Tag: M.W=300-350

Wang, Di published the artcileEvaluation of the active ingredients and potential targets of Radix Sophorae Flavescentis-Radix Sanguisorbae in the treatment of ulcerative colitis with a network pharmacology approach, Related Products of tetrahydropyran, the publication is Shijie Zhongyiyao (2021), 16(16), 2401-2407, database is CAplus.

Objective: To predict the mechanism of treatment of ulcerative colitis (UC) with Radix Sophorae Flavescentis-Radix Sanguisorbae Based on network pharmacol. Methods: Chem. composition and target genes of the Radix Sophorae Flavescentis-Radix Sanguisorbae drug pair were searched through the TCMSP database of traditional Chinese medicines (TCM), and the potential active ingredients of the drug pair were screened under the condition of bioavailability (OB)>30% and drug-like properties (DL)>0.18. The TCMSP database was used to predict potential targets for the drug pair. Uniprot database was used to find the name of the human gene corresponding to the potential target. The disease target of UC were retrieved through Genecards and OMIM database, and was then mapped to the potential target of the drug pair into a Wayne diagram. The target gene of the component is introduced into Cytoscape 3.7.2 to construct the drug-component-disease-target network diagram. The STRING database was used to construct a PPI protein interaction network diagram to select the core target. Finally, the Radix Sophorae Flavescentis-Radix Sanguisorbae drug pair was used for GO anal. and KEGG anal. of effective targets for the treatment of ulcerative colitis. Results: A total of 27 active ingredients and 74 effective targets were obtained from the Radix Sophorae Flavescentis-Radix Sanguisorbae drug pair. GO enrichment anal. results showed a total of 90 biol. processes, mainly related to DNA binding and protein or cofactor binding; KEGG pathway enrichment results showed totally 115 pathways, including PI3K-AKT signaling pathway and cancer pathway. Conclusion: Radix Sophorae Flavescentis-Radix Sanguisorbae drug pair can act on multiple targets, multiple channels, and multiple pathways to treat UC in a variety of active ingredients. This study provides a theor. reference for further research on the mechanism of action of Radix Sophorae Flavescentis-Radix Sanguisorbae drug pair on UC clin. treatment.

Shijie Zhongyiyao published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C33H29N3O3, Related Products of tetrahydropyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Jeon, Yukyoung published the artcileCarboxymethylated cyclosophoraose as a novel chiral additive for the stereoisomeric separation of some flavonoids by capillary electrophoresis, HPLC of Formula: 69097-99-0, the publication is Carbohydrate Research (2010), 345(16), 2408-2412, database is CAplus and MEDLINE.

A carboxymethylated cyclosophoraose (CM-Cys) was synthesized by the chem. modification of neutral Cys, which was isolated from Rhizobium trifolii TA-1. CM-Cys was successfully applied as a novel chiral selector for the separation of some flavonoids including catechin, 3,5,7,3′,4′-pentahydroxyflavanone, hesperidin, hesperetin, isosakuranetin, naringenin, naringin, and eriodictyol. The effects of pH, chiral additive concentration, and temperature on resolution and migration time were also studied.

Carbohydrate Research published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, HPLC of Formula: 69097-99-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Tsunekawa, Ryuji published the artcileSynthesis of 5-Hydroxy-3′,4′,7-trimethoxyflavone and Related Compounds and Elucidation of Their Reversal Effects on BCRP/ABCG2-Mediated Anticancer Drug Resistance, Formula: C16H14O6, the publication is ChemBioChem (2019), 20(2), 210-220, database is CAplus and MEDLINE.

3′,4′,7-Trimethoxyflavone (TMF) has been reported to show a potent reversal effect on drug resistance mediated by breast cancer resistance protein (BCRP)/ATP-binding cassette subfamily G member 2 (ABCG2). In this study, we designed and synthesized five derivatives with either a hydroxy group or a fluorine atom at C-5 and several kinds of capping moiety at the C-7 hydroxy group, on the same 3′,4′-dimethoxy-substituted flavone skeleton. We subsequently evaluated the efficacies of these compounds against BCRP-expressing human leukemia K562/BCRP cells. Reversal of drug resistance was expressed as the concentration of compound causing a twofold reduction in drug sensitivity (RI50). Of the synthesized compounds, the reversal effect of 5-hydroxy-3′,4′,7-trimethoxyflavone (HTMF, RI50 7.2 nM) towards 7-ethyl-10-hydroxycamptothecin (SN-38) was stronger than that of TMF (RI50 18 nM). Fluoro-substituted 5-fluoro-3′,4′,7-trimethoxyflavone (FTMF, RI50 25 nM) and monoglycosylated 7-(β-glucosyloxy)-5-hydroxy-3′,4′-dimethoxyflavone (GOHDMF, 91 nM) also exhibited reversal effects, whereas the di- and triglycoside derivatives did not. TMF, HTMF and FTMF at 0.01-10 μM upregulated the K562/BCRP cellular accumulation of Hoechst 33342 nuclear staining dye. HTMF showed the strongest inhibition of BCRP-mediated efflux and suppression of BCRP expression of the three effective synthesized flavones.

ChemBioChem published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C6H13NO2, Formula: C16H14O6.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Desta, Kebede Taye published the artcileAntioxidant activities and liquid chromatography with electrospray ionization tandem mass spectrometry characterization and quantification of the polyphenolic contents of Rumex nervosus Vahl leaves and stems, HPLC of Formula: 69097-99-0, the publication is Journal of Separation Science (2016), 39(8), 1433-1441, database is CAplus and MEDLINE.

In the present study, four compounds, viz., hlorogenic acid, catechin, orientin, and apigenin-O-acetylglycoside, among 18 polyphenol compounds (17 flavonoids and one hydroxycinnamic acid derivative) were characterized for the first time in Rumex nervosus leaves and stems by using liquid chromatog. with electrospray ionization tandem mass spectrometry. The method validation in terms of determination coefficient, limits of detection, and quantification were ≥ 0.9979, 0.68-1.61, and 2.27-5.38 mg/L, resp. Accuracy, expressed as percent recovery for two spiking levels (10 and 50 mg/L), were in the range 78.9-110.6% with the exception of caffeic acid. The relative standard deviations were 1-17%. The total polyphenol content was higher by approx. two times in the leaf (1073 mg/kg fresh sample) than in the stem (519.86 mg/kg fresh sample). The antioxidant effects increased in a dose-dependent manner, and the scavenging activities, investigated by measuring 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) scavenging activity, ferrous ions chelating activity, superoxide anion radical scavenging activity, and ferric reducing antioxidant power activity, were significant (p < 0.05) using low concentrations of the leaf extract Overall, the present study suggests that different parts of R. nervosus have great potential for producing a range of extracts with potential applications in medicine.

Journal of Separation Science published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, HPLC of Formula: 69097-99-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Modak, Brenda published the artcileStructure-antioxidant activity relationships of flavonoids isolated from the resinous exudate of Heliotropium sinuatum, Computed Properties of 69097-99-0, the publication is Bioorganic & Medicinal Chemistry Letters (2005), 15(2), 309-312, database is CAplus and MEDLINE.

Relationships between the structural characteristics of flavonoids isolated from the resinous exudate of Heliotropium sinuatum and their antioxidant activity were studied. Radical formation energies, ΔH of dehydrogenation and spin densities were calculated using DFT methods (B3LYP/6-31G*). Results show that studied flavonoids can be divided into two sets according to their activity. It has been found that antioxidant activity depends both on substitution pattern of hydroxyl groups of the flavonoid skeleton and the presence of an unsaturation at the C2-C3 bond. A good tendency between ΔH of dehydrogenation and antioxidant activity was established.

Bioorganic & Medicinal Chemistry Letters published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, Computed Properties of 69097-99-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Li, Xiaoxuan published the artcilePolarity tuned perphenylcarbamoylated cyclodextrin separation materials for achiral and chiral differentiation, COA of Formula: C16H14O6, the publication is Talanta (2018), 328-334, database is CAplus and MEDLINE.

Phenylcarbamoyls are known to remarkably accentuate cyclodextrin’s enantioselectivities. By inducing electron-donating methoxyl or electron-withdrawing bromine/trifluoromethyl moieties, three novel cyclodextrin enantioseparation materials including per(4-trifluoromethoxy) phenylcarbamoylated-β-CD CSP (CSP1), per(4-bromo)phenylcarbamoylated-β-CD CSP (CSP2) and per(4-methoxy)phenylcarbamoylated-β-CD CSP (CSP3) were prepared via thiol-ene click chem. The polarity tuning decorations significantly influence the CSPs’ achiral and chiral separation performance. The three CSPs can easily sep. toluene, 1,2-xylene and 1,3,5-trimethylbenzene with the strongest retention on CSP3. In reversed-phase mode, the three CSPs exhibited completely different enantioseparation ability towards specific isoxazolines and flavonoids. 4′-hydroxyflavanone was separated on CSP1 with a resolution of 9.24 while 6-methoxyflavanone was best separated on CSP2 (R_s = 9.98). CSP3 exhibited the strongest differentiation ability towards 4NPh-2Py (R_s = 9.69). The comparison study may provide some insight into the design of functional cyclodextrin materials.

Talanta published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, COA of Formula: C16H14O6.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Tang, Xiaoying published the artcileThiol-ene click derived structurally well-defined per(3,5-dimethyl)phenylcarbamoylated cationic cyclodextrin separation material for achiral and chiral chromatography, Formula: C16H14O6, the publication is Journal of Separation Science (2018), 41(13), 2710-2718, database is CAplus and MEDLINE.

A novel single sulfoether-bridged cationic per(3,5-dimethyl)phenylcarbamoylated-β-cyclodextrin separation material was prepared by thiol-ene click chem. and characterized by using FTIR spectroscopy, solid-state ¹³C NMR spectroscopy and elemental anal., which confirmed the correct structure. The separation material exhibited a good achiral separation performance for benzene homologs and phenylamine analogs, especially o-xylene and m-xylene, and m-phenylenediamine and o-phenylenediamine can be discriminated by the (3,5-dimethyl)phenylcarbamoylated cyclodextrins. The chiral resolving ability of the separation material was evaluated by discriminating various isoxazolines, flavonoids, and β-blockers in reversed-phase HPLC. For isoxazolines, the material showed the best chiral discrimination toward 3-aryl-5-(2-oxopyrrolidin-1-yl)isoxazolines, where the resolution for (±)-3-(3-chlorophenyl)-5-phenylisoxaazoline reached 6.03. For flavonoids, it exhibited more efficient separation to the ones with more hydrophobic substituents, with a resolution of 5.93 for 6-hydroxyflavanone. β-Blockers were also enantiosepd. satisfactorily on the material. The as-prepared separation material is a good member of the thiol-ene click derived cyclodextrin stationary phase family.

Journal of Separation Science published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C19H14Cl2, Formula: C16H14O6.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Zhang, Yuanyuan published the artcileMolecular mechanism of Sophora flavescens in treatment of liver cancer based on network pharmacology, Related Products of tetrahydropyran, the publication is Shijie Zhongyiyao (2021), 16(5), 751-757, database is CAplus.

Objective: To explore the mechanism of Sophora flavescens in the treatment of liver cancer by means of network pharmacol. Methods: First, the active ingredients and targets of Sophora flavescens were screened through the TCMSP platform. The disease targets were obtained from OMIM and Genecards. Genes were matched through R language, and a Venn diagram was drawn. An active ingredient-protein interaction network diagram was constructed on the String website. A component-target network with Cytoscape 3.6.1 software was constructed. GO enrichment anal. and KEGG pathway enrichment anal. were performed through R software. Results: A total of 45 active ingredients and 176 potential targets were screened. GO and KEGG function enrichment showed that Sophora flavescens mainly affected PI3K/Akt/mTOR pathway and HIF-1a signal pathways. Conclusion: Sophora flavescens may regulate the invasion and metastasis of liver cancer cells by affecting the PI3K/Akt/mTOR pathway and HIF-1a signaling pathways.

Shijie Zhongyiyao published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C14H28O5S, Related Products of tetrahydropyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Kahyo, Tomoaki published the artcileA novel chalcone polyphenol inhibits the deacetylase activity of SIRT1 and cell growth in HEK293T cells, Synthetic Route of 69097-99-0, the publication is Journal of Pharmacological Sciences (Tokyo, Japan) (2008), 108(3), 364-371, database is CAplus and MEDLINE.

SIRT1 is one of seven mammalian orthologs of yeast silent information regulator 2 (Sir2), and it functions as a NAD (NAD)-dependent deacetylase. Recently, resveratrol and its analogs, which are polyphenols, have been reported to activate the deacetylase activity of SIRT1 in an in vitro assay and to expand the life-span of several species through Sir2 and the orthologs. To find activators or inhibitors to SIRT1, we examined thirty-six polyphenols, including stilbenes, chalcones, flavanones, and flavonols, with the SIRT1 deacetylase activity assay using the acetylated peptide of p53 as a substrate. The results showed that 3,2′,3′,4′-tetrahydroxychalcone, a newly synthesized compound, inhibited the SIRT1-mediated deacetylation of a p53 acetylated peptide and recombinant protein in vitro. In addition, this agent induced the hyperacetylation of endogenous p53, increased the endogenous p21^CIP1/WAF1 in intact cells, and suppressed the cell growth. These results indicated that 3,2′,3′,4′-tetrahydroxychalcone had a stronger inhibitory effect on the SIRT1-pathway than sirtinol, a known SIRT1-inhibitor. Our results mean that 3,2′,3′,4′-tetrahydroxychalcone is a novel inhibitor of SIRT1 and produces physiol. effects on organisms probably through inhibiting the deacetylation by SIRT1.

Journal of Pharmacological Sciences (Tokyo, Japan) published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, Synthetic Route of 69097-99-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Nanayakkara, N. P. Dhammika published the artcilePotential sweetening agents of plant origin. 13. An intensely sweet dihydroflavonol derivative based on a natural product lead compound, Product Details of C16H14O6, the publication is Journal of Medicinal Chemistry (1988), 31(6), 1250-3, database is CAplus and MEDLINE.

Dihydroquercetin 3-acetate [(2R,3R)-I; R = Ac, R¹ = H] (II) was isolated as a sweet constituent of the young shoots of Tessaria dodoneifolia (Hook. & Arn.) Cabrera (Compositae). II and I (R = Ac, R¹ = Me), a novel synthetic analog of II, were rated by a taste panel as being 80 and 400 times sweeter resp. than a 2% sucrose solution Synthetic I (R = H, R¹ = Me) showed a reduced sweetness intensity compared to I (R = Ac, R¹ = Me) and (+)-dihydroquercetin was devoid of sweetness. I represent a new class of potentially noncaloric and noncariogenic intense sweeteners. I (R = Ac, R¹ = Me) was prepared from acetophenone and benzaldehyde components in 5 steps. I (R = H, R¹ = Me) was obtained from hesperetin by ring cleavage with PhCH₂Cl, epoxidation and ring closure.

Journal of Medicinal Chemistry published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, Product Details of C16H14O6.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics