10323-20-3Relevant articles and documents
EFFECT OF PRESSURE ON THE RATES OF OXIDATION OF MONOSACCHARIDES WITH VANADIUM(V)
Virtanen, Pentti O. I.,Koukkanen, Toivo,Rauma, Touko
, p. 29 - 34 (1988)
The effect of pressure on the rates of the oxidation of D-galactose, D-glucose, D-mannose, D-fructose, L-sorbose, L-arabinose, D-ribose, and D-xylose with vanadium(V) in perchloric acid was studied.The activation volumes for the monosaccharides were positive and approximately equal (7.5+/-1.3 mL*mol-1), with negligible dependence on pressure up to 200 MPa at least.These observations indicate the same mechanism for the formation of the activated complexes.A mechanism involving formation of a radical by hydrogen atom transfer in the rate-determining decomposition of a monosaccharide-vanadium(V) complex is proposed.
Extraction, purification, characterization and hypoglycemic activity of a polysaccharide isolated from the root of Ophiopogon japonicus
Chen, Xiaoming,Jin, Jing,Tang, Jia,Wang, Zhongfu,Wang, Junjun,Jin, Liqin,Lu, Jianxin
, p. 749 - 754 (2011)
In this research, a water-soluble polysaccharide (OJP1) extracted with hot water from the roots of Ophiopogon japonicus which is a traditional Chinese medicinal herb was precipitated with 95% ethanol and purified by DEAE-52 cellulose anion-exchange and Sephadex G-100 gel filtration chromatography. The high performance gel permeation chromatography (HPGPC) analysis showed that the average molecular weight (Mw) of OJP1 was 35.2 kDa. Monosaccharides analysis revealed that the OJP1 is composed of Ara, Glc, Gal with a relative molar ratio of 1:16:8. Pharmaceutical experiments showed OJP1 can significantly reduce blood glucose level, increase the insulin level and remediating destruction of pancreatic islets in STZ-induced diabetic rats compared with the diabetic control group. The study shows that OJP1 has an anti-diabetic effect on STZ-induced diabetic rats, and has potential use as an anti-diabetic agent. Copyright
A new kaempferol trioside from Farsetia aegyptia
Marzouk,Kawashty,Saleh,Al-Nowaihi, Abdel Salam M.
, p. 483 - 486 (2009)
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
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Hay,Haynes
, p. 3141,3147 (1956)
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Hough,Jones
, p. 1122,3191 (1951)
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Four new triterpenoids isolated from the resin of Garcinia hanburyi
Wang, Hong-Min,Liu, Qun-Fang,Zhao, Yi-Wu,Liu, Shuang-Zhu,Chen, Zhen-Hua,Zhang, Ru-Jun,Wang, Zhen-Zhong,Xiao, Wei,Zhao, Wei-Min
, p. 20 - 28 (2014)
Four new triterpenoids, 2-O-acetyl-3-O-(4′-O-acetyl)-α-l- arabinopyranosylmaslinic acid (1), 2-O-acetyl-3-O-(3′-O-acetyl)-α-l- arabinopyranosylmaslinic acid (2), 2-O-acetyl-3-O-(3′,4′-O-diacetyl) -α-l-arabinopyranosylmaslinic acid (3), and 3-O-(3′-O-acety
7,2''-DI-O-GLYCOSYL-6-C-GLYCOSYLFLAVONES FROM CERASTIUM ARVENSE
Dubois, Marie-Aleth,Zoll, Anne,Chopin, Jean
, p. 2879 - 2880 (1983)
Four 7,2''-di-O-glycosyl-6-C-glycosylflavones were isolated from Cerastium aravense, including two new compounds: isomollupentin 7-O-glucoside-2''-O-arabinoside and isomollupentin 7-O-glucoside-2''-O-xyloside.The known compounds are isovitexin 7-O-glucoside-2''-O-arabinoside and isomollupentin 7,2''-di-O-glucoside. - Key Word Index: Cerastium arvense; Caryopyllaceae; C-glycosylflavonoids; isovitexin 7-O-glucosie-2''-O-arabinoside; isomollupentin 7,2''-di-O-glucoside; isomollupentin 7-O-glucoside-2''-O-xyloside; isomollupentin 7-O-glucoside-2''-O-arabinoside.
The catalysis of the Ruff oxidative degradation of aldonic acids by copper(II)-containing solids
Hourdin, Gwenaelle,Germain, Alain,Moreau, Claude,Fajula, Francois
, p. 217 - 224 (2002)
The catalysis of the Ruff oxidative degradation of calcium D-gluconate to D-arabinose by aqueous diluted hydrogen peroxide was investigated using copper(II)-containing solids: zeolites and resins. Among zeolites, copper(II)-exchanged Y faujasite has given
Selective conversion of aqueous glucose to value-added sugar aldose on TiO2-based photocatalysts
Chong, Ruifeng,Li, Jun,Ma, Yi,Zhang, Bao,Han, Hongxian,Li, Can
, p. 101 - 108 (2014)
We describe here a photocatalytic process for direct conversion of glucose to value-added chemicals (arabinose and erythrose) and H2 in water under mild reaction conditions without additional acid or base. The total selectivity for the production of arabinose and erythrose on rutile TiO 2-based photocatalyst reaches 91% at 65% conversion. More importantly, it has been demonstrated for the first time that the photodegradation of glucose initially involves C1-C2 bond cleavage (α-scission) to produce arabinose in the presence of water as solvent. To unravel the high selectivity on rutile TiO2, EPR and glucose reaction were carried out on rutile TiO2 in the presence of H 2O2. It was found that the selectivity of the products is mainly dependent on the reactive oxygen species: the hydroxyl radicals (OH) may lead to low selectivity, while the peroxy species lead to a high selectivity. The advantages of the photocatalytic approach for conversion of biomass to value-added chemicals include (1) operation at low reaction temperature, (2) benign environmental effects due to using only water as both solvent and oxidant precursor, and (3) being wasteless due to high selectivity with H2 as the by-product.
Three new steroidal glycosides from roots of Reineckia carnea
Wang, Qian,Hou, Qune,Guo, Zhiyong,Zou, Kun,Xue, Yanhong,Huang, Nianyu,Cheng, Fan,Zhou, Yuan
, p. 85 - 92 (2013)
Two new spirostanols and a new furostanol, reinocarnoside A (1), B (2) and C (3), were isolated from the roots of Reineckia carnea, together with two known compounds, (25S)-1β,3β,4β-trihydroxyspirostan-5β-yl-O- β-D-glucopyranoside (4), kitigenin-5β-O-β-D-glucopyranoside (5). The structures of three new compounds were elucidated by spectroscopic methods including 1-D NMR, 2-D NMR and MS spectrums, and their anticancer activities were evaluated by MTT method.
Synthesis and properties of crosslinked chiral nanoparticles via RAFT miniemulsion polymerization
Xu, Wenliang,Cheng, Zhenping,Zhang, Lifen,Zhang, Zhengbiao,Zhu, Jian,Zhou, Nianchen,Zhu, Xiulin
, p. 1324 - 1331 (2010)
Crosslinked chiral nanoparticles were successfully synthesized via reversible addition-fragmentation chain transfer (RAFT) miniemulsion polymerization of 6-O-p-vinylbenzyl-1,2:3,4di-O-isopropylidene-D-galactopyranose (VBPG) using linear poly(VBPG) as the macro-RAFT agent. The polymerization of VBPG in the absence of crosslinker was first studied and the kinetic results showed that the molecular weights of the obtained poly(VBPG) increased linearly with the monomer conversion and was in good consistency with the corresponding theoretical ones while there remained a relative narrow polydisperslty. The effect of the amount of crosslinker, divlnylbenzene, on the nanoparticle size and chiral separation properties of the obtained nanoparticles were investigated in detail using four racemates ±-3-Amino-1,2propanediol, D,L-arablnose, D,L-tartaric acid, and D,L-mandelic acid.
Optimization of ultrasound-assisted extraction of okra (Abelmoschus esculentus (L.) Moench) polysaccharides based on response surface methodology and antioxidant activity
Wang, Kunli,Li, Mo,Wen, Xin,Chen, Xiaosong,He, Zhengyu,Ni, Yuanying
, p. 1056 - 1063 (2018)
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.
Stoffyn
, p. 1360 (1959)
Determination of the absolute configuration of sialic acids in gangliosides from the sea cucumber Cucumaria echinata
Kisa, Fumiaki,Yamada, Koji,Miyamoto, Tomofumi,Inagaki, Masanori,Higuchi, Ryuichi
, p. 1051 - 1052 (2007)
Enantiomeric pairs of sialic acid, D- and L-NeuAc (N-acetylneuraminic acid), were converted to D- and L-arabinose, respectively, by chemical degradation. Using this method, the absolute configuration of the sialic acid residues, NeuAc and NeuGc (N-glycolylneuraminic acid), in the gangliosides from the sea cucumber Cucumaria echinata was determined to be the D-form. Although naturally occurring sialic acids have been believed to be the D-form on the basis of biosynthetic evidence, this is the first report of the determination of the absolute configuration of the sialic acid residues in gangliosides using chemical methods.
Steroids glycosylated with both d- and l-arabinoses from the South China Sea gorgonian Dichotella gemmacea
Jiang, Mei,Sun, Peng,Tang, Hua,Liu, Bao-Shu,Li, Tie-Jun,Li, Cui,Zhang, Wen
, p. 764 - 768 (2013)
Three new 19-hydroxy steroidal glycosides, namely, junceellosides E-G (2-4), were isolated together with the known analogue junceelloside C (1) from the South China Sea gorgonian Dichotella gemmacea. The structures of these compounds were elucidated by a combination of detailed spectroscopic analyses, chemical methods, and comparison with reported data. These glycosides are found to have sugar moieties of both β-l- and β-d-arabinopyranoses by HPLC analysis of their thiocarbamoyl-thiazolidine derivatives and those of authentic d- and l-arabinoses, leading to the structure revision of junceelloside C (1). This is the first report of steroidal glycosides from the gorgonian D. gemmacea and the first report of glycosides with β-l-arabinopyranose from marine sources.
Schwarz
, p. 276 (1957)
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Wolfrom et al.
, (1959)
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Triterpene glycosides from the leaves of pittosporum angustifolium
Baecker, Christian,Jenett-Siems, Kristina,Siems, Karsten,Wurster, Martina,Bodtke, Anja,Chamseddin, Chamseddin,Cruesemann, Max,Lindequist, Ulrike
, p. 1461 - 1469 (2013)
Phytochemical investigation of the leaves of Pittosporum angustifolium resulted in the isolation and structural elucidation of nine new triterpene saponins, named pittangretosides A-I (1-9), together with a known compound (10). Mainly by NMR and HRESIMS experiments, eight compounds were identified as A1-barrigenol glycosides (1-7, 10), whereas two compounds exhibited an unusual 17,22-seco-backbone of oleanolic acid (8, 9). All compounds were evaluated for their in vitro cytotoxicities against human urinary bladder carcinoma cells (5637). Only compounds with an angeloyl-residue at C-22 of the aglycone (1-4 and 10) showed antiproliferative effects with IC50 values of 4.1, 5.2, 2.1, 17.9, and 2.4 M, respectively. Georg Thieme Verlag KG Stuttgart.
Isolation and structural characterization of a polysaccharide LRP4-A from Lycium ruthenicum Murr.
Lv, Xiaopeng,Wang, Chengjian,Cheng, Yang,Huang, Linjuan,Wang, Zhongfu
, p. 20 - 25 (2013)
A complex polysaccharide, termed LRP4-A, was isolated from the fruit of Lycium ruthenicum Murr. and its structure was characterized. The crude polysaccharide LRP was obtained from the fruit of L. ruthenicum Murr. using hot water extraction followed by ethanol precipitation. The water-soluble polysaccharide LRP4-A was purified from LRP by anion-exchange chromatography and gel filtration chromatography. Its molecular weight was 1.05 × 10 5 Da. Monosaccharide composition analysis revealed that LRP4-A mainly consisted of rhamnose, arabinose, glucose, and galactose in the molar ratio of 1:7.6:0.5:8.6, with a trace of xylose. Structure of the polysaccharide LRP4-A was characterized using a series of analytical techniques, including methylation analysis, partial acid hydrolysis, IR, NMR, and ESI-MS. LRP4-A was identified to be a highly branching polysaccharide with a backbone of β-(1→6)- linked galactose partially substituted at O-3 position. The branches were composed of (1→3)-linked-Gal, (1→3)-linked-Ara, (1→5)-linked-Ara, and (1→2,4)-linked-Rha. Arabinose, galactose, and glucose were located at the termini of the branches.
Matsushima
, p. 17,19 (1951)
Hockett,Hudson
, p. 1632 (1934)
Isolation and structural characterization of a polysaccharide FCAP1 from the fruit of Cornus officinalis
Yang, Liyan,Wang, Zhongfu,Huang, Linjuan
, p. 1909 - 1913 (2010)
A water-soluble polysaccharide, FCAP1, was isolated from an alkaline extract from the fruits of Cornus officinalis. Its molecular weight was 34.5 kDa. Monosaccharide composition analysis revealed that it was composed of fucose, arabinose, xylose, mannose, glucose, and galactose in a molar ratio of 0.29:0.19:1.74:1:3.30:1.10. On the basis of partial acid hydrolysis and methylation analysis, FCAP1 was shown to be a highly branched polysaccharide with a backbone of β-(1→4)-linked-glucose partially substituted at the O-6 position with xylopyranose residues. The branches were composed of (1→3)-linked-Ara, (1→4)-linked-Man, (1→4,6)-linked-Man, (1→4)-linked-Glc, and (1→2)-linked-Gal. Arabinose, fucose, and galactose were located at the terminal of the branches. The structure was further elucidated by a specific enzymatic degradation with an endo-β-(1→4)-glucanase and MALDI-TOF-MS analysis. Oligosaccharides generated from FCAP1 indicated that FCAP1 contained XXXG-type and XXG-type xyloglucan fragments.
Antitumor and immunomodulatory activities of a water-soluble polysaccharide from Chaenomeles speciosa
Xie, Xianfei,Zou, Guolin,Li, Chenghai
, p. 323 - 329 (2015)
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.
Acylphloroglucinol derivatives from Decaspermum gracilentum and their antiradical and cytotoxic activities
Sun, Meng,Gobu, Fekadu-Roge,Pan, Dong,Li, Ya,Gao, Kun
, p. 13 - 19 (2016)
Two new acylphloroglucinol derivatives, 1-(hexanoyl)phloroglucinol-α-d-arabinopyranoside (1) and 1-(hexanoyl)phloroglucinol-β-d-glucopyranoside (2), along with two known ones, 1-(acetyl)phloroglucinol-β-d-glucopyranoside (3) and ethyl 2,4,6-trihydroxybenzoate (4), were isolated from the EtOAc soluble fraction of EtOH extract of Decaspermum gracilentum. The structures of the new compounds were determined by extensive spectroscopic analyses including HRESIMS, 1D and 2D NMR data. Interestingly, all of the compounds showed ABTS·+ radical scavenging activity with the IC50 values less than 10 M. Furthermore, compounds 3 and 4 displayed moderate cytotoxicity on human non-small-cell lung carcinoma cell line A549 (IC50 = 50.9 μ) and human renal carcinoma cell line 786-O (IC50 = 38.6 μ), respectively.
In vitro and in vivo antioxidant activity of a water-soluble polysaccharide from dendrobium denneanum
Luo, Aoxue,Ge, Zhongfu,Fan, Yijun,Luo, Aoshuang,Chun, Ze,Jin He, Xing
, p. 1579 - 1592 (2011)
The water-soluble crude polysaccharide (DDP) obtained from the aqueous extracts of the stem of Dendrobium denneanum through hot water extraction followed by ethanol precipitation, was found to have an average molecular weight (Mw) of about 484.7 kDa. Monosaccharide analysis revealed that DDP was composed of arabinose, xylose, mannose, glucose and galactose in a molar ratio of 1.00:2.66:8.92:34.20:10.16. The investigation of antioxidant activity both in vitro and in vivo showed that DDP is a potential antioxidant.
Chemical Components in Hedera rhombea Leaves and Their Cytotoxicity
Mimaki, Yoshihiro,Miyake, Katsunori,Oguro, Airi,Shimomura, Tatsuya,Yokogawa, Shohei,Yokosuka, Akihito
, p. 175 - 181 (2022/02/05)
Two novel triterpene glycosides (1 and 2), 17 known triterpene glycosides (3-19), two known flavonoid glycosides (20 and 21), and two known norsesquiterpene glucosides (22 and 23) were isolated from Hedera rhombea (Araliaceae) leaves. The structures of 1
Photocatalytic hydrogenation of nitrobenzene to aniline over titanium(iv) oxide using various saccharides instead of hydrogen gas
Aono, Yushiro,Ikeuchi, Kazuma,Imamura, Kazuya,Onda, Ayumu,Oto, Takahiro,Sakamoto, Yuki
, p. 32300 - 32304 (2021/12/02)
Bare TiO2 photocatalyst almost quantitatively converted nitrobenzene to aniline with various saccharides without the use of hydrogen gas. Although aniline was formed when any saccharide was used, the use of disaccharides (lactose, maltose, and sucrose) de
Insecticidal and α-glucosidase inhibitory activities of chemical constituents from Viburnum fordiae Hance
Shao, Jian-Hua,Chen, Jia,Zhao, Chun-Chao,Shen, Jie,Liu, Wen-Yan,Gu, Wen-Yan,Li, Ke-Huan
, p. 2662 - 2667 (2018/05/03)
The ethanolic extract of the stems of Viburnum fordiae Hance showed insecticidal and α-glucosidase inhibitory activities and then was fractionated by bioactivity-guided fractionation to obtain a rare C13-norisoprenoid (1), together with a new phenolic glycoside (2), and seven known compounds, alangionoside C (3), pisumionoside (4), koaburaside (5), 3,5-dimethoxy-benzyl alcohol 4-O-β-d-glucopyranoside (6), 3,4,5-trimethoxybenzyl-β-d-glucopyranoside (7), arbutin (8), and salidroside (9). The previously undescribed compounds were elucidated as (3R,9R)-3-hydroxy-7,8-didehydro-β-ionyl 9-O-α-d-arabinopyranosyl-(1→6)-β-d-glucopyranoside (1) and 2-(4-O-β-d-glucopyranosyl)syringylpropane-1,3-diol (2) by spectroscopic data (1H and 13C NMR, HSQC, HMBC, 1H-1H COSY, HSQC-TOCSY, HRESIMS, IR and ORD) and chemical methods. Compound 1 showed potent insecticidal effect against Mythimna separata with LD50 value of 140 μg g?1. Compounds 2, 5, 6, 8 and 9 showed varying α-glucosidase inhibitory activity with IC50 values ranging from 148.2 to 230.9 μM.
