Tag: M.W=300-350

Sun, Dianqing published the artcileEvaluation of Flavonoid and Resveratrol Chemical Libraries Reveals Abyssinone II as a Promising Antibacterial Lead, Quality Control of 69097-99-0, the publication is ChemMedChem (2012), 7(9), 1541-1545, database is CAplus and MEDLINE.

As part of our ongoing effort to discover novel antitubercular and antibacterial agents and to exploit natural products as scaffolds for chem. diversity, we have been interested in following up emerging and underexplored naturally occurring compounds showing good antimicrobial activities. In this regard, natural phytochems. are actively being pursued for their antibacterial properties. We subsequently screened the collated flavonoid and resveratrol library against M. tuberculosis and a panel of Gram-pos. and Gram-neg. bacterial pathogens, including Enterococcus faecalis, S. aureus, S. pneumoniae, Klebsiella pneumoniae, Acine-tobacter baumannii, Escherichia co/i, and P. aeruginosa. In conclusion, the systematic screening of a focused flavonoid and resveratrol library led to the identification of abyssinone II as an anti-Gram-pos. agent that could potentially have a multitargeted mode of action, resulting from its ability to target the bacterial membrane. Such agents are increasingly becoming attractive therapeutic options owing to their potent actions, likely multitarget effects and limited potential for resistance development. The characterization of abyssinone II as a membrane-targeting mol. therefore makes it a promising natural product lead, ideal for further medicinal chem. optimization to identify advanced exptl. candidates with antimicrobial therapeutic potential.

ChemMedChem 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 C65H82N2O18S2, Quality Control of 69097-99-0.

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

Arthur, H. R. published the artcileExamination of the Rutaceae of Hong Kong. I. Flavonold glycosides from Zanthoxylum species and the occurrence of optically active hesperetin, Synthetic Route of 69097-99-0, the publication is Journal of the Chemical Society (1956), 632-5, database is CAplus.

The barks of Zanthoxylum species of Hong Kong contained hesperidin (I) and diosmin (II). Hydrolysis of I yielded a mixture of (±)- (III) and (-)-hesperetin (IV) from which pure III and IV were isolated. III and IV were characterized, and IV was racemized. III was converted into diosmetin (V) with N-bromosuccinimide. It was coneluded that I was a β-7-rutinoside of IV. Dried bark (400) g.) of Z. avicennae extracted with refluxing MeOH; and the extract concentrated gave 2.4 g. solids; the filtrate on further concentration yielded 1.5 g. brown crystals. The first crop extracted with light petroleum and then with MeOH and the residue crystallized gave II hydrate, m. 280° (decomposition) (from 50% aqueous C₅H₅N). The 2nd crop similarly treated yielded I hydrate, m. 260° (decomposition), [α]_D²⁷ -88.2° (c 1.24, C₅H₅N), and some more II hydrate. II (5 g.) left 4 days at room temperature with Ac₂O-C₅H₅N, and the product crystallized from alc. and refluxed 2 hrs. with 5 ml. H₂SO₄ and 95 ml. alc. gave V, m. 253.0-4.5° (from alc.); triacetate, m. 189-91°; both compounds gave a red test with Mg-HCl-MeOH. V was also prepared from the hydrolysis of II in (CH₂OH)₂ by the method used for the hydrolysis of I. I (10 g.) refluxed 2 hrs. with 6% NaOH yielded isoferulic acid, m. 228-9°, pos. test with FeCl₃; acetate, m. 204-5°. I (5 g.) treated at room temperature with Ac₂O-C₅H₅N gave the acetate, C₄₄H₅₀O₂₃, m. 176-9° (from alc.). I (5 g.) and 100 ml. (CH₂OH)₂ containing 5 ml. concentrated H₂SO₄ treated 40 min. in the H₂O bath gave 1.8 g. of a mixture of III and IV, m. 224-6°, [α]_D²⁶ -16.9° (c 1.42, EtOH). I (4 g.), hydrolyzed by refluxing in dilute H₂SO₄ 20 hrs., gave a mixture of III and IV, and from the filtrate glucose and rhamnose were isolated and identiffed as their osazones. The mixture (20 g.) of III and IV fractionally crystallized from EtOH by the triangular scheme gave 2.2 g. III as hexagonal prisms, m. 226-8°, [α]_D²⁷ 0.0° (c 1.56, EtOH), and 2.5 g. IV as the more-soluble fraction, triangular plates, m. 216-18°, [α]_D²⁷ -37.6° (c 1.80, EtOH). The following III derivatives were prepared: 4′,7-di-Me ether, m. 132-3°; oxime, m. 227-8° (decomposition); triacetate, m. 139-41°. IV derivatives 4′,7-di-Me ether, m. 149-51° [α]_D²⁸ -35.6° (c 1.04, CHCl₃); oxime, m. 219-20° (decomposition), [α]_D²⁷ -16.1° (c 0.40, EtOH); triacetate, m. 130-2°, [α]_D²⁶ 21.1° (c 1.28, CHCl₃). III and IV and their derivatives gave a red solution with Mg-HCl-MeOH. IV (0.4 g.) in 5 ml. (CH₂OH)₂ heated 2 hrs. at 250-60° in a sealed tube gave 0.1 g. III. Solutions of IV left 3 days in EtOH-NaOH or Et-OH-HCl did not racemize. III triacetate (0.9 g.), 0.45 g. N-bromosuccinimide, and 0.05 g. Bz₂O₂ heated 1 hr., 0.3 g. more N-bromosuccinimide added, the succinimide recovered the next morning, the filtrate concentrated, and the residue washed with hot H₂O and crystallized gave 0.08 g. V, m. and mixed m.p. 250-3°. The dried bark of Z. cuspidatum gave I hydrate. II was isolated from the root bark of Z. nitidum. I and II were not isolated from the bark of the last species.

Journal of the Chemical Society 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

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

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

Qian, Xu-Xuan-Hong published the artcileExploration on antibacterial mechanism of Xiangsu Powder based on network pharmacology, Application In Synthesis of 69097-99-0, the publication is TMR Pharmacology Research (2021), 1(2), 11, database is CAplus.

To explore the antibacterial mechanism of the active components of Xiangsu powder through the network pharmacol. approach. TCMSP database was used to search and obtain the active components of Xiangsu powder and its corresponding action targets, and its network relationship was defined. Target points associated with antibacterial effect were searched in Genecards database, and core target genes of antibacterial effect were obtained by mapping the target points. Finally, the GO biol. process and KEGG metabolic pathway were analyzed in the DAVID database. There were 129 active components, 250 targets, and 66 biol. processes (40 biol. processes, 13 mol. functions, 13 cell compositions) and 35 related signaling pathways. Among them, quercetin may be the main substance that plays a role in the drugs contained in Xiangsu powder, followed by flavonol kaempferol and flavonoid luteolin. Antibacterial targets such as TNF, Casp3, PTGS2, ACTB, STAT1 and NFKB1 are mostly involved in antiviral, anti-inflammatory and immune pathways. It mainly plays a role in the hepatitis B pathway and tumor necrosis factor signaling pathway. Quercetin, kaempferol, luteolin and other active components in Xiangsu powder can participate in the action process of Toll-like receptor pathway, TNF signaling pathway and other pathways through acting on TNF, Casp3, PTGS2, etc., and finally achieve the purpose of antibacterial.

TMR Pharmacology 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, Application In Synthesis of 69097-99-0.

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

Jose de Melo, Sebastiao published the artcileBenzo[a]pyrene hydroxylase-inducing flavonoids. Part I. Quantitative relations between chemical structure and biological activity, SDS of cas: 69097-99-0, the publication is Quimica Nova (1985), 8(1), 13-16, database is CAplus.

The ability of 14 flavonoids to induce benzo[a]pyrene hydroxylase in rat liver and lung tissue was examined in relation to their structural characteristics and physicochem. properties. The hydrophobicity index was a major determinant of activity in both tissues. Regression anal. suggested minor contributions from formal charge d. (liver) and mol. connectivity index (lung). Other structural parameters were not well correlated with biol. activity.

Quimica Nova 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

Krause, Martin published the artcileImproved chiral stationary phase based on cellulose triacetate supported on non-macroporous silica gel diol for the high-performance liquid chromatographic separation of racemic flavanones and diastereomeric flavanone glycosides, Name: 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Journal of Chromatography (1990), 502(2), 287-96, database is CAplus.

Microcrystalline cellulose triacetate (MCCTA) and depolymerized MCCTA were dissolved and coated on non-macroporous silica gel diol. The chiral stationary phases obtained were found to be superior to a com. available column based on cellulose triacetate for the enantiomeric separation of polyhydroxylated flavanones. Diastereomeric flavanone glycosides could also be resolved, together with the aglycons in a mixture As an example of the anal. of a complex matrix, the separation of naringenin enantiomers in a tomato skin extract is presented.

Journal of Chromatography 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, Name: 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one.

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

Chen, Xiao-yang published the artcileStudy of anti-hypertensive mechanism of Morus alba & Flos Chrysanthemi based on network pharmacology and molecular docking, HPLC of Formula: 69097-99-0, the publication is Zhonghua Zhongyiyao Zazhi (2021), 36(10), 6069-6076, database is CAplus.

Objective: To study the potential mechanism of Morus alba & Flos Chrysanthemi in the treatment of hypertension based on network pharmacol., and preliminarily verify it by mol. docking technol. Methods: The effective components of Morus alba & Flos Chrysanthemi and the common targets with hypertension were obtained by network pharmacol., then GO and KEGG were enriched and analyzed by David database. The relevant results were verified by mol. simulation docking technol. Results: There were 29 active components in Folium Mori, 20 active components in Flos Chrysanthemi and 224 common target genes with hypertension. GO enrichment anal. found that Morus alba & Flos Chrysanthemi had multiple biol. functions such as enzyme binding, protein isomerization, steroid binding and transcription factor binding, and could affect multiple cellular components such as extracellular space, cytoplasm, membrane raft and cytoplasmic perinuclear region, so as to participate in drug metabolism hypoxia reaction, neg. regulation of apoptosis, lipopolysaccharide reaction, estradiol reaction and other biol. processes. KEGG enrichment anal. showed that the effective components of Morus alba & Flos Chrysanthemi could participate in tumor necrosis factor, PI3K-Akt, HIF-1 and other signal pathways, and the effective components such as artichoke were related to β1 adrenoceptor. The docking conformation of adrenoceptor β₂ was better than that of antihypertensive drug metoprolol. Conclusion: Multiple active ingredients of Morus alba & Flos Chrysanthemi has a network mechanism of multi-target and multi-channel synergistic effect on hypertension, and artichoke may be the potential mol. basis of lowering blood pressure.

Zhonghua Zhongyiyao Zazhi 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

Weber, K. C. published the artcileSelection of quantum chemical descriptors by chemometric methods in the study of antioxidant activity of flavonoid compounds, Category: tetrahydropyran, the publication is International Journal of Quantum Chemistry (2005), 103(5), 731-737, database is CAplus.

In the present study, the aim was to select electronic properties responsible for free radical scavenging ability of a set of 25 flavonoid compounds employing chemometric methods. Electronic parameters were calculated using the AM1 semiempirical method, and chemometric methods (principal component anal., hierarchical cluster anal., and k-nearest neighbor) were used with the aim to build models able to find relationships between electronic features and the antioxidant activity presented by the compounds studied. According to these models, four electronic variables can be considered important to discriminate more and less antioxidant flavonoid compounds: polarizability (α), charge at carbon 3 (QC3), total charge at substituent 5 (QS5), and total charge at substituent 3′ (QS3′). The features found as being responsible for the antioxidant activity of the flavonoid compounds studied are consistent with previous results found in the literature. The results obtained can also bring improvements in the search for better antioxidant flavonoid compounds

International Journal of Quantum 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 C7H8O3, Category: tetrahydropyran.

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

Weber, Karen C. published the artcileA partial least squares regression study with antioxidant flavonoid compounds, SDS of cas: 69097-99-0, the publication is Structural Chemistry (2006), 17(3), 307-313, database is CAplus.

The quant. structure-activity relationship of a set of 19 flavonoid compounds, e.g. flavone I, presenting antioxidant activity was studied by means of PLS (Partial Least Squares) regression. The optimization of the structures and calculation of electronic properties were done by using the semiempirical method AM1. A reliable model (r² = 0.806 and q² = 0.730) was obtained and from this model it was possible to consider some aspects of the structure of the flavonoid compounds studied that are related with their free radical scavenging ability. The quality of the PLS model obtained in this work indicates that it can be used in order to design new flavonoid compounds that present ability to scavenge free radicals.

Structural 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 C11H8N2O2, SDS of cas: 69097-99-0.

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