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Cas Database

2280-44-6

2280-44-6

Identification

  • Product Name:D-Glucopyranose

  • CAS Number: 2280-44-6

  • EINECS:218-914-5

  • Molecular Weight:180.158

  • Molecular Formula: C6H12 O6

  • HS Code:

  • Mol File:2280-44-6.mol

Synonyms:Glucopyranose,D- (8CI); Glucopyranose; NSC 287045

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Relevant articles and documentsAll total 637 Articles be found

Dipeptidyl peptidase-IV inhibitory activity of dimeric dihydrochalcone glycosides from flowers of Helichrysum arenarium

Morikawa, Toshio,Ninomiya, Kiyofumi,Akaki, Junji,Kakihara, Namiko,Kuramoto, Hiroyuki,Matsumoto, Yurie,Hayakawa, Takao,Muraoka, Osamu,Wang, Li-Bo,Wu, Li-Jun,Nakamura, Seikou,Yoshikawa, Masayuki,Matsuda, Hisashi

, p. 494 - 506 (2015)

A methanol extract of everlasting flowers of Helichrysum arenarium L. Moench (Asteraceae) was found to inhibit the increase in blood glucose elevation in sucrose-loaded mice at 500 mg/kg p.o. The methanol extract also inhibited the enzymatic activity against dipeptidyl peptidase-IV (DPP-IV, IC50 = 41.2 μg/ml), but did not show intestinal α-glucosidase inhibitory activities. From the extract, three new dimeric dihydrochalcone glycosides, arenariumosides V-VII (2-4), were isolated, and the stereostructures were elucidated based on their spectroscopic properties and chemical evidence. Of the constituents, several flavonoid constituents, including 2-4, were isolated, and these isolated constituents were investigated for their DPP-IV inhibitory effects. Among them, chalconaringenin 2′-O-β-D-glucopyranoside (16, IC50 = 23.1 μM) and aureusidin 6-O-β-D-glucopyranoside (35, 24.3 μM) showed relatively strong inhibitory activities.

A new ursane-type triterpenoid glycoside from Centella asiatica leaves modulates the production of nitric oxide and secretion of TNF-α in activated RAW 264.7 cells

Nhiem, Nguyen Xuan,Tai, Bui Huu,Quang, Tran Hong,Kiem, Phan Van,Minh, Chau Van,Nam, Nguyen Hoai,Kim, Jun-Ho,Im, Lee-Rang,Lee, Young-Mi,Kim, Young Ho

, p. 1777 - 1781 (2011)

One new ursane-type triterpenoid glycoside, asiaticoside G (1), five triterpenoids, asiaticoside (2), asiaticoside F (3), asiatic acid (4), quadranoside IV (5), and 2α,3β,6β-trihydroxyolean-12-en-28-oic acid 28-O-[α-l-rhamnopyranosyl-(1→4)-β-d-glucopyranosyl- (1→6)-β-d-glucopyranosyl] ester (6), and four flavonoids, kaempferol (7), quercetin (8), astragalin (9), and isoquercetin (10) were isolated from the leaves of Centella asiatica. Their chemical structures were elucidated by mass, 1D- and 2D-nuclear magnetic resonance (NMR) spectroscopy. The structure of new compound 1 was determined to be 2α,3β,23,30-tetrahydroxyurs-12-en-28- oic acid 28-O-[α-l-rhamnopyranosyl-(1→4)-β-d-glucopyranosyl- (1→6)-β-d-glucopyranosyl] ester. The anti-inflammatory activities of the isolated compounds were investigated on lipopolysaccharide (LPS)-stimulated RAW 264.7 cells. Asiaticoside G (1) potently inhibited the production of nitric oxide and tumor necrosis factor-α with inhibition rates of 77.3% and 69.0%, respectively, at the concentration of 100 μM.

Reductive splitting of cellulose in the ionic liquid 1-butyl-3-methylimidazolium chloride

Ignatyev, Igor A.,Doorslaer, Charlie Van,Mertens, Pascal G. N.,Binnemans, Koen,De Vos, Dirk E.

, p. 91 - 96 (2010)

The depolymerization of cellulose is carried out in the ionic liquid 1-butyl-3-methylimidazolium chloride in the presence of hydrogen gas. First, the ketal 1,1-diethoxycyclohexane and cel-lobiose were used as model substrates. For the depolymerization of cellulose itself, the combination of a heterogeneous metal catalyst and a homogeneous ruthenium catalyst proved effective. One of the possible roles of the ruthenium compound is to enhance the transfer of hydrogen to the metallic surface. The cellulose is fully converted under relatively mild conditions, with sorbitol as the dominant product in 51-74% yield.

Phenylbutanoids and stilbene derivatives of Rheum maximowiczii

Shikishima, Yasuhiro,Takaishi, Yoshihisa,Honda, Gisho,Ito, Michiho,Takeda, Yoshio,Kodzhimatov, Olimjon K,Ashurmetov, Ozodbek

, p. 377 - 381 (2001)

The methanol extract of the dried roots of Rheum maximowiczii afforded four phenylbutanoid and two stilbene derivatives. Their structures were established on the basis of chemical and spectroscopic studies.

New direct production of gluconic acid from polysaccharides using a bifunctional catalyst in hot water

Onda, Ayumu,Ochi, Takafumi,Yanagisawa, Kazumichi

, p. 421 - 425 (2011)

Gluconic acid was produced from polysaccharides, such as starch and cellobiose, in water media at 393 K under air by a one-pot process using a bifunctional sulfonated activated-carbon supported platinum (Pt/AC-SO 3H) catalyst. Pt/AC-SO3H was prepared by the impregnation of platinum on activated-carbon (AC) and the sulfonation of the prepared Pt/AC. It was highly water-tolerant under hot aqueous solutions even including organic acids.

Which controls the depolymerization of cellulose in ionic liquids: The solid acid catalyst or cellulose?

Rinaldi, Roberto,Meine, Niklas,vom Stein, Julia,Palkovits, Regina,Schüth, Ferdi

, p. 266 - 276 (2010)

Cellulose is a renewable and widely available feedstock. It is a biopolymer that is typically found in wood, straw, grass, municipal solid waste, and crop residues. Its use as raw material for biofuel production opens up the possibility of sustainable biorefinery schemes that do not compete with food supply. Tapping into this feedstock for the production of biofuels and chemicals requires-as the first-step-its depolymerization or its hydrolysis into intermediates that are more susceptible to chemical and/or biological transformations. We have shown earlier that solid acids selectively catalyze the depolymerization of cellulose solubilized in 1-butyl-3-methylimidazolium chloride (BMIMCl) at 100°C. Here, we address the factors responsible for the control of this reaction. Both cellulose and solid acid catalysts have distinct and important roles in the process. Describing the depolymerization of cellulose by the equivalent number of scissions occurring in the cellulosic chains allows a direct correlation between the product yields and the extent of the polymer breakdown. The effect of the acid strength on the depolymerization of cellulose is discussed in detail. Practical aspects of the reaction, concerning the homogeneous nature of the catalysis in spite of the use of a solid acid catalyst, are thoroughly addressed. The effect of impurities present in the imidazolium-based ionic liquids on the reaction performance, the suitability of different ionic liquids as solvents, and the recyclability of Amberlyst 15DRY and BMIMCl are also presented.

Isatindigodiphindoside, an alkaloid glycoside with a new diphenylpropylindole skeleton from the root of Isatis indigotica

Meng, Ling-Jie,Guo, Qing-Lan,Zhu, Cheng-Gen,Xu, Cheng-Bo,Shi, Jian-Gong

, p. 119 - 122 (2018)

A novel indole alkaloid glycoside with an unprecedented 2-(diphenylpropyl)indole skeleton, isatindigodiphindoside (1), was isolated from an aqueous extract of the roots of Isatis indigotica. The structure was determined by extensive spectroscopic studies, especially by 2D NMR data analysis combined with enzymatic hydrolysis and ECD calculations. Plausible biosynthetic pathways of compound 1 are also discussed.

Tetra-aryl cyclobutane and stilbenes from the rhizomes of Rheum undulatum and their α-glucosidase inhibitory activity: Biological evaluation, kinetic analysis, and molecular docking simulation

Choi, Jae Sue,Ha, Manh Tuan,Kim, Chung Sub,Kim, Jeong Ah,Kim, Minji,Min, Byung Sun,Park, Se-Eun,Woo, Mi Hee

, (2020)

One achiral tetra-aryl cyclobutane [rheundulin A (1)] and three stilbene glycosides [rheundulins B–D (2–4)] were isolated from the methanol extract of Rheum undulatum L., along with eight known compounds (5–12). Structural determination of the new compounds (1–4) was accomplished using comprehensive spectroscopic methods. Compound 1 represents the first example of a dimeric stilbene linked via a cyclobutane ring from the Rheum genus. All isolates were screened for their inhibition against α-glucosidase. Among them, stilbene derivatives (5 and 6) showed strong inhibitory effects on α-glucosidase with IC50 values of 0.5 and 15.4 μM, respectively, which were significantly higher than that of the positive control, acarbose (IC50 = 126.8 μM). Rheundulin A (1) showed moderate α-glucosidase inhibition with an IC50 value of 80.1 μM. In addition, kinetic analysis and molecular docking simulation of the most active compound (5) with α-glucosidase were performed for the first time. Kinetic studies revealed that compound 5 competitively inhibited the active site of α-glucosidase (Ki = 0.40 μM), while 6 had a mixed-type inhibitory effect against α-glucosidase (Ki = 15.34 μM). Molecular docking simulations of 5 and 6 demonstrated negative-binding energies, indicating high proximity to the active site and tight binding to α-glucosidase enzyme.

FLAVONOIDS OF SOME PLANTS OF THE GENUS Haplophyllum

Yuldashev, M. P.,Batirov, E. Kh.,Malikov, V. M.

, p. 377 - 378 (1987)

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F-/Cl- mediated microwave assisted breakdown of cellulose to glucose

Shaveta,Bansal, Neha,Singh, Palwinder

, p. 2467 - 2470 (2014)

Microwave irradiation of aqueous solution of cellulose in the presence of NaF/NaCl resulted into disintegration of cellulose to its monomeric unit, glucose (55%) in 20 min.

Indole alkaloids from the leaves of nauclea officinalis

Fan, Long,Liao, Cheng-Hui,Kang, Qiang-Rong,Zheng, Kai,Jiang, Ying-Chun,He, Zhen-Dan

, (2016)

Three new indole alkaloids, named naucleamide G (1), and nauclealomide B and C (5 and 6), were isolated from the n-BuOH-soluble fraction of an EtOH extract of the leaves of Nauclea officinalis, together with three known alkaloids, paratunamide C (2), paratunamide D (3) and paratunamide A (4). The structures with absolute configurations of the new compounds were identified on the basis of 1D and 2D NMR, HRESIMS, acid hydrolysis and quantum chemical circular dichroism (CD) calculation. According to the structures of isolated indole alkaloids, their plausible biosynthetic pathway was deduced.

New monoterpene glycosides from Paeonia suffruticosa Andrews and their inhibition on NO production in LPS-induced RAW 264.7 cells

Ding, Liqin,Zhao, Feng,Chen, Lixia,Jiang, Zhihu,Liu, Yue,Li, Zhuomin,Qiu, Feng,Yao, Xinsheng

, p. 7243 - 7247 (2012)

Nine new monoterpene glycosides (1-9), together with 18 known compounds were obtained from the n-butanol soluble fraction of ethanol extract from Paeonia suffruticosa Andrews. Their structures were determined on the basis of chemical methods and spectrosc

TWO CHROMONE GLYCOSIDES FROM CASSIA MULTIJUGA

Singh, J.

, p. 1177 - 1179 (1982)

Two new 2-methylchromone glycosides have been identified in the leaves of Cassia multijuga.Key Word Index - Cassia multijuga; Leguminosae; leaves; chromone glycosides.

Evaluation of the chemical quality of Sekkoku (石斛) in current Japanese commercial crude drugs: constituents of Flickingeria xantholeuca (Rchb. f.) A.D. Hawkes

Muto, Mei,Asahina, Haruka,Yoshioka, Tatsufumi,Ozaki, Kazuo,Shibano, Makio

, p. 238 - 248 (2017)

In our investigation, most Shihu (石斛; Japanese name, Sekkoku) in current Japanese commercial crude drugs were from Flickingeria xantholeuca (Orchidaceae). As the index compounds, three new ent-pimarane-type diterpenes, flickinxthanthosides A–C (1–3), one known analogue (7), and three new ent-kaurane-type diterpenes, flickinxanthosides D (4) and E (5) and flickinxanthol A (6) were isolated from the stem of F. xantholeuca. The structures of the new compounds were elucidated on the basis of spectroscopic analyses and chemical methods. We attempted to detect these index compounds from the MeOH extracts of other Dendrobium or Flickingeria plants using TLC and LC/MS.

GENISTEIN 7-(2"-p-COUMAROYLGLUCOSIDE) FROM TRIFOLIUM REPENS

Saxena, V. K.,Jain, A. K.

, p. 2687 - 2688 (1986)

Key Word Index - Trifolium repens; Leguminosae; genistein 7-O-(2"-p-coumaroyl-β-D-glucopyranoside); isoflavone.A new acetylated isoflavone, genistein 7-(2"-p-coumaroylglucoside), has been characterized from Trifolium repens.

Pheonolic compounds from the fruits of Viburnum sargentii Koehne

Xie, Yang,Wang, Jing,Geng, Yan-Mei,Zhang, Zhi,Qu, Yan-Fei,Wang, Guang-Shu

, p. 14377 - 14385 (2015)

Seven phenolic compounds were isolated from the fruits of Viburnum sargentii Koehne by silica gel column chromatography and preparative HPLC. On the grounds of chemical and spectroscopic methods, their structures were identified as (-)-Epicatechin (1), 5,7,4′-trihydroxy-flavonoid-8-C-β-D-glucopyranoside (2), 1-(4-hydroxy-3-methoxyphenyl)- 2-[4-(3-α-L-rhamnopyranoxypropyl)-2-methoxyphenoxy]-1,3-propane-diol (erythro) (3), 1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-α-L-rhamnopyranoxypropyl)-2-methoxyphenoxy]- 1,3-propanediol (threo) (4), (R)-4-hydroxylphenol O-(6-O-oleuropeoyl)-β-D-glucopyranoside (5), (R)-3-methoxy-4-hydroxylphenol O-(6-O-oleuropeoyl)-β-D-glucopyranoside (6), quercetin-3-O-rutinoside (7). Compounds 5 and 6 are new monoterpene phenolic glycosides, compounds 1, 3 and 4 were isolated from the Viburnum genus for the first time, and compounds 2 and 7 from the Viburnum sargentii Koehne for the first time. Compounds 1-7 were also assayed for their antioxidant activities with DPPH free radicals.

RADIOIMMUNOASSAY FOR THE QUANTITATIVE DETERMINATION OF HESPERIDIN AND ANALYSIS OF ITS DISTRIBUTION IN CITRUS SINENSIS

Barthe, Gary A.,Jourdan, Pablo S.,McIntosh, Cecilia A.,Mansell, Richard L.

, p. 249 - 254 (1988)

A simple and sensitive radioimmumoassay (RIA) for the citrus flavanone hesperidin and other flavonoid 7-rutinosides is described.The assay utilizes antibodies raised against a hesperidin 4-O-carboxymethyl-oxime hapten and a tritiated radiotracer prepared by direct reduction of hesperidin with NaB4.The detection limit of the assay is 0.2 ng/0.1 ml (0.3 pmol/0.1 ml) and the measuring range extends to 10 ng/0.1 ml (16.4 pmol/0.1 ml).This assay is specific for flavonoid rutinosides, is characterized by a low coefficient of variation, and shows good correlation with HPLC for the quantification of hesperidin in oranges.The application of this method in determining the distribution of hesperidin in leaves, fruit, seeds, and seedlings of Citrus linensis is also reported.Key Word Index - Citrus sinensis; Rutaceae; radioimmunoassay; hesperidin; flavonoidglycosides; rutinosides.

Kribellosides, novel RNA 5′-triphosphatase inhibitors from the rare actinomycete Kribbella sp. MI481-42F6

Igarashi, Masayuki,Sawa, Ryuichi,Yamasaki, Manabu,Hayashi, Chigusa,Umekita, Maya,Hatano, Masaki,Fujiwara, Toshinobu,Mizumoto, Kiyohisa,Nomoto, Akio

, p. 582 - 589 (2017)

Yeast capping enzymes differ greatly from those of mammalian, both structurally and mechanistically. Yeast-type capping enzyme repressors are therefore candidate antifungal drugs. The 5′-guanine-N7 cap structure of mRNAs are an essential feature of all eukaryotic organisms examined to date and is the first co-transcriptional modification of cellular pre-messenger RNA. Inhibitors of the RNA 5′-triphosphatase in yeast are likely to show fungicidal effects against pathogenic yeast such as Candida. We discovered a new RNA 5′-triphosphatase inhibitor, designated as the kribellosides, by screening metabolites from actinomycetes. Kribellosides belong to the alkyl glyceryl ethers. These novel compounds inhibit the activity of Cet1p (RNA 5′-triphosphatase) from Saccharomyces cerevisiae in vitro with IC50s of 5-8 μM and show antifungal activity with MICs ranging from 3.12 to 100 μg ml-1 against S. cerevisiae.

Polygonflavanol A, a novel flavonostilbene glycoside from the roots of Polygonum multiflorum

Chen, Li-Li,Huang, Xiao-Jun,Li, Man-Mei,Ou, Guo-Min,Zhao, Bing-Xin,Chen, Min-Feng,Zhang, Qing-Wen,Wang, Ying,Ye, Wen-Cai

, p. 756 - 760 (2012)

Polygonflavanol A (1), a novel flavonostilbene glycoside with an unusual coupling pattern, together with five known stilbene glycosides (2-6), was isolated from the roots of Polygonum multiflorum. The structures were elucidated on the basis of extensive spectroscopic analysis and chemical evidence. The absolute configuration of 1 was further determined by CD analysis. Most of the compounds could inhibit nitric oxide (NO) secretion of RAW264.7 cells in respond to lipopolysaccharide (LPS) in a dose dependent manner. Among them, compound 2 displayed the highest inhibitory activity.

Structures of Some Novel α-Glucosyl Diterpene Glycosides from the Glycosylation of Steviol Glycosides

Prakash, Indra,Chaturvedula, Venkata Sai Prakash

, p. 20280 - 20294 (2014)

Four new minor diterpene glycosides with a rare α-glucosyl linkage were isolated from a cyclodextrin glycosyltransferase glucosylated stevia extract containing more than 98% steviol glycosides. The new compounds were identified as 13-[(2-O-β-D-glucopyranosyl-3-O-(4-O-α-D-glucopyranosyl)-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(4-O-α-D-glucopyranosyl-β-D-glucopyranosyl) ester] (1), 13-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(4-O-(4-O-(4-O-α-D-glucopyranosyl)-α-D-glucopyranosyl)-α-D-glucopyranosyl)-β-D-glucopyranosyl ester] (2), 13-[(2-O-β-D-glucopyranosyl-3-O-(4-O-(4-O-(4-O-α-D-glucopyranosyl)-α-D-glucopyranosyl)-α-D-glucopyranosyl)-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid β-D-glucopyranosyl ester (3), and 13-[(2-O-β-D-glucopyranosyl-3-O-(4-O-(4-O-(4-O-α-D-glucopyranosyl)-α-D-glucopyranosyl)-α-D-glucopyranosyl)-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-[(4-O-α-D-glucopyranosyl-β-D-glucopyranosyl) ester] (4) on the basis of extensive NMR and mass spectral (MS) data as well as hydrolysis studies.

Chemical Constituents of Astragalus falcatus

Alaniya,Sutiashvili,Kavtaradze, N. Sh.,Skhirtladze

, p. 1202 - 1203 (2017)

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Benzylbenzoate and norlignan glucosides from Curculigo pilosa: Structural analysis and in vitro vascular activity

Palazzino, Giovanna,Galeffi, Corrado,Federici, Elena,Delle Monache, Franco,Francesca Cometa, Maria,Palmery, Maura

, p. 411 - 417 (2000)

From the rhizomes of Curculigo pilosa, two benzylbenzoate diglucosides, piloside A and piloside B, and a glucosyl-fused norlignan, pilosidine, previously obtained only as the tetra-O-methyl derivative, were isolated. Pilosidine showed facilitating effect on adrenaline evoked contractions in rabbit aorta isolated preparations. (C) 2000 Elsevier Science Ltd.

Two new alkaloids from the roots of Baphicacanthus cusia

Feng, Qi-Tong,Zhu, Guo-Yuan,Gao, Wei-Na,Yang, Zifeng,Zhong, Nanshan,Wang, Jing-Rong,Jiang, Zhi-Hong

, p. 1505 - 1508 (2016)

Phytochemical investigation of the root of Baphicacanthus cusia (NEES) BREMEK afforded two new alkaloids, baphicacanthin A (1) and baphicacanthin B (2), along with 28 known compounds. The chemical structures of these compounds were elucidated on the basis of one and two dimensional (1D/2D)-NMR and high resolution (HR)-MS spectral evidence.

Phenolic constituents from the roots of Alangium chinense

Zhang, Yan,Liu, Yun-Bao,Li, Yong,Ma, Shuang-Gang,Li, Li,Qu, Jing,Zhang, Dan,Jiang, Jian-Dong,Yu, Shi-Shan

, p. 32 - 36 (2017)

Three new phenolics (1–3) and twenty-eight known compounds (4–31) were isolated from an ethanolic extract of roots of Alangium chinense. Compound 11 exhibited antiviral activity against Coxsackie virus B3 with IC50values of 16.89?μmol/L. Compou

New cholestane glycosides and sterols from the underground parts of Chamaelirium luteum and their cytotoxic activity

Yokosuka, Akihito,Takagi, Kenichi,Mimaki, Yoshihiro

, p. 590 - 598 (2013)

Six new cholestane glycosides (1, 5, 6, 10, 12, and 13) and two new sterols (9 and 11), along with five known compounds (2-4, 7, and 8), were isolated from the underground parts of Chamaelirium luteum (Liliaceae). The structures of these new compounds were determined by spectroscopic analysis and the results of hydrolytic cleavage. The isolated compounds and aglycones were evaluated for their cytotoxic activity against HL-60 human leukemia cells. Compounds 6a, 10a, 12a, 13, and 13a were cytotoxic to HL-60 cells, with IC50 values of 12.8, 9.8, 15.3, 6.2, and 10.2 μM, respectively.

Dracopalmaside, a New Flavonoid from Dracocephalum palmatum

Olennikov,Chirikova

, p. 1067 - 1069 (2015)

Phytochemical studies of the aerial part of Dracocephalum palmatum (Lamiaceae) isolated the new flavonoid dracopalmaside that was identified based on UV, MS, and NMR spectral data as luteolin-7,4′-di-O-α -Lrhamnopyranosyl-(1→6)-β-D-glucopyranoside (luteolin-7,4′-di-O-rutinoside) and the two known compounds cynarotriside and luteolin-7,4′-di-O-glucoside.

Two antiproliferative triterpene saponins from Nematostylis anthophylla from the highlands of central madagascar

Dai, Yumin,Harinantenaina, Liva,Brodie, Peggy J.,Birkinshaw, Chris,Randrianaivo, Richard,Applequist, Wendy,Ratsimbason, Michel,Rasamison, Vincent E.,Shen, Yongchun,Tendyke, Karen,Kingston, David G. I.

, p. 233 - 240 (2013)

Investigation of the endemic Madagascan plant Nematostylis anthophylla (Rubiaceae) for antiproliferative activity against the A2780 ovarian cancer cell line led to the isolation of the known triterpene saponin randianin (1), and the two new bioactive trit

Lasianosides A–E: New iridoid glucosides from the leaves of lasianthus verticillatus (Lour.) Merr. and their antioxidant activity

Al-Hamoud, Gadah Abdulaziz,Orfali, Raha Saud,Perveen, Shagufta,Mizuno, Kenta,Takeda, Yoshio,Nehira, Tatsuo,Masuda, Kazuma,Sugimoto, Sachiko,Yamano, Yoshi,Otsuka, Hideaki,Matsunami, Katsuyoshi

, (2019)

The genus Lasianthus (Rubiaceae) consists of approximately 180 species, of which the greatest species diversity is found in tropical Asia. Some of the Lasianthus species have been used in folk medicine to treat tinnitus, arthritis, fever, and bleeding. Lasianthus verticillatus (Lour.) Merr. (Syn. Lasianthus trichophlebus auct. non Hemsl.) is a shrub, branchlets terete about 1.5–3 m in height. This paper studies the chemical composition of the leaves of L. verticillatus for the first time, which resulted in the isolation of five undescribed iridoid glucosides, lasianosides A–E (1–5), together with three known compounds (6–8). The undescribed structures of isolated compounds (1–5) were characterized by physical and spectroscopic data analyses, including one-dimensional (1D) and two-dimensional (2D) NMR, IR, UV, and high-resolution electrospray ionization mass spectra (HR-ESI-MS). Furthermore, the electronic circular dichroism data determined the absolute configurations of the new compounds. The free radical scavenging properties of isolated compounds was assessed by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay, and their cytotoxicity was assessed toward human lung cancer cell line A549 by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. Among the isolated compounds, 3 and 4 displayed potent radical scavenging activities with IC50 values of 30.2 ± 1.8 and 32.0 ± 1.2 μM, which were comparable to that of Trolox (29.2 ± 0.39 μM), respectively, while 5 possessed moderate activity with an IC50 value of 46.4 ± 2.3 μM. None of the isolated compounds exerted cytotoxicity against human cell line A549. As a result, lasianosides C, D, and E have the potential to be non-toxic safe antioxidant agents.

Two new chlorophenyl glycosides from the bulbs of Lilium brownii var. viridulum

Hong, Xiao-Xiao,Luo, Jian-Guang,Kong, Ling-Yi

, p. 769 - 775 (2012)

Two rare new chlorophenyl glycosides, 2,4,6-trichlorol-3-methyl-5-methoxy- phenol 1-O-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranoside (1) and 4-chlorol-5-hydroxyl-3-methyl-phenol 1-O-α-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranoside (2), along with three kno

Efficient production and separation of biodegradable surfactants from cellulose in 1-butyl-3-methylimidazolium chloride

Puga, Alberto V.,Corma, Avelino

, p. 3362 - 3373 (2014)

Alkyl glycoside biodegradable surfactants were produced from cellulose and 1-octanol or 1-dodecanol in a one-pot, two-step (hydrolysis-glycosidation) process in 1-butyl-3-methylimidazolium chloride. Both surfactant productivity and separation efficiencies have been strikingly enhanced compared to other previously reported ionic liquid processes. Production temperatures were decreased to limit the extent of glucose dehydration and further degradation processes, but the conversions remained high. Surfactant molar yields up to 72% were achieved by operating at 70°C. Several separation procedures were tested to achieve high recoveries of both surfactant and ionic liquid. The use of a silica stationary phase was useful for isolation of the surfactant, whereas crystallization of the ionic liquid improved its separation efficiency. Finally, the precipitation of dodecyl glycosides in aqueous media was highly efficient for their isolation and for the recovery (> 99 %) of the ionic liquid by using only water as the solvent for separation.

Six new compounds from Atractylodes lancea and their hepatoprotective activities

Xu, Kuo,Yang, Ya-Nan,Feng, Zi-Ming,Jiang, Jian-Shuang,Zhang, Pei-Cheng

, p. 5187 - 5192 (2016)

Two new phenolic glycosides with a rare β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl moiety (1, 2), one new dihydrobenzofuran derivative (3), one new pyrazine derivative (4), two new furofuran lignan glycosides (5, 6), and six known compounds (7–12) were isolated from the rhizomes of Atractylodes lancea. The structures of these compounds were elucidated by extensive spectroscopic analyses combined with the experimental and calculated electronic circular dichroism and the Rh2(OCOCF3)4-induced circular dichroism for configurational assignments. Notably, compounds 1–3 showed significant hepatoprotective activities against N-acetyl-p-aminophenol-induced HepG2 cell injury. This study is also the first Letter on the isolation of furofuran lignans and pyrazine derivatives (4–7) from the genus Atractylodes.

A study of the acid-catalyzed hydrolysis of cellulose dissolved in ionic liquids and the factors influencing the dehydration of glucose and the formation of humins

Dee, Sean J.,Bell, Alexis T.

, p. 1166 - 1173 (2011)

An investigation was carried out into the hydrolysis of cellulose dissolved in 1-ethyl-3-methylimidazolium chloride ([Emim][Cl]) and 1-butyl-3- methylimidazolium chloride ([Bmim][Cl]) catalyzed by mineral acids. Glucose, cellobiose, and 5-hydroxymethylfurfural (5-HMF) were observed as the primary reaction products. The initial rate of glucose formation was determined to be of first order in the concentrations of dissolved glucan and protons and of zero order in the concentration of water. The absence of a dependence on water concentration suggests that cleavage of the β-1,4-glycosidic linkages near chain ends is irreversible. The apparent activation energy for glucose formation is 96kJmol-1. The absence of oligosaccharides longer than cellobiose suggests that cleavage of interior glycosidic bonds is reversible due to the slow diffusional separation of cleaved chains in the highly viscous glucan/ionic liquid solution. Progressive addition of water during the course of glucan hydrolysis inhibited the rate of glucose dehydration to 5-HMF and the formation of humins. The inhibition of glucose dehydration is attributed to stronger interaction of protons with water than the 2-OH atom of the pyranose ring of glucose, the critical step in the proposed mechanism for the formation of 5-HMF. The reduction in humin formation associated with water addition is ascribed to the lowered concentration of 5-HMF, since the formation of humins is suggested to proceed through the condensation polymerization of 5-HMF with glucose.

Hydrolysis of cellulose by amorphous carbon bearing SO3H, COOH, and OH groups

Suganuma, Satoshi,Nakajima, Kiyotaka,Kitano, Masaaki,Yamaguchi, Daizo,Kato, Hideki,Hayashi, Shigenobu,Hara, Michikazu

, p. 12787 - 12793 (2008)

The hydrolysis of cellulose into saccharides using a range of solid catalysts is investigated for potential application in the environmentally benign saccharification of cellulose. Crystalline pure cellulose is not hydrolyzed by conventional strong solid Bronsted acid catalysts such as niobic acid, H-mordenite, Nafion and Amberlyst-15, whereas amorphous carbon bearing SO3H, COOH, and OH function as an efficient catalyst for the reaction. The apparent activation energy for the hydrolysis of cellulose into glucose using the carbon catalyst is estimated to be 110 kJ mol-1, smaller than that for sulfuric acid under optimal conditions (170 kJ mol -1). The carbon catalyst can be readily separated from the saccharide solution after reaction for reuse in the reaction without loss of activity. The catalytic performance of the carbon catalyst is attributed to the ability of the material to adsorb β-1,4 glucan, which does not adsorb to other solid acids.

Steroidal saponins from the underground parts of Ruscus a culeatus and their cytostatic activity on HL-60 cells

Mimaki, Yoshihiro,Kuroda, Minpei,Kameyama, Aiko,Yokosuka, Akihito,Sashida, Yutaka

, p. 485 - 493 (1998)

Phytochemical examination of the underground parts of Ruscus aculeatus has been undertaken as part of a systematic study of plants of the Liliaceae. Six new spirostanol saponins and five new furostanol saponins were isolated, and their structures were assigned on the basis of spectroscopic analysis, including two-dimensional NMR techniques, and hydrolysis. Ruscogenin diglycoside with three acetyl groups attached to the inner galactosyl moiety and its corresponding 26-glucosyloxyfurostanol saponin showed cytostatic activity on leukemia HL-60 cells.

Flavonoids from Litsea japonica Inhibit AGEs Formation and Rat Lense Aldose Reductase in Vitro and Vessel Dilation in Zebrafish

Lee, Ik-Soo,Kim, Yu Jin,Jung, Seung-Hyun,Kim, Joo-Hwan,Kim, Jin Sook

, p. 318 - 325 (2017)

In our ongoing efforts to identify effective naturally sourced agents for the treating of diabetic complications, two new (1 and 2) and 11 known phenolic compounds (3-13) were isolated from an 80% ethanol extract of Litsea japonica leaves. The structures

Two new secoiridoid glucosides and a new lignan from the roots of Ilex pubescens

Zhang, Yang,Deng, Bowen,Cui, Yida,Chen, Xue,Bi, Jiayi,Zhang, Guogang

, p. 946 - 953 (2018)

Two new secoiridoid glucosides, ilexpublignoside (1), pubzenoside (2), and a new lignan, ilexlignan B (3), along with seven known compounds (4–10) were isolated from the roots of Ilex pubescens for the first time. Their chemical structures were elucidated on the basis of extensive spectroscopic methods, including IR, UV, HR-ESI–MS, CD, NMR experiments, as well as comparison with the reported data.

New Phenolic Compounds from the Roots of Lentil (Lens?culinaris)

?uchowski, Jerzy,Pecio, ?ukasz,Reszczyńska, Emilia,Stochmal, Anna

, p. 674 - 680 (2016)

While lentil (Lens?culinaris) seeds are phytochemically well characterized, very little is known about secondary metabolites from lentil roots. Our research on lentil roots led to isolation of five phenolic compounds and five group B soyasaponins. Their structures were established using NMR spectroscopy and mass spectrometry. Four phenolics have not been hitherto described in the literature: 4-O-β-d-glucopyranosyl-2-methoxybenzoic acid, (αS)-4,4′-di-O-β-d-glucopyranosyl-α,2′-dihydroxydihydrochalcone, (αS)-4′-O-β-d-glucopyranosyl-α,2′,4-trihydroxydihydrochalcone, and keto-2-hydroxyglycitein. The DPPH?radical-scavenging activity of the purified phenolic compounds was additionally evaluated.

Photodeprotection of up to Eight Photolabile Protecting Groups from a Single Glycan

Samarasimhareddy, Mamidi,Alshanski, Israel,Mervinetsky, Evgeniy,Hurevich, Mattan

, p. 880 - 884 (2018)

Permanent protecting groups are essential for oligosaccharide synthesis. However, the removal of the traditionally used protecting groups is not trivial and demands considerable expertise. Using photolabile protecting groups as permanent protection for glycan can overcome many limitations associated with the traditional oligosaccharide synthesis approach. It is demonstrated here that up to eight photolabile protecting groups can be readily removed from a single glycan using a benchtop LED setup that is very easy to operate. This report suggests that further development of the strategy will offer an attractive alternative for oligosaccharide synthesis.

CHEMICAL STUDY OF PLANTS OF THE MONGOLIAN FLORA COUMARINS OF Salsola laricifolia

Narantuyaa, S.,Batsuren, D.,Batirov, E. Kh.,Malikov, V. M.

, p. 228 - 229 (1986)

-

FLAVONES OF Prunella vulgaris

Dmitruk, I. S.,Dmitruk, S. E.,Berezovskaya, T. P.,Prishep, T. P.

, p. 374 - 375 (1987)

-

A new triterpene glycoside from the stems of Lagerstroemia indica

Woo, Kyeong Wan,Cha, Joon Min,Choi, Sang Un,Lee, Kang Ro

, p. 631 - 635 (2016)

A bioassay-guided fractionation and chemical investigation of the stems of Lagerstroemia indica resulted in the isolation and identification of a new triterpene glycoside, lagerindiside (1), along with nine known triterpenes (2–10). The structure of this new compound was elucidated on the basis of 1D and 2D nuclear magnetic resonance spectroscopic data analysis as well as chemical method. The cytotoxic activities of the isolates (1–10) were evaluated by determining their inhibitory effects on four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15) using a sulforhodamine B bioassay. Compounds 3 and 4 showed potent cytotoxicity on the tumor cell lines with IC50values ranging from 3.38 to 6.29?μM.

FLAVONOID GLYCOSIDES OF Astragalus cicer

Alaniya, M. D.,Aneli, Dzh. N.,Patudin, A. V.,Komelin, R. V.

, p. 500 - 501 (1983)

-

LILIOSIDE C, A GLYCEROL GLUCOSIDE FROM LILIUM LANCIFOLIUM

Kaneda, Miyuki,Mizutani, Kiyoyasu,Tanaka, Keiko

, p. 891 - 894 (1982)

A new glycerol glucoside, lilioside C, has been isolated from the leaves and stems of Lilium lancifolium.Its structure including the configuration of the aglycone moiety has been elucidated by chemical and spectroscopic means and by its synthesis.Key Word Index - Lilium lancifolium; Liliaceae; tiger lily; glycerol glucoside; 3-O-β-D-glucopyranosyl-sn-glycerol; lilioside C; stereochemistry; synthesis.

The phenols and prodelphinidins of white clover flowers

Foo,Lu,Molan,Woodfield,McNabb

, p. 539 - 548 (2000)

White clover flowers (Trifolium repens L.) contain an abundance of phenolics, namely cis- and tras-p-coumaric acid 4-O- β-D-glucopyranoside, the 3-O-β-D-galactopyranosides of myricetin, quercetin and kaempferol together with two new derivatives namely myricetin 3-O-(6''-acetyl)-β-D)- galactopyranoside and kaempferol 3-O-(6''-acetyl)-β-D)- galactopyranoside. Gallocatechin, epigallocatechin, gallocatechin-(4α-8)-epigallocatechin and their corresponding prodelphinidin polymers were also present. The 13C-NMR spectra showed that the polymers consisted of only gallocatechin and epigallocatechin monomeric units with the latter being about twice as abundant in the extenders but only slightly more than that in the terminating units. The average degree of polymerization was estimated by, 13C-NMR and ES-MS, which gave a remarkably consistent result of about 5.8 flavanol units. (C) 2000 Elsevier Science Ltd.

New Diterpenes from arenga pinnata (Wurmb.) merr. Fruits

Liu, Ji-Fei,Huo, Jin-Hai,Wang, Chang,Li, Feng-Jin,Wang, Wei-Ming,Huang, Lu-Qi

, (2019)

Three new ent-kauran-type diterpenes (1-3), named arenterpenoids A-C, and five known ones (4-8) were isolated and identified from Arenga pinnata (Wurmb.) Merr. Fruits. The structures of these compounds were established by 1D and 2D NMR spectra and HR-ESI-MS. To the best of our knowledge, this is the first scientific report of diterpenes from Arenga genus.

A new xanthone glycoside from the endolichenic fungus Sporormiella irregularis

Yang, Bin-Jie,Chen, Guo-Dong,Li, Yan-Jun,Hu, Dan,Guo, Liang-Dong,Xiong, Ping,Gao, Hao

, (2016)

A new xanthone glycoside, sporormielloside (1), was isolated from an EtOAc extract of an endolichenic fungal strain Sporormiella irregularis (No. 71-11-4-1), along with two known xanthones (2, 3). Their structures were determined by detailed spectroscopic analysis (IR, MS, and 1D- and 2D-NMR), a chemical method, and a comparison of NMR data with closely related compounds previously reported. According to the structures of isolated compounds, their plausible biosynthetic pathway was deduced.

Lignans from Lepidium meyenii and Their Anti-Inflammatory Activities

Zou, Yi-Yan,Wang, Dai-Wei,Yan, Yong-Ming,Cheng, Yong-Xian

, (2021)

Meyeniines A–C (1–3), three new lignans, two known neolignans (4–5), and three known lignans (6–8) were isolated from the rhizomes of Lepidium meyenii. Their structures were identified by comprehensive spectroscopic analyses and computational methods. Compound 1 represents a unique lignan featuring an aromatic ring migration. Compounds 2 and 4–6 were analyzed by chiral HPLC column as enantiomers. Biological evaluation revealed that compound 8 could inhibit IL-6 production in lipopolysaccharide (LPS) induced RAW264.7 cells in a dose-dependent manner.

Anti-complementary components of Helicteres angustifolia

Yin, Xiang,Lu, Yan,Cheng, Zhi-Hong,Chen, Dao-Feng

, (2016)

A first phenalenon derivative with an acetyl side chain at C-8, 8-acetyl-9-hydroxy-3-methoxy-7-methyl-1-phenalenon (compound 1), and a pair of new sesquilignan epimers at C-7″ of hedyotol C and hedyotol D analogs, hedyotol C 7″-O-β-D-glucopyranoside (compound 2) and hedyotol D 7″-O-β-D-glucopyranoside (compound 3) were isolated from the aerial parts of Helicteres angustifolia together with nine known compounds (4-12). Their structures were elucidated on the basis of spectroscopic methods, including mass spectroscopy, and 1D and 2D nuclear magnetic resonance. Eleven isolates exhibited anti-complementary activity. In particular, compounds 4 and 5 exhibited potent anti-complementary activities against the classical and alternative pathways with CH50 values of 0.040 ± 0.009 and 0.009 ± 0.002 mM, and AP50 values of 0.105 ± 0.015 and 0.021 ± 0.003 mM, respectively. The targets of compounds 4 and 5 in the complement activation cascade were also identified. In conclusion, the anti-complementary components of H. angustifolia possessed chemical diversity and consisted mostly of flavonoids and lignans in this study.

ISORHAMNETIN 7-GLUCOSIDE FROM CNICUS WALLICHI

Singh, K. N.,Pandey, V. B.

, p. 2683 (1986)

Key Word Index - Cnicus wallichi; Compositae; isorhamnetin 7-glucoside; flavonol glycoside.Isorhamnetin 7-glucoside was characterized from Cnicus wallichi.This is the first report of this glycoside in the Compositae and the second in nature.

Formation of glucoraphanin by chemoselective oxidation of natural glucoerucin: A chemoenzymatic route to sulforaphane

Iori,Bernardi,Gueyrard,Rollin,Palmieri

, p. 1047 - 1048 (1999)

A new semi-synthetic way to produce glucoraphanin (2), the bio-precursor of the potential anticarcinogen sulforaphane (3), has been developed. Starting from glucoerucin (1), isolated from ripe seeds of Eruca sativa, glucoraphanin was obtained through chemoselective oxidation. Controlled myrosinase-catalysed hydrolysis of this precursor quantitatively afforded sulforaphane.

New triterpenoid saponin from the stems of Albizia adianthifolia (Schumach.) W.Wight

Toukea, Daniel Djou,Kamto, Eutrophe Le Doux,Simo, Line Made,Mbing, Joséphine Ngo,Antheaume, Cyril,Haddad, Mohamed,Noté, Olivier Placide,Pegnyemb, Dieudonné Emmanuel

, p. 780 - 788 (2020/08/19)

As part of our continuing study of apoptosis-inducing saponins from Cameroonian Albizia genus, one new triterpenoid saponin, named adianthifolioside J (1), together with the known gummiferaoside E (2), were isolated from Albizia adianthifolia stems. The s

The phenolic acids from Oplopanax elatus Nakai stems and their potential photo-damage prevention activity

Han, Yu,Cheng, Dongsheng,Hao, Mimi,Yan, Jiejing,Ruan, Jingya,Han, Lifeng,Zhang, Yi,Wang, Tao

, p. 39 - 48 (2021/08/09)

25 phenolic acids, including four new isolates, eurylophenosides A–D (1–4) and 21 known ones (5–25) were isolated and identified from the stems of Oplopanax elatus Nakai. Among the known compounds 5–9, 11–13, 16, 18–25 were isolated from the genus for the first time; 17 was first obtained from the plant; and the NMR data of 22 was reported here first. Meanwhile, the UVB-induced photodamage model of HaCaT cells was used to study the prevent-photodamage abilities of compounds 1–2, 4–8, 11–13 and 15–25 with a nontoxic concentration at 50?μM. Moreover, a dose-dependent experiment was conducted for active compounds at the concentration of 10, 25, and 50?μM, respectively. Consequently, pretreatment with compounds 1, 16, 17, 19, 20, 22, 24 and 25 could suppress the cell viability decreasing induced by UVB irradiation in a concentration-dependent manner. These results indicated that phenolic acids were one kind of material basis with prevent-photodamage activity of O. elatus. Graphic abstract: [Figure not available: see fulltext.].

Ursane-type triterpene oligoglycosides with anti-hepatosteatosis and anti-hyperlipidemic activity from the leaves of Ilex paraguariensis A. St.-Hil.

Inoue, Naoki,Konno, Takuya,Manse, Yoshiaki,Morikawa, Toshio,Muraoka, Osamu,Nagatomo, Akifumi,Ninomiya, Kiyofumi,Sakamoto, Chinatsu,Shibasaka, Aya,Sone, Mayuko,Xu, Yin,Yoshikawa, Masayuki

, (2022/03/19)

The methanol extract from the leaves of Ilex paraguariensis A. St.-Hil. (Aquifoliaceae), popularly known as mate, maté, or yerba maté, inhibits the intracellular triglyceride accumulation in HepG2 cells and suppresses the plasma triglyceride elevation in olive oil-treated mice. Three new triterpene saponins, termed mateosides I (1), II (2), and III (3), were isolated from the extract along with 29 known compounds. The structures of 1–3 were elucidated based on chemical and spectroscopic evidence. Among the isolates, principal saponin constituents, 2 and matesaponins 1 (7) and 2 (9), potently inhibited the triglyceride accumulation in HepG2 cells simultaneously treated with oleic acid and high glucose. In vivo assay of the methanol extract of I. paraguariensis revealed that 7 and 9 showed anti-hyperlipidemic activities in olive oil-treated mice. These results suggested that the saponin constituents of I. paraguariensis could be valuable bioactive marker for the anti-obesogenic activity. Graphical abstract: [Figure not available: see fulltext.]

Isolation, characterization, complete structural assignment, and anticancer activities of the methoxylated flavonoids from rhamnus disperma roots

Abd El-Wahab, Mohammed F.,Abdalla, Ashraf N.,Mohammed, Abd El-Salam I.,Mohammed, Hamdoon A.,Ragab, Ehab A.,Shaheen, Usama

, (2021/10/01)

Different chromatographic methods including reversed-phase HPLC led to the isolation and purification of three O-methylated flavonoids; 5,4’-dihydroxy-3,6,7-tri-O-methyl flavone (penduletin) (1), 5,3’-dihydroxy-3,6,7,4’,5’-penta-O-methyl flavone (2), and 5-hydroxy-3,6,7,3’,4’,5’-hexa-O-methyl flavone (3) from Rhamnus disperma roots. Additionlly, four flavonoid glycosides; kampferol 7-O-α-L-rhamnopyranoside (4), isorhamnetin-3-O-β-D-glucopyranoside (5), quercetin 7-O-α-L-rhamnopyranoside (6), and kampferol 3, 7-di-O-α-L-rhamnopyranoside (7) along with benzyl-O-β-D-glucopyranoside (8) were successfully isolated. Complete structure characterization of these compounds was assigned based on NMR spectroscopic data, MS analyses, and comparison with the literature. The O-methyl protons and carbons of the three O-methylated flavonoids (1–3) were unambiguously assigned based on 2D NMR data. The occurrence of compounds 1, 4, 5, and 8 in Rhamnus disperma is was reported here for the first time. Compound 3 was acetylated at 5-OH position to give 5-O-acetyl-3,6,7,3’,4’,5’-hexa-O-methyl flavone (9). Compound 1 exhibited the highest cytotoxic activity against MCF 7, A2780, and HT29 cancer cell lines with IC50 values at 2.17 μM, 0.53 μM, and 2.16 μM, respectively, and was 2–9 folds more selective against tested cancer cell lines compared to the normal human fetal lung fibroblasts (MRC5). It also doubled MCF 7 apoptotic populations and caused G1 cell cycle arrest. The acetylated compound 9 exhibited cytotoxic activity against MCF 7 and HT29 cancer cell lines with IC50 values at 2.19 μM and 3.18 μM, respectively, and was 6–8 folds more cytotoxic to tested cancer cell lines compared to the MRC5 cells.

Triethylamine-methanol mediated selective removal of oxophenylacetyl ester in saccharides

Rasool, Javeed Ur,Kumar, Atul,Ali, Asif,Ahmed, Qazi Naveed

, p. 338 - 347 (2021/01/29)

A highly selective, mild, and efficient method for the cleavage of oxophenylacetyl ester protected saccharides was developed using triethylamine in methanol at room temperature. The reagent proved successful against different labile groups like acetal, ketal, and PMB and also generated good yields of the desired saccharides bearing lipid esters. Further, we also observed DBU in methanol as an alternative reagent for the deprotection of acetyl, benzoyl, and oxophenylacetyl ester groups. This journal is

Process route upstream and downstream products

Process route

methanol
67-56-1

methanol

p-nitrophenyl 6<sup>5</sup>-O-benzyl-α-maltopentaoside
115850-12-9

p-nitrophenyl 65-O-benzyl-α-maltopentaoside

D-Glucose
2280-44-6

D-Glucose

Conditions
Conditions Yield
With hydrogenchloride; at 90 ℃; for 2h; Product distribution;
4-nitrophenyl-β-D-glucoside
2492-87-7

4-nitrophenyl-β-D-glucoside

D-Glucose
2280-44-6

D-Glucose

Conditions
Conditions Yield
With β-D-glucosidase; 4-methoxy-phenol; at 30 ℃; Rate constant; hydrolisys at pH=6.7;
With β-D-glucosidase; water; at 30 ℃; pH 5.5; relative rate of hydrolysis;
With borate buffer (20percent free base); In water; at 80 ℃; Rate constant; var. buffers;
With water; at 37 ℃; for 0.166667h; pH 5.0 (acetate buffer); hydrolysis by β-D-glucosidase/β-D-fucosidase from Dalbergia cochinchinensis seeds; competitive kinetic analysis with p-nitrophenyl-β-D-fucoside;
With sodium azide; 4-morpholineethanesulfonic acid; antibody Ab24; sodium chloride; at 37 ℃; Rate constant; Michaelis constant;
With phosphate buffer; β-glucosidase from rat small intestinal mucosa of duodenum; phenylmethylsulphonyl fluoride; 2-hydroxyethanethiol; In water; at 37 ℃; for 0.333333h; rate of hydrolysis in mol/hr/mg protein; other proteins;
With dihydroxy-methyl-borane; water; In various solvent(s); at 25 ℃; Rate constant; pH=11, also other boronic acid carriers with different concentrations;
β-galactosidase form A. oryzae; In acetate buffer; at 20 ℃; pH=4.5; Further Variations:; Reagents; Product distribution; Enzymatic reaction;
With citrate buffer; phosphate buffer; soybean β-glucosidase; at 40 ℃; pH=5.0; Further Variations:; Reagents; Enzyme kinetics;
With (6AR,6DR)-6A,6D-di-C-cyano-β-cyclodextrin; In phosphate buffer; at 59 ℃; pH=8.0; Further Variations:; Reagents; Solvents; Temperatures; Kinetics;
With phosphate buffer; 6D-C-cyano-α-cyclodextrin-6A-carboxylic acid; In water; at 59 ℃; pH=8.0; Further Variations:; Reagents; Kinetics;
With Penicillium multicolor IAM7153 β-diglycosidase; In acetate buffer; at 40 ℃; pH=5.5; Enzyme kinetics;
With β-cyclodextrin dicyanohydrin; In phosphate buffer; at 60 ℃; pH=8.0; Kinetics;
With (6AR)-6A-C-formyl-6A-O-methyl-β-cyclodextrin; water; In aq. phosphate buffer; at 59 ℃; pH=8; Reagent/catalyst; Kinetics;
4-nitrophenyl-α-D-glucopyranoside
3767-28-0

4-nitrophenyl-α-D-glucopyranoside

D-Glucose
2280-44-6

D-Glucose

Conditions
Conditions Yield
With dihydroxy-methyl-borane; water; In various solvent(s); at 25 ℃; Rate constant; pH=11, also other boronic acid carriers with different concentrations;
With citrate buffer; phosphate buffer; soybean β-glucosidase; In 2-methoxy-ethanol; at 40 ℃; pH=5.0; Enzyme kinetics;
With α-glucosidase (EC 3.2.2.20) from Saccharomyces sp; In phosphate buffer; at 37 ℃; pH=7.0; Enzyme kinetics;
With Aspergillus niger α-glucosidase; In acetate buffer; at 37 ℃; pH=4.0; Further Variations:; pH-values; Reagents; Temperatures; Kinetics;
With Ganoderma lucidium α-galactosidase; In various solvent(s); at 40 ℃; pH=6.0; Enzyme kinetics;
With (6AR,6DR)-6A,6D-di-C-cyano-β-cyclodextrin; In phosphate buffer; at 59 ℃; pH=8.0; Further Variations:; Reagents; Kinetics;
With (6AS)-6A-C-formyl-6A-O-methyl-β-cyclodextrin; water; In aq. phosphate buffer; at 59 ℃; pH=8; Reagent/catalyst; Kinetics;
cyanidin-3-glucoside
47705-70-4,142506-26-1

cyanidin-3-glucoside

D-Glucose
2280-44-6

D-Glucose

cyanidin
13306-05-3

cyanidin

Conditions
Conditions Yield
With trifluoroacetic acid; at 95 ℃; Kinetics;
peonidin 3-O-[2-O-(2-O-(trans-sinapoyl)-glucosyl)-6-O-(trans-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

peonidin 3-O-[2-O-(2-O-(trans-sinapoyl)-glucosyl)-6-O-(trans-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

D-Glucose
2280-44-6

D-Glucose

malonic acid
141-82-2

malonic acid

p-Coumaric Acid
7400-08-0,50940-26-6

p-Coumaric Acid

trans-3,5-dimethoxy-4-hydroxycinnamic acid
530-59-6,7362-37-0

trans-3,5-dimethoxy-4-hydroxycinnamic acid

peonidin chloride
134-01-0

peonidin chloride

Conditions
Conditions Yield
With hydrogenchloride; water; at 100 ℃; for 1h;
peonidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)-6-O-(trans-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

peonidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)-6-O-(trans-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

D-Glucose
2280-44-6

D-Glucose

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6,537-98-4

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

malonic acid
141-82-2

malonic acid

p-Coumaric Acid
7400-08-0,50940-26-6

p-Coumaric Acid

peonidin chloride
134-01-0

peonidin chloride

Conditions
Conditions Yield
With hydrogenchloride; water; at 100 ℃; for 1h;
peonidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)-6-O-(cis-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

peonidin 3-O-[2-O-(2-O-(trans-feruloyl)-glucosyl)-6-O-(cis-p-coumaroyl)-glucoside]-5-O-[6-O-(malonyl)-glucoside]

D-Glucose
2280-44-6

D-Glucose

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6,537-98-4

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

malonic acid
141-82-2

malonic acid

peonidin chloride
134-01-0

peonidin chloride

Conditions
Conditions Yield
With hydrogenchloride; water; at 100 ℃; for 1h;
N-hydroxyethylacrylamide
7646-67-5,28156-60-7

N-hydroxyethylacrylamide

4-nitrophenyl-β-D-glucoside
2492-87-7

4-nitrophenyl-β-D-glucoside

D-Glucose
2280-44-6

D-Glucose

N-acryloyl-2-aminoethyl β-D-glucopyranoside
156884-56-9

N-acryloyl-2-aminoethyl β-D-glucopyranoside

Conditions
Conditions Yield
With β-glucosidase; In water; at 50 ℃; for 1h; Ionic liquid; Enzymatic reaction;
68%
(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
4304-12-5

(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

D-Glucose
2280-44-6

D-Glucose

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

Conditions
Conditions Yield
With hydrogenchloride; In methanol; at 80 ℃; for 4h;
5,7,3',4'-tetrahydroxy-6-methoxyflavone-7-O-β-D-glucopyranoside
569-90-4

5,7,3',4'-tetrahydroxy-6-methoxyflavone-7-O-β-D-glucopyranoside

D-Glucose
2280-44-6

D-Glucose

eupafolin
520-11-6

eupafolin

Conditions
Conditions Yield
With sodium hydroxide; sulfuric acid; Multistep reaction;

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