Heterocyclic Building Block-benzofuran

Dearomative Michael addition involving enals and 2-nitrobenzofurans realized under NHC-catalysis was written by Dyguda, Mateusz;Skrzynska, Anna;Sieron, Leslaw;Albrecht, Lukasz. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Computed Properties of C8H5NO3 This article mentions the following:

The first enantioselective dearomative Michael addition between α,β-unsaturated aldehydes and 2-nitrobenzofurans under N-heterocyclic carbene activation was described. The reaction proceeded via addition of homoenolate to Michael acceptors leading to the formation of biol. important heterocycles such as I [Ar = Ph, 3-anisyl, 2-furyl, etc.] with high yields and stereoselectivities. Their functionalization potential was confirmed in selected, diastereoselective transformations. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Computed Properties of C8H5NO3).

2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Computed Properties of C8H5NO3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Particle size study of thermochromic microcapsule was written by Li, Danmeng;Shen, Lanping. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2011.Name: Crystal violet lactone This article mentions the following:

This paper uses the complex coacervation to prepare the thermochromic microcapsules, and the thermochromic composite materials were wrapped by the microcapsules with gelatin-acacia as wall-material and glutaraldehyde as crosslinker. This paper analyzed the size of thermochromic microcapsule with the single factor, and through the orthogonal experiment technol. that can optimize the techniques get the microcapsule with the particle size of 12.63 um. In the experiment, the researchers used many compounds, for example, Crystal violet lactone (cas: 1552-42-7Name: Crystal violet lactone).

Crystal violet lactone (cas: 1552-42-7) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Name: Crystal violet lactone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Repositioning application of polyoxyethylene (20) sorbitan monooleate on ocular drug resistance and cancer multi-drug resistance by inhibiting the ATPase activity of human multidrug resistance protein 1 and P-glycoprotein was written by Teng, Yu-Ning;Chen, Li-Hung;Chen, Yi-Hung. And the article was included in European Journal of Pharmaceutics and Biopharmaceutics in 2022.Name: 2,2′,2”,2”’-(((3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-2′,7′-diyl)bis(methylene))bis(azanetriyl))tetraacetic acid This article mentions the following:

Drug efflux transporters were highly related to the clin. drug resistance issues, such as cancer multi-drug resistance (MDR) and ocular drug resistance. In the present study, with the focus on human multi-drug resistance protein 1 (MRP1) and P-glycoprotein (P-gp), the inhibitory kinetics of polyoxyethylene (20) sorbitan monooleate (Tween 80) on both drug binding sites and ATPase were in-depth evaluated. We used the stable-cloned ABCB1/Flp-In-293 and ABCC1/Flp-In-293 cell lines, and inside-out membrane vesicles for underlying mechanisms investigation while used the drug induced cancer MDR cell line KB/VIN and human retinal pigmented epithelium cell line ARPE-19 for efficacy evaluation. Results showed that Tween 80 exhibited non-competitive inhibition on the doxorubicin efflux of P-gp and MRP1, with the inhibitory affinity 0.00195% (14.89μM) and 0.00245% (18.7μM), resp. Tween 80 inhibited the basal ATPase activity of P-gp and MRP1 in a dose-dependent manner (0.0002-0.02%) and demonstrated significant reversing effects on the doxorubicin, paclitaxel, and vincristine resistance at the concentration of 0.001% (7.63μM). This was the first thorough study revealing the interactions between Tween 80 and P-gp or MRP1 at a mol. level and these findings suggested that Tween 80 was a potential candidate for future combinatorial regimens applied in the drug resistance issue. In the experiment, the researchers used many compounds, for example, 2,2′,2”,2”’-(((3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-2′,7′-diyl)bis(methylene))bis(azanetriyl))tetraacetic acid (cas: 1461-15-0Name: 2,2′,2”,2”’-(((3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-2′,7′-diyl)bis(methylene))bis(azanetriyl))tetraacetic acid).

2,2′,2”,2”’-(((3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-2′,7′-diyl)bis(methylene))bis(azanetriyl))tetraacetic acid (cas: 1461-15-0) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Name: 2,2′,2”,2”’-(((3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-2′,7′-diyl)bis(methylene))bis(azanetriyl))tetraacetic acid

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Orthosteric-allosteric dual inhibitors of PfHT1 as selective antimalarial agents was written by Huang, Jian;Yuan, Yafei;Zhao, Na;Pu, Debing;Tang, Qingxuan;Zhang, Shuo;Luo, Shuchen;Yang, Xikang;Wang, Nan;Xiao, Yu;Zhang, Tuan;Liu, Zhuoyi;Sakata-Kato, Tomoyo;Jiang, Xin;Kato, Nobutaka;Yan, Nieng;Yin, Hang. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 2021.Quality Control of Benzofuran-5-ol This article mentions the following:

Artemisinin-resistant malaria parasites have emerged and have been spreading, posing a significant public health challenge. Antimalarial drugs with novel mechanisms of action are therefore urgently needed. In this report, we exploit a ‘selective starvation’ strategy by inhibiting Plasmodium falciparum hexose transporter 1 (PfHT1), the sole hexose transporter in P. falciparum, over human glucose transporter 1 (hGLUT1), providing an alternative approach to fight against multidrug-resistant malaria parasites. The crystal structure of hGLUT3, which shares 80% sequence similarity with hGLUT1, was resolved in complex with C3361, a moderate PfHT1-specific inhibitor, at 2.3-Å resolution Structural comparison between the present hGLUT3-C3361 and our previously reported PfHT1-C3361 confirmed the unique inhibitor binding-induced pocket in PfHT1. We then designed small mols. to simultaneously block the orthosteric and allosteric pockets of PfHT1. Through extensive structure-activity relationship studies, the TH-PF series was identified to selectively inhibit PfHT1 over hGLUT1 and potent against multiple strains of the blood-stage P. falciparum. Our findings shed light on the next-generation chemotherapeutics with a paradigm-shifting structure-based design strategy to simultaneously target the orthosteric and allosteric sites of a transporter. In the experiment, the researchers used many compounds, for example, Benzofuran-5-ol (cas: 13196-10-6Quality Control of Benzofuran-5-ol).

Benzofuran-5-ol (cas: 13196-10-6) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Quality Control of Benzofuran-5-ol

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Fluorescent Nanoparticles for Multiplexed Bacteria Monitoring was written by Wang, Lin;Zhao, Wenjun;O’Donoghue, Meghan B.;Tan, Weihong. And the article was included in Bioconjugate Chemistry in 2007.SDS of cas: 92557-80-7 This article mentions the following:

Rapid, sensitive, and selective detection of pathogenic bacteria is extremely important for proper containment, diagnosis, and treatment of diseases like foodborne illness, sepsis, and bioterrorism. Most current bacterial detection methods are time-consuming and laborious and can detect only one bacterial pathogen at a time. The authors have developed a method for sensitive, multiplexed monitoring of bacterial pathogens within 30 min using multicolored FRET (fluorescence resonance energy transfer) silica NPs (nanoparticles). By varying the ratio of three tandem dyes coencapsulated into the NPs, the authors have synthesized NPs that emit unique colors upon excitation with a single wavelength. When these NPs were conjugated to monoclonal antibodies specific for the pathogenic bacteria species Escherichia coli, Salmonella typhimurium, and Staphylococcus aureus, and then incubated with small concentrations of the bacteria, simultaneous and sensitive detection of the multiple bacterial targets was achieved. In the experiment, the researchers used many compounds, for example, 2,5-Dioxopyrrolidin-1-yl 3′,6′-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-5-carboxylate (cas: 92557-80-7SDS of cas: 92557-80-7).

2,5-Dioxopyrrolidin-1-yl 3′,6′-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-5-carboxylate (cas: 92557-80-7) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.SDS of cas: 92557-80-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Selective chiral recognition of achiral species in nanoclay coassemblies was written by Liang, Juncong;Qi, Na;Xing, Pengyao;Hao, Aiyou. And the article was included in Colloids and Surfaces, A: Physicochemical and Engineering Aspects in 2021.Application In Synthesis of Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) This article mentions the following:

How to sense and recognize achiral organic mols. using chiroptical responses are rather challenging and have not been well addressed so far. In this work, N-terminal aromatic amino acids were conjugated to the surface of nanoclay noncovalently, providing chiral environments to trap guest mols. It allowed for the selective chiral recognition of achiral dyes using diversified chiroptical responses. Halogen bonding played key role in the emergence of chiral mol. arrangements with synergistic coassembly effect. In the experiment, the researchers used many compounds, for example, Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) (cas: 16423-68-0Application In Synthesis of Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate)).

Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) (cas: 16423-68-0) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Application In Synthesis of Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate)

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Discovery of two novel hetero-tricyclic lead scaffolds as PDE5A inhibitor: virtual screening, molecular docking and pharmacophore modeling approach was written by Mali, Dipak Pralhad;Bhatia, Neela Manish. And the article was included in Natural Product Research in 2021.Computed Properties of C14H16O3 This article mentions the following:

Phosphodiesterase 5A enzyme has been the upcoming and promising target in hypertension management. In this research, reported 270 bioactive natural products having antihypertensive potential were selected and docked against PDE5A using vLife MDS 4.6 software. Based on docking score, π-stacking, H-bond and ionic interactions with PDE5A, 82 tricyclic compounds were selected for further study. Protein residue Gln817A was associated in H-boding, Leu804A in ionic interaction whereas Val782A and Phe820A were associated in π-stacking interaction with ligand. In silico docking studies resulted in discovery of oxygen containing naphthofuran and nitrogen and oxygen containing pyrano quinolizine tricyclic lead scaffolds as novel PDE5A inhibitors. Addnl., developed pharmacophore model suggested that one center of hydrogen bond acceptor, one aromatic center and two aliphatic centers are min. pharmacophoric features required in the mol. so as to show sildenafil like activity. The identified lead scaffolds would provide novel platform for drug discovery of bioactive natural products. In the experiment, the researchers used many compounds, for example, (3R,3aR)-3-(Furan-3-yl)-3a,7-dimethyl-3a,4,5,6-tetrahydroisobenzofuran-1(3H)-one (cas: 28808-62-0Computed Properties of C14H16O3).

(3R,3aR)-3-(Furan-3-yl)-3a,7-dimethyl-3a,4,5,6-tetrahydroisobenzofuran-1(3H)-one (cas: 28808-62-0) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Computed Properties of C14H16O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Comparative evaluation of rifaximin and VSL#3 in the patients of irritable bowel syndrome with diarrhea was written by Goyal, Sarita;Deswal, Himani;Goyal, Sandeep;Gupta, M. C.. And the article was included in World Journal of Pharmaceutical Research in 2021.Electric Literature of C43H51N3O11 This article mentions the following:

Abdominal pain and frequent loose stools are the most characteristic features of IBS-D which relates to disturbance in gut microbiota. Both rifaximin, a non-systemic antibiotic which acts by suppressing bacterial gene expression and probiotics (VSL#3) by modulating the gut microbiota were found in amelioration of disease symptoms during literature search. This study was carried out to compare effects of probiotics and rifaximin when given in IBS-D patients. It was an open-label, parallel group, prospective, randomized and comparative study, in 88 patients diagnosed with IBS-D using ROME IV criteria, who were divided into two groups with either tab rifaximin 550 mg BD or tab VSL#3 BD for 14 days. Assessment was done by using NRS scale for pain intensity, IBS-SSS for pain frequency, BSFS for stool character and stool frequency at baseline, 2weeks, 4weeks and 6weeks after treatment. Both rifaximin and VSL#3 were found to be effective in reducing pain and stool parameters after treatment. Reduction in NRS score was seen in 63% and 45%(p = 0.014) of patients at 6 wk, in IBS-SSS score was seen in 63% and 54%(p = 0.147) of patients at 6 wk, in Likert scale was seen in 49% and 47%(p = 0.138) of patients at 6 wk, in BSFS for stool character was seen in 28% and 26%(p = 0.418) of patients at 6 wk and for stool frequency was seen in 71% and 57%(p = 0.078) of patients at 6 wk, in rifaximin and VSL#3 resp. VSL#3 was found to be non-inferior with rifaximin in the patients of IBS-D. In the experiment, the researchers used many compounds, for example, (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione (cas: 80621-81-4Electric Literature of C43H51N3O11).

(2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione (cas: 80621-81-4) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Electric Literature of C43H51N3O11

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Transitional features of benzofuran glycosides part from Psoraleae Fructus in rat plasma was written by Yan, Dong-mei;Gao, Xiu-mei;Kang, Li-yuan;Wang, Yue-fei;Chang, Yan-xu. And the article was included in Zhongguo Shiyan Fangjixue Zazhi in 2015.Related Products of 905954-17-8 This article mentions the following:

Objective: To investigate transitional features of rat plasma after administration of benzofuran glycosides part from Psoraleae Fructus. Methods: A HPLC-UV method was established to determine contents of psoralenoside and isopsoralenoside in rat plasma after administration of benzofuran glycosides part, mobile phase composed of acetonitrile and 0.1% formic acid water in gradient elution, detection wavelength was set at 246 nm. Plasma concentration-time data were treated with SPSS 11.0 software. Results: Psoralenoside and isopsoralenoside appeared in plasma after 15 min of administration of benzofuran glycosides with 0.003 g·g^-1, and reached the peak concentration in 1.5 h, also their metabolites (psoralen and isopsoralen) were found in plasma. Conclusion: Specificity and characteristic of plasma HPLC were good, which was successfully used for quantification of psoralenoside and isopsoralenoside in rat plasma after administration of benzofuran glycosides part, benzofuran glycosides could be transformed into corresponding coumarins in rat. In the experiment, the researchers used many compounds, for example, (Z)-3-(6-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzofuran-5-yl)acrylic acid (cas: 905954-17-8Related Products of 905954-17-8).

(Z)-3-(6-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzofuran-5-yl)acrylic acid (cas: 905954-17-8) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Related Products of 905954-17-8

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Molecular epidemiology and clinical risk factors for rifaximin-non-susceptible Clostridioides difficile infection in South Korea: a prospective, multicentre, observational study was written by Kim, Dokyun;Kim, Young Ah;Kim, Jung Lim;Park, Yoon Soo;Jeong, Seok Hoon;Kim, Heejung. And the article was included in Journal of Global Antimicrobial Resistance in 2021.Category: benzofurans This article mentions the following:

This study was designed to investigate the mol. epidemiol. of Clostridioides difficile isolates in South Korea and to evaluate risk factors for rifaximin-non-susceptible C. difficile infection (CDI). A total of 413 patients with CDI from two sentinel hospitals in South Korea were enrolled in this study. Putative clin. risk factors for CDI were identified using digital medical records of the patients. Pathogen profiles, including antimicrobial susceptibility, toxin production and ribotype, were evaluated for each of the causative C. difficile isolates.Of the 413 C. difficile isolates, 81 (19.6%) were shown to be rifaximin-non-susceptible, with the most common ribotypes being 018 (56.8%; 46/81), 017 (16.0%; 13/81) and 027 (6.2%; 5/81). Rifaximin-non-susceptible C. difficile isolates exhibited higher non-susceptibility rates to most of the other drugs tested in this study compared with rifaximin-susceptible isolates. Previous history of pulmonary tuberculosis and prior rifaximin treatment were shown to be associated with the occurrence of rifaximin-non-susceptible CDI compared with susceptible CDI. Non-susceptibility rates to rifaximin for the C. difficile isolates identified in this study were reasonably high with most of the resistant strains belonging to either ribotype 018 or 017. Widespread dissemination of these clones may be the result of antimicrobial selection pressure introduced by the widespread use of rifaximin. These results suggest that a sustainable surveillance program for CDI and C. difficile resistance is needed in order to better control CDIs and to improve therapeutic efficacy. In the experiment, the researchers used many compounds, for example, (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione (cas: 80621-81-4Category: benzofurans).

(2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione (cas: 80621-81-4) 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 are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem