Month: October 2022

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

Sreenivasa Rao, Ramana; Shajan, Femil Joseph; Reddy, D. Srinivasa published the artcile< A route to access imidazol[1,5-a]indole-1,3-diones and pyrrolo[1,2-c]imidazole-1,3-diones>, Electric Literature of 399-76-8, the main research area is imidazolindoledione pyrroloimidazoledione preparation; indole pyrrole carboxylic acid aniline carbonyldiimidazole microwave irradiation.

A novel and practical route to synthesize imidazol[1,5-a]indoles I (R = 3,5-Cl, 4-OCF3, 4-iPr, etc.) and pyrrolo[1,2-c]imidazoles via N-H functionalization has been developed. Indole-2-carboxylic acid or pyrrole-2-carboxylic acid with diverse aniline groups and carbonyldiimidazole (CDI), in the presence of a base under microwave conditions, resulted in imidazol[1,5-a]indoles and pyrrolo[1,2-c]imidazoles, resp. The present method is free of work-up and no need for column chromatog. Both title scaffolds can serve as useful heterocyclic scaffolds in medicinal chem. as such, or they can be used as building blocks to construct different classes of useful compounds

Organic & Biomolecular Chemistry published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Oderinde, Martins S.; Ramirez, Antonio; Dhar, T. G. Murali; Cornelius, Lyndon A. M.; Jorge, Christine; Aulakh, Darpandeep; Sandhu, Bhupinder; Pawluczyk, Joseph; Sarjeant, Amy A.; Meanwell, Nicholas A.; Mathur, Arvind; Kempson, James published the artcile< Photocatalytic Dearomative Intermolecular [2 + 2] Cycloaddition of Heterocycles for Building Molecular Complexity>, HPLC of Formula: 399-76-8, the main research area is regioselective diastereoselective photocatalytic dearomative intermol cycloaddition indole alkene.

Indole and indoline rings are important pharmacophoric scaffolds found in marketed drugs, agrochems., and biol. active mols. The [2 + 2] cycloaddition reaction is a versatile strategy for constructing architecturally interesting, sp3-rich cyclobutane-fused scaffolds with potential applications in drug discovery programs. A general platform for visible-light mediated intermol. [2 + 2] cycloaddition of indoles with alkenes has been realized. A substrate-based screening approach led to the discovery of tert-butyloxycarbonyl (Boc)-protected indole-2-carboxyesters as suitable motifs for the intermol. [2 + 2] cycloaddition reaction. Significantly, the reaction proceeds in good yield with a wide variety of both activated and unactivated alkenes, including those containing free amines and alcs., and the transformation exhibits excellent regio- and diastereoselectivity. Moreover, the scope of the indole substrate is very broad, extending to previously unexplored azaindole heterocycles that collectively afford fused cyclobutane containing scaffolds that offer unique properties with functional handles and vectors suitable for further derivatization. DFT computational studies provide insights into the mechanism of this [2 + 2] cycloaddition, which is initiated by a triplet-triplet energy transfer process. The photocatalytic reaction was successfully performed on a 100 g scale to provide the dihydroindole analog.

Journal of Organic Chemistry published new progress about [2+2] Photocycloaddition reaction (diastereo/regioselective). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, HPLC of Formula: 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

Li, Man; Yuan, Lan; Chen, Yingying; Ma, Wenxiao; Ran, Fuxiang; Zhang, Lihe; Zhou, Demin; Xiao, Sulong published the artcile< Rhodamine B-based fluorescent probes for molecular mechanism study of the anti-influenza activity of pentacyclic triterpenes>, Application In Synthesis of 950846-89-6, the main research area is rhodamine fluorescent probe preparation pentacyclic triterpene antiviral influenza; Fluorescent probe; Influenza virus; Pentacyclic triterpene; Rhodamine B; Subcellular localization.

The antiviral activity of pentacyclic triterpenes has attracted increasing attention. However, the detailed antiviral mechanism remains fully unclear. In the present study, four C28 or C30 modified pentacyclic triterpene probes via conjugating with rhodamine B were designed and synthesized, and their anti-influenza virus activity was evaluated. The results indicated that two compounds 14 and 23 showed significant antiviral activity to influenza A/WSN/33 (H1N1) virus in Madin-Darby canine kidney (MDCK) cells with IC50 values of 8.36 and 8.24 μM, resp. The mechanism of action studies of representative probe 23 indicated that it could inhibit the membrane fusion by binding with influenza virus hemagglutinin (HA), and the apparent dissociation constant (KD) value for probe 23-HA interaction was successfully evaluated (1.78 x 10-5 M) using surface plasmon resonance spectroscopy. In addition, the subcellular localization of probe 23 in MDCK cells was determined by confocal microscopy and flow cytometry, and the results suggested that fluorescent probe 23 was rapidly taken up in MDCK cells and accumulated in cytoplasm, but no antiviral activity was observed after its entry into cells. The present study further confirmed our previous finding that pentacyclic triterpenes could tightly bind to the viral envelope HA protein, thus blocking the virus entry into host cells.

European Journal of Medicinal Chemistry published new progress about Antiviral agents. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Application In Synthesis of 950846-89-6.

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

Yuan, Wei-Cheng; Zuo, Jian; Yuan, Shu-Pei; Zhao, Jian-Qiang; Wang, Zhen-Hua; You, Yong published the artcile< Ring expansion and ring opening of 3-halooxindoles with N-alkoxycarbonyl-O-tosylhydroxylamines for divergent access to 4-aminoquinolin-2-ones and N-Cbz-N'-arylureas>, SDS of cas: 20870-77-3, the main research area is benzyl oxo aryl dihydroquinolinyl carbamate preparation green chem; benzylidene oxo dihydroquinazoline carboxylate benzyl preparation green chem; benzyloxycarbonyl aryl acetyl phenyl urea preparation green chem; halooxindole alkoxycarbonyl tosylhydroxylamine ring expansion opening.

A divergent method for ring expansion and ring opening of 3-halooxindoles I (X = Cl, Br; R = H, 5-Me, 4-Cl, 5-Br; R1 = H, 3-methylphenyl, ethoxycarbonyl, naphthalen-1-yl, furan-2-yl, etc.) has been developed. Under mild base-mediated conditions, 3-halooxindoles I generate indolones II in situ, which then react smoothly with N-alkoxycarbonyl-O-tosylhydroxylamines R2NH-OTs (R2 = Cbz, Boc) to give 4-aminoquinolin-2-ones III (R3 = H, 6-Me, 5-Cl, 6-Br) and N-Cbz-N’-arylureas IV and V (R4 = H, 4-Me, 4-Br) in good to excellent yields via ring expansion and opening pathways, resp. This protocol is characterized by easy availability of substrates, user-friendly reaction conditions, broad functional group tolerance, and a simple operation procedure.

Organic Chemistry Frontiers published new progress about Benzylidene compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, SDS of cas: 20870-77-3.

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