Category: benzofurans

Okura, Keisho published the artcileSingle electron transfer-induced coupling of alkynylzinc reagents with aryl and alkenyl iodides, Application of 2-Iodobenzofuran, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(97), 14019-14022, database is CAplus and MEDLINE.

Alkynylzinc reagents were found to undergo coupling with aryl and alkenyl iodides to give arylalkynes and alkenylalkynes without the aid of transition metals. The coupling reaction proceeded through a single electron transfer mechanism, where a substoichiometric amount of a phosphine works as an indispensable activator.

Chemical Communications (Cambridge, United Kingdom) 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, Application of 2-Iodobenzofuran.

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

Lee, Yu-Jin published the artcileIsolation and identification of antioxidant polyphenolic compounds in mulberry (Morus alba L.) seeds, Category: benzofurans, the publication is Han’guk Sikp’um Yongyang Kwahak Hoechi (2011), 40(4), 517-524, database is CAplus.

Eleven polyphenolic compounds, including procatechuic and chlorogenic acids, (+)-dihydroquercetin, rutin, isoquercitrin, quercitrin, (+)-dihydrokaempferol, trans-resveratrol, moracin, quercetin and 4-prenylmoracin were isolated and purified from the methanolic extract of defatted mulberry seed residue by a series of column chromatog. including silica gel, Sephadex LH-20, and ODS-A, and their chem. structures were identified by spectral anal. The antioxidant activities of the eleven isolated polyphenolic compounds were measured spectrophotometrically using DPPH radical. Among the eleven polyphenolic compounds tested, rutin (IC₅₀=20.2 μM), isoquercitrin (IC₅₀=22.5 μM), quercitrin (IC₅₀=24.6 μM), quercetin (IC₅₀=27.8 μM), (+)-dihydroquercetin (IC₅₀=28.9 μM), and chlorogenic acid (IC₅₀=30.6 μM) exhibited stronger antioxidant activity than L-ascorbic acid (IC₅₀=31.5 μM) and α-tocopherol (IC₅₀=52.3 μM), whereas procatechuic acid (IC₅₀=68.2 μM) showed lower activity. In addition, (+)-dihydrokaempferol (IC₅₀=33.8 μM), trans-resveratrol (IC₅₀=36.2 μM), moracin (IC₅₀=47.6 μM), and 4-prenylmoracin (IC₅₀=48.2 μM) exhibited moderate antioxidant activity. Furthermore, levels of the eleven polyphenolic compounds from three different types of mulberry seeds were quantified by HPLC, and their contents were as follows: rutin (31.1-60.0 mg/100 g)> quercitrin (7.2-34.2 mg/100 g)> (+)-dihydroquercetin (13.2-33.1 mg/100 g)> quercetin (15.8-19.5 mg/100 g)> 4-prenylmoracin (10.5-43.3 mg/100 g)> isoquercitrin (5.8-15.4 mg/100 g)> chlorogenic acid (0.0-15.3 mg/100 g)> moracin (4.7-7.2 mg/100 g)> procatechuic acid (0.0-11.6 mg/100 g)> (+)-dihydrokaempferol and trans-resveratrol (<0.1 mg/100 g). The ‘Daesungppong’ mulberry seeds among the three cultivars had higher flavonoid contents, such as rutin and quercetin derivatives, while the ‘Iksuppong’ seeds had the highest contents of phenolic acids and moracin derivatives ‘Cheongilppong’ had lower amounts of polyphenolic compounds than the other two mulberry seeds. These results indicate that mulberry seeds containing antioxidant polyphenolic compounds may be potentially useful sources of anti-diabetic, anti-hypertensive, and anti-aging agents for functional foods and cosmetics.

Han’guk Sikp’um Yongyang Kwahak Hoechi 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

Koganovskii, A. M. published the artcileAdsorption on silica gel of nonionic surfactants with solubilized substances from aqueous solutions, Category: benzofurans, the publication is Kolloidnyi Zhurnal (1975), 37(3), 560-4, database is CAplus.

At 20°, the adsorption of nonionogenic surfactants C10H21O(C2H4O)17H, C12H25O(C2H4O)17H, C12H25O(C2H4O)23H, and OP-10 from aqueous solutions containing solubilized α-naphtholphthalein (I) or naphthalene (II) on large-pore silica gel was higher than from solutions without the solubilized compounds The aqueous solutions of the surfactants were saturated with I or II by shaking at constant temperature for 15 days. The I and II did not adsorb from diethylene glycol, aqueous saturated solution of poly(ethylene glycol), or undecane solutions without surfactants. These compounds adsorb in the surface layer of the adsorbed surfactants making the outer-adsorbed layer more hydrophobic which results in an addnl. adsorption of the surfactants.

Kolloidnyi Zhurnal 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, Category: benzofurans.

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

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

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

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

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

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

Bouarfa, Salima published the artcileCopper- and Cobalt-Catalyzed Syntheses of Thiophene-Based Tertiary Amines, HPLC of Formula: 69626-75-1, the publication is European Journal of Organic Chemistry (2019), 2019(20), 3244-3258, database is CAplus.

Thienylzinc halides and related compounds prepared by deprotonation followed by transmetalation were used in copper-catalyzed amination using N-benzoyloxy secondary amines. By extending the reaction to 1,5-naphthyridine, it was showed that the competitive dimer formation observed in the case of thiophenes was linked with the low stability of some thienylamines rather than homocoupling. Interestingly, thienylzinc halides and related compounds prepared by transmetalation of thienylmagnesium halides, either prepared from their bromo-precursors or generated by deprotometalation, were satisfactorily employed in cobalt-catalyzed aminations. Finally, aminothiophenes were involved in copper-catalyzed mono- and di-N-arylations, affording differently substituted di- and triphenylamines.

European Journal of Organic Chemistry 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, HPLC of Formula: 69626-75-1.

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