Ye, Xian-wen’s team published research in Drug Development and Industrial Pharmacy in 47 | CAS: 69097-99-0

Drug Development and Industrial Pharmacy 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 C14H14N2O2, Application of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one.

Ye, Xian-wen published the artcileStudy on the mechanism of treating COVID-19 with Shenqi Wan based on network pharmacology, Application of 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Drug Development and Industrial Pharmacy (2021), 47(8), 1279-1289, database is CAplus and MEDLINE.

Through the method of network pharmacol., the active components and targets of Shenqi Wan (SQW) were excavated, the relationship with novel Coronavirus pneumonia (COVID-19) was discussed, and the possible mechanism of SQW in the treatment of COVID-19 was revealed from the aspects of multicomponents, multitargets, and multipathways. Firstly, the active components of SQW were screened from traditional Chinese medicine systems pharmacol. database and anal. platform and the 2020 edition of Chinese Pharmacopeia, and the related targets of the components were obtained. Then the disease targets related to COVID-19 were screened from GeneCards and Online Mendelian Inheritance in Man. Venny was used to map the relationship between component-target and disease-target, and String was used to analyze the interaction of common targets. The network was constructed and analyzed by Cytoscape, the function of Gene ontol. (GO) and Kyoto Encyclopedia of Genes and Genomes (KEGG) genes was enriched by Metascape, and the mol. docking was verified by CB-Dock. Finally, 45 active components of SQW were obtained, and 72 potential targets were related to COVID-19, angiotensin-converting enzyme 2 (ACE2), interleukin (IL)-6, nitric oxide synthase (NOS3) and, C-reactive protein (CRP),may be the key targets. GO enrichment of 1715 projects, such as lipopolysaccharide stress response, active oxygen metabolism, pos. regulation of cell migration, and other GO enrichment. About 136 KEGG pathways, tumor necrosis factor signaling pathway, IL-17 signaling pathway, hypoxia-inducible factor 1-α signaling pathway were obtained. Mol. docking showed that kaempferol, quercetin, luteolin, astragaloside, calyx isoflavone glucoside, matrine, and other COVID-19-related targets such as ACE2, chymotrypsin-like protease (3CLpro), papain-like protease (PLpro), prostaglandin-endoperoxide synthase 2 (PTGS2) have good binding ability. According to the above results, it is suggested that SQW may play a role in the treatment of COVID-19 by directly or indirectly combining kaempferol, quercetin, and luteolin with ACE2, 3CLpro, PLpro, and PTGS2 to regulate multiple biol. functions and signaling pathways.

Drug Development and Industrial Pharmacy 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 C14H14N2O2, 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

Lepri, Luciano’s team published research in Journal of Planar Chromatography–Modern TLC in 10 | CAS: 69097-99-0

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.

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

Lepri, L.’s team published research in Journal of Liquid Chromatography & Related Technologies in 22 | CAS: 69097-99-0

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.

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

Scott, Lawrence T.’s team published research in Journal of Organic Chemistry in 45 | CAS: 27943-46-0

Journal of Organic Chemistry 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 C12H17NS2, Category: tetrahydropyran.

Scott, Lawrence T. published the artcileTetramethyl-1,2,3,4,5-hexapentaene, Category: tetrahydropyran, the publication is Journal of Organic Chemistry (1980), 45(20), 4055-6, database is CAplus.

Me2C:C:C:C:C:C:CMe2 (I) was prepared in 5-10% yields by treating HCCCMe2OR (R = tetrahydropyranyl) successively with EtMgCl and CuCl. I polymerized readily in absence of solvent or O. Hydrogenation over Rh-alumina gave 2,7-dimethyloctane.

Journal of Organic Chemistry 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 C12H17NS2, Category: tetrahydropyran.

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

Scott, Lawrence T.’s team published research in Tetrahedron Letters in | CAS: 27943-46-0

Tetrahedron Letters 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 C12H17NS2, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Scott, Lawrence T. published the artcileCyclynes. Synthesis and characterization of octamethylcyclododeca-1,3,7,9-tetrayne, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Tetrahedron Letters (1976), 2663-6, database is CAplus.

Deprotonation of Me2C(OR)CCH (R = Ac, tetrahydropyranyl) with BuLi and decomposition of resulting anion with CuCl gave low yields of the tetrayne I. The uv, ir, Raman, photoelectron, and NMR spectra for I are reported. I was formed by Cu+-catalyzed formation of the cumulene Me2C:C:C:C:C:CMe2 (II) which dimerized. II was isolated if the reaction was stopped before completion.

Tetrahedron Letters 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 C12H17NS2, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

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

Zhen, Jing’s team published research in Bioorganic & Medicinal Chemistry in 25 | CAS: 69097-99-0

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.

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

Cho, Seung Hee’s team published research in Molecular & Cellular Toxicology in 13 | CAS: 267244-08-6

Molecular & Cellular Toxicology 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, Synthetic Route of 267244-08-6.

Cho, Seung Hee published the artcileUrinary bisphenol A versus serum bisphenol A concentration and ovarian reproductive outcomes among IVF patients: Which is a better biomarker of BPA exposure?, Synthetic Route of 267244-08-6, the publication is Molecular & Cellular Toxicology (2017), 13(4), 351-359, database is CAplus.

A review. Bisphenol A (BPA) is an endocrine-disrupting compound (EDC) that is used widely in com. products in the production of polycarbonate plastics for baby and water bottles, epoxy resins for lacquer lining of food and beverage cans and water pipes, dental sealants, dental composites and thermal receipts paper. There is inhibitory effect of BPA on nuclear estrogen (E2) production in granulosa cells of developing follicles that disrupt normal development to the antral follicles via suppression of E2 in granulosa cells of developing follicles during the menstrual cycle followed by reduction in the number of oocytes retrieved in in-vitro fertilization (IVF) patients. Several studies corroborate an inverse association between serum and/or urinary BPA concentration and the IVF outcome: Peak E2 levels and the number of oocytes retrieved. Upon oral ingestion, 99.5% of unconjugated parent BPA (free BPA) is metabolized to either BPA glucuronide (BPA-G) or BPA sulfate (BPA-S). The unconjugated BPA can bind to the estrogen receptors (ER) while conjugated BPA (biol. inactive BPA) do not bind the estrogen receptor (ER). The challenge is to assess the relationship between BPA exposure among infertile patients with respect to follicular response and health during IVF. The establishment of temporal sequence between BPA exposure and infertility would be the research question to answer: Which route is a better biomarker. The advantages of urine BPA collection would provide pragmatic advantages for clinicians in order to practice cost-effective medicine. However, unconjugated BPA measurement (compared to total BPA) introduces challenges in measurement accuracy since unconjugated BPA requires higher magnitude of limit of detection (LOD) with higher risk of contamination from the medical equipment. The difference in route of BPA assessment could introduce bias in the interpretation of results in terms of the association between BPA levels and the number of oocytes. Fujimoto et al. and Bloom et al. analyzed the relationship between serum BPA and IVF outcome in infertile women. It may sound hypothetically justified due to utilizing serum unconjugated BPA, this strategy is not successful in choosing a practical biomarker of BPA exposure due to toxicokinetic properties of BPA metabolism and excretion in humans.

Molecular & Cellular Toxicology 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, Synthetic Route of 267244-08-6.

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

Zhang, Baoshun’s team published research in Bioorganic & Medicinal Chemistry Letters in 22 | CAS: 69097-99-0

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.

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

Yen, Shih-Chung’s team published research in Journal of Natural Products in 84 | CAS: 69097-99-0

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.

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, Zhi-Qing’s team published research in World Journal of Traditional Chinese Medicine in 7 | CAS: 69097-99-0

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.

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