benzofurans | Page 132 of 684 | Heterocyclic Building Block-benzofuran

Kundu, Suprabuddha et al. published their research in Industrial Crops and Products in 2018 | CAS: 524-12-9

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Reference of 524-12-9

Development of transgenic hairy roots and augmentation of secondary metabolites by precursor feeding in Sphagneticola calendulacea (L.) Pruski was written by Kundu, Suprabuddha;Salma, Umme;Ali, Nasim Md.;Hazra, Alok Kumar;Mandal, Nirmal. And the article was included in Industrial Crops and Products in 2018.Reference of 524-12-9 The following contents are mentioned in the article:

Sphagneticola calendulacea (L.) Pruski [synonym Wedelia chinensis (Osbeck) Merrill] is an important medicinal plant that possesses a variety of bioactive secondary metabolites. A stable transgenic hairy root culture has been developed using engineered Agrobacterium rhizogenes strain LBA1334 harboring pCAM:2 × 35S:gusA binary vector, to achieve high yield of secondary metabolites. Putative transgenic hairy roots appeared with highest transformation frequency (66.67%) when leaf explants were immersed in A. rhizogenes suspension for 10 min and co-cultivated for three days. Incorporation of foreign genes was confirmed by initial GUS staining assay followed by polymerase chain reaction anal. of rolA, rolB, rolC and gusA genes. Time course study revealed that the transgenic hairy roots grew rapidly in 1/2 Murashige and Skoog liquid medium with highest biomass production of 0.61 g per 50 mL dry weight after 28 days of culture. In the precursor feeding experiment, the biomass of hairy roots was further increased to 0.698 g per 50 mL dry weight when 0.5 mM phenylalanine was added to the 10 days old growing culture. High Performance Thin Layer Chromatog. showed that the transgenic hairy roots accumulated enhanced level of wedelolactone (422.01μg g^-1 dry weight), which was 1.43 and 1.37 times higher than those of in vivo (294.44μg g^-1 dry weight) and in vitro-grown (308.28μg g^-1 dry weight) plantlets, resp. Precursor feeding with phenylalanine further augmented the accumulation of wedelolactone to 440.33μg g^-1 dry weight in the transgenic hairy roots. In addition, the content of several important phenolic and flavonoid compounds were increased in the transgenic hairy roots as analyzed by High Performance Liquid Chromatog. The protocol offers a scope to introduce foreign genes and further regulate the production of secondary metabolites. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Reference of 524-12-9).

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Li, Mengrong et al. published their research in Journal of Chromatography B in 2019 | CAS: 524-12-9

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.SDS of cas: 524-12-9

Enhanced identification of the in vivo metabolites of Ecliptae Herba in rat plasma by integrating untargeted data-dependent MS² and predictive multiple reaction monitoring-information dependent acquisition-enhanced product ion scan was written by Li, Mengrong;Si, Dandan;Fu, Zhifei;Sang, Mangmang;Zhang, Zixin;Liu, Erwei;Yang, Wenzhi;Gao, Xiumei;Han, Lifeng. And the article was included in Journal of Chromatography B in 2019.SDS of cas: 524-12-9 The following contents are mentioned in the article:

Detection and identification of the in vivo metabolites of traditional Chinese medicine by untargeted profiling strategies are often confronted with severe interference from complex endogenous substances. Here we developed an integral approach, by combining untargeted data-dependent MS² (dd-MS²) of Q-Orbitrap mass spectrometry and predictive multiple reaction monitoring-information dependent acquisition-enhanced product ion scan (pMRM-IDA-EPI) of triple quadrupole-linear ion trap (QTRAP) mass spectrometry, aiming to detect and identify more extensive metabolites in bio-samples. Ecliptae Herba (EH) is a widely consumed medicinal herb with the effects of nourishing liver/kidney, but its metabolites in vivo have not been fully elucidated. Firstly, after UHPLC separation on an HSS T₃ column, chem. fingerprinting of 70% ethanolic extract of EH was performed by untargeted dd-MS² in neg. ion mode. We could characterize 41 compounds from EH, and 24 were detectable in the plasma of rats (prototypes) after oral administration of EH extract (1 g/kg). Secondly, using echinocystic acid (triterpene), wedelolactone (coumarin), and apigenin (flavonoid) as the different parent templates, an MRM list containing 150 predicted ion-pairs was established to enhance MS² scan by pMRM-IDA-EPI, which enabled the primary identification of up to 200 metabolites. The biotransformations mainly involve oxidation, hydrogenation, methylation, glucuronidation, sulfonation etc. Thirdly, the rat plasma samples obtained after oral administration of three pure compounds (echinocystic acid, wedelolactone and apigenin) were analyzed to verify the reliability of metabolites identification, and 11, 4, and 10 metabolites were found individually. This is the first comprehensive research on the metabolism of EH in vivo. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9SDS of cas: 524-12-9).

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Dong, Peipei et al. published their research in Journal of Biomedical Materials Research, Part A in 2019 | CAS: 524-12-9

1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Recommanded Product: 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one

Effect of hydroxyapatite nanoparticles and wedelolactone on osteoblastogenesis from bone marrow mesenchymal stem cells was written by Dong, Peipei;Zhu, Di;Deng, Xue;Zhang, Yanjie;Ma, Jinhui;Sun, Xiaoxin;Liu, Yanqiu. And the article was included in Journal of Biomedical Materials Research, Part A in 2019.Recommanded Product: 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one The following contents are mentioned in the article:

Regenerative medicine has a high demand for the development of scaffold materials combined with other osteogenic inducers to generate bioactive composite materials for bone replacement therapies. Previously, we reported that wedelolactone promoted osteoblastogenesis of bone marrow mesenchymal stem cells (BMSCs). In this study, the effect of hydroxyapatites (HAps), bone composite materials we prepared, and the combined effect of wedelolactone and HAps on osteoblastogenesis differentiation was first evaluated. Three kinds of HAps constructed by a rod-like shape with particle size of 25 nm (HAp-1), 37 nm (HAp-2), and 33 nm (HAp-3) did not affect BMSC survival, but induced activity of alk. phosphatase(ALP), a marker enzyme for osteoblastogenesis. HAp-1 treatment resulted in a more significant increase in the number of ALP staining-pos. BMSC, and maintained an extended time for the increased number of ALP staining-pos. BMSC. Moreover, HAp-1 combined with wedelolactone induced a higher ALP activity for a longer time than HAp-2 and HAp-3, and also increased the bone mineralization level. Osteoblastogenesis-related marker genes expression including osteorix, osteocalcin, and runx2 were increased after BMSC were treated with HAp-1 for 6 days. Although three kinds of HAps treatment for 9 days increased osteorix mRNA expression, osteocalcin, and runx2 mRNA expression levels were upregulated only by HAp-1. Similarly, only HAp-1 enhanced wedelolactone-induced osteocalcin, osteorix, and runx2 mRNA expression after 9 days treatment. Together, these results suggested that HAps with different sizes generated different effect on osteoblastogenesis. HAp-1 combined with wedelolacone can exert an enhanced effect on osteoblastogenesis, which has potential for treating osteoporosis. ©2018 Wiley Periodicals, Inc. J Biomed Mater Res Part A, 2018. This study involved multiple reactions and reactants, such as 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one (cas: 524-12-9Recommanded Product: 1,8,9-Trihydroxy-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one).

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Garcia-Dominguez, Patricia’s team published research in Journal of the American Chemical Society in 138 | CAS: 69626-75-1

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, Product Details of C8H5IO.

Garcia-Dominguez, Patricia published the artcileAu-Pd Bimetallic Catalysis: The Importance of Anionic Ligands in Catalyst Speciation, Product Details of C8H5IO, the publication is Journal of the American Chemical Society (2016), 138(10), 3266-3269, database is CAplus and MEDLINE.

Synergistic gold-palladium catalytic processes have been intensively sought during the past decade, because the combination of the carbophilic Lewis acidity of Au with the redox properties of Pd within a catalytic cycle particularly appealing for the synthesis of novel functionalized compounds We demonstrate here the feasibility of a Au-Pd bimetallic catalytic system based on the generation of competent Au and Pd species by anionic ligand exchange. This strategy enabled the preparation of a variety of substituted butenolides in a simple and efficient way.

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

Tran, Huynh Nguyen Khanh’s team published research in Fitoterapia in 120 | CAS: 56317-21-6

Fitoterapia 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 C5H9IO2, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Tran, Huynh Nguyen Khanh published the artcileAnti-inflammatory activities of compounds from twigs of Morus alba, Recommanded Product: 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Fitoterapia (2017), 17-24, database is CAplus and MEDLINE.

Five new compounds, 10-oxomornigrol F (1), (7′′R)-(-)-6-(7′′-hydroxy-3′′,8′′-dimethyl-2′′,8′′-octadien-1′′-yl)apigenin (2), ramumorin A (3), ramumorin B (4), and (4S,7S,8R)-trihydroxyoctadeca-5Z-enoic acid (5), together with 31 known compounds (6-36), were isolated from the twigs of Morus alba (Moraceae). The chem. structures of these compounds were established using spectroscopic analyses, 1D and 2D NMR, high-resolution electrospray ionization mass spectrometry (HRESIMS), and Mosher′s methods. The anti-inflammatory activities of the compounds were evaluated by investigating their ability to inhibit lipopolysaccharide (LPS)-induced nitric oxide (NO) production in macrophage RAW 264.7 cells. Compounds 1, 2, 13, 17, 19, 25-28, and 32 showed inhibitory effects with IC₅₀ values ranging from 2.2 to 5.3 μg/mL. Compounds 1, 2, 17, 25, and 32 reduced LPS-induced inducible nitric oxide synthase (iNOS) expression in a concentration-dependent manner. In addition, pretreating the cells with compound 1, 17, and 32 significantly suppressed LPS-induced expression of cyclooxygenase-2 (COX-2) protein.

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

Hedvall, J. A.’s team published research in Arkiv foer Kemi, Mineralogi och Geologi in 17A | CAS: 596-01-0

Arkiv foer Kemi, Mineralogi och Geologi 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.

Hedvall, J. A. published the artcilePhotoadsorption effects in the system pigment-fluid phase, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Arkiv foer Kemi, Mineralogi och Geologi (1943), 17A(No. 11), 11 pp., database is CAplus.

The adsorption by red and black HgS of phenolphthalein from aqueous EtOH solution and by CdS of α-naphtholphthalein from similar solutions has been investigated under varying light conditions. Light has little effect on adsorption by black HgS but red HgS adsorbs six times as much phthalein in light as in darkness. This difference is ascribed to the different electronic structures of red and black HgS. Black HgS and irradiated red HgS are conductors, whereas in darkness red HgS is an insulator. CdS adsorbs phthalein much more when irradiated than in darkness. In each case adsorption in darkness is increased by presence of excess of S in the sulfide, A parallel is drawn between these photoadsorption effects and the Becquerel or photovoltaic effect.

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

Korenman, Ya. I.’s team published research in Journal of Analytical Chemistry (Translation of Zhurnal Analiticheskoi Khimii) in 53 | CAS: 596-01-0

Journal of Analytical Chemistry (Translation of Zhurnal Analiticheskoi Khimii) 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, Application In Synthesis of 596-01-0.

Korenman, Ya. I. published the artcileTitrimetric determination of aromatic acids in nonaqueous concentrates, Application In Synthesis of 596-01-0, the publication is Journal of Analytical Chemistry (Translation of Zhurnal Analiticheskoi Khimii) (1998), 53(12), 1125-1130, database is CAplus.

The extraction of aromatic acids by hydrophilic solvents from aqueous solutions in the absence and the presence of salts was studied. Efficient extraction systems are proposed as media for nonaqueous titrations Procedures for the sep. titrimetric, potentiometric, conductometric, and photometric determination of aromatic acids in nonaqueous concentrates were developed.

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

Matsuki, Yuki’s team published research in Nature Communications in 12 | CAS: 69626-75-1

Nature Communications 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, Related Products of benzofurans.

Matsuki, Yuki published the artcileAryl radical-mediated N-heterocyclic carbene catalysis, Related Products of benzofurans, the publication is Nature Communications (2021), 12(1), 3848, database is CAplus and MEDLINE.

There have been significant advancements in radical reactions using organocatalysts in modern organic synthesis. Recently, NHC-catalyzed radical reactions initiated by single electron transfer processes have been actively studied. However, the reported examples have been limited to catalysis mediated by alkyl radicals. In this article, the NHC organocatalysis mediated by aryl radicals has been achieved. The enolate form of the Breslow intermediate derived from an aldehyde and thiazolium-type NHC in the presence of a base undergoes single electron transfer to an aryl iodide, providing an aryl radical. The catalytically generated aryl radical could be exploited as an arylating reagent for radical relay-type arylacylation of styrenes and as a hydrogen atom abstraction reagent for α-amino C(sp³)-H acylation of secondary amides.

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

Chakrabarty, Suman’s team published research in Chemical Science in 10 | CAS: 69626-75-1

Chemical Science 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, COA of Formula: C8H5IO.

Chakrabarty, Suman published the artcileFacile access to functionalized chiral secondary benzylic boronic esters via catalytic asymmetric hydroboration, COA of Formula: C8H5IO, the publication is Chemical Science (2019), 10(18), 4854-4861, database is CAplus and MEDLINE.

Allylic and homoallylic phosphonates bearing an aryl or heteroaryl substituent at the γ- or δ-position undergo rhodium-catalyzed asym. hydroboration by pinacolborane to give functionalized chiral secondary benzylic boronic esters in yields up to 86% and enantiomer ratios up to 99 : 1. Compared to minimally-functionalized terminal and 1,1-disubstituted vinyl arenes, there are relatively few reports of efficient catalytic asym. hydroboration (CAHB) of more highly functionalized internal alkenes. Phosphonate substrates bearing a variety of common heterocyclic ring systems, including furan, indole, pyrrole and thiophene derivatives, as well as those bearing basic nitrogen substituents (e.g., morpholine and pyrazine) are tolerated, although donor substituents positioned in close proximity of the alkene can influence the course of the reaction. Stereoisomeric (E)- and (Z)-substrates afford the same major enantiomer of the borated product. Deuterium-labeling studies reveal that rapid (Z)- to (E)-alkene isomerization accounts for the observed (E/Z)-stereoconvergence during CAHB. The synthetic utility of the chiral boronic ester products is illustrated by stereospecific C-B bond transformations including stereoretentive electrophile promoted 1,2-B-to-C migrations, stereoinvertive S_E2 reactions of boron-ate complexes with electrophiles, and stereoretentive palladium- and rhodium-catalyzed cross-coupling protocols.

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

Sorensen, S. P. L.’s team published research in Biochemische Zeitschrift in 24 | CAS: 596-01-0

Biochemische Zeitschrift 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 C15H14N2, Name: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

Sorensen, S. P. L. published the artcileA New Indicator, α-Naphtholphthalein, with Color Change near the Neutral Point, Name: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Biochemische Zeitschrift (1910), 381-6, database is CAplus.

The substance is made by the method of Grabowski (Ber., 4, 725). It shows a good color change at an H ion concentrate of 10^-7.26 to 10^-8.68. Proteins interfere with the end reaction.

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