Category: tetrahydropyran

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

Liu, Jiaying published the artcileBisphenol A Metabolites and Bisphenol S in Paired Maternal and Cord Serum, Computed Properties of 267244-08-6, the publication is Environmental Science & Technology (2017), 51(4), 2456-2463, database is CAplus and MEDLINE.

Human studies show associations between maternal bisphenol A (BPA) exposure and developmental effects in children, yet biomonitoring of BPA metabolites in maternal and fetal serum remains limited, and less is known for BPA alternatives. BPA-glucuronide, BPA-sulfate and bisphenol S (BPS) were quantified in 61 pairs of maternal and cord sera from Chinese participants. Total BPS was only detectable in 4 maternal (<0.03-0.07 ng/mL) and 7 cord sera (<0.03-0.12 ng/mL), indicating low exposure but providing the first evidence that BPS crosses the human placenta. Total BPA metabolites in cord serum were significantly higher than in maternal serum, suggesting that these may be formed in the fetus or cleared more slowly from the fetoplacental compartment. Unlike the pharmacokinetic results from controlled oral exposure studies where BPA-glucuronide is the major BPA metabolite, here BPA-sulfate was the dominant metabolite (GM: 0.06 ng/mL, 0.08 ng/mL), significantly higher than BPA-glucuronide (GM: 0.02 ng/mL, 0.04 ng/mL) in both maternal and cord sera. Moreover, the proportion of BPA-sulfate increased with total BPA. These are the first human data for BPA metabolites in paired maternal and cord serum, and results suggest that the human fetus, and pregnant mother, have a unique exposure to BPA metabolites. Direct anal. of BPA metabolites in serum provides complementary information for evaluating early life-stage exposure and risks of BPA.

Environmental Science & Technology published new progress about 267244-08-6. 267244-08-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Chiral,Carboxylic acid,Benzene,Phenol,Alcohol,Ether,, name is (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid, and the molecular formula is C21H24O8, Computed Properties of 267244-08-6.

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

Lippincott, Daniel J. published the artcileSynthesis of Functionalized [3], [4], [5] and [6]Dendralenes through Palladium-Catalyzed Cross-Couplings of Substituted Allenoates, Synthetic Route of 27943-46-0, the publication is Angewandte Chemie, International Edition (2017), 56(3), 847-850, database is CAplus and MEDLINE.

A mild method for the synthesis of highly functionalized [3]-[6]dendralenes is reported, representing a general strategy to diversely substituted higher homologues of the dendralenes. The methodol. utilizes allenoates bearing various substitution patterns, along with a wide range of boron and alkenyl nucleophiles that couple under palladium catalysis leading to sp-, sp²-, and sp³-substituted arrays. Regioselective transformations of the newly formed unsym. dendralene derivatives are demonstrated. The use of micellar catalysis, where water is the global reaction medium, and room temperature reaction conditions, highlights the green nature of this technol.

Angewandte Chemie, International Edition published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Synthetic Route of 27943-46-0.

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

Wei, Xiaoyi published the artcileNetwork pharmacology-based analysis on the potential biological mechanisms of Sinisan against non-alcoholic fatty liver disease, HPLC of Formula: 69097-99-0, the publication is Frontiers in Pharmacology (2021), 693701, database is CAplus and MEDLINE.

Non-alc. fatty liver disease (NAFLD) has become the most prevalent liver disease in China. Sinisan (SNS) is a traditional Chinese medicine formula that has been widely used in treating chronic liver diseases, including NAFLD. However, its underlying biol. mechanisms are still unclear. In this study, we employed a network pharmacol. approach consisting of overlapped terms- (genes or pathway terms-) based anal., protein-protein interaction (PPI) network-based anal., and PPI clusters identification. Unlike the previous network pharmacol. study, we used the shortest path length-based network proximity algorithm to evaluate the efficacy of SNS against NAFLD. And we also used random walk with restart (RWR) algorithm and Community Cluster (Glay) algorithm to identify important targets and clusters. The screening results showed that the mean shortest path length between genes of SNS and NAFLD was significantly smaller than degree-matched random ones. Six PPI clusters were identified and ten hub targets were obtained, including STAT3, CTNNB1, MAPK1, MAPK3, AGT, NQO1, TOP2A, FDFT1, ALDH4A1, and KCNH2. The exptl. study indicated that SNS reduced hyperlipidemia, liver steatosis, and inflammation. Most importantly, JAK2/STAT3 signal was inhibited by SNS treatment and was recognized as the most important signal considering the network pharmacol. part. This study provides a systems perspective to study the relationship between Chinese medicines and diseases and helps to discover potential mechanisms by which SNS ameliorates NAFLD.

Frontiers in Pharmacology 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 C20H19NO4, HPLC of Formula: 69097-99-0.

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

Liu, Yuan-yue published the artcileStudy on Mechanism of Chaihu Shugan Powder for Treating Depression Based on Network Pharmacology, Application of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Chinese Journal of Integrative Medicine (2020), 26(12), 921-928, database is CAplus and MEDLINE.

To analyze the effective components of Chinese medicine (CM) contained in Chaihu Shugan Powder (CSP) in the treatment of depressive disorders and to predict its anti-depressant mechanism by network pharmacol. Absorption, distribution, metabolism, excretion, and toxicity calculation method was used to screen the active components of CSP. Traditional Chinese Medicine System Pharmacol. Database Anal. Platform and text mining tool (GoPuMed database) were used to predict and screen the active ingredients of CSP and anti-depressive targets. Through Genetic Association Database, Therapeutic Target Database, and PharmGkb database targets for depression were obtained. Cytoscape3.2.1 software was used to establish a network map of the active ingredients-targets of CSP, and to analyze gene function and metabolic pathways through Database for Annotation, Visualization and Integrated Discovery and the Omicshare database. The 121 active ingredients and 15 depression-related targets which were screened from the database can exert antidepressant effects by improving the neural plasticity, growth, transfer condition and gene expression of neuronal cell, and the raise of the expression of gap junction protein. The 15 targets passed 14 metabolic pathways, mainly involved in the regulation of neurotransmitters (5-hydroxytryptamine, dopamine and epinephrine), inflammatory mediator regulation of TRP channels, calcium signaling pathway, cyclic adenosine monophosphate signaling pathway and neuroactive ligand-receptor interaction and other signal channels to exert anti-depressant effects. This article reveals the possible mechanism of CSP in the treatment of depression through network pharmacol. research, and lays a foundation for further target studies.

Chinese Journal of Integrative Medicine 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, Application of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one.

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

Liu, Yangbin published the artcileEnantioselective construction of branched 1,3-dienyl substituted quaternary carbon stereocenters by asymmetric allenyl Claisen rearrangement, Synthetic Route of 27943-46-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(80), 11963-11966, database is CAplus and MEDLINE.

The availability of enantiomerically enriched 1,3-dienyl substituted quaternary stereocenters is highly valuable for the synthesis of complex natural compounds Despite great advances in the area of construction of alkenyl-substituted types, a general, practical catalytic system that works for enantioselective formation of 1,3-diene derivatives still remains to be developed. Herein, we disclose the first asym. Claisen rearrangement of allenyl vinyl ethers to access optically active β-ketoesters, containing branched 1,3-butadienyl substituted stereocenters. A variety of substrates bearing a range of useful functional groups were well tolerated, thus affording the corresponding products with excellent enantioselectivities (up to 99% ee) and high yields (up to 91%).

Chemical Communications (Cambridge, United Kingdom) published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Synthetic Route of 27943-46-0.

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