Heterocyclic Building Block-benzofuran

Rottman, Claudio published the artcileSurfactant-Induced Modification of Dopants Reactivity in Sol-Gel Matrixes, Related Products of benzofurans, the publication is Journal of the American Chemical Society (1999), 121(37), 8533-8543, database is CAplus.

Organically and bio-organically doped sol-gel materials have attracted much attention due to their ability to reproduce solution mol. activities within the ceramic environment. We take now this methodol. one step forward and explore conditions under which the dopant properties can be modified by the matrix. Specifically we report that the co-entrapment of the surfactant cetyltrimethylammonium bromide (CTAB, the modifier) at low concentrations, with an extensive series of pH indicators representing several key mol. families (the primary dopant) within tetramethoxysilane (TMOS)-derived silica sol-gel matrixes, greatly modifies the indicating performance of the primary dopant. Thus, very large pK_i shifts of up to 3-4 orders of magnitude obtained upon the co-entrapment cause methyl orange (MO) to become an indicator for higher acidities and phenolphthalein for higher basicities, compared to their solution behavior. In another example, the ΔpK_i between the two indicating transitions of alizarin increased from ∼4.5 pH units in solution to ∼10.5 pH units (!) in the glass, transforming it into an indicator for both the high acidic and high basic pH ranges. In yet another example, the two indicating transitions of phenol red were shifted to a more acidic pH range, pushing the tail of the more acidic titration branch into the neg. pH values range. These and other effects were found to be more pronounced by the co-entrapment than by the use of CTAB solutions or of sol-gel matrixes without CTAB, pointing to a synergetic effect between the surfactant and the silica cage. The indicators also proved highly sensitive in revealing the properties of the local environment created by the surfactant. Thus, the indicator mols. were shown to migrate and reorient within the hydrophobic and the hydrophilic regions of micellar environment, according to their acquired charge upon pH changes. The concentration-dependent and humidity-dependent surfactant aggregation processes within the silica cage were probed with MO, and the results were compared with the behavior of entrapped MO in sol-gel matrixes of varying hydrophobicities, obtained by the copolymerization of CH₃Si(OCH₃)₃ with TMOS at various ratios, with and without CTAB. Of practical importance have been the observations that the dopant/surfactant co-entrapment greatly improves the leaching profiles: half-lives, ranging from several months to several years, were found for MO and methyl red; and using SAXS, surface area and porosity measurements, it was shown that CTAB can be used to stabilize the microscopic structure of the material upon heat-drying. This provides a potential solution to the problem of continuing structural changes, which take place with sol-gel materials long after the completion of their synthesis.

Journal of the American Chemical Society 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, Related Products of benzofurans.

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

Chaita, Eliza published the artcileIntegrated HPTLC-based Methodology for the Tracing of Bioactive Compounds in Herbal Extracts Employing Multivariate Chemometrics. A Case Study on Morus alba, Category: benzofurans, the publication is Phytochemical Analysis (2017), 28(2), 125-131, database is CAplus and MEDLINE.

Introduction : In drug discovery, bioassay-guided isolation is a well-established procedure, and still the basic approach for the discovery of natural products with desired biol. properties. However, in these procedures, the most laborious and time-consuming step is the isolation of the bioactive constituents. A prior identification of the compounds that contribute to the demonstrated activity of the fractions would enable the selection of proper chromatog. techniques and lead to targeted isolation. Objective : The development of an integrated HPTLC-based methodol. for the rapid tracing of the bioactive compounds during bioassay-guided processes, using multivariate statistics. Materials and Methods – The methanol extract of Morus alba was fractionated employing CPC. Subsequently, fractions were assayed for tyrosinase inhibition and analyzed with HPTLC. PLS-R algorithm was performed in order to correlate the anal. data with the biol. response of the fractions and identify the compounds with the highest contribution. Two methodologies were develop generation. Results and Discussion – Both methodologies afforded comparable results and were able to trace the bioactive constituents. The suggested compounds were compared terms of R_f values and UV spectra with compounds isolated from M. alba using typical bioassay-guided process. Conclusion : Chemometric tools supported the development of a novel HPTLC-based methodol. for the tracing of tyrosinase inhibitors in M. alba extract

Phytochemical Analysis 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, Category: benzofurans.

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

Tong, Zixuan published the artcileAu(I)-Catalyzed Oxidative Functionalization of Yndiamides, Safety of 2-Iodobenzofuran, the publication is Organic Letters (2021), 23(12), 4888-4892, database is CAplus and MEDLINE.

Yndiamides, underexplored cousins of ynamides, offer rich synthetic potential as doubly nitrogenated two carbon building blocks. Here a gold-catalyzed oxidative functionalization of yndiamides to access unnatural amino acid derivatives, using a wide range of nucleophiles as a source of the amino acid side chain has been reported. The transformation proceeds under mild conditions, is highly functional group tolerant, and displays excellent regioselectivity through subtle steric differentiation of the yndiamide nitrogen atom substituents.

Organic Letters 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 C9H10O4, Safety of 2-Iodobenzofuran.

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

Jing, Wanghui published the artcileMori Cortex regulates P-glycoprotein in Caco-2 cells and colons from rats with experimental colitis via direct and gut microbiota-mediated mechanisms, Safety of 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is RSC Advances (2017), 7(5), 2594-2605, database is CAplus.

P-Glycoprotein dysregulation and microbial imbalance have been implicated in inflammatory bowel diseases. Here we found that oral dosing of Mori Cortex, the root bark of Morus alba L. markedly alleviated inflammatory responses, reinstated microbial balance, and enhanced P-glycoprotein (P-gp) expression in rat colitis (UC) induced by oral administration of dextran sulfate sodium. The effects of Mori Cortex extract (MCE) on colon P-gp were examined using Caco-2 cells which revealed a time-dependent regulatory profile. The distinct effects on P-gp by individual main components may account for the direct biphasic effects of MCE. The involvement of gut microbiota in P-gp regulation by MCE was assessed by incubating the culture supernatant (CS) of fecal bacteria from normal, UC or MCE pretreated rats with Caco-2 cells. Interestingly, compared to normal CS, UC CS but not MCE CS diminished P-gp expression in Caco-2 cells, and this down-regulation could be reversed by pretreatment of Caco-2 cells with MCE. Moreover, MCE CS treated Caco-2 cells generated proinflammatory IL-1β and IL-8 comparable to that of the normal group and lower than the UC group, whereas, the anti-inflammatory IL-10 stimulated by MCE CS was significantly higher than the UC CS. In conclusion, MCE alleviated colitis-like symptoms and enhanced the intestinal epithelial integrity (P-gp up-regulation) in exptl. colitis. The mechanisms involve both a direct effect and a gut microbiota-mediated pathway.

RSC Advances 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, Safety of 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

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

Yang, Yi published the artcileHydrogen-Bond-Donor Solvents Enable Catalyst-Free (Radio)-Halogenation and Deuteration of Organoborons, Application of 2-Iodobenzofuran, the publication is Chemistry – A European Journal (2021), 27(4), 1297-1300, database is CAplus and MEDLINE.

A hydrogen bond donor solvent assisted (radio)-halogenation and deuteration of organoborons ArBF₃K [Ar = 3-methoxyphenyl, phenanthren-9-yl, 1-benzothiophen-2-yl, 2H-1,3-benzodioxol-5-yl, etc.]/RB(OH)₂ [R = 4-methylphenyl, 2-phenylethenyl, 4-benzoylphenyl, naphthalen-1-yl] has been developed. The reactions exhibited high functional group tolerance and needed only an ambient atm. Most importantly, compared to literature methods, the conditions are more consistent with the principals of green chem. (e.g., metal-free, strong oxidant-free, more straightforward conditions).

Chemistry – A European Journal 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 C19H14O2, Application of 2-Iodobenzofuran.

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

Wang, Meng published the artcileDiels-Alder adducts with PTP1B inhibition from Morus notabilis, Product Details of C14H10O4, the publication is Phytochemistry (Elsevier) (2015), 140-146, database is CAplus and MEDLINE.

Eight Diels-Alder adducts, morbilisins A-H (I, 2-8), a known analog, chalcomoracin (9), together with eleven known flavonoids and 2-arylbenzofurans, were isolated from the leaves of Morus notabilis. Their structures were elucidated by extensive spectroscopic anal., including 1D, 2D NMR, MS, and ECD data. Compounds I, 5, and 7-9 showed inhibition against PTP1B phosphatase activity in vitro.

Phytochemistry (Elsevier) 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 C4H6O3, Product Details of C14H10O4.

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

Olalere, Olusegun Abayomi published the artcileMicrostructural and microchemical characterization of valorized cola nitida pod wastes, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Chemical Data Collections (2020), 100356, database is CAplus.

The inherent environmental effects of the accumulated kola nut pod waste products have become a subject of discussion among many researchers. The need then arises for their alternative use as nutraceutical bioproducts. The phys. and chem. anal. techniques are often required for the standardization of these bioproducts in order to determine and maintain their quality characteristics. The dataset presented in this study provided information on the chem. profile, physisorption and thermo-anal. screening of Cola nut pod extracts Six sets of physicochem. methods were employed to characterize the phenolic extracts The result obtained clearly revealed the presence of two-hundred and fifty-five phenolic bioactive. Also presented was the thermal stability, morphol. and microstructural surface area configuration of the Cola nitida pod extracts The information obtained from this study could be used in determining the quality of food wastes bioproducts in nutria-pharmaceutical applications.

Chemical Data Collections 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

Farmer, Jennifer L. published the artcileSolvent Choice and Kinetic Isotope Effects (KIEs) Dramatically Alter Regioselectivity in the Directed ortho Metalation (DoM) of 1,5-Dichloro-2,4-dimethoxybenzene, Quality Control of 69626-75-1, the publication is Chemistry – A European Journal (2015), 21(5), 1888-1893, database is CAplus and MEDLINE.

The regioselective formation of the 6-lithio derivative of 1,5-dichloro-2,4-dimethoxybenzene (i.e., 12) by directed ortho metalation (DoM) with nBuLi in THF is described. Although literature reports suggest direct deprotonation at C6, time-course and labeling studies revealed that deprotonation rather occurs exclusively at C3 followed by isomerization of the anion to C6. By contrast, when DoM was performed in Et₂O, deprotonation again occurred selectively at C3, but now no isomerization occurs, and electrophilic capture produces the regioisomer of that produced in THF. In these labeling studies, deuterium has an enormous kinetic isotope effect (KIE) that suppresses not only the original DoM reaction at C3 when deuterium is present there, but also suppresses isomerization to C6 when the label is at that site. Remarkably, this protecting-group role of the deuterium is unique to THF; in ether, full deprotonation of the deuterium at C3 was observed

Chemistry – A European Journal 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, Quality Control of 69626-75-1.

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

Kraus, George A. published the artcileCoupling reactions of methoxybutenynylcopper. A facile route to substituted indoles, Safety of 2-Iodobenzofuran, the publication is Tetrahedron Letters (1978), 3195-8, database is CAplus.

Cis-MeOCH:CHCCCu with 4,2-RR¹C₆H₃I (R = NO₂, H, Me, Cl, R¹ = H; R = H, R¹ = H, NO₂; R = MeO, R¹ = NO₂) in pyridine (85-125°, 10-12 h) gave 63-94% 4,2-RR¹C₆H₃CCCH:CHOMe (I). Cis–I (R = H, R¹ = NO₂) with KOH in refluxing MeOH (4 h) gave cis– and trans-2-O₂NC₆H₄CH:C(OMe)CH₂CH(OMe)₂ which on sequential hydrolysis (aqueous MeOH, ambient temperature, yield 55%) and reduction with Al-Hg (refluxing aqueous EtOH, yield 75%) gave indole II.

Tetrahedron Letters 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, Safety of 2-Iodobenzofuran.

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

Kuete, V. published the artcileAntimicrobial activity of the methanolic extract and compounds from Morus mesozygia stem bark, HPLC of Formula: 56317-21-6, the publication is Journal of Ethnopharmacology (2009), 124(3), 551-555, database is CAplus and MEDLINE.

Aim of the study: This study was aimed at investigating the antimicrobial activity of the methanolic extract (MMB) and compounds isolated from the stem bark of Morus mesozygia, namely 3β-acetoxyurs-12-en-11-one (1), moracin Q (2), moracin T (3), artocarpesin (4), cycloartocarpesin (5), moracin R (6), moracin U (8), moracin C (9), and moracin M (10). Materials and Methods: The liquid microdilution assay was used in the determination of the minimal inhibitory concentration (MIC) and the minimal microbicidal concentration (MMC), against nine bacterial and two fungal species. Results: The results of the MIC determination showed that the compounds 3, 4, 8 and 9 were able to prevent the growth of all tested microbial species. All other samples showed selective activities. Their inhibitory effects were noted on 90.9% studied organisms for the crude extract, 81.8% for compound 6, 72.7% for compound 10, 63.6% for compound 1, 54.5% for compound 5, and 45.5% for compound 2. The lowest MIC value of 39 μg/mL was obtained with the crude extract against Escherichia coli. The corresponding value for compounds (5 μg/mL) was registered with compound 9 on Shigella dysenteriae and compound 3 on E. coli, S. dysenteriae, Pseudomonas aeruginosa, Salmonella typhi and Bacillus cereus. The lowest MIC value (39 μg/mL) observed with the crude extract (on E. coli) was only eightfold greater than that of gentamycin used as reference antibiotic (RA) while the corresponding value (5 μg/mL) recorded with compounds 3 and 9 was equal to that of RA on the corresponding microorganisms. Conclusions: The obtained results highlighted the interesting antimicrobial potency of M. mesozygia as well as that of the studied compounds, and provided scientific basis for the traditional use of this species.

Journal of Ethnopharmacology 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, HPLC of Formula: 56317-21-6.

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