Month: November 2022

Thomas Pannakal, Steve published the artcileComprehensive characterization of naturally occurring antioxidants from the twigs of mulberry (Morus alba) using on-line high-performance liquid chromatography coupled with chemical detection and high-resolution mass spectrometry, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Phytochemical Analysis (2022), 33(1), 105-114, database is CAplus and MEDLINE.

The mulberry tree (Morus alba L.) is a prolific source of biol. active compounds There is considerable growing interest in probing M. alba twigs as a source of disruptive antioxidant lead candidates for cosmetic skin care product development. An integrated approach using high-performance liquid chromatog. (HPLC) coupled with either chem. detection (CD) or high-resolution mass spectrometry (HRMS) was applied to the hydroalcoholic extract of M. alba to detect and identify lead antioxidant compounds, resp. The twigs were weighed, powd. and homogenized using a mill and the extract was prepared using 70% aqueous ethanol. The antioxidant metabolites were detected with HPLC coupled with CD (based on the ORAC assay) and their structural identification was carried out using a Q-Exactive Orbitrap MS instrument. Using this approach, 13 peaks were detected as overall contributors to the antioxidant activity of M. alba , i.e. mulberrosides (A & E), oxyresveratrol & its derivatives, moracin & its derivatives and a dihydroxy-octadecadienoic acid, which together accounted for >90% of the antioxidant activity, highlighting the effectiveness of the integrated approach based on HPLC-CD and HPLC-HRMS. Addnl., a 3,4-dimethoxyphenyl-1-O-β-D-apiofuranosyl-(1 → 6)-O-β-D-glucopyranoside was also discovered for the first time from the twig extract and is presented here. To our knowledge, this is the first report from M. alba twigs using HPLC-CD and HPLC-HRMS that identifies key compounds responsible for the antioxidant property of this native Chinese medicinal plant.

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 C10H2F12NiO4, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

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

Kumar, Nag S. published the artcileDiscovery and optimization of a new class of pyruvate kinase inhibitors as potential therapeutics for the treatment of methicillin-resistant Staphylococcus aureus infections, SDS of cas: 69626-75-1, the publication is Bioorganic & Medicinal Chemistry (2014), 22(5), 1708-1725, database is CAplus and MEDLINE.

A novel series of bis-indoles derived from naturally occurring marine alkaloid cis-3,4-dihydrohamacanthin B (I) was synthesized and evaluated as inhibitors of methicillin-resistant Staphylococcus aureus (MRSA) pyruvate kinase (PK). PK is not only critical for bacterial survival which would make it a target for development of novel antibiotics, but it is reported to be one of the most highly connected ‘hub proteins’ in MRSA, and thus should be very sensitive to mutations and making it difficult for the bacteria to develop resistance. From the co-crystal structure of I bound to S. aureus PK we were able to identify the pharmacophore needed for activity. Consequently, we prepared simple direct linked bis-indoles such as 6,6′-dibromo-2,2′-biindolyl [II; R, R’ = 6,6′-dibromo (b)] that have similar anti-MRSA activity as compound I. Structure-activity relationship (SAR) studies on II led us to discover more potent compounds such as II [R, R’ = 6,5′-dibromo; 6-bromo-5′-chloro; 5,6,6′-tribromo; 5,6,5′-tribromo (c, d, k, m, resp.)] with enzyme inhibiting activities in the low nanomolar range that effectively inhibited the bacteria growth in culture with min. inhibitory concentrations (MIC) for MRSA as low as 0.5 μg/mL. Some potent PK inhibitors, such as IIb, exhibited attenuated antibacterial activity and were found to be substrates for an efflux mechanism in S. aureus. Studies comparing a wild type S. aureus with a construct (S. aureus LAC Δpyk::Erm^R) that lacks PK activity confirmed that bactericidal activity of IId was PK-dependant.

Bioorganic & Medicinal 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, SDS of cas: 69626-75-1.

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

Lang, Li published the artcile2-Arylbenzo[b]furan derivatives as potent human lipoxygenase inhibitors, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2016), 31(sup4), 98-105, database is CAplus and MEDLINE.

Human lipoxygenases (LOXs) have been emerging as effective therapeutic targets for inflammatory diseases. In this study, we found that four natural 2-arylbenzo[b]furan derivatives isolated from Artocarpus heterophyllus exhibited potent inhibitory activities against human LOXs, including moracin C, artoindonesianin B-1, moracin D, moracin M. In our in vitro experiments, compound 1 was identified as the most potent LOX inhibitor and the moderate subtype selective inhibitor of 12-LOX. Compounds 1 and 2 act as competitive inhibitors of LOXs. Moreover, 1 significantly inhibits LTB4 production and chemotactic capacity of neutrophils, and is capable of protecting vascular barrier from plasma leakage in vivo. In addition, the preliminary structure-activity relationship anal. was performed based on the above four naturally occurring (1-4) and six addnl. synthetic 2-arylbenzo[b]furan derivatives Taken together, these 2-arylbenzo[b]furan derivatives, as LOXs inhibitors, could represent valuable leads for the future development of therapeutic agents for inflammatory diseases.

Journal of Enzyme Inhibition and Medicinal 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 C14H10O4, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

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

Wang, Xiao-Ling published the artcileNew phenolic compounds from the leaves of Artocarpus heterophyllus, HPLC of Formula: 56317-21-6, the publication is Chinese Chemical Letters (2017), 28(1), 37-40, database is CAplus.

One new 2-arylbenzofuran derivative, artocarstilbene B (I), one new benzaldehyde derivative, (E)-3,5-dihydroxy-4-(3-methylbut-1-enyl)benzaldehyde (II), as well as 18 known compounds (3-20) were obtained from the leaves of Artocarpus heterophyllus. Their structures were elucidated on the basis of extensive spectroscopic techniques including 2D NMR and HR-ESIMS. Many compounds exhibited moderate to weak inhibitory activity against the proliferation of the PC-3, NCI-H460, and A549 cancer cell lines.

Chinese Chemical Letters 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 C22H21N3O3S, HPLC of Formula: 56317-21-6.

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

Carvajal, M. A. published the artcileHand-held optical instrument for CO₂ in gas phase based on sensing film coating optoelectronic elements, Quality Control of 596-01-0, the publication is Sensors and Actuators, B: Chemical (2010), 144(1), 232-238, database is CAplus.

Different strategies were tested to include a CO₂ optical gas sensor in a low-cost portable electronic instrument. Plastic solid-state sensor membranes are based on the quenching of a phosphorescent dye by the deprotonated form of a nonluminescent pH indicator. As a result of this study, the configuration with both optoelectronic components coated with sensing chem. (LED with the luminophore and photodetector with the pH-active dye) presents a better CO₂ response in terms of sensitivity and reproducibility than the other configurations studied by the authors. The portable measurement system resulting from the integration of coated LED with the luminophore and photodetector with the pH indicator was characterized in terms of calibration, sensitivity, short and long-term stability, transient response and thermal dependence with results comparable to laboratory instrumentation and other sensing films described in literature. The sensor calibration curve was modeled according to a theor. model, reported in the literature, with two coefficients, which was included in the microcontroller of the measurement system to provide a direct reading of the gas concentration in the display. The sensor’s full range is 0-100% CO₂ concentration The study of the response time of the membranes was made, obtaining response t₉₀ and recovery t₁₀ times of 31 and 117 s, resp. Temperature dependence was successfully fitted to an Arrhenius type function that was included in the microcontroller of the instrument, to calculate and display the CO₂ concentration, correcting the temperature dependence. The characterization demonstrated the reliability and good performance of this type of solution aimed at integrating chem. sensors in electronic and optoelectronic devices. The localization of the sensing film on the detector and on the light source makes any addnl. optical element unnecessary, thus reducing system costs, avoiding alignment problems, optimizing the efficiency of the signal collection and making it possible to replace the sensor easily.

Sensors and Actuators, B: Chemical 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, Quality Control of 596-01-0.

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

Fuerstner, Alois published the artcileCyclobutenes by Platinum-Catalyzed Cycloisomerization Reactions of Enynes, Quality Control of 69626-75-1, the publication is Journal of the American Chemical Society (2005), 127(23), 8244-8245, database is CAplus and MEDLINE.

1,6-Enynes bearing (electron-rich) aryl substituents on their alkyne moiety rearrange to cyclobutene derivatives in the presence of catalytic amounts of PtCl₂ in toluene. The reaction is significantly accelerated when performed under an atm. of CO (1 atm), most likely by increasing the electrophilicity of the metal template by temporary coordination to this π-acidic ligand. This transformation allows the build up of considerable strain in the products as witnessed by the productive formation of tricyclic skeletons, such as 7 or 9. Moreover, these products provide evidence for the mechanistic scenario of platinum-catalyzed cycloisomerization reactions previously proposed, which are thought to proceed via organo-platinum species that mimic the reactivity of metal-complexed “nonclassical” carbocations.

Journal of the American Chemical Society 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

Gundogdu, Nilufer published the artcileKinetic study for adsorption of α-naphtholphthalein onto silica gel surface-imprinted polymer and non-imprinted polymer, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Journal of Macromolecular Science, Part A: Pure and Applied Chemistry (2016), 53(12), 734-740, database is CAplus.

In this study, the mol. imprinting polymer (MIP) was prepared using α-naphtholphthalein as a template, 2-(diethylamino)ethyl acrylate as a functional monomer and ethylene glycol dimethacrylate as a crosslinking agent by aid of free radical polymerization onto surfaces of vinyltrimethoxysilane modified silica gel. The MIP was extracted with acetonitrile for overnight to remove the template mol. from the MIP. Non-imprinted polymer (NIMP) was synthesized using the same materials except α-naphtholphthalein as template mol. α-Naphtholphthalein adsorption on surfaces of the both polymer was studied at three different temperatures (19°C, 25°C and 35°C). It was observed that the adsorption capacity increased with increasing temperature and with time. The time required to reach the equilibrium for two polymers and all temperature was accepted to be nearly 6 h. The saturated adsorption amounts at the equilibrium were found as 120 mg/g, 123 mg/g and 127 mg/g at 19°C, 25°C and 35°C, resp. for MIP and 78 mg/g, 98 mg/g and 120 mg/g at 19°C, 25°C and 35°C, resp. for NIMP. The mechanism of adsorption of α-naphtholphthalein onto MIP and NIMP is nearly appropriate to pseudo-first-order kinetic model with an activation energy of 11.63 kJ/mol for MIP and 23.69 kJ/mol for NIMP. Thermodn. parameters of activated complex in the adsorption process showed that the adsorption was carried out with an endothermic activation enthalpy, large neg. entropy changes and the pos. values of ΔG* that the adsorption processes is not favorable.

Journal of Macromolecular Science, Part A: Pure and Applied Chemistry 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, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

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

Medina-Mercado, Ignacio published the artcileGold-Catalyzed Ascorbic Acid-Induced Arylative Carbocyclization of Alkynes with Aryldiazonium Tetrafluoroborates, HPLC of Formula: 69626-75-1, the publication is ACS Catalysis (2021), 11(15), 8968-8977, database is CAplus.

Herein, arylative carbocyclization of alkynes 2-R-4-R¹-C₆H₃XCH₂CCR² (X = O, S, NTs; R = H, I; R¹ = H, OMe, Br, Ph, etc.; R² = n-Bu, Ph, thiophen-2-yl, etc.) catalyzed by gold was described. In this process, Au(I) is oxidized to Au(III) with aryldiazonium tetrafluoroborates R³C₆H₄N₂BF₄ (R³ = 4-NO₂, 3-CN, 4-C(O)OEt, etc.) following a photosensitizer-free and irradiation-free protocol. Ascorbic acid acts as a radical initiator, generating aryl radicals. According to DFT calculations, these radicals are added to Au(I), leading to a Au(II) species that is further oxidized to Au(III) with the assistance of a tetrafluoroborate anion. The overall arylative carbocyclization process is very energetically favorable, transforming arylpropargyl ethers into valuable 3,4-diaryl-2H-chromenes I in a completely regio- and stereoselective fashion. Furthermore, one of the synthesized 3,4-diaryl-2H-chromenes I exhibits polymorphism with marked differences in the color of its crystals, a property that could lead to the development of colored derivatives in the future.

ACS 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, HPLC of Formula: 69626-75-1.

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

James, Clint A. published the artcileCombined Directed ortho and Remote Metalation-Suzuki Cross-Coupling Strategies. Efficient Synthesis of Heteroaryl-Fused Benzopyranones from Biaryl O-Carbamates, Computed Properties of 69626-75-1, the publication is Journal of Organic Chemistry (2009), 74(11), 4094-4103, database is CAplus and MEDLINE.

A concise synthesis of heteroaryl-fused dibenzopyranones, e.g. I (X = O, S, NH; R = H, MeO), has been achieved by the LDA-induced migration of heterobiaryl O-carbamates, e.g. II (X = O, S, NBoc), which, in turn, were prepared in good yields using a combined directed ortho lithiation (DoM)-transition-metal-catalyzed Suzuki cross-coupling strategy. An efficient and general route to a wide variety of heterocycles including coumestans I and the previously unknown isothiocoumestan ring system has been thereby achieved.

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, Computed Properties of 69626-75-1.

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

Kim, Ji Yeon published the artcileChemical profiles and hypoglycemic activities of mulberry leaf extracts vary with ethanol concentration, Name: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Food Science and Biotechnology (2013), 22(5), 1-5, database is CAplus.

Five mulberry leaf extracts (water, 25, 50, 75, and 100% EtOH) were characterized for in vitro hypoglycemic activity and chem. profiles. According to chem. profiles obtained from ¹⁵Tesla Fourier transform ion cyclotron resonance mass spectrometry, water extracts contained more 1-deoxynojirimycin (DNJ) and fewer phytochems. than other extracts However, water extracts showed the highest inhibitory activity of glucose uptake. The degree of inhibition of α-glucosidase activity was similar for all extracts The effect of mulberry leaf extracts on the glucose metabolism may be attributed to addnl. or cooperative effects of DNJ with other phytochem. compounds

Food Science and Biotechnology 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, Name: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

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