Month: November 2022

Appler, B. published the artcileDetection of β,β’-dichloroethyl sulfide on thin-layer chromatograms, Safety of 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Journal of Chromatography (1983), 264(3), 445-52, database is CAplus.

TLC was employed to detect and quantify very low concentrations of β,β’-dichloroethyl sulfide (sulfur mustard, HD) [505-60-2], on the basis of visualization of spots and R_f values. Various reagents and reactions were examined with respect to their sensitivity and selectivity. In particular, chem. similar compounds like thiodiglycol or β,β’-dichloroethyl oxide as well as a variety of organophosphorus esters (pesticides) and halogen-containing organic compounds were subjected to the same anal. procedures so as to check the selectivity of the TLC methods developed for HD. The best separations were obtained by developing silica chromatophores in CH₂Cl₂–n-hexane (1:1) solvent. The most satisfactory evidence for the presence of HD is based on a reaction with iodoplatinate [PtI₆]^2- and the subsequent application of starch solution (ultimate sensitivity 0.1 μg/μL). Somewhat less sensitive (0.5 and 1 μg, resp.), but quite selective, is a reaction utilizing Michler’s ketone in the presence of HgBr₂, which gives intense purple spots on a yellow background, and a photochem. reaction using AgNO₃. Other sensitive and selective reactions are those with triphenylmethane dyes in conjunction with AgNO₃ and with SeO₂.

Journal of Chromatography published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Safety of 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Huang, Chunhui published the artcileThe Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes, Formula: C8H5IO, the publication is Advanced Synthesis & Catalysis (2011), 353(8), 1285-1305, database is CAplus and MEDLINE.

A novel, easily removable and modifiable silicon-tethered pyridyldiisopropylsilyl directing group for C-H functionalizations of arenes has been developed. The installation of the pyridyldiisopropylsilyl group can efficiently be achieved via two complementary routes using easily available 2-(diisopropylsilyl)pyridine (I). The first strategy features a nucleophilic hydride substitution at the silicon atom in I with aryllithium reagents generated in situ from the corresponding aryl bromides or iodides. The second milder route exploits a highly efficient room-temperature rhodium(I)-catalyzed cross-coupling reaction between I and aryl iodides. The latter approach can be applied to the preparation of a wide range of pyridyldiisopropylsilyl-substituted arenes possessing a variety of functional groups, including those incompatible with organometallic reagents. The pyridyldiisopropylsilyl directing group allows for a highly efficient, regioselective palladium(II)-catalyzed mono-ortho-acyloxylation and ortho-halogenation of various aromatic compounds Most importantly, the silicon-tethered directing group in both acyloxylated and halogenated products can easily be removed or efficiently converted into an array of other valuable functionalities. These transformations include protio-, deuterio-, halo-, boro-, and alkynyldesilylations, as well as a conversion of the directing group into the hydroxy functionality. In addition, the construction of aryl-aryl bonds via the Hiyama-Denmark cross-coupling reaction is feasible for the acetoxylated products. Moreover, the ortho-halogenated pyridyldiisopropylsilylarenes, bearing both nucleophilic pyridyldiisopropylsilyl and electrophilic aryl halide moieties, represent synthetically attractive 1,2-ambiphiles. A unique reactivity of these ambiphiles has been demonstrated in efficient syntheses of arylenediyne and benzosilole derivatives, as well as in a facile generation of benzyne. In addition, preliminary mechanistic studies of the acyloxylation and halogenation reactions have been performed. A trinuclear palladacycle intermediate has been isolated from a stoichiometric reaction between diisopropyl(phenyl)pyrid-2-ylsilane and palladium acetate. Furthermore, both C-H functionalization reactions exhibited equally high values of the intramol. primary kinetic isotope effect (k_H/k_D = 6.7). Based on these observations, a general mechanism involving the formation of a palladacycle via a C-H activation process as the rate-determining step has been proposed.

Advanced Synthesis & Catalysis published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Formula: C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zheng, Zong-Ping published the artcileTyrosinase Inhibitory Constituents from the Roots of Morus nigra: A Structure-Activity Relationship Study, Formula: C14H10O4, the publication is Journal of Agricultural and Food Chemistry (2010), 58(9), 5368-5373, database is CAplus and MEDLINE.

The phytochem. profiles of Morus nigra roots and twigs were compared by HPLC with those of the old and young twigs of Morus alba which are known to contain oxyresveratrol and mulberroside A as major components. It was found that M. nigra root extract contains some unknown natural products with potential tyrosinase inhibitory activity. The extract (95% ethanol) of the roots of M. nigra was further investigated in this study. One new compound, 5′-geranyl-5,7,2′,4′-tetrahydroxyflavone, and twenty-eight known phenolic compounds were isolated. Their structures were identified by mass spectrometry and NMR spectroscopy. Nine compounds, 5′-geranyl-5,7,2′,4′-tetrahydroxyflavone, steppogenin-7-O-β-D-glucoside, 2,4,2′,4′-tetrahydroxychalcone, moracin N, kuwanon H, mulberrofuran G, morachalcone A, oxyresveratrol-3′-O-β-D-glucopyranoside and oxyresveratrol-2-O-β-D-glucopyranoside, showed better tyrosinase inhibitory activities than kojic acid. It was noteworthy that the IC₅₀ values of 2,4,2′,4′-tetrahydroxychalcone and morachalcone A were 757-fold and 328-fold lower than that of kojic acid, resp., suggesting a great potential for their development as effective natural tyrosinase inhibitors.

Journal of Agricultural and Food Chemistry published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C6H5BF2O3, Formula: C14H10O4.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Wei, Guangfei published the artcileBiosyntheses characterization of alkaloids and flavonoids in Sophora flavescens by combining metabolome and transcriptome, Name: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Scientific Reports (2021), 11(1), 7388, database is CAplus and MEDLINE.

Sophora flavescens are widely used for their pharmacol. effects. As its main pharmacol. components, alkaloids and flavonoids are distributed in the root tissues wherein mol. mechanisms remain elusive. In this study, metabolite profiles are analyzed using metabolomes to obtain biomarkers detected in different root tissues. These biomarkers include alkaloids, phenylpropanoids, and flavonoids. The high-performance liquid chromatog. anal. results indicate the differences in principal component contents. Oxymatrine, sophoridine, and matrine contents are the highest in the phloem, whereas trifolirhizin, maackiain, and kushenol I contents are the highest in the xylem. The transcript expression profiles also show tissue specificity in the roots. A total of 52 and 39 transcripts involved in alkaloid and flavonoid syntheses are found, resp. Among them, the expression levels of LYSA1, LYSA2, AO2, AO6, PMT1, PMT17, PMT34, and PMT35 transcripts are highly and pos. correlated with alkaloids contents. The expression levels of 4CL1, 4CL3, 4CL12, CHI5, CHI7, and CHI9 transcripts are markedly and pos. correlated with flavonoids contents. Moreover, the quant. profiles of alkaloids and flavonoids are provided, and the pivotal genes regulating their distribution in S. flavescens are determined These results contribute to the existing data for the genetic improvement and target breeding of S. flavescens.

Scientific Reports published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C12H9N3O4, Name: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zheng, Zong-Ping published the artcileChemical components and tyrosinase inhibitors from the twigs of Artocarpus heterophyllus, Application In Synthesis of 56317-21-6, the publication is Journal of Agricultural and Food Chemistry (2009), 57(15), 6649-6655, database is CAplus and MEDLINE.

An HPLC method was developed and validated to compare the chem. profiles and tyrosinase inhibitors in the woods, twigs, roots, and leaves of Artocarpus heterophyllus. Five active tyrosinase inhibitors including dihydromorin, steppogenin, norartocarpetin, artocarpanone, and artocarpesin were used as marker compounds in this HPLC method. It was discovered that the chem. profiles of A. heterophyllus twigs and woods are quite different. Systematic chromatog. methods were further applied to purify the chems. in the twigs of A. heterophyllus. Four new phenolic compounds, including one isoprenylated 2-arylbenzofuran derivative, artoheterophyllin A (1), and three isoprenylated flavonoids, artoheterophyllin B (2), artoheterophyllin C (3), and artoheterophyllin D (4), together with 16 known compounds, were isolated from the ethanol extract of the twigs of A. heterophyllus. The structures of compounds 1-4 were elucidated by spectroscopic anal. However, the four new compounds did not show significant inhibitory activities against mushroom tyrosinase compared to kojic acid. It was found that similar compounds, such as norartocarpetin and artocarpesin in the twigs and woods of A. heterophyllus, contributed to their tyrosinase inhibitory activity.

Journal of Agricultural and Food Chemistry published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C3H5BN2O2, Application In Synthesis of 56317-21-6.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zhao, Peng published the artcileThe molecular basis for the inhibition of phosphodiesterase-4D by three natural resveratrol analogs. Isolation, molecular docking, molecular dynamics simulations, binding free energy, and bioassay, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Biochimica et Biophysica Acta, Proteins and Proteomics (2013), 1834(10), 2089-2096, database is CAplus and MEDLINE.

The phosphodiesterase-4 (PDE4) enzyme is a promising therapeutic target for several diseases. Our previous studies found resveratrol and moracin M to be natural PDE4 inhibitors. In the present study, three natural resveratrol analogs [pterostilbene, (E)-2′,3,5′,5-tetrahydroxystilbene (THSB), and oxyresveratrol] are structurally related to resveratrol and moracin M, but their inhibition and mechanism against PDE4 are still unclear. A combined method consisting of mol. docking, mol. dynamics (MD) simulations, binding free energy, and bioassay was performed to better understand their inhibitory mechanism. The binding pattern of pterostilbene demonstrates that it involves hydrophobic/aromatic interactions with Phe340 and Phe372, and forms hydrogen bond(s) with His160 and Gln369 in the active site pocket. The present work also reveals that oxyresveratrol and THSB can bind to PDE4D and exhibits less neg. predicted binding free energies than pterostilbene, which was qual. validated by bioassay (IC₅₀ = 96.6, 36.1, and 27.0 μM, resp.). Addnl., a linear correlation (R² = 0.953) is achieved for five PDE4D/ligand complexes between the predicted binding free energies and the exptl. counterparts approx. estimated from their IC₅₀ values (≈RT ln IC₅₀). Our results imply that hydrophobic/aromatic forces are the primary factors in explaining the mechanism of inhibition by the three products. Results of the study help to understand the inhibitory mechanism of the three natural products, and thus help the discovery of novel PDE4 inhibitors from resveratrol, moracin M, and other natural products.

Biochimica et Biophysica Acta, Proteins and Proteomics published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C6H20Cl2N4, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zhang, Mi published the artcileIn vivo hypoglycemic effects of phenolics from the root bark of Morus alba, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Fitoterapia (2009), 80(8), 475-477, database is CAplus and MEDLINE.

Moracin M (1), Steppogenin-4′-O-β-D-glucoside (2), Mullberroside A (3) were isolated from the root bark of Morus alba L. and identified by spectral evidence. Compounds 1, 2 and 3 were studied in hypoglycemic effects on alloxan-diabetic mice. The results showed that compounds 1, 2 and 3 all produced hypoglycemic effects. The compound 2 in a dose of 50 mg/kg exerted significant effect (p < 0.05), 2 and 3 in a dose of 100 mg/kg exerted obviously effect (p < 0.01). Meantime, the compound 1 in a dose of 100 mg/kg can make the fasting blood glucose level have decreasing tendency.

Fitoterapia published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C4H8Cl2S2, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zhang, Mi published the artcileChemical constituents of Chinese medicine Cortex Mori (II), Quality Control of 56317-21-6, the publication is Zhongguo Zhongyao Zazhi (2009), 34(12), 1601-1602, database is CAplus.

The chem. constituents of Chinese medicine Cortex Mori, the root bark of Morus alba, was isolated and purified with silica gel and gel column chromatog., and obtained compounds were identified by physico-chem. properties and spectroscopic data. 11 Compounds were isolated and identified, including moracin C (1), moracin M (2), moracin M-3′-O-β-D-glucopyranoside (3), moracin O (4), kuwanon S (5), kuwanon T (6), 5,7-dihydroxychromone (7), 5,7,2′-trihydroxyflavanone-4′-O-β-D-glucoside (steppogenin-4′-O-β-D-glucoside) (8), 7-hydroxycoumarin (9), 5,7-dihydroxycoumarin-7-O-β-D-glucopyranoside (10), and mullberroside C (11). Compound (8) was firstly isolated from this genus, and compounds 2, 4, 6 were firstly isolated from this plant.

Zhongguo Zhongyao Zazhi published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C12H15ClO3, Quality Control of 56317-21-6.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

He, Xi-xin published the artcileResearch on chemical ingredients of heartwood of root of morus atpropurpurea, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Tianran Chanwu Yanjiu Yu Kaifa (2014), 26(2), 193-196, database is CAplus.

Eight known compounds, including Moracin C(1), Moracin M(2), Dihydromorin(3), Oxyresveratrol(4), 2,4-Dihydroxy benzaldehyde(5), 7-Hydroxy coumarin(6), Daucosterol(7) and 3-Hydroxy-2-piperidinone(8) have been isolated from EtOH extract of heartwood of root of Morus atpropurpurea. Compounds 1, 3-6 and 8 were isolated from Morus atpropurpurea for the first time. Compound 8 was also isolated from Morus plant for the first time. Their antioxidant and neuroprotective activity were test by DPPH, MTT methods. Polyphenolic compounds 1-4 exhibited antioxidative and neuroprotective activities. Compound 2 showed significant neuroprotective activity at 20 μM.

Tianran Chanwu Yanjiu Yu Kaifa published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Osawa, Rodrigo A. published the artcileTransformation products of citalopram: Identification and in-silico toxicological assessment, Safety of 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile, the publication is Chemosphere (2019), 858-868, database is CAplus and MEDLINE.

The objective of this study was to identify transformation products (TPs) of citalopram (CIT), an antidepressant drug, in laboratory experiments Moreover, toxicity predictions and analyzes in wastewater samples were performed. For the formation of TPs, raw water was used for the processes of hydrolysis; photodegradation under UV irradiation and chlorination. The toxicities were predicted by computational toxicity assessment. The TPs were identified by liquid chromatog. quadrupole time-of-flight mass spectrometry (LC-QTOF/MS) in broadband collision induced dissociation (bbCID) acquisition mode and product ion scan mode (MS/MS). The probable structures of the TPs under study were established based on accurate mass, fragmentations observed in the MS spectra and prediction tools software. The experiments resulted in seventeen possible identified TPs and their stability and formation was monitored over time in the experiments Two of these TPs were identified in wastewater samples It was also observed that most of TPs formed were either less toxic then CIT or had a similar toxicity.

Chemosphere published new progress about 372941-54-3. 372941-54-3 belongs to benzofurans, auxiliary class Other Aliphatic Heterocyclic,Fluoride,Nitrile,Amine,Benzene,Ester, name is 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile, and the molecular formula is C20H19FN2O2, Safety of 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem