Tag: M.W=200-250

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

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

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

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

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

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

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

Steinhuebel, Dietrich P. published the artcileStereoselective Organo-Zinc Addition Reactions to 1,2-Dihydropyrans for the Assembly of Complex Pyran Structures, SDS of cas: 69626-75-1, the publication is Organic Letters (2002), 4(2), 293-295, database is CAplus and MEDLINE.

Nucleophilic addition of organo-zinc to 1,2-dihydropyranyl acetates represents a new, broadly defined method for the stereocontrolled synthesis of α-substituted pyrans. The products obtained from this process are versatile materials that can be used to construct C-glycosides and other functionalized pyran structures of import. The occurrence of pyranyl groups in both natural products and therapeutically active agents confers added value to the studies described herein.

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 C18H23N3O4S, SDS of cas: 69626-75-1.

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

Kapche, Gilbert D. W. F. published the artcilePrenylated arylbenzofuran derivatives from Morus mesozygia with antioxidant activity, HPLC of Formula: 56317-21-6, the publication is Phytochemistry (Elsevier) (2009), 70(2), 216-221, database is CAplus and MEDLINE.

Five prenylated arylbenzofurans, moracins Q-U, were isolated from Morus mesozygia (Moraceae). Their structures were elucidated on the basis of spectroscopic evidence. Along with these compounds, 3β-acetoxyurs-12-en-11-one, marsformoxide, moracin C, moracin M, moracin K, artocarpesin, cycloartocarpesin, morachalcone A were also isolated. Four of the five compounds (moracins R-U) displayed potent antioxidant activity.

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 C14H10O4, HPLC of Formula: 56317-21-6.

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