Tag: M.W=300-350

Caccamese, Salvatore published the artcileHigh-performance liquid chromatographic separation and chiroptical properties of the enantiomers of naringenin and other flavanones, Safety of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Journal of Chromatography A (2005), 1076(1-2), 155-162, database is CAplus and MEDLINE.

The HPLC enantiomeric separation of naringenin, eriodictyol, hesperetin and pinocembrin was accomplished in the normal-phase mode using two polysaccharide-derived chiral stationary phases (Chiralcel OD-H and Chiralpak AS-H) and various n-hexane/alc. mobile phases. The 3′,4′ substituents pattern affect the enantioselectivity of these phases. Single enantiomers of naringenin were isolated by semipreparative HPLC and their CD spectra were measured and related to the absolute configuration by the exciton-coupling method. Online coupling HPLC/spectropolarimeter afforded the CD sign of the eluted peaks at a single wavelength, and the complete CD spectra of the eluted enantiomers were obtained by trapping them in the spectropolarimeter cell through a switching valve.

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 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

Zhang, Zhi-Qing published the artcileExploring the pharmacological mechanism of danhe granules against hyperlipidemia by means of network pharmacology and verified by preliminary experiments, HPLC of Formula: 69097-99-0, the publication is World Journal of Traditional Chinese Medicine (2021), 7(4), 436-444, database is CAplus.

This study explored the multicomponent, multitarget, and multipathway mechanism of Danhe granules(DG) against hyperlipidemia through network pharmacol. The relevant targets and pathways were verified by preliminary experiments The active components of DG were selected by TCMSP and TCMIP database, and the component-target network diagram was constructed by Cytoscape 3.7.1. The protein-protein interaction network of targets was constructed and core targets were screened out by STRING11.0 database. Metascape database and Cytoscape 3.7.1 were used to enrich the target and establish a hyperlipidemia model in Sprague-Dawley (SD) rats to detect blood lipid and oxidative stress indexes and observed pathol. changes of aorta by H and E staining. The results showed that a total of seven active components of DG were screened out, including quercetin, sitosterol, luteolin, kaempferol, etc. There were 127 corresponding targets, including AKT1, tumor necrosis factor, TP53, interleukin-6, RELA, vascular endothelial growth factor, superoxide dismutases, and catalase. It is mainly involved in biol. processes such as drug response, regulation of apoptosis, redox reaction, and lipid reaction. There were 573 signal pathways corresponding to the target, including HIF-1 signal pathway, TNF signal pathway, VEGF signal pathway, nonalcoholic fatty liver disease, etc. The experiment verified that DG can reduce the blood lipid of SD rats by regulating the process of oxidative stress. This study made a preliminary study on the pharmacol. mechanism of DG against hyperlipidemia and laid the foundation for the research and development of new drugs and subsequent in-depth research.

World Journal of Traditional Chinese 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 C21H24O8, HPLC of Formula: 69097-99-0.

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

Yen, Shih-Chung published the artcileInvestigation of Selected Flavonoid Derivatives as Potent FLT3 Inhibitors for the Potential Treatment of Acute Myeloid Leukemia, Recommanded Product: 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Journal of Natural Products (2021), 84(1), 1-10, database is CAplus and MEDLINE.

Acute myeloid leukemia (AML) is an aggressive disease with a poor prognosis and a high degree of relapse seen in patients. Overexpression of FMS-like tyrosine kinase 3 (FLT3) is associated with up to 70% of AML patients. Wild-type FLT3 induces proliferation and inhibits apoptosis in AML cells, while uncontrolled proliferation of FLT3 kinase activity is also associated with FLT3 mutations. Therefore, inhibiting FLT3 activity is a promising AML therapy. Flavonoids are a group of phytochems. that can target protein kinases, suggesting their potential antitumor activities. In this study, several plant-derived flavonoids have been identified with FLT3 inhibitory activity. Among these compounds, compound 40 (5,7,4′-trihydroxy-6-methoxyflavone)(I) exhibited the most potent inhibition against not only FLT3 (IC₅₀ = 0.44μM) but also FLT3-D835Y and FLT3-ITD mutants (IC₅₀ = 0.23 and 0.39μM, resp.). The critical interactions between the FLT3 binding site and the compounds were identified by performing a structure-activity relationship anal. Furthermore, the results of cellular assays revealed that compounds 28, 31, 32, and 40 exhibited significant cytotoxicity against two human AML cell lines (MOLM-13 and MV-4-11), and compounds 31, 32, and 40 resulted in cell apoptosis and G0/G1 cell cycle arrest. Collectively, these flavonoids have the potential to be further optimized as FLT3 inhibitors and provide valuable chem. information for the development of new AML drugs.

Journal of Natural Products 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 C9H21NO3, Recommanded Product: 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one.

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

Zhang, Baoshun published the artcileSynthesis and anti-hyperglycemic activity of hesperidin derivatives, COA of Formula: C16H14O6, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(23), 7194-7197, database is CAplus and MEDLINE.

A series of hesperidin derivatives, e.g. I (R = H, Me), were prepared and identified by IR, ¹H NMR, and MS spectra. These compounds were evaluated in vitro and in vivo based on α-glucosidase inhibition, glucose consumption of HepG2 cells, and blood glucose level in streptozotocin-induced diabetic mice. The results revealed that all the compounds exhibited anti-hyperglycemic activities. The inhibition at 10^-3 M of compounds I (R = H, Me) on α-glucosidase were 55.02% and 53.34%, resp., as compared to 54.80% by acarbose. Treated by compound I (R = H) and the reference drug metformin, glucose consumption of HepG2 cell were 1.78 and 2.11 mM, resp. After the streptozotocin-induced diabetic mice were orally administered with compound I (R = H) at 100 mg kg^-1 d^-1 for 10 days, the blood glucose level of I (R = H) treated mice (13.23 mM, P <0.05) showed significant difference when compared to model control (23.03 mM). Thus, compound I (R = H) exhibited promising anti-hyperglycemic activity.

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 C10H16O2, COA of Formula: C16H14O6.

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

Zhen, Jing published the artcileSynthesis of novel flavonoid alkaloids as α-glucosidase inhibitors, Synthetic Route of 69097-99-0, the publication is Bioorganic & Medicinal Chemistry (2017), 25(20), 5355-5364, database is CAplus and MEDLINE.

A series of novel flavonoid alkaloids were synthesized with different flavonoids and attached nitrogen-containing moieties. These new compounds were screened for inhibitory activity of α-glucosidase, among which compound I was found to show the lowest IC₅₀ of 4.13 μM. Kinetic anal. indicates that the synthesized compounds II and I inhibit the enzyme in a non-competitive model with Ki value of 37.8 ± 0.8 μM and 13.2 ± 0.6 μM. Further docking studies suggest that the preferred binding pocket is close to the catalytic center, correlating to the exptl. results. Structure activity relationship studies (SAR) indicate that 4′-hyroxyl group and the 4-position carbonyl group in the flavonoid structure are important for this biol. activity. Addition of extra hydrogen bonding and hydrophobic groups on ring A would increase the inhibitory activity.

Bioorganic & 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 C7H11N3O, Synthetic Route of 69097-99-0.

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

Lepri, L. published the artcileReversed-phase planar chromatography of racemic flavanones, Synthetic Route of 69097-99-0, the publication is Journal of Liquid Chromatography & Related Technologies (1999), 22(1), 105-118, database is CAplus.

The direct resolution of nineteen structurally related racemic flavanones was evaluated by reversed-phase planar chromatog. using both home-made microcrystalline cellulose triacetate (MCTA) layers and mobile phase modifiers, such as β-cyclodextrin and bovine serum albumin, on com. available Sil C₁₈-50/UV₂₅₄ plates. Except for the two glycosides, 5-methoxy-, 7-hydroxy- and 5-hydroxy-7-methoxyflavanone, the enantiomers of other flavanones were all resolved by at least one of the three chiral phases tested. Densitograms of racemic flavanones were measured on MCTA layers developed with alc.-water mixtures and on Sil C₁₈-50/UV₂₅₄ plates after elution with chiral mobile phases.

Journal of Liquid Chromatography & Related Technologies 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

Lepri, Luciano published the artcileReversed-phase planar chromatography of enantiomeric compounds on microcrystalline cellulose triacetate (MCTA), Formula: C16H14O6, the publication is Journal of Planar Chromatography–Modern TLC (1997), 10(2), 108-113, database is CAplus.

Several racemates were resolved on home-made microcrystalline cellulose triacetate (MCTA) plates eluted with aqueous – organic mixtures containing MeOH, EtOH, or iso-PrOH. The roles of the chem. structures of the solutes and concentration of organic solvent on the resolving capability of this polysaccharide were evaluated. Detection of enantiomeric mixtures in the ratios 50:1, 100:1, and 200:1 was performed by scanning densitometry of the MCTA chromatograms.

Journal of Planar Chromatography–Modern TLC 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, Formula: C16H14O6.

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

Dormeyer, Matthias published the artcileRational design of anticytoadherence inhibitors for Plasmodium falciparum based on the crystal structure of human intercellular adhesion molecule 1, Application of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Antimicrobial Agents and Chemotherapy (2006), 50(2), 724-730, database is CAplus and MEDLINE.

Adhesion of Plasmodium falciparum-infected erythrocytes (IE) to host endothelium has been associated with pathol. in malaria. Although the interaction with endothelial cells can be complex due to the relatively large number of host receptors available for binding, specific proteins have been identified that are more commonly used than others. For example, binding to intercellular adhesion mol. 1 (ICAM 1) is found frequently in parasites from pediatric cases of malaria. The binding site for P. falciparum-infected erythrocytes on ICAM 1 has been mapped in some detail and is distinct from the site for lymphocyte function-associated antigen 1 (LFA-1). Part of the ICAM 1 binding site for P. falciparum-infected erythrocytes (the DE loop) was used to screen a library of compounds based on its structure (derived from the crystal structure of human ICAM 1). This resulted in the identification of 36 structural mimeotopes as potential competitive inhibitors of binding. One of these compounds, (+)-epigalloyl-catechin-gallate [(+)-EGCG], was found to inhibit IE adhesion to ICAM 1 in a dose-dependent manner with two variant ICAM 1-binding parasite lines, providing the first example of a potential mimeotope-based anticytoadherence inhibitor for Plasmodium falciparum.

Antimicrobial Agents and Chemotherapy 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

Si-Ahmed, Kahina published the artcileEvaluation of novel amylose and cellulose-based chiral stationary phases for the stereoisomer separation of flavanones by means of nano-liquid chromatography, Category: tetrahydropyran, the publication is Analytica Chimica Acta (2012), 85-94, database is CAplus and MEDLINE.

Three polysaccharide-based chiral stationary phases, Sepapak 1, Sepapak 2 and Sepapak 3 were evaluated in the present work for the stereoisomer separation of a group of 12 flavonoids including flavanones (flavanone, 4′-methoxyflavanone, 6-methoxyflavanone, 7-methoxyflavanone, 2′-hydroxyflavanone, 4′-hydroxyflavanone, 6-hydroxyflavanone, 7-hydroxyflavanone, hesperetin, naringenin) and flavanone glycosides (hesperidin, naringin) by nano-liquid chromatog. (nano-LC). The behavior of these chiral stationary phases (CSPs) towards the selected compounds was studied in capillary columns (100 μm internal diameter (internal diameter)) packed with the above mentioned CSPs using polar organic, reversed and normal elution modes. The influence of nature and composition of the mobile phase in terms of concentration and type of organic modifier, buffer type and water content (reversed phase elution mode) on the enantioresoln. (R_s), retention factor (k) and enantioselectivity (α) was evaluated. Sepapak 3 showed the best chromatog. results in terms of enantioresoln., enantioselectivity and short anal. time, employing a polar organic phase mode. A mixture of methanol/isopropanol (20/80, volume/volume) as mobile phase enabled the chiral separation of eight flavanones with enantioresoln. factor (R_s) in the range 1.15-4.18. The same analytes were also resolved employing reversed and normal phase modes with mixtures of methanol/water and hexane/ethanol at different ratios as mobile phases, resp. Loss in resolution for some compounds, broaden peaks and longer anal. times were observed with these last two chromatog. elution modes. Afterwards, a comparison with the other two CSPs was performed. A lower discrimination ability of Sepapak 1 and Sepapak 2 towards all the studied flavanoids was observed However, Sepapak 1 allowed the separation of naringenin enantiomers and naringin stereoisomers in polar organic phase which were not resolved with the other two CSPs.The nature of the chiral selector is of utmost importance for the resolution of the selected compounds Indeed, significant differences in enantioresoln. among the three tested CSPs were observed With regard to the only few data reported in the literature for the resolution of this class of compounds using polysaccharide-based CSPs by HPLC, the results obtained in this study by nano-LC showed higher (R_s) values and shorter anal. time.

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 C15H10O2, Category: tetrahydropyran.

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

Patzlaff, Martin published the artcilePeroxidatic degradation of flavanones, Quality Control of 69097-99-0, the publication is Zeitschrift fuer Naturforschung, C: Journal of Biosciences (1978), 33C(9-10), 675-84, database is CAplus.

Peroxidases are responsible for the degradation of flavanones after application of these substrates to plant cell suspension cultures. Comparative studies with various flavanones and horseradish peroxidase showed that only 4′-hydroxyflavanones (I) are catabolized peroxidatically. Intensive analyses of naringenin degradation by horseradish peroxidase revealed that very complex reactions with many catabolites are involved. The main degradative pathways comprise (a) hydroxylation in the 3′-position, (b) elimination of ring B leading to chromones, (c) cleavage reactions of the heterocyclic ring resulting in phenolic catabolites from ring A, and (d) oxidative destruction of ring A leading to C₆-C₃, C₆-C₂, and C₆-C₁ units from ring B. The data are compared with the results of feeding experiments and are discussed with regard to their physiol. significance.

Zeitschrift fuer Naturforschung, C: Journal of Biosciences 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, Quality Control of 69097-99-0.

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