Day: October 12, 2022

Wang, Qing-Dong; Yang, Jin-Ming; Fang, Dong; Ren, Jiangmeng; Zeng, Bu-Bing published the artcile< Iodine-catalyzed C3-formylation of indoles using hexamethylenetetramine and air>, Name: 4-Methyl-1H-indole-3-carbaldehyde, the main research area is formylindole preparation chemoselective green chem; indole hexamethylenetetramine formylation reaction iodine catalyst.

An efficient iodine-catalyzed chemoselective 3-formylation of free (N-H) and N-substituted indoles I [R = H, 4-Me, 7-Br, etc.; R1 = H; R2 = Me, Bn, (CH2)4OH, etc.] was achieved by using hexamethylenetetramine (HMTA) in the presence of activated carbon under air atm. This new method could provide 3-formylindoles I (R1 = CHO) in moderate to excellent yields with fairly short reaction times. Moreover, this catalytic formylation of indoles procedure can be applied to gram-scale synthesis.

Tetrahedron Letters published new progress about Chemoselectivity. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Name: 4-Methyl-1H-indole-3-carbaldehyde.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Chen, Xiaoxue; Zou, Yefang; Wang, Jie; Cao, Zhuoxian; Liu, Jingzi; Li, Yan; Zhao, Yonglong; He, Bin published the artcile< Unexpected small molecules as novel SIRT2 suicide inhibitors>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is sirtuin SIRT2 covalent inhibitors suicide inhibitors deacetylation deacylation; Covalent inhibitors; Deacetylation; Deacylation; SIRT2; Sirtuin; Suicide inhibitors.

A series of sirtuin inhibitor candidates were assembled based on an intermediate ester (1a) our accidently discovered. After screening and evaluation, several SIRT2 selective inhibitors were identified, which can inhibit all the deacetylation, defatty-acylation and debenzoylation of SIRT2. Among these inhibitors, compound 1e was the best SIRT2 selective inhibitors. The primary study on the inhibitory mechanism indicated that compound 1e may be a suicide inhibitor acting as an irreversible way. Given almost all reported sirtuin inhibitors are non-covalent, sirtuin covalent inhibitors are still need to be developed. These findings will facilitate for further development of SIRT2 selective and suicide inhibitors.

Bioorganic & Medicinal Chemistry published new progress about Covalent bond (SIRT2 covalent inhibitors). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Tan, Yu Jia; Li, Ming; Gunawan, Gregory Adrian; Nyantakyi, Samuel Agyei; Dick, Thomas; Go, Mei-Lin; Lam, Yulin published the artcile< Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility>, Quality Control of 399-76-8, the main research area is methylamine carboxamide benzothiophene benzoselenophene preparation antimycobacterial lipophilicity.

Indolecarboxamides are potent but poorly soluble mycobactericidal agents. Here, it was found that modifying the incipient scaffold by amide-amine substitution and replacing the indole ring with benzothiophene or benzoselenophene led to striking (10-20-fold) improvements in solubility Potent activity could be achieved without the carboxamide linker but not in the absence of the indole ring. The indolylmethylamine, N-cyclooctyl-6-trifluoromethylindol-2-ylmethylamine (MIC90Mtb 0.13μM, MBC99.9Mtb 0.63μM), exemplifies a promising member that is more soluble and equipotent to its carboxamide equivalent It is also an inhibitor of the mycolate transporter MmpL3, a property shared by the methylamines of benzothiophene and benzoselenophene.

ACS Medicinal Chemistry Letters published new progress about Amides, oxo Role: PAC (Pharmacological Activity), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Quality Control of 399-76-8.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wang, Dong; Wang, Zhentao; Liu, Zhenlin; Huang, Mindong; Hu, Jianyong; Yu, Peng published the artcile< Strategic C-C Bond-Forming Dearomatization of Pyridines and Quinolines>, Product Details of C10H9NO2, the main research area is regioselective diastereoselective tetrahydropyridine tetrahydroquinoline preparation one pot aromatization; dearomative double nucleophilic addition pyridine quinoline.

A one-pot protocol for the dearomative double nucleophilic addition to pyridines and quinolines, providing convenient, regioselective and diastereoselective access to tetrahydropyridines and tetrahydroquinolines under reductant-free conditions is described. This method also offers a new strategy for the general dearomatization of nitrogen heteroaromatics

Organic Letters published new progress about Crystal structure. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Product Details of C10H9NO2.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Peng, Xinwen; Liu, Peiwen; Pang, Bo; Yao, Yawen; Wang, Jiaxiu; Zhang, Kai published the artcile< Facile fabrication of pH-responsive nanoparticles from cellulose derivatives via Schiff base formation for controlled release>, Product Details of C30H36N4O2, the main research area is pH responsive nanoparticle cellulose derivative controlled drug release; Controlled release; Nanoparticles; Schiff base linkage; pH-stimuli responsiveness.

A controllable drug delivery system demonstrates a promising tool for diverse biomedical applications. In this work, a group of amphiphilic macromols. was designed and prepared via Schiff base reactions between 2,3-dialdehyde cellulose (DAC) with oleylamine and amino-containing compounds Benefiting from the self-assemble process of these amphiphilic macromols. in the poor solvent, a group of novel pH-responsive nanoparticles (NPs) were facilely fabricated by using nanopptn. dropping technique. The high amount of aldehyde groups on DAC chains enabled immobilization of tunable amounts of amine compounds (up to 1.67 mmol/g) in the NPs. Furthermore, the Schiff base bonds in NPs allowed the efficient release of the drug in acidic tumor microenvironment by cleaving the Schiff base linkages. This study demonstrates the formation of a group of novel pH-sensitive and drug-loadable NPs, which provide a simple and efficient drug delivery system for the potential application for cancer treatment.

Carbohydrate Polymers published new progress about Antitumor agents. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Product Details of C30H36N4O2.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Bowroju, Suresh K.; Mainali, Nirjal; Ayyadevara, Srinivas; Penthala, Narsimha R.; Krishnamachari, Sesha; Kakraba, Samuel; Reis, Robert J. Shmookler; Crooks, Peter A. published the artcile< Design and synthesis of novel hybrid 8-hydroxy quinoline-indole derivatives as inhibitors of Aβ self-aggregation and metal chelation-induced Aβ aggregation>, Electric Literature of 399-76-8, the main research area is hydroxyquinoline indole quinoline indolylpiperazine preparation amyloid beta42 aggregation neurotoxicity; Alzheimer’s disease; Aβ-aggregation; clioquinol analogues; hybrid 8-hydroxyquinoline-indole analogs; metal chelating agents.

A series of novel hybrid 8-hydroxyquinoline-indole derivatives I (X = H, Cl; R = H, OMe, F), II (R = H, OMe), III (X = H, Cl, Br; R = H, OMe, F) were synthesized and screened for inhibitory activity against self-induced and metal-ion induced Aβ1-42 aggregation as potential treatments for Alzheimer’s disease (AD). In vitro studies identified the most inhibitory compounds against self-induced Aβ1-42 aggregation as III (X = Cl; R = H), III (X = H; R = OMe) and III (X = Cl; R = OMe) (EC50 = 1.72, 1.48 and 1.08μM, resp.) compared to the known anti-amyloid drug, clioquinol (EC50 = 9.95μM). The fluorescence of thioflavin T-stained amyloid formed by Aβ1-42 aggregation in the presence of Cu2+ or Zn2+ ions was also dramatically decreased by treatment with III (X = H, Cl; R = H, OMe). The most potent hybrid III (X = Cl; R = OMe) afforded 82.3% and 88.3% inhibition, resp., against Cu2+- induced and Zn2+- induced Aβ1-42 aggregation. Compounds III (X = H, Cl; R = H, OMe) were shown to be effective in reducing protein aggregation in HEK-tau and SY5Y-APPSw cells. Mol. docking studies with the most active compounds performed against Aβ1-42 peptide indicated that the potent inhibitory activity of compounds III (X = H, Cl; R = OMe) were predicted to be due to hydrogen bonding interactions, π-π stacking interactions and π-cation interactions with Aβ1-42, which may inhibit both self-aggregation as well as metal ion binding to Aβ1-42 to favor the inhibition of Aβ1-42 aggregation.

Molecules published new progress about Alzheimer disease. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Electric Literature of 399-76-8.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Xu, Hui; Yang, Wen-bin; Wang, Qin published the artcile< Antifungal agents. Part 3. Synthesis and antifungal activities of 3-acylindole analogs against phytopathogenic fungi in vitro>, Product Details of C10H9NO, the main research area is acylindole preparation agricultural fungicide; indole acyl preparation agricultural fungicide.

To find more potent antifungal compounds, twenty 3-acylindole analogs were synthesized and bio-evaluated for their antifungal activities against seven phytopathogenic fungi. Structure-activity relationships investigations revealed that 4- or 6-Me and 3-acetyl or propionyl groups were the important structural properties of 3-acylindoles for the activities. Especially 4-methyl-3-propionylindole, displayed the more potent activities than hymexazol, a com. available agricultural fungicide, and might be considered as a new promising lead candidate for further design and synthesis of agricultural fungicides.

Chemical Biology & Drug Design published new progress about Agrochemical fungicides. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Swain, C. J.; Baker, R.; Kneen, C.; Moseley, J.; Saunders, J.; Seward, E. M.; Stevenson, G.; Beer, M.; Stanton, J.; Watling, K. published the artcile< Novel 5-HT3 antagonists. Indole oxadiazoles>, Computed Properties of 23077-43-2, the main research area is hydroxytryptaminergic structure activity indolyloxadiazole oxadiazole; receptor model 5HT3 hydroxytryptamine; antagonist hydroxytryptamine receptor indolyloxadiazole preparation; receptor antagonist hydroxytryptamine oxadiazole preparation.

The synthesis and biochem. evaluation of a series of oxadiazole and indolyloxadiazole 5-HT3 (hydroxytryptamine) antagonists are described. The key pharmacophoric elements have been defined as a basic nitrogen, a linking group capable of H-bonding interactions, and an aromatic moiety. The steric limitations of the aromatic binding site have been determined by substitution about the indole ring. Variation of the heterocyclic linking group has shown that while 2 H-bonding interactions are possible, only 1 is essential for high affinity. The environment of the basic nitrogen has been investigated and shown to be optimal when constrained within an azabicyclic system. These results have been incorporated into a proposed binding model for the 5-HT3 antagonist binding site, in which the optimum distance between the aromatic binding site and the basic amine is 8.4-8.9 Å and the steric limitations are defined by van der Waals difference mapping.

Journal of Medicinal Chemistry published new progress about 5-HT receptors Role: RCT (Reactant), RACT (Reactant or Reagent). 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Computed Properties of 23077-43-2.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wang, Youde; Yan, Zhiwei; Guo, Yachun; Zhang, Liying published the artcile< Discovery and evaluation of novel benzazepinone derivatives as glycogen phosphorylase inhibitors with potent activity>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is benzazepinone derivative glycogen phosphorylase inhibitor hyperglycemia; benzazepinone derivatives; biological activity; glycogen phosphorylase inhibitors; molecular docking; type 2 diabetes.

Glycogen phosphorylase (GP) is a key enzyme of glycogen catabolism, so it is significant to discover a new GP inhibitor. A series of benzazepinone derivatives were discovered as GP inhibitors with potent activity. Among these derivatives, compound 5d showed significant potential against rabbit muscle GPa (IC50 = 0.25 ± 0.05 μM) and cellular efficacy. The in vivo study revealed that 5d significantly inhibited increases in fasting blood glucose level in two kinds of hyperglycemic mice models. The possible binding mode of compound 5d was explored based on mol. docking simulations. These results indicated that derivatives with benzazepinone were potential chem. entities against hyperglycemia.

Future Medicinal Chemistry published new progress about Absorption. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Nerella, Ashok; Jeripothula, Madhukar published the artcile< Design, synthesis and biological evaluation of novel deoxyvasicinone-indole as multi-target agents for Alzheimer's disease>, Synthetic Route of 399-76-8, the main research area is oxo tetrahydropyrroloquinazolinyl heteroaryl carboxamide preparation cholinesterase inhibitor mol docking; Acetylcholinesterase inhibitors; Alzheimer’s disease; Deoxyvasicinone; Indole; Multi target agents.

A series of multifunctional hybrids I [R = 1H-indol-2-yl, 1-benzofuran-2-yl, 1-benzothiophen-2-yl, etc.; R1 = H, Me] against Alzheimer’s disease were designed and obtained by conjugating the pharmacophores of deoxyvasicinone and indole. These analogs of deoxyvasicinone-indole were evaluated as inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), and as inhibitors of amyloid aggregation (Aβ1-42) for treatment of Alzheimer’s disease (AD). Subsequently, AChE induced Aβ aggregation inhibition test was also performed for selected compounds Biol. activity results demonstrated that compound I [R = 5-methoxy-1H-indol-2-yl, R1 = H] was the most potent and balanced dual ChEs inhibitor with IC50 values 0.12μM and 0.15μM for eeAChE and eqBuChE, resp. Kinetic anal. and docking study indicated that compound I [R = 5-methoxy-1H-indol-2-yl, R1 = H] was a mixed-type inhibitor for both AChE and BuChE. Compound I [R = 5-methoxy-1H-indol-2-yl, R1 = H] also found to be the best inhibitors of self-induced Aβ1-42 aggregation with IC50 values of 1.21μM. Compound I [R = 5-methoxy-1H-indol-2-yl, R1 = H] also afforded excellent inhibition of AChE-induced Aβ1-42 aggregation by 81.1%. Overall, these results indicate that I [R = 5-methoxy-1H-indol-2-yl, R1 = H] may be considered as lead compound for the development of highly effective anti-AD drugs.

Bioorganic & Medicinal Chemistry Letters published new progress about Alzheimer disease. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Synthetic Route of 399-76-8.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles