Month: November 2022

Zhou, Siqi published the artcileA chondroprotective effect of moracin on IL-1β-induced primary rat chondrocytes and an osteoarthritis rat model through Nrf2/HO-1 and NF-κB axes, Product Details of C14H10O4, the publication is Food & Function (2020), 11(9), 7935-7945, database is CAplus and MEDLINE.

Osteoarthritis (OA) is a common joint disease characterized by cartilage degeneration and inflammation. Although moracin is known to play a role in anti-inflammation and anti-oxidation in several inflammatory diseases, its anti-inflammatory effect on OA remains largely unknown. Therefore, in order to explore the role of moracin in OA, we investigated the anti-inflammatory effect of moracin on interleukin (IL)-β-induced rat chondrocytes in vitro and surgically induced OA rat models in vivo. Rat chondrocytes were pretreated using moracin (0, 5, 10, 15μmol L-1) and then stimulated with IL-β (10 ng ml-1). Results showed that moracin reduced the expression of IL-1β-induced nitric oxide (NO), prostaglandin E2 (PGE2), tumor necrosis factor-α (TNF-α), IL-6, inducible nitric oxide synthase (iNOS), and cyclooxygenase (COX)-2 in both rat chondrocytes and cell culture supernatants. Besides, IL-1β-induced degradation of aggrecan and collage II, and the high expression of matrix metalloproteinase-13 (MMP-13) and a disintegrin and metalloproteinase with thrombospondin motifs 5 (ADAMTS)-5 were also reversed by moracin. Moreover, moracin inhibited the translocation of p65 from the cytoplasm to nucleus induced by IL-1β and activated the Nrf2/HO-1 signaling pathway in chondrocytes. In OA rat models, moracin prevented cartilage of rats from destruction. All these findings above indicated that moracin could be a potentially effective drug for treating OA.

Food & Function 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 C7H3Cl2F3O2S, Product Details of C14H10O4.

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

Ma, Fang published the artcileAnti-HSV activity of Kuwanon X from Mulberry leaves with genes expression inhibitory and HSV-1 induced NF-κB deactivated properties, Quality Control of 56317-21-6, the publication is Biological & Pharmaceutical Bulletin (2016), 39(10), 1667-1674, database is CAplus and MEDLINE.

Six stilbene derivatives isolated from Mulberry leaves including Kuwanon X, Mulberrofuran C, Mulberrofuran G, Moracin C, Moracin M 3′-O-b-glucopyranoside and Moracin M were found to have antiviral effects against herpes simplex virus type 1 and 2 (HSV-1 and HSV-2) at different potencies except for Mulberrofuran G. Kuwanon X exhibited the greatest activity against HSV-1 15577 and clin. strains and HSV-2 strain 333 with IC50 values of 2.2, 1.5 and 2.5μg/mL, resp. Further study revealed that Kuwanon X did not inactivate cell-free HSV-1 particles, but inhibited cellular adsorption and penetration of HSV-1 viral particles. Following viral penetration, Kuwanon X reduced the expression of HSV-1 IE and L genes, and decreased the synthesis of HSV-1 DNA. Furthermore, it was demonstrated that Kuwanon X inhibited the HSV-1-induced nuclear factor (NF)-κB activation through blocking the nuclear translocation and DNA binding of NF-κB. These results suggest that Kuwanon X exerts anti-HSV activity through multiple modes and could be a potential candidate for the therapy of HSV infection.

Biological & Pharmaceutical Bulletin 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, Quality Control of 56317-21-6.

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

Ben-David, O. published the artcileSimple Absorption Optical Fiber pH Sensor Based on Doped Sol-Gel Cladding Material, Category: benzofurans, the publication is Chemistry of Materials (1997), 9(11), 2255-2257, database is CAplus.

The construction and the operation properties of an organically doped sol-gel cladded optical fiber pH sensor, is described. The SiO₂-entrapped indicator in the absorption-based device was α-naphtholphthalein, pumped with a continuous wave He-Ne 633 nm laser. The transmitted signal through the sensing fiber yields a response in the range pH = 4-11, where signal level doubled itself from base to acid. The dynamic range is high with a 100% change between these pH values, allowing pH determination in ∼0.2 pH units accuracy, better than the current status of analogous fluorescent based sensors. The high dynamic range apparently cannot be fully explained by simple evanescent field considerations. The design and setup are attractive because of the simplicity and very low cost. The probe is easily prepared under regular room conditions by simple decladding of the fiber and sol-gel recoating; the optical fiber probe is easily replaceable; the optical setup is trivial and involves inexpensive common parts, in particular the light source which can be a simple red diode laser.

Chemistry of Materials 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

Ha, Manh Tuan published the artcileChalcone derivatives from the root bark of Morus alba L. act as inhibitors of PTP1B and α-glucosidase, Category: benzofurans, the publication is Phytochemistry (Elsevier) (2018), 114-125, database is CAplus and MEDLINE.

As part of our continuing research to obtain pharmacol. active compounds from Morus alba L. (Moraceae), four Diels-Alder type adducts (DAs) [morusalbins A-D], one isoprenylated flavonoid [albanin T], together with twenty-one known phenolic compounds were isolated from its root bark. The chem. structures were established using NMR, MS, and ECD spectra. The DAs including morusalbins A-D, albasin B, macrourin G, yunanensin A, mulberrofuran G and K, and albanol B exhibited strong inhibitory activities against both protein tyrosine phosphatase 1B (PTP1B) (IC₅₀, 1.90-9.67 μM) and α-glucosidase (IC₅₀, 2.29-5.91 μM). In the kinetic study, morusalbin D, albasin B, and macrourin G showed noncompetitive PTP1B inhibition, with K_i values of 0.33, 1.00, and 1.09 μM, resp. In contrast, these DAs together with yunanensin A produced competitive inhibition of α-glucosidase, with K_i values of 0.64, 0.42, 2.42, and 1.19 μM, resp. Furthermore, mol. docking studies revealed that these active DAs have high affinity and tight binding capacity towards the active site of PTP1B and α-glucosidase.

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, Category: benzofurans.

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

L’Helgoual’ch, Jean-Martial published the artcileDeprotonative metalation of five-membered aromatic heterocycles using mixed lithium-zinc species, HPLC of Formula: 69626-75-1, the publication is Journal of Organic Chemistry (2008), 73(1), 177-183, database is CAplus and MEDLINE.

Deprotonation of benzoxazole, benzothiazole, benzo[b]thiophene, benzofuran, N-Boc-protected indole and pyrrole, and N-phenylpyrazole using an in situ mixture of ZnCl₂·TMEDA (0.5 equiv) and lithium 2,2,6,6-tetramethylpiperidide LiTMP (1.5 equiv) in THF at room temperature gave 2-zincated or 5-zincated (for 1-phenylpyrazole) derivatives, which were trapped by iodine to give the corresponding 2-iodo- or 5-iodo-substituted heterocycles in 52-73% yields; thiazole in the studied conditions gave mixture of 2- and 2,5-diiodothiazoles. One-pot palladium dichloride-catalyzed cross-coupling reactions of 2-metalated benzo[b]thiophene and benzofuran with 2-chloropyridine and 2,4-dichloropyrimidine gave 2-(2-pyridinyl)benzo[b]thiophene (18) and 2(2-chloro-4-pyrimidinyl)benzofuran (19), resp. A reaction pathway where the lithium amide and zinc diamide present in solution behave synergically was proposed for the deprotonation reaction, taking account of NMR and DFT studies carried out on the basic mixture

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

Theveau, Laure published the artcileSynthesis and orthogonal functionalization of oxazolo[5′,4′:4,5]pyrano[2,3-b]pyridine by intra- and intermolecular Pd-catalyzed direct C-H bond heteroarylation, Formula: C8H5IO, the publication is Organic & Biomolecular Chemistry (2016), 14(13), 3459-3468, database is CAplus and MEDLINE.

The construction and subsequent orthogonal functionalization of a hitherto unknown oxazolo[5′,4′:4,5]pyrano[2,3-b]pyridines was reported. A palladium-catalyzed direct C-H bond functionalization methodol. was used to build the tricyclic scaffold as well as to achieve the subsequent C-H bond functionalization at the C-2 position of the oxazole unit with various (hetero)aryl iodides. Remarkably, selective C-H construction and functionalization procedures preserved the chorine atom on the pyridine moiety offering a late-stage substitution site to progress drug design.

Organic & Biomolecular 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 C8H6N2O3, Formula: C8H5IO.

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

Jimenez-Holgado, Cristina published the artcilePhototransformation of three psychoactive drugs in presence of sedimental water extractable organic matter, Recommanded Product: 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile, the publication is Molecules (2021), 26(9), 2466, database is CAplus and MEDLINE.

Psychoactive drugs are classified as contaminants of emerging concern but there is limited information on their fate in surface waters. Here, we studied the photodegradation of three psychoactive drugs (sertraline, clozapine, and citalopram) in the presence of organic matter (WEOM) extracted under mild conditions from sediment of Lake Pamvotis, Greece. Spectral characterization of WEOM confirmed its humic-like nature. Preliminary experiments using chem. probes showed that WEOM was able to produce oxidant triplet excited state (3WEOM*), singlet oxygen (1O2), and hydroxyl radicals under irradiation with simulated solar light. Then, WEOM at 5 mgC L^-1 was irradiated in the presence of the three drugs. It enhanced their phototransformation by a factor of 2, 4.2, and 16 for sertraline, clozapine, and citalopram, resp. The drastic inhibiting effect of 2-propanol (5 x 10^-3 M) on the reactions demonstrated that hydroxyl radical was the key intermediate responsible for drugs photodegradation A series of photoproducts were identified by ultra-high performance liquid chromatog. (UHPLC) coupled to high resolution mass spectrometry (HR-MS). The photodegradation of the three drugs proceeded through several pathways, in particular oxidations of the rings with or without O atom inclusion, N elimination, and substitution of the halogen by OH. The formation of halogenated aromatics was observed for sertraline. To conclude, sedimental natural organic matter can significantly phototransform the studied antidepressant drugs and these reactions need to be more investigated. Finally, ecotoxicity was estimated for the three target analytes and their photoproducts, using the Ecol. Structure Activity Relationships (ECOSAR) computer program.

Molecules 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, Recommanded Product: 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile.

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

Jeong, Seong Hun published the artcileTyrosinase Inhibitory Polyphenols from Roots of Morus lhou, Application In Synthesis of 56317-21-6, the publication is Journal of Agricultural and Food Chemistry (2009), 57(4), 1195-1203, database is CAplus and MEDLINE.

Twelve polyphenols (1-12) possessing tyrosinase inhibitory properties were isolated from the methanol (95%) extract of Morus lhou. The isolated compounds consisted of four flavanones (1-4), four flavones (5-8), and four phenylbenzofurans (9-12). Moracin derivative 12 proved to be new a compound which was fully characterized. Compounds 1-12 were evaluated for both monophenolase and diphenolase (the two steps catalyzed by tyrosinase) inhibition to identify the structural characteristics required for mushroom tyrosinase inhibition. We observed that all parent compounds (1, 5, and 9) possessing an unsubstituted resorcinol group were highly effective inhibitors of monophenolase activity (IC₅₀ values of 1.3, 1.2, and 7.4 μM). The potency of the inhibitors diminished with alkyl substitution on either the aromatic ring or the hydroxyl functions. Interestingly, flavone 5 was shown to possess only monophenolase inhibitory activity, but flavanone 1 and phenylbenzofuran 9 inhibited diphenolase as well as monophenolase significantly. The inhibitory mode of these species was also dependent upon the skeleton: phenylbenzofuran 9 manifested a simple competitive inhibition mode for monophenolase and diphenolase; on the other hand flavanone 1 (monophenolase, k₃ = 0.1966 min^-1 μM^-1, k₄ = 0.0082 min^-1, and K_i^app = 0.0468 μM; diphenolase, k₃ = 0.0014 min^-1 μM^-1, k₄ = 0.0013 min^-1, and K_i^app = 0.8996 μM) and flavone 5 both showed time-dependent inhibition against monophenolase. Compound 1 operated according to the simple reversible slow binding model whereas compound 5 operated under the enzyme isomerization model.

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 C14H10O4, Application In Synthesis of 56317-21-6.

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

Boonyaketgoson, Sirada published the artcileDeoxybenzoin and flavan derivatives from the twigs of Artocarpus lakoocha, Category: benzofurans, the publication is Phytochemistry Letters (2019), 96-100, database is CAplus.

One new deoxybenzoin, named lakoochanoside A (1), and one new flavan, named lakoochanoside B (2), along with 17 known compounds were isolated and identified from the twigs of Artocarpus lakoocha. The structures of isolated compounds were elucidated by spectroscopic methods, especially 1D and 2D NMR spectroscopy. Cycloartocarpin (14) exhibited strong antibacterial activities against Staphylococcus aureus and methicillin-resistant S. aureus with the same MIC values of 2 μg/mL. It also displayed antimalarial activity against Plasmodium falciparum K1 with an IC₅₀ value of 2.66 μM.

Phytochemistry 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 C14H10O4, Category: benzofurans.

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

Boonyaketgoson, Sirada published the artcileCytotoxic arylbenzofuran and stilbene derivatives from the twigs of Artocarpus heterophyllus, Category: benzofurans, the publication is Tetrahedron Letters (2017), 58(16), 1585-1589, database is CAplus.

Four new natural products, including three arylbenzofurans named heterophyllenes A-C (I-3), and one stilbene named heterophyllene D (II), together with twenty-one known compounds were isolated from the twigs of Artocarpus heterophyllus and their structures elucidated by spectroscopic methods, mainly 1D and 2D NMR spectroscopy. The cytotoxic activity of selected compounds against KB, MCF-7 and NCI-H187 cell lines was evaluated. Heterophyllene C (3) exhibited cytotoxicity against the MCF-7 cell line with an IC₅₀ value of 12.56 μM. Addnl., the known compounds norartocarpin and artocarpin showed cytotoxic activity against MCF-7 and KB cell lines with IC₅₀ values of 10.04 and 13.57 μM, resp. Both compounds also displayed cytotoxicity against the NCI-H187 cell line with values of 14.78 and 14.21 μM, resp.

Tetrahedron 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 C14H10O4, Category: benzofurans.

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