Category: indole-building-block

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

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

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

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

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

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

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

Xing, Siyang; Guo, Junsuo; Wang, Yuhan; Wang, Chenyu; Wang, Kui; Zhu, Bolin published the artcile< General and efficient synthesis of 1,2-dihydropyrrolo[3,4-b]indol-3-ones via a formal [3 + 2] cycloaddition initiated by C-H activation>, Product Details of C10H9NO, the main research area is dihydropyrroloindolone preparation; isocyanate indole cycloaddition rhodium catalyst.

A [Cp*RhCl2]2-catalyzed formal [3 + 2] cycloaddition between isocyanates and indoles with electron-deficient alkenes at the C3-position of the indole moiety and directing groups at the N1-position of the indole moiety was described. Undergoing sequential coupling reaction initiated by C-H activation and aza-Michael addition, a series of 1,2-dihydropyrrolo[3,4-b]indol-3-ones I [R = Et, n-Bu, Bn, etc.; R1 = CO2Et, CO2Me, etc.; R2 = H, F, Cl, etc.; R3 = H, F, Br, etc.; R4 = H, Me, F, etc.; R5 = H, Me] was successfully afforded in moderate to good yields by the formation of one C-C bond and one C-N bond. Interestingly, the pyridyl group at the N1-position of the indole moiety not only played a role as the directing group, but also catalyzed further intramol. Michael addition as a base.

Organic Chemistry Frontiers published new progress about C-H bond activation. 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

Wang, Lei; Fang, Kun; Cheng, Junfei; Li, Yu; Huang, Yahui; Chen, Shuqiang; Dong, Guoqiang; Wu, Shanchao; Sheng, Chunquan published the artcile< Scaffold Hopping of Natural Product Evodiamine: Discovery of a Novel Antitumor Scaffold with Excellent Potency against Colon Cancer>, Application In Synthesis of 399-76-8, the main research area is colon cancer antitumor agents SAR topoisomerase tubulin scaffold apoptosis.

Inspired by the natural product evodiamine, a novel antitumor indolopyrazinoquinazolinone scaffold was designed by scaffold hopping. Structure-activity relationship studies led to the discovery of compound 15j, which shows low nanomolar inhibitory activity against the HCT116 cell line. Further antitumor mechanism studies indicated that compound 15j acted by the dual inhibition of topoisomerase 1 and tubulin and induced apoptosis with G2 cell-cycle arrest. The quaternary ammonium salt of compound 15j (compound 15js) exhibited excellent in vivo antitumor activity (TGI = 66.6%) in the HCT116 xenograft model with low toxicity. Indolopyrazinoquinazolinone derivatives represent promising multitargeting antitumor leads for the development of novel antitumor agents.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Application In Synthesis 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

Nirogi, Ramakrishna; Gagginapally, Shankar Reddy; Shinde, Anil K.; Mohammed, Abdul Rasheed published the artcile< Synthesis of GR125487, a selective 5-HT4 receptor antagonist>, HPLC of Formula: 23077-43-2, the main research area is GR125487 synthesis serotonin receptor 5HT4 antagonist cognition.

The 5-HT4 receptor (5-HT4R) agonists are important in treating gastrointestinal motility disorders. Their role is currently being evaluated for the treatment of cognitive and mood disorders. A selective 5-HT4R antagonist GR 125487 is used in many biol. assays to cross confirm the 5-HT4R agonist’s activity. A practical synthesis of GR 125487 is developed so as to have it in desired quantities. The synthesis consists of seven steps starting from com. available Me 5-fluoroindole 3-carboxylate. The GR 125487 thus synthesized was used in blocking the activity of 5-HT4R agonist compound in animal models of cognition.

Synthetic Communications published new progress about 5-HT4 agonists. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, HPLC of Formula: 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