35867-45-9

Usage

Uses

Used in Biological Research:
6-Deoxy-L-glucose is used as a research tool for studying glucose uptake and metabolism in cells due to its ability to inhibit the enzyme hexokinase, allowing researchers to investigate the effects of glucose transport and metabolism in a variety of biological systems.
Used in Pharmaceutical Development:
6-Deoxy-L-glucose is used as a potential component in the development of novel drugs and therapeutic agents targeting glucose metabolism, particularly for diseases such as cancer and diabetes, where glucose metabolism plays a crucial role in disease progression and treatment strategies.
Used in Cancer Research:
In cancer research, 6-Deoxy-L-glucose is used as an inhibitor of glucose metabolism to study the effects on tumor growth and to explore its potential as a therapeutic agent for cancer treatment by targeting the altered glucose metabolism in cancer cells.
Used in Diabetes Research:
In diabetes research, 6-Deoxy-L-glucose is used to investigate the role of glucose metabolism in the development and progression of diabetes, as well as to test potential therapeutic interventions that could improve glucose metabolism and manage the disease.

Upstream product

• 15814-59-2 (2S,3S,4S,5S,6R)-2-methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol 
• 1051388-66-9 (1β,3β,5β,25S)-spirostan-1,3-diol 1-[α-L-rhamnopyranosyl-(1->2)-β-D-fucopyranoside] 
• 1253285-17-4 26-O-β-D-glucopyranosyl-(25R)-5α-furostan-20(22)-en-3β,26-diol-3-O-β-D-xylopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-β-D-galactopyranoside 
• 1198083-03-2 3α,11α,30-trihydroxylup-23-al-20(29)-en-28-oic acid 28-O-[α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl] ester 
• 6130-58-1 kaempferol-3-rutinoside 
• 153-18-4 rutin 
• 67-56-1 methanol 
• 911649-24-6 methyl-(2,3-anhydro-6-deoxy-α-L-talopyranoside) 
• 124-41-4 sodium methylate 
• 68069-80-7 methyl-α-L-fucopyranoside 
• 6422-34-0 D-altromethylonic acid 
• 886029-67-0 γ lactone of l-isorhamnonic acid 

Downstream Products

• 634-74-2 D,L-rhamnose 
• 128613-55-8 trifluoroacetylated 6-deoxymannose anti-O-benzyloxime 
• 128613-64-9 trifluoroacetylated 6-deoxymannose syn-O-benzyloxime 
• 620-02-0 5-Methylfurfural 
• 50705-55-0 Methyl β-L-rhamnofuranosid 
• 50705-54-9 methyl-α-L-rhamnofuranoside 
• 14917-55-6 methyl 6-deoxy-α-L-mannopyranoside 
• 42214-00-6 (2S,3R,4R,5R,6S)-2-Methoxy-6-methyl-tetrahydro-pyran-3,4,5-triol 
• 6422-34-0 L-idomethylonic acid 
• 3615-37-0 D-Fucose 
• 2438-80-4 L-Fucose 
• 2079-46-1 D-xylo-6-deoxy-[2]hexosulose-bis-phenylhydrazone 
• 20031-16-7 6-deoxy-D-gulono-1,4-lactone 
• 19046-66-3 O²,O⁴;O³,O⁵-((R,R)-dibenzylidene)-1,6-dideoxy-L-glucitol 

Relevant academic research and scientific papers

C-GLYCOSYLFLAVONES FROM ZEA MAYS THAT INHIBIT INSECT DEVELOPMENT

A new C-glycosylflavone isolated from corn silk inhibits the growth and development of the corn earworm, Heliothis zea.This new compound was shown to be a 2''-O-α-L-rhamnosyl-6-C-(6-deoxy-xylo-hexos-4-ulosyl)luteolin.Also found co-occurring in corn silk were minor amounts of the corresponding 6-C-glycosylated analogs of chrysoeriol and apigenin.Key Word Index - Zea Mays; Gramineae; maize; flavone C-glycosides; Heliothis zea; corn earworm; larval growth inhibitors; host plant resistance; keto sugars.

Triterpene and sterol derivatives from the roots of Breynia fruticosa

A new nor-ceanothane-type triterpenoid, breynceanothanolic acid (1), and seven novel 4-methyl sterols, fruticosides A-G (2-8), were obtained from the roots of Breynia fruticosa. The new compound structures were established by means of extensive spectroscopic and chemical methods. Compounds 7 and 8 are sulfur-containing derivatives of the 4-methyl sterols, and the sugar moiety of compounds 4, 5, 7, and 8 (l-quinovose) is uncommon in plants. Compounds 1 and 2 exhibited moderate cytotoxicity against five human cancer cell lines. (Chemical Equation Presented).

Structure and activities of a steroidal saponin from Chlorophytum nimonii (Grah) Dalz

A new steroidal saponin, chloragin (1), was isolated and characterised from the aerial part of Chlorophytum nimonii. The structure of chloragin (1) was established as tigogenin-3-O-α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-β-D-xylopyranosyl-(

A novel low-molecular-mass pumpkin polysaccharide: Structural characterization, antioxidant activity, and hypoglycemic potential

The novel natural low-molecular-mass polysaccharide (SLWPP-3) from pumpkin (Cucurbia moschata) was separated from the waste supernatant after macromolecular polysaccharide production and purified using a DEAE cellulose-52 column and gel-filtration chromatography. Chemical and instrumental studies revealed that SLWPP-3 with a molecular mass of 3.5 kDa was composed of rhamnose, glucose, arabinose, galactose and uronic acid with a weight ratio of 1: 1: 4: 6: 15, and primarily contained →3,6)-β-D-Galp-(1→, →4)-α-GalpA-(1→(OMe), →4)-α-GalpA-(1→, →2,4)-α-D-Rhap-(1→, →3)-β-D-Galp-(1→, →4)-α-D-Glcp, and →4)-β-D-Galp residues in the backbone. The branch chain passes were connected to the main chain through the O-4 atom of glucose and O-3 atom of arabinose. Physiologically, the ability of SLWPP-3 to inhibit carbohydrate-digesting enzymes and DPPH and ABTS radicals, as well as protect pancreatic β cells from oxidative damage by decreasing MDA levels and increasing SOD activities, was confirmed. The findings elucidated the structural types of pumpkin polysaccharides and revealed a potential adjuvant natural product with hypoglycemic effects.

Novel polysaccharide from Chaenomeles speciosa seeds: Structural characterization, α-amylase and α-glucosidase inhibitory activity evaluation

Purification and structural characterization of a novel polysaccharide fraction from Chaenomeles speciosa seeds were investigated. After hot water extraction and ethanol precipitation, the crude polysaccharide was sequentially purified with Cellulose DEAE-52 and gel-filtration chromatography, and a highly purified polysaccharide fraction (F3) was obtained. The structure of F3 was characterized by high-performance gel permeation chromatography (HPGPC), high performance liquid chromatography (HPLC), ultraviolet-visible (UV), Fourier transform infrared (FT-IR) and nuclear magnetic resonance (NMR) spectrum, together with methylation, scanning electron microscopy (SEM), atomic force microscope (AFM), and Congo-red test analysis. The results indicated that F3 was a homogeneous polysaccharide fraction with a molecular weight of 8.65 × 106 Da, and it was composed of Rha, GlcA, Gal, and Ara in a molar ratio of 6.34:5.73:47.14:40.13. The backbone of F3 was consisted of →3,6)-Galp-(1→, and the side chains of F3 were composed of Araf-(1→, →4)-GlcpA-(1→, →4)-Galp-(1→ and →3)-Rhap-(1→. The hypoglycemic assays demonstrated F3 had good α-amylase and α-glucosidase inhibition activities, and their IC50 values were 6.24 mg/mL and 4.59 mg/mL respectively. Thus, the polysaccharide from Chaenomeles speciose could be applied as a potential natural source in retarding postprandial hyperglycemia effects.

Antiangiogenic phenylpropanoid glycosides from Gynura cusimbua

A new phenylpropanoid glycoside, named α-L-rhamnopyranosyl-(1?2)-β-D-[4″-(8E)-7-(3,4-dihydroxyphenyl)-8-propenoate, 1″-O-(7S)-7-(3,4-dihydroxyphenyl)-7-methoxy-ethyl]-glucopyranoside (1), together with nine known compounds (2–10) were isolated from the active fraction (n-Butanol fraction) of Gynura cusimbua for the first time. The known compounds (2–10) were identified as phenylpropanoid glycosides on the basis of extensive spectral data and references. The antiangiogenic activities of compounds (1–10) were evaluated by MTT assay on HUVECs and wild-type zebrafish in vivo model assay. As a result, compounds 1, 6, 7, 8 and 10 exhibited certain antiangiogenic activities.

Effect of polyphenols from Vicia faba L on lipase activity and melanogenesis

Two new flavonoid glycosides, kaempferol 3-O-α-L-rhamnopyranosyl (1→6) (3′′-acetyl)-β-D-galactopyranoside 1 and kaempferol 3-O-α-L-arabinopyranosyl-5-O-α-L-rhamnopyranoside 2, along with six known ones 3–8 were isolated from the flowers of Vicia faba L. (Fabaceae). Methanol extract and the isolated compounds were tested against lipase and melanogenesis inhibition activities and resulted in that compound 2 showed 53 and 77% lipase inhibition activity in concentrations of 400 and 800?μg/mL, respectively. For melanogenesis, compounds 2, 3 and 4 exhibited potent melanogenesis inhibition activity where the melanin content in melanoma cells was decreased to be about 57.5, 56 and 61%, respectively, with no obvious melanocytotoxicity. The rest of compounds showed weak to moderate activity. The results of melanogenesis inhibition activity of this study suggested the potential use of Vicia faba flowers as a skin-whitening agent and reveal the flowers to be a rich source of important phytochemicals with antilipase and melanogenesis inhibitory activity.

Optimization of ultrasound-assisted extraction of okra (Abelmoschus esculentus (L.) Moench) polysaccharides based on response surface methodology and antioxidant activity

This study determined the optimal conditions for ultrasound-assisted extraction of a water-soluble polysaccharide, Raw Okra Polysaccharide, from the fruit of okra using response surface methodology. The optimal extraction temperature, extraction time and ultrasonic power were 59 °C, 30 min and 522 W, respectively, giving a yield of 10.35 ± 0.11%. ROP was further isolated, lyophilized and purified using a DEAE-Sepharose Fast Flow column and Sepharose CL-6B column, revealing three elution peaks subsequently designated ROP ?1, ?2, and ?3, respectively. Of these, ROP-2 showed the highest yield, and was therefore selected for physicochemical analysis and evaluation of antioxidant activity. Gas chromatography, fourier transform infrared spectroscopy, and high-performance liquid chromatography were used to characterize the primary structural features and molecular weight, revealing that ROP-2 is composed of glucose, mannose, galactose, arabinose, xylose, fructose, and rhamnose (molar percentages: 28.8, 12.5, 13.1, 15.9, 9.2, 13.7, and 6.8%, respectively) and has an average molecular weight of 1.92 × 105 Da. A superoxide radical scavenging assay and DPPH radical scavenging assay further revealed the significant in vitro antioxidant activity of ROP-2. These findings present an effective technique for extraction of the natural antioxidant ROP-2, warranting further analysis of its potential application in the food industry.

New dammarane triterpenoid saponins from the leaves of Cyclocarya paliurus

Three new dammarane triterpenoid saponins, cyclocariosides O-Q (1–3), were isolated from the ethanolic extracts of the leaves of Cyclocarya paliurus. The structures of these compounds were elucidated by spectroscopic methods.

Hepta-, hexa-, penta-, tetra-, and trisaccharide resin glycosides from three species of Ipomoea and their antiproliferative activity on two glioma cell lines

Six new partially acylated resin glycosides were isolated from convolvulin of Ipomoea purga, Ipomoea stans, and Ipomoea murucoides (Convolvulaceae). The structures of compounds 1–6 were elucidated by a combination of NMR spectroscopy and mass spectrometry. The structure of jalapinoside B (1) consists of a hexasaccharide core bonded to an 11-hydroxytetradecanoic (convolvulinic) acid forming a macrolactone acylated by a 2-methylbutanoyl, a 3-hydroxy-2-methylbutanoyl, and a quamoclinic acid B units. Purginoic acid A (2) contains a hexasaccharide core bonded to a convolvulinic acid acylated by a 3-hydroxy-2-methylbutanoyl unit. Stansin A (4) is an ester-type heterodimer, and consists of two stansoic acid A (3) units, acylated by 2-methylbutanoic and 3-hydroxy-2-methylbutanoic acids. The site of lactonization was located at C-3 of Rhamnose, and the position for the ester linkage of the monomeric unit B on the macrolactone unit A was established as C-4 of the terminal rhamnose. Compounds 5 and 6 are glycosidic acids. Murucinic acid II (5) is composed of a pentasaccharide core bonded to an 11-hydroxyhexadecanoic (jalapinolic) acid, acylated by an acetyl unit. Stansinic acid I (6) is a tetrasaccharide core bonded to a jalapinolic acid, acylated by 2-methylbutanoyl and 3-hydroxy-2-methylbutanoyl units. Preliminary testing showed the cytotoxicity of compounds 1–6 toward OVCAR and UISO-SQC-1 cancer cell lines. In addition, compound 1 showed an antiproliferative activity on glioma C6 and RG2 tumor cell lines. Copyright