Tag: M.W=300-350

Rosenkranz, Herbert S. published the artcileSAR: flavonoids and COX-2 inhibition, Product Details of C16H14O6, the publication is Oncology Research (2003), 13(12), 529-535, database is CAplus and MEDLINE.

An anal. based upon structure-activity relationships (SAR) of the COX-2-inhibiting properties of flavonoids, a group of potential cancer chemopreventive agents, reveals that there is a dual structural basis for these activities. Each of these structural determinants (pharmacophores) alone is sufficient for activity. One of the pharmacophores is a 2D 6.9 Å distance descriptor that spans the A and C rings and includes the 4-oxo and 7-hydroxyl moieties. The potency associated with that pharmacophore is determined by a series of structural modulators that can increase, decrease, or even abolish the COX-2-inhibiting potential associated with that pharmacophore. The second pharmacophore describes a para-substituted phenolic B ring that requires unsubstituted meta and ortho positions. Based upon this, it indicates that hydroxylation at the 4′-position and a free 5′-position are sufficient for COX-2-inhibiting activity. The potency associated with this pharmacophore is modulated by log P² and by the mol. weight

Oncology 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, Product Details of C16H14O6.

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

Wistuba, Dorothee published the artcileStereoisomeric separation of flavanones and flavanone-7-O-glycosides by capillary electrophoresis and determination of interconversion barriers, Application of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Analytical Chemistry (2006), 78(10), 3424-3433, database is CAplus and MEDLINE.

The stereoisomeric separation of several flavanones and flavanone-7-O-glycosides was achieved with capillary electrophoresis by adding native cyclodextrins or cyclodextrin derivatives to the background electrolyte. As an alternative method, micellar electrokinetic chromatog. with sodium cholate as a chiral surfactant was used for the epimeric separation of two flavanone-7-O-glycosides. The effect of buffer systems containing mixtures of cyclodextrin with either sodium dodecyl sulfate or sodium cholate upon the chiral recognition of flavanones and flavanone-7-O-glycosides as well as the variation of the background electrolyte (concentration of buffer and surfactant, pH value, organic modifier), and its influence on the resolution factor R_s was studied. Temperature- and pH-dependent enantiomerization or epimerization barriers of several flavanones (naringenin, homoeriodictyol) and flavanone-7-O-glycosides (naringin, neohesperidin, prunin, narirutin) in basic media (pH values of 9-11) were observed Interconversion profiles featuring characteristic plateau formation of the elution pattern were observed at high pH and evaluated with the simulation software ChromWin to determine rate constants k(T) and Eyring activation parameters, ΔG^#(T), ΔH^#, and ΔS^#.

Analytical 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 C12H19BrS, 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

Zhou, Jie published the artcileCationic cyclodextrin clicked chiral stationary phase for versatile enantioseparations in high-performance liquid chromatography, Application of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Journal of Chromatography A (2016), 169-177, database is CAplus and MEDLINE.

A novel cationic cyclodextrin (CD) chiral stationary phase (CSPs) was developed by clicking 6^A-azido-6^C-[(3-methoxylpropyl)-1- ammonium]-heptakis[2,3-di-O-(3-chloro-4-methylphenylcarbamate)-6^B,6^D,6^E,6^F,6^G-pentakis-O-per(3-chloro-4-methylphenylcarbamate)]-β-CD chloride onto alkynyl silica support. The enantioselectivies of the as-obtained novel CSP were evaluated using 21 model racemates including flavonoids, aromatic alcs., acidic drugs, β-blocker and amino acids. Good enantioseparations were achieved in polar-organic phase HPLC, with the highest resolution of 8.07 observed for 7-methoxyflavanone. The enantioseparations in normal-phase HPLC were fine-tuned with the polarity of the mobile phase with different alcs. as organic modifiers. Improved chiral resolutions of analytes but longer retention were observed in mobile phases with decreased polarity. On comparison with previously reported clicked CD CSP, the cationic CD clicked CSP exhibited better enenatiosepns. for selected racemates even in normal-phase HPLC. 3-Methoxypropylammonium and phenylcarbamoylated moieties of the cationic CSP may provide intermol. interactions such as hydrogen bonding, π-π conjugation and dipole-dipole besides inclusion complexation to drive the enantioseparation

Journal of Chromatography A 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 C18H22O4, 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

Yi, Jingxuan published the artcilePreparation and Application of Partially Substituted Phenylcarbamate-(3-(2-O-β-cyclodextrin)-2-hydroxypropoxy)-propylsilyl-Appended Silica Particles as Chiral Stationary Phase for Multi-mode HPLC, Application In Synthesis of 69097-99-0, the publication is Chromatographia (2020), 83(8), 1021-1028, database is CAplus.

Abstract: A new type of partially substituted cyclodextrin-bonded silica particles, phenylcarbamate-(3-(2-O-β-cyclodextrin)-2-hydroxypropoxy)-propylsilyl-appended silica (P-CD-HPS), has been successfully prepared and used as chiral stationary phase (CSP) in high-performance liquid chromatog. (HPLC) under normal-phase, reversed-phase, and polar organic mobile-phase conditions. The P-CD-HPS was characterized by elemental anal. and Fourier transform IR spectroscopic (FTIR) anal. The chromatog. performance of the new-phase P-CD-HPS has been evaluated in HPLC under multi-mode conditions via separating positional isomers of some disubstituted benzenes and enantiomers of some chiral drug compounds The separation results show that P-CD-HPS exhibited excellent selectivity for separating the positional isomers of nitrophenol and nitraniline and the enantiomers of some chiral drug compounds The hydroxyl residues of partially substituted β-cyclodextrin and chiral spacer linking to secondary hydroxyl site of the β-cyclodextrin in the P-CD-HPS not only have important contributions to chiral recognitions and separations, but also allow the P-CD-HPS to be used under multi-mode mobile-phase conditions in HPLC.

Chromatographia 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 C4H6O3, Application In Synthesis of 69097-99-0.

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

Fujii, Satoshi published the artcileNovel molecular conformation of (R,S)-hesperetin in anhydrous crystal, Product Details of C16H14O6, the publication is Chemical & Pharmaceutical Bulletin (1994), 42(5), 1143-5, database is CAplus.

Novel mol. conformation of racemic hesperetin, (±)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, was determined by x-ray anal. A new form was crystallized from ethanol solution and its mol. conformation is quite different from that of monohydrate crystal. The aromatic ring part of benzopyrone and the Ph ring from the twist orientation (dihedral angle of two rings, Φ is 53.1(3)°), in contrast to the parallel arrangement in the monohydrate from (Φ = 0.6°). The pyrone ring forms a slightly flattened sofa conformation, where C(2) is displaced by 0.40(2) Å from the pyrone plane, in contrast to the large displacement in the monohydrate form (0.54 Å). There is a strong intramol. hydrogen bond between keto O(4) atom and hydroxy H(O5)-O(5) group which forms a six-membered ring conjugated with benzopyrone rings. The degree of conjugation is also slightly different for the two forms and may relate to the difference of hydrogen bonding network and stacking mode of aromatic rings.

Chemical & Pharmaceutical Bulletin 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

He, Xiaoshu published the artcileSynthesis and characterization of homoeriodictyol and its analogs of B-ring, Product Details of C16H14O6, the publication is Yiyao Gongye (1987), 18(12), 534-7, database is CAplus.

Title compounds I (R = OH, R¹ = MeO) (6 compounds) were prepared in 5 steps starting from 1,3,5-(HO)₃C₆H₃. NMR and mass spectra of I are reported.

Yiyao Gongye 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

Li, Xiaoxuan published the artcileEnantioseparation of single layer native cyclodextrin chiral stationary phases: Effect of cyclodextrin orientation and a modeling study, Safety of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Analytica Chimica Acta (2017), 174-184, database is CAplus and MEDLINE.

A novel native cyclodextrin (CD) chiral stationary phase (CSP) with single triazole-bridge at CD C2 position (CSP1) was prepared by anchoring mono(2^A-azido-2^A-deoxy)-β-CD onto alkynyl silica via click chem. The effect of CD orientation on single layer CD-CSP’s enantioseparation was comprehensively studied using CSP1 (reversed orientation) and the authors’ previously reported CSP2 (C6 single triazole-bridge, normal orientation) as well as a com. CD-CSP (Cyclobond I 2000, hybrid orientation) by separating several groups of analytes in chiral HPLC. The CD orientation on silica surface plays an important role in separating different racemates. CSP2 with normal CD orientation affords best separation for isoxazolines while CSP1 with reversed CD orientation better separates naringenin, hesperetin and Troger’s base. CSP2 and Cyclobond I 2000 show comparable separation ability for dansyl amino acids while poor separation was found on CSP1. Besides, mol. dynamics simulation was performed under real separation conditions using flavanone as model analyte to reveal the essential factors for CD’s chiral discrimination behaviors.

Analytica Chimica Acta 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, Safety of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one.

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

Wang, Yong published the artcile“Click” immobilized perphenylcarbamated and permethylated cyclodextrin stationary phases for chiral high-performance liquid chromatography application, Category: tetrahydropyran, the publication is Journal of Chromatography A (2010), 1217(31), 5103-5108, database is CAplus and MEDLINE.

Two cyclodextrin-based chiral stationary phases were prepared by immobilization of functionalized mono-6-azido-β-CD derivatives to alkynyl modified silica via click chem. and applied to the HPLC enantioseparation of various chiral compounds The perphenylcarbamated CD CSP (CCP-CSP) exhibited excellent chiral recognition of a wide range of analytes including racemic aryl alcs., flavonoids, bendroflumethiazide, atropine and some β-blockers. Methanol proved to be a better organic modifier than acetonitrile for most of the analytes with the exception of bendroflumethiazide. The click chem. immobilized permethylated CD CSP (CCM-CSP) afforded poor chiral recognition for most analytes, but could resolve nonaromatic ionone derivatives which were not separated on CCP-CSP. Probably resolution with cyclodextrin derived CSPs depend on a complex interplay of host’- guest’ inclusion, hydrogen bonding, π-π and hydrophobic interactions.

Journal of Chromatography A 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 C33H22N4, Category: tetrahydropyran.

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

Lai, Yanni published the artcileGanghuo Kanggan decoction in influenza: integrating network pharmacology and in vivo pharmacological evaluation, SDS of cas: 69097-99-0, the publication is Frontiers in Pharmacology (2020), 607027, database is CAplus and MEDLINE.

Ganghuo Kanggan decoction (GHKGD) is a clin. experience prescription used for the treatment of viral pneumonia in the Lingnan area of China, and its clin. effect is remarkable. However, the mechanism of GHKGD in influenza is still unclear. To predict the active components and signaling pathway of GHKGD and to explore its therapeutic mechanism in influenza and to verified it in vivo using network pharmacol. The potential active components and therapeutic targets of GHKGD in the treatment of influenza were hypothesized through a series of network pharmacol. strategies, including compound screening, target prediction and pathway enrichment anal. Based on the target network and enrichment results, a mouse model of influenza A virus (IAV) infection was established to evaluate the therapeutic effect of GHKGD on influenza and to verify the possible mol. mechanism predicted by network pharmacol. A total of 116 candidate active compounds and 17 potential targets were identified. The results of the potential target enrichment anal. suggested GHKGD may involve the RLR signaling pathway to reduce inflammation in the lungs. In vivo experiments showed that GHKGD had a protective effect on pneumonia caused by IAV-infected mice. Compared with the untreated group, the weight loss in the GHKGD group in the BALB/c mice decreased, and the inflammatory pathol. changes in lung tissue were reduced (p < 0.05). The expression of NP protein and the virus titers in lung were significantly decreased (p < 0.05). The protein expression of RIG-I, NF-kB, and STAT1 and the level of MAVS and IRF3/7 mRNA were remarkably inhibited in GHKGD group (p < 0.05). After the treatment with GHKGD, the level of Th1 cytokines (IFN-γ, TNF-α, IL-2) was increased, while the expression of Th2 (IL-5, IL4) cytokines was reduced (p < 0.05). Through a network pharmacol. strategy and in vivo experiments, the multi-target and multi-component pharmacol. characteristics of GHKGD in the treatment of influenza were revealed, and regulation of the RLR signaling pathway during the anti-influenza process was confirmed. This study provides a theor. basis for the research and development of new drugs from GHKGD.

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 C16H14O6, SDS of cas: 69097-99-0.

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

Chen, You-Lan published the artcileSystems pharmacology approach reveals protective mechanisms of Jian-Pi Qing-Chang decoction on ulcerative colitis, Safety of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is World Journal of Gastroenterology (2019), 25(21), 2603-2622, database is CAplus and MEDLINE.

To investigate the protective mechanisms of Jian-Pi Qing-Chang (JPQC) decoction on ulcerative colitis (UC) based on systems pharmacol. approach. We performed systems pharmacol. to predict the active ingredients, the matched targets, and the potential pharmacol. mechanism of JPQC on UC. In vivo, we explored the effects of JPQC in a colitis model induced by dextran sulfate sodium. In vitro, we adopted the bone marrow-derived macrophages as well as BMDMs co-cultured with Caco2 cells to verify the underlying mechanisms and effects of JPQC on UC under TNF-α stimulation. Protein-protein interaction networks were established to identify the underlying therapeutic targets of JPQC on UC. Based on enrichment analyses, we proposed our hypothesis that JPQC might have a protective effect on UC via the NF-κB/HIF-1a signaling pathway. Subsequent exptl. validation revealed that treatment with TNFa activated the NF- κB/HIF-1a signaling pathway in BMDMs, thereby damaging the epithelial barrier permeability in co-cultured Caco2 cells, while JPQC rescued this situation. The findings were also confirmed in a dextran sulfate sodium-induced colitis model. JPQC could improve the mucosal inflammatory response and intestinal epithelial barrier function via the NF-κB/HIF-1α signaling pathway, which provides new perspectives on the pharmaceutical development and clin. practice of TCM.

World Journal of Gastroenterology 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, Safety of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one.

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