two phases.
- Yu, Zeyuan,Liu, Lu,Xu, Yaqin,Wang, Libo,Teng, Xin,Li, Xingguo,Dai, Jing
-
p. 180 - 186
(2015/07/15)
-
- A new flavonol triglycoside derived from Anoectochilus elwesii on stimulating glucose uptake in insulin-induced human HepG2 cells
-
A novel flavonol triglycoside (4), isorhamnetin-3-O-β-d-glucopyranosyl (1→2)-α-l-rhamnopyranosyl (1→6)-β-d-glucopyranoside, named elwesoside A, together with six known flavonols (1-3, 5-7) was isolated from Anoectochilus elwesii (Clarke ex Hook. f.) King et Pantl. and its structure was elucidated by extensive spectroscopic methods and comparison with the literature data. All compounds were first reported in this plant and two of them (4 and 5) were the first examples of flavonol triglycosides isolated from Anoectochilus genus. The effects of 1-7 were evaluated on insulin-treated human HepG2 cells under high glucose conditions for stimulating glucose uptake activities. The novel compound (4) displayed highly potent dose-dependent effect on the stimulation of glucose uptake in insulin-resistant human HepG2 cells.
- Cai, Jinyan,Zhao, Lin,Zhu, En
-
p. 1414 - 1418
(2015/03/05)
-
- Purification and structural data of a highly substituted exopolysaccharide from Pseudomonas stutzeri AS22
-
Pseudomonas stutzeri AS22, when grown on media containing starch and yeast extract and incubated at 30 °C and 200 rpm for 24 h, was found to produce an acidic and high-molecular mass exopolysaccharide (EPS22). The EPS22 was purified and a yield of 1.3 g/l was achieved. The average molecular mass of the EPS22 was determined by high-performance size-exclusion chromatography (HPSEC) and showed an average molecular mass of 9.9 × 105 Da and a polydispersity index Mw/Mn (Mw, weight-average and Mn, number-average) of 1.197 ± 0.015. Structural data of this EPS22 were determined using a combination approach including monosaccharide composition (HPAEC-PAD and GLC), methylation analysis (GC-MS) and NMR spectroscopy analysis. EPS22 was found to be a complex heteropolysaccharide with a repeating unit mainly composed of glucose, mannose and lactyl rhamnose in a molar ratio of 1:1.1:0.7. The acidic nature of the polysaccharide is due to the presence of three non-osidic substituents consisting of a lactyl, acetyl, and pyruvyl groups.
- Maalej, Hana,Boisset, Claire,Hmidet, Noomen,Buon, Laurine,Heyraud, Alain,Nasri, Moncef
-
p. 404 - 411
(2014/07/21)
-
- Simalin A and B: Two new aromatic compounds from the stem bark of Bombax ceiba
-
Two new aromatic compounds, simalin A (1) and B (2), along with five known compounds shamiminol (3), (-)-epicatechin-7-O-β-xylopyranoside (4), (-)-catechin-7-O-β-xylopyranoside (5), (+)-isolarisiresinol-9′-O- β-glucopyranoside (6) and (+)-lyoniresinol-9′-O-β- glucopyranoside (7) were isolated from the stem bark of Bombax ceiba. Their structures were elucidated by chemical and spectral methods. Compounds 6 and 7 were isolated for the first time from B. ceiba.
- Joshi, Khem Raj,Devkota, Hari Prasad,Yahara, Shoji
-
-
- Antitumor and immunomodulatory activities of a polysaccharide from Artemisia argyi
-
A water-soluble polysaccharide (FAAP-02), composed of N-acetyl-d- glucosamine, glucose, mannose, galactose, rhamnose arabinose, xylose and ribose, with an average molecular weight of 5169 Da, was isolated from Artemisia argyi. The antitumor and immunomodulatory activities of FAAP-02 were evaluated in Sarcoma 180 (S180) tumor-bearing mice by intraperitoneal administration. As a result, FAAP-02 significantly inhibited the growth of the S180 transplanted tumors and prolonged the survival time of the tumor-bearing mice. Moreover, FAAP-02 could obviously increase the thymus and spleen indices, the levels of serum Interleukin 2 (IL-2), Interleukin 6 (IL-6), Interleukin 12 (IL-12) and tumor necrosis factor- α (TNF-α) and the expression of CD4+ and CD8+ splenic T lymphocytes which were suppressed by the transplanted tumor or/and 5-fluorouracil (5-FU) in the mice. These results indicated that the antitumor activity of FAAP-02 might be associated with its immunostimulatory effects.
- Bao, Xiaoli,Yuan, Huihui,Wang, Chengzhong,Liu, Jinjin,Lan, Minbo
-
p. 1236 - 1243
(2013/10/22)
-
- Identification of carbohydrate isomers in flavonoid glycosides after hydrolysis by hydrophilic interaction chromatography
-
A method for carbohydrate isomers (saccharide units) identification in flavonoid glycosides after hydrolysis by an HPLC system with two detectors (diode array UV-VIS detector and evaporative light scattering detector) was set up in this work. Experimental procedure was optimized with two types of model glycosides, namely rutin and hesperidin. The model glycosides were hydrolyzed to saccharide units and aglycone parts; the aglycone was characterized by its UV-VIS spectrum and the saccharide unit was identified by its retention time and elution profile (anomeric signals). Acidic and enzymatic hydrolyses were compared in the first step of the method; in acidic hydrolysis, trifluoracetic acid was used, while glucosidase, galactosidase, and hesperidinase were used in enzymatic hydrolysis. A complete enzymatic hydrolysis was achieved with hesperidin and neohesperidin, but not with 3-O-glycosides. The method was applied for the identification of a glycone from a glycoside isolated from Polygonum lapathifolium (Polygonaceae sp.).
- Spackova, Vera,Pazourek, Jiri
-
p. 357 - 364
(2013/08/24)
-
- Adjuvant effect of Atractylodis macrocephalae Koidz. Polysaccharides on the immune response to foot-and-mouth disease vaccine
-
Present study was designed to investigate the polysaccharide (RAMPS) extracted from the rhizome of Atractylodis macrocephalae Koidz. (RAM) for its effect on the immune responses to foot-and-mouth (FMD) vaccine. Thirty-five ICR mice were randomly distributed into 5 groups with 7 mice in each. After oral administration of RAMPS for 4 days at a dose of 0, 0.025, 0.05, 0.1 g or 0.25 g of RAM, respectively, the animals were immunized twice with FMD vaccine at 2-week intervals. Three weeks later, serum IgG, IFN-γ/IL-5, splenocyte proliferation, and mRNA expression of cytokines by splenocytes were measured. Results indicated that RAMPS and RAM significantly enhanced IgG titers, IgG subclasses, IFN-γ, IL-5 and the splenocyte proliferations stimulated by concanavalin A, lipopolysacharide, and FMDV (P 0.05). Therefore, RAMPS and RAM increased both cellular and humoral immune responses to vaccination, and may have a potential as an oral adjuvant to improve vaccination.
- Xie, Feng,Li, Yutao,Su, Fei,Hu, Songhua
-
experimental part
p. 1713 - 1719
(2012/04/10)
-
- Epi-α-bisabolol 6-deoxy-β-d-gulopyranoside from the glandular trichome exudate of Brillantaisia owariensis
-
A new sesquiterpene glycoside, (-)-epi-α-bisabolol 6-deoxy-β-d-gulopyranodide (1), has been isolated from the glandular trichome exudate of Brillantaisia owariensis (Acanthaceae). The structure of compound 1 was determined by spectroscopic analysis as well as acidic hydrolysis of 1 leading to (-)-epi-α-bisabolol (2) and 6-deoxy-d-gulose (3). This is the first study to analyze secondary metabolites from glandular trichome exudates of plants belonging to the Acanthaceae family. 6-Deoxygulopyranoside is the first example of an epi-α-bisabolol glycoside of plant origin.
- Asai, Teigo,Hirayama, Yui,Fujimoto, Yoshinori
-
experimental part
p. 376 - 378
(2012/07/27)
-
- Triterpene saponins of Maesa lanceolata leaves
-
Chemical investigation of Maesa lanceolata leaves aqueous MeOH extract has led to the isolation of eight new triterpene glycosides identified as 16-oxo-28-hydroxyolean-12-ene 3-O-β-glucopyranosyl-(1''→6')-β- glucopyranoside 1, 16α, 28-dihydroxyolean-12-ene 3-O-β-[(6"-O- galloylglucopyranosyl-(1"→2')][β-glucopyranosyl-(1'''→6')] -β-glucopyranoside 2, 16α, 22α, 28-trihydroxyolean-12-ene 3-O-[β-glucopyranosyl-(1"→2')] [α-rhamnopyranosyl- (1'''→6']-β-glucopyranoside 3, 22α-acetyl-16α- hydroxyolean-12-en-28-al 3-O-[α-rhamnopyranosyl- (1""→6"')-β-glucopyranosyl-(1"'→3')] [β-glucopyranosyl-(1"→2')]-β-arabinopyranoside 4, 22α-acetyl-16α,21 β-dihydroxyoleanane-13β:28-olide 3-O-[β-glucopyranosyl-(1'''→6')] [6''-O-coumaroylglucopyranosyl- (1''→2')]-β-glucopyranoside 5, 16α,22α-diacetyl-21β- angeloyloleanane-13β:28-olide 3 β-O-[β-glucopyranosyl- (1''→2')][β-glucopyranosyl-(1'''→4')]-β-glucopyranoside 6, 16α, 22α, 28-trihydroxy-21β-angeloyloleanan-12-ene 3 β-O-[α-rhamnopyranosyl-(1'''→6'')][β-glucopyranosyl- (1''→2')]-β-xylopyranoside 7, 16α, 28-dihydroxy-22α- acetyl-21β-angeloylolean-12-ene 3-O-[β-galactopyranosyl- (1"→2')] [α-rhamnopyranosyl-(1'"→4')]-α- arabinopyranoside 8. Together with these were known compounds quercetin, myricetin, quercetin 3-O-rhamnopyranoside, myricetin 3-O-β-glucopyranoside, gallic acid, sistosterol 3-O-β-glucopyranoside, rutin, myricetin 3-O-α-rhamnopyranosyl-(1"→3')-β-glucopyranoside and quercetin 3,7-O-β-diglucopyranoside. Their structures were determined using spectroscopic methods as well as comparison with data from known compounds. The in vitro antibacterial activity of aqueous MeOH extract of the leaves of M. lanceolata was also investigated and zones of inhibition ranging from 28±0.1 to 10±0.2 mm were observed. The minimum inhibitory concentration (MIC) for the extract ranged between 100 to 1000 μg/ml with the highest activity being observed with Vibro cholerae. Among the pure isolates, compound 6 was the most active and its highest recorded MIC value was 62.5 μg/ml against V. cholerae. ARKAT-USA, Inc.
- Manguro, Lawrence Onyango A.,Midiwo, Jacob O.,Tietze, Lutz F.,Hao, Pang
-
experimental part
p. 172 - 198
(2011/06/09)
-
- Three new flavone C-glycosides from the aerial parts of Paraquilegia microphylla
-
Three new flavone C-glycosides, paraquinins A-C, were isolated from the aerial parts of Paraquilegia microphylla (Royle) Dromm. et Hutch, a Tibetan medicine distributed in the Qinghai-Tibet plateau. On the basis of 1D and 2D NMR evidence, their structures were elucidated as acacetin-6-C-β- glucopyranosyl-(1→2) -α-L-glucopyranoside (1), acacetin-6-C - β-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2) -β-D-glucopyranoside (2), and acacetin-6-C -α- L-rhamnopyranosyl- (1→2)-(6'''-O-E-feruloyl) -β-D-glucopyranosyl-(1→2) -β- D-glucopyranoside (3).
- Xu, Kai-Jie,Xu, Xue-Min,Deng, Wen-Long,Zhang, Lei,Wang, Ming-Kui,Ding, Li-Sheng
-
experimental part
p. 409 - 416
(2011/06/28)
-
- Hypoglycaemic activity of flavonoid isolate from cereus pterogonus lemaire
-
The flavonoid glycoside isolated from cereus pterogonus Lemaire possesses hypoglycaemic activity. The aglycone is myricetin-5'-Omethyl ether and the sugars are glucose and rhamnose. All these were characterized by UV, 1H NMR, 13C NMR and MS studies.
- Ragunathan,Kumar, K. Mohan,Sankar
-
experimental part
p. 2819 - 2820
(2012/02/05)
-
- DEOXYKETOHEXOSE ISOMERASE AND METHOD FOR PRODUCING DEOXYHEXOSE AND DERIVATIVE THEREOF USING SAME
-
Providing 1- or 6-deoxy products corresponding to all of aldohexoses, ketohexoses and sugar alcohols, as based on Deoxy-Izumoring, as well as a method for systematically producing those products. A method for producing deoxyketohexose and a derivative thereof using a deoxyketohexose isomerase derived from Pseudomonas cichorii ST-24 (FERM BP-2736), comprising epimerizing 1-deoxy D-ketohexose or 6-deoxy D-ketohexose or 1-deoxy L-ketohexose or 6-deoxy L-ketohexose at position 3 to produce the individually corresponding 1-deoxy D-ketohexose or 6-deoxy D-ketohexose or 1-deoxy L-ketohexose or 6-deoxy L-ketohexose as an intended product.
- -
-
Page/Page column 22-23
(2010/05/13)
-
- A new flavonol glycoside from tridaxprocumbens linn
-
A new flavonol glycoside which has been isolated from the Tridax procumbens Linn. The present work deals with the isolation and identification of flavonol glycoside, characterised as 8,3'-dihydroxy-3,7,4'-trimethoxy-6-0-[a-L- rhamnopyranosyl-(1->2)]-β-D-g
- Yuana, Ke,Xua, Runsheng,Chenb, Cungui
-
experimental part
p. 165 - 166
(2009/11/30)
-
- Cytotoxic spirostane-type saponins from the roots of Chlorophytum borivilianum
-
Four new spirostane-type saponins named borivilianosides E-H (1-4) were isolated from an ethanol extract of the roots of Chlorophytum borivilianum together with two known steroid saponins (5 and 6). The structures of 1-4 were elucidated using mainly 2D NM
- Acharya, Debabrata,Mitaine-Offer, Anne-Claire,Kaushik, Nutan,Miyamoto, Tomofumi,Paululat, Thomas,Mirjolet, Jean-Francois,Duchamp, Olivier,Lacaille-Dubois, Marie-Aleth
-
experimental part
p. 177 - 181
(2009/05/30)
-
- Lupane triterpene glycosides from leave of Acanthopanax koreanum and their cytotoxic activity
-
One new lupane-triterpene glycoside, acankoreoside I (1), and four known compounds, acankoreoside A (2), acankoreoside D (3), acankoreoside F (4), and acantrifoside A (5), were isolated from the leaves of Acanthopanax koreanum (Araliaceae). Their chemical
- Nhiem, Nguyen Xuan,Tung, Nguyen Huu,Kiem, Phan Van,Minh, Chau Van,Ding, Yan,Hyun, Jae-Hee,Kang, Hee-Kyoung,Kim, Young Ho
-
experimental part
p. 986 - 989
(2010/04/05)
-
- Five furostanol saponins from fruits of Tribulus terrestris and their cytotoxic activities
-
Two new furostanol saponins, terrestroside A, 3-O-{β-D-xylopyranosyl- (1 → 3)-[ β-D-xylopyranosyl(1 → 2)] β - D-glucopyranosyl(1 → 4)-[α-L-rhamnopyranosyl(1 → 2)] β- D-galactopyranosy}-26- O -β D-glucopyranosyl-L-5a-furost-20(22)-en-(25R)-3,26-diol (1) an
- Wang, Jue,Zu, Xuyu,Jiang, Yuyang
-
experimental part
p. 1436 - 1444
(2010/04/23)
-
- A new kaempferol trioside from Farsetia aegyptia
-
A new kaempferol trioside, kaempferol-3-O-(2-α-L-arabinopyranosyl)- α-L-rhamnopyranoside-7-O-α-L-rhamnopyranoside, along with eight known flavonoid compounds were isolated from the methanolic extract of Farsetia aegyptia Turra. growing in Egypt. The struc
- Marzouk,Kawashty,Saleh,Al-Nowaihi, Abdel Salam M.
-
body text
p. 483 - 486
(2010/03/02)
-
- Flavonoid glycosides and other constituents of Psorospermum androsaemifolium Baker (Clusiaceae)
-
Two new flavonoid glycosides, namely 3′-(2″,4″- dihydroxybenzyloxy)acanthophorin B (1b) and β,2,3′,4,4′,6- hexahydroxy-α-(α-L-rhamnopyranosyl)dihydrochalcone (2) were isolated from the leaves of Psorospermum androsaemifolium together with quercetin (1), a
- Poumale, Herve Martial Poumale,Randrianasolo, Rivoarison,Rakotoarimanga, Jeannot Victor,Raharisololalao, Amelie,Krebs, Hans Christoph,Tchouankeu, Jean Claude,Ngadjui, Bonaventure Tchaleu
-
experimental part
p. 1428 - 1430
(2009/10/16)
-
- Two new spirostanol saponins from Reineckia carnea
-
Two new spirostanol saponins, (1β,3β,5β,25S)-spirostan-1,3- diol 1-(β-D-xylopyranoside) (1) and (1β,3β,5β,25S)- spirostan-1,3-diol 1-[α-L-rhamnopyranosyl-(1 → 2)-β-D- fucopyranoside] (2), along with two known compounds, (1β,3β,5β, 25S)-spirostan-1,3-diol
- Zhang, Zhong-Quan,Chen, Jian-Chao,Zhang, Xian-Ming,Li, Zhong-Rong,Qiu, Ming-Hua
-
experimental part
p. 1494 - 1499
(2009/02/07)
-
- A FLAVONOL TRIGLYCOSIDE FROM BACCHARIS THESIOIDES
-
Five flavonols have been isolated from the aerial parts of Baccharis thesioides.On the basis of spectroscopic analysis the structure of a new flavonol triglycoside has been elucidated as quercetin 3-O-2)α-L-rhamnopyranosyl (1->6)>-β-D-glucopyranoside.Four known flavonols were identified as rutin, hyperoside, isoquercetin and quercetin.
- Liu, Yong-Long,Timmermann, Barbara N.,Hoffmann, Joseoh J.,McLaughlin, Steven P.
-
p. 1549 - 1551
(2007/10/02)
-
- PARTIALLY-ACETYLATED DODECANYL TRI- AND TETRA-RHAMNOSIDE DERIVATIVES FROM Cleistopholis glauca (ANNONACEAE)
-
Five partially-acetyalated derivatives (1)-(5) of 1-O-dodecanyl α-L-rhamnopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->4)-α-L-rhamnopyranoside have been isolated from the stem bark of Cleistopholis glauca (Annonaceae) and their structures elucidated by using COSY, delayed COSY, and FAB Mass spectroscopy.The trisaccharide 1-O-dodecanyl α-L-2,3,4-triacetylrhamnopyranosyl-(1->3)-α-L-4-acetylrhamno-pyranosyl-(1->4)-α-L-rhamnopyranoside (6) was also isolated.
- Tane, Pierre,Ayafor, Johnson F.,Sondengam, B. Lucas,Lavaud, Catherine,Massiot, Georges,et al.
-
p. 1837 - 1840
(2007/10/02)
-