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Search for "glucose" in Full Text gives 357 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect

  • Ken-ichi Nakashima,
  • Naohito Abe,
  • Masayoshi Oyama,
  • Hiroko Murata and
  • Makoto Inoue

Beilstein J. Org. Chem. 2023, 19, 1604–1614, doi:10.3762/bjoc.19.117

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  • 13.96 and 22.16 min were coincident with those of the ᴅ-glucose and ʟ-rhamnose derivatives, respectively. Although the peak at 20.83 min was assumed to be attributable to apiofuranose, we were unable to obtain any standard for apiofuranose. In the reported monosaccharide identification method, the
  • retention times of the ᴅ-glucose, ʟ-rhamnose, ᴅ-apiose, and ʟ-apiose derivatives were 17.48, 29.47, 28.57, and 15.69 min, respectively, with the ᴅ-apiose derivative having a longer retention time than the ʟ-apiose derivative [16]. Therefore, considering the retention times of the ᴅ-glucose (13.96 min) and ʟ
  • identification, which revealed peaks at retention times of 13.97 (ᴅ-glucose), 20.84 (ᴅ-apiose), and 22.17 (ʟ-rhamnose) min. Hence, 2 was identified as breynogenin-β-S-oxide 3-O-β-ᴅ-apiofuranosyl-(1→2)-[α-ʟ-rhamnopyranosyl-(1→3)]-β-ᴅ-glucoptranosyl-(1→2)-β-ᴅ-glucopyranoside. Furthermore, we investigated the
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Published 19 Oct 2023

Synthesis of ether lipids: natural compounds and analogues

  • Marco Antônio G. B. Gomes,
  • Alicia Bauduin,
  • Chloé Le Roux,
  • Romain Fouinneteau,
  • Wilfried Berthe,
  • Mathieu Berchel,
  • Hélène Couthon and
  • Paul-Alain Jaffrès

Beilstein J. Org. Chem. 2023, 19, 1299–1369, doi:10.3762/bjoc.19.96

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Published 08 Sep 2023

Two new lanostanoid glycosides isolated from a Kenyan polypore Fomitopsis carnea

  • Winnie Chemutai Sum,
  • Sherif S. Ebada,
  • Didsanutda Gonkhom,
  • Cony Decock,
  • Rémy Bertrand Teponno,
  • Josphat Clement Matasyoh and
  • Marc Stadler

Beilstein J. Org. Chem. 2023, 19, 1161–1169, doi:10.3762/bjoc.19.84

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  • was shown to be a key player in lanostane triterpenoid cytotoxicity; increased activity was demonstrated either by its esterification with glucose or by its reduction into a hydroxymethylene group unlike its presence as a free carboxylic acid moiety [23]. Thus, our findings provide further insights
  • was weighed out into 10 × 500 mL Erlenmeyer flasks, each containing 90 mL of deionized H2O and autoclaved. In addition, 20 × 200 mL Erlenmeyer flasks containing cotton seed flour (Q6/2) liquid-state fermentation media were prepared as follows: media components (ᴅ-glucose 2.5 g/L, glycerol 10 g/L
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Published 02 Aug 2023

Intermediates and shunt products of massiliachelin biosynthesis in Massilia sp. NR 4-1

  • Till Steinmetz,
  • Blaise Kimbadi Lombe and
  • Markus Nett

Beilstein J. Org. Chem. 2023, 19, 909–917, doi:10.3762/bjoc.19.69

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  • acids, 0.5 g/L glucose, 0.5 g/L soluble starch, 0.3 g/L KH2PO4, 0.05 g/L MgSO4 × 7 H2O. The pH of the medium was adjusted to pH 7.2. The cultivation was conducted on a rotary shaker at 130 rpm and 30 °C for one week. Afterwards adsorber resin (XAD-7, 20 g/L) was added to the culture broth to bind the
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Published 23 Jun 2023

Non-peptide compounds from Kronopolites svenhedini (Verhoeff) and their antitumor and iNOS inhibitory activities

  • Yuan-Nan Yuan,
  • Jin-Qiang Li,
  • Hong-Bin Fang,
  • Shao-Jun Xing,
  • Yong-Ming Yan and
  • Yong-Xian Cheng

Beilstein J. Org. Chem. 2023, 19, 789–799, doi:10.3762/bjoc.19.59

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  • % CO2 atmosphere using high-glucose DMEM (GIBCO, USA) containing 10% fetal bovine serum (FBS, GIBCO, USA), 100 U/mL penicillin, 10 μg/mL streptomycin, and 10 μg/mL puromycin. Cells were seeded at a density of 5000 cells/well in 96-well plates under the same incubation conditions. Following overnight
  • cell line) cells were incubated in high-glucose DMEM (GIBCO, USA) containing 10% fetal bovine serum (FBS, GIBCO, USA), 100 U/mL penicillin, and 100 μg/mL streptomycin. Cells were maintained in an atmosphere of 5% CO2 at 37 °C and subsequently plated in 96-well plates at a concentration of 2 × 104 cells
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Published 07 Jun 2023

Cassane diterpenoids with α-glucosidase inhibitory activity from the fruits of Pterolobium macropterum

  • Sarot Cheenpracha,
  • Ratchanaporn Chokchaisiri,
  • Lucksagoon Ganranoo,
  • Sareeya Bureekaew,
  • Thunwadee Limtharakul and
  • Surat Laphookhieo

Beilstein J. Org. Chem. 2023, 19, 658–665, doi:10.3762/bjoc.19.47

Graphical Abstract
  • common metabolic disease that affects how the body uses blood glucose. In 2021, 537 million patients suffered from diabetes worldwide, and the number is feared to increase to 783 million in 2045 [1]. Type 2 diabetes account for the majority of the cases [2]. Currently, inhibition of α-glucosidase, the
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Published 11 May 2023

Phenanthridine–pyrene conjugates as fluorescent probes for DNA/RNA and an inactive mutant of dipeptidyl peptidase enzyme

  • Josipa Matić,
  • Tana Tandarić,
  • Marijana Radić Stojković,
  • Filip Šupljika,
  • Zrinka Karačić,
  • Ana Tomašić Paić,
  • Lucija Horvat,
  • Robert Vianello and
  • Lidija-Marija Tumir

Beilstein J. Org. Chem. 2023, 19, 550–565, doi:10.3762/bjoc.19.40

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  • binding (∆rH). The reaction Gibbs energies (∆rG) were calculated by using the following equation: ∆rG = −RTln(Ka). The entropic contribution to the binding Gibbs energy was calculated by the equation: T∆rS = ∆rH − ∆rG. Confocal microscopy: HeLa cells were cultured and maintained in complete high glucose
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Published 26 Apr 2023

Combretastatins D series and analogues: from isolation, synthetic challenges and biological activities

  • Jorge de Lima Neto and
  • Paulo Henrique Menezes

Beilstein J. Org. Chem. 2023, 19, 399–427, doi:10.3762/bjoc.19.31

Graphical Abstract
  • glucose absorption by inhibiting the associated enzymes such as α-glucosidase, is one of the effective therapeutic methods in diabetes mellitus treatment [78]. Thus, Olanipekun and co-workers [19] evaluated the isolated corniculatolides and isocorniculatolides in their work against α-glucosidase from
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Published 29 Mar 2023

Recommendations for performing measurements of apparent equilibrium constants of enzyme-catalyzed reactions and for reporting the results of these measurements

  • Robert N. Goldberg,
  • Robert T. Giessmann,
  • Peter J. Halling,
  • Carsten Kettner and
  • Hans V. Westerhoff

Beilstein J. Org. Chem. 2023, 19, 303–316, doi:10.3762/bjoc.19.26

Graphical Abstract
  • of the apparent equilibrium constant for this reaction, there is also some glucose 6-phosphatase present, the following reaction will also occur Thus, the production of ᴅ-glucose(aq) and the loss of ᴅ-glucose-6-phosphate(aq) via Equation 12 will affect the measured values of Q′ for Equation 11. These
  • the specific example given, elimination of the glucose 6-phosphatase activity would be sufficient to avoid this error. If this is not possible, the use of method 1 where one measures the approach to equilibrium from opposite directions of reaction could be advantageous. Specifically, one can plot the
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Published 15 Mar 2023

Continuous flow synthesis of 6-monoamino-6-monodeoxy-β-cyclodextrin

  • János Máté Orosz,
  • Dóra Ujj,
  • Petr Kasal,
  • Gábor Benkovics and
  • Erika Bálint

Beilstein J. Org. Chem. 2023, 19, 294–302, doi:10.3762/bjoc.19.25

Graphical Abstract
  • ; monosubstitution; reduction; Introduction Cyclodextrins (CDs), as cyclic oligosaccharides, consist of a macrocyclic ring of glucose subunits linked by α-1,4-glycosidic bonds [1]. They are widely used in pharmaceutical, food and chemical industries, as well as in agriculture. It has been known for decades, that CD
  • pure monofunctionalized CDs. Alternative approaches use sterically hindered reagents, preventing the approach of the second molecule of the reagent to provide higher yields for the monosubstituted compounds [4]. The three different hydroxy groups on the glucose subunits offer three different sites on
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Published 09 Mar 2023

Strategies to access the [5-8] bicyclic core encountered in the sesquiterpene, diterpene and sesterterpene series

  • Cécile Alleman,
  • Charlène Gadais,
  • Laurent Legentil and
  • François-Hugues Porée

Beilstein J. Org. Chem. 2023, 19, 245–281, doi:10.3762/bjoc.19.23

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Published 03 Mar 2023

Nostochopcerol, a new antibacterial monoacylglycerol from the edible cyanobacterium Nostochopsis lobatus

  • Naoya Oku,
  • Saki Hayashi,
  • Yuji Yamaguchi,
  • Hiroyuki Takenaka and
  • Yasuhiro Igarashi

Beilstein J. Org. Chem. 2023, 19, 133–138, doi:10.3762/bjoc.19.13

Graphical Abstract
  • % yeast extract, 1.0% tryptone, 1.0% NaCl, 0.5% glucose, and 1.5% agar. After the agar solidified, the drug-impregnated disks were placed on the medium, and the test cultures were incubated at 32 °C for a day or two until the diameters of inhibitory haloes turned measurable. Microculture antimicrobial
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Published 09 Feb 2023

Revisiting the bromination of 3β-hydroxycholest-5-ene with CBr4/PPh3 and the subsequent azidolysis of the resulting bromide, disparity in stereochemical behavior

  • Christian Schumacher,
  • Jas S. Ward,
  • Kari Rissanen,
  • Carsten Bolm and
  • Mohamed Ramadan El Sayed Aly

Beilstein J. Org. Chem. 2023, 19, 91–99, doi:10.3762/bjoc.19.9

Graphical Abstract
  • propargylated, coupled with azido quinoline, and then functionalized with glucose as part of random designs to discover new antimicrobial and cytotoxic candidates. From these studies, conjugates I [9] and II [10] were identified to display an excellent preliminary antibacterial impact, and congener III [10
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Published 27 Jan 2023

Inclusion complexes of the steroid hormones 17β-estradiol and progesterone with β- and γ-cyclodextrin hosts: syntheses, X-ray structures, thermal analyses and API solubility enhancements

  • Alexios I. Vicatos,
  • Zakiena Hoossen and
  • Mino R. Caira

Beilstein J. Org. Chem. 2022, 18, 1749–1762, doi:10.3762/bjoc.18.184

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  • per cell and again reveal the similarity in the conservation of water molecule sites in the two isostructural complexes. The detailed host conformations are defined by numerous, relevant geometrical parameters that include measures of the angular tilts of the individual glucose rings relative to the
  • host–guest complexation, as a consequence of a mutual-induced fit of host and guest molecules [39]. With reference to γ-CD·PRO, the asymmetric unit (ASU) comprises three pairs of glucose rings that generate three complete γ-CD molecules when rotation of these units around the four-fold axis parallel to
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Published 22 Dec 2022

Preparation of β-cyclodextrin-based dimers with selectively methylated rims and their use for solubilization of tetracene

  • Konstantin Lebedinskiy,
  • Volodymyr Lobaz and
  • Jindřich Jindřich

Beilstein J. Org. Chem. 2022, 18, 1596–1606, doi:10.3762/bjoc.18.170

Graphical Abstract
  • better effectiveness than other tested supramolecular hosts. Keywords: cyclodextrin; dimer; methylation; solubilization; tetracene; Introduction Cyclodextrins (CDs) are cyclic oligomers of glucose that play an important role in supramolecular chemistry [1]. The structure of any CD contains a
  • frequently used in pharmaceutical, food, and chemical industries, agriculture, and environmental engineering [1]. They possess many hydroxy groups and are suitable for further chemical transformations that could alter their complexation ability [2]. Every glucose unit in CDs bears three hydroxy groups, i.e
  • every glucose moiety. Sometimes these signals overlap and merge; however, it is still possible to isolate at least one small doublet, whose intensity is 1/7 of the whole H1-region. After dimerization, the H1-region can be more complex, indicating the further loss of symmetry in the molecules. The NMR
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Published 25 Nov 2022

A study of the DIBAL-promoted selective debenzylation of α-cyclodextrin protected with two different benzyl groups

  • Naser-Abdul Yousefi,
  • Morten L. Zimmermann and
  • Mikael Bols

Beilstein J. Org. Chem. 2022, 18, 1553–1559, doi:10.3762/bjoc.18.165

Graphical Abstract
  • ; cyclodextrin; debenzylation; 2,4-dichlorobenzyl; selective; Introduction α-Cyclodextrin (1) is a cyclic carbohydrate consisting of six α-1,4-linked ᴅ-glucose molecules (Figure 1). It has a donut-like structure with the glucose residues all aligned with the α-side towards the center of the ring and the polar
  • structure. 3) HMBC correlations between C-1 and H-4 in the former glucose (101.8 → 3.40, 101.2 → 3.65, 100.2 → 3.81) gave the order of residues. Overall the spectrum of 10 resembles that of the fully benzylated tetrol 5 [13]. As 9 and 10 are analogues to the products formed from 2 this means that 7 is
  • pattern. The reason for this behavior is probably due to the collective electron-withdrawing effect of the chlorine atoms making the glucose residues of the fully DCB-protected compound more electron deficient at the ring oxygen. This means that the Lewis acidic aluminum reagent has more difficulty
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Published 17 Nov 2022

Oxa-Michael-initiated cascade reactions of levoglucosenone

  • Julian Klepp,
  • Thomas Bousfield,
  • Hugh Cummins,
  • Sarah V. A.-M. Legendre,
  • Jason E. Camp and
  • Ben W. Greatrex

Beilstein J. Org. Chem. 2022, 18, 1457–1462, doi:10.3762/bjoc.18.151

Graphical Abstract
  • derived from biomass pyrolysis, due to its reactive functionality, and the chirality which derives from glucose [4][5][6][7]. Reactions of 1 where the α,β-unsaturated ketone participates as an electrophile are usually completely diastereoselective, as the approach of the nucleophile is controlled by the
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Published 13 Oct 2022

Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies

  • Attila Palágyi,
  • Jindřich Jindřich,
  • Juraj Dian and
  • Sophie Fourmentin

Beilstein J. Org. Chem. 2022, 18, 1346–1354, doi:10.3762/bjoc.18.140

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  • in ppm, and the values of the interaction constants (J) in Hz. Standard numbering for cyclodextrin’s glucose units and numbering with apostrophes for substituents were used to assign NMR signals. Static headspace-gas chromatography measurements were conducted with an Agilent headspace autosampler
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Published 28 Sep 2022

Make or break: the thermodynamic equilibrium of polyphosphate kinase-catalysed reactions

  • Michael Keppler,
  • Sandra Moser,
  • Henning J. Jessen,
  • Christoph Held and
  • Jennifer N. Andexer

Beilstein J. Org. Chem. 2022, 18, 1278–1288, doi:10.3762/bjoc.18.134

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  • optimisation of biocatalytic syntheses of nucleotides as well as nucleotide regeneration systems (Figure 3a and 3b). In a regeneration system (exemplarily shown for the hexokinase-catalysed phosphorylation of glucose (Figure 3a) the formed ADP has to be converted back to ATP to maintain a sufficient pool of
  • mechanism exemplarily shown for the associative reaction pathway. a) Kinases as ATP regeneration enzymes, exemplified by the hexokinase-catalysed ATP-dependent phosphorylation of glucose. The ADP formed is converted back to ATP by pyruvate kinase using phosphoenol pyruvate as the phosphate donor [37]. b
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Published 20 Sep 2022

Enantioselective total synthesis of putative dihydrorosefuran, a monoterpene with an unique 2,5-dihydrofuran structure

  • Irene Torres-García,
  • Josefa L. López-Martínez,
  • Rocío López-Domene,
  • Manuel Muñoz-Dorado,
  • Ignacio Rodríguez-García and
  • Miriam Álvarez-Corral

Beilstein J. Org. Chem. 2022, 18, 1264–1269, doi:10.3762/bjoc.18.132

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  • the perfumery industry [1]. In addition, A. pallens has been used in Indian traditional medicine (Ayurveda) for the treatment of measles, cough, cold, depression, diabetes, and high blood pressure [2]. More recently other biological activities have been reported, such as the blood glucose lowering
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Published 19 Sep 2022

A Streptomyces P450 enzyme dimerizes isoflavones from plants

  • Run-Zhou Liu,
  • Shanchong Chen and
  • Lihan Zhang

Beilstein J. Org. Chem. 2022, 18, 1107–1115, doi:10.3762/bjoc.18.113

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  • General Microbiological Culture Collection Center (CGMCC). Seed culture of this strain was done in ISP-2 medium (yeast extract 0.4 g, malt extract 1 g, glucose 0.4 g, distilled water up to 100 mL, pH 7.2) for 2 days. Isoflavone dimer production was performed on MS agar medium (mannitol 20 g, soy flour 20
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Published 26 Aug 2022

Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544

  • Yin Chen,
  • Jinqiu Ren,
  • Ruimin Yang,
  • Jie Li,
  • Sheng-Xiong Huang and
  • Yijun Yan

Beilstein J. Org. Chem. 2022, 18, 1009–1016, doi:10.3762/bjoc.18.101

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  • NBRC15816. The strain was cultured in 20 L M15 medium: 30.0 g/L glucose, 1.0 g/L peptone, 5.0 g/L beef paste, 2.5 g/L CaCO3, 5.0 g/L NaCl, 1.0 mL/L trace elements solution (1.0 g/L FeSO4·7H2O, 0.45 g/L CuSO4·5H2O, 1.0 g/L ZnSO4·7H2O, 0.1 g/L MnSO4·4H2O, 0.1 g/L K2MoO4). After extraction and concentration
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Published 09 Aug 2022

Terpenoids from Glechoma hederacea var. longituba and their biological activities

  • Dong Hyun Kim,
  • Song Lim Ham,
  • Zahra Khan,
  • Sun Yeou Kim,
  • Sang Un Choi,
  • Chung Sub Kim and
  • Kang Ro Lee

Beilstein J. Org. Chem. 2022, 18, 555–566, doi:10.3762/bjoc.18.58

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  • the same methods as those used for 1. As a result, the monosaccharide of 2 was identified as ᴅ-glucose (Figure S17, Supporting Information File 1). The anomeric proton configuration of the glucopyranosyl unit was determined to be β-configuration based on the J value (7.7 Hz) [11]. Thus, the structure
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Published 17 May 2022

Amamistatins isolated from Nocardia altamirensis

  • Till Steinmetz,
  • Wolf Hiller and
  • Markus Nett

Beilstein J. Org. Chem. 2022, 18, 360–367, doi:10.3762/bjoc.18.40

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  • extraction of Nocardia altamirensis For siderophore production, the strain was grown in 5-L Erlenmeyer flasks containing 1 L of iron-free M9 medium: 7.52 g/L Na2HPO4×2H2O, 3.0 g/L KH2PO4, 0.5 g/L NaCl, 0.5 g/L NH4Cl, 4 g/L glucose, 0.247 g/L MgSO4×7H2O, 0.074 g CaCl2×2H2O, 1 mL biotin (1 mg/mL), 1 mL
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Published 30 Mar 2022

Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

  • Meifang Wu,
  • Xiangdong Su,
  • Yichuang Wu,
  • Yuanjing Luo,
  • Ying Guo and
  • Yongbo Xue

Beilstein J. Org. Chem. 2022, 18, 200–207, doi:10.3762/bjoc.18.23

Graphical Abstract
  • . The ROESY spectrum (Supporting Information File 1, Figure S34, recorded in DMSO-d6) showed correlations of H-3'' and H-1'' /H-5''/HO-4'', indicating the ᴅ-configuration of glucose, while the ROESY correlations of H-1'''/H-3'''/H-5''', H-3'''/H-5''', and H-2'''/H-4''' implied the xylose should be in ᴅ
  • by a ROESY correlation between H-6'' and H-1'''. Subsequently, an acid hydrolysis of 1 afforded the products including daphnogitin, a ᴅ-glucose, and a ᴅ-xylose. The absolute configurations of glucopyranosyl and xylopyranosyl was further determined by HPLC analysis of the sugar derivatives (Supporting
  • and sugar, respectively. The aqueous residue was concentrated to dryness under N2. The aqueous residue, ᴅ-glucose (2 mg), and ᴅ-xylose standard (2 mg) were separately dissolved in 0.5 mL anhydrous pyridine, and ʟ-cysteine methyl ester hydrochloride (2.0 mg) was then added. Each reaction mixture was
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Published 16 Feb 2022
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