Month: October 2022

Xu, Chong-Hui; Xiong, Zhi-Qiang; Li, Yang; Zhu, Yan-Ping; Li, Jin-Heng published the artcile< Copper-catalyzed oxidative phosphonoheteroarylation of alkenes with phosphonates and N-heteroarenes via P-H/C-H functionalization>, Formula: C10H9NO2, the main research area is heteroaryl alkylphosphonate preparation; alkene phosphonate heteroarene oxidative intermol phosphonoheteroarylation copper catalyst.

A copper-catalyzed oxidative intermol. phosphonoheteroarylation of alkenes R1C(R1)=CHR2 (R1 = 4-methoxyphenyl, 6-bromo-2H-1,3-benzodioxol-5-yl, 3-methylthiophen-2-yl, etc.; R2 = H, Me, Ph, 4-methylphenyl, 4-chlorophenyl; R3 = H, Me) with phosphonates ((R4)2)P(O)H [R4 = OMe, OEt, Oi-Pr, Ph, (2-methylpropyl)oxidanyl] and nucleophilic N-heteroarenes I (R5 = 5-OMe, 4-CHO, 7-COOMe ; R6 = H, Bn, Me, Ph; R7 = H, Me, COOMe) and 1-phenyl-1H-pyrrole involving P-H/C-H functionalization for the synthesis of highly valuable β-(N-heteroaryl)-alkylphosphonates II and III is disclosed. This method allows the incorporation of two functional groups, a phosphonate and a N-heteroarene, into the alkene in a single reaction step through oxidative formation of the P-centered radicals, addition across the C=C bond, single electron oxidation and C-H functionalization cascades.

Organic Chemistry Frontiers published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Formula: 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

Kilic-Kurt, Zuehal; Acar, Cemre; Ergul, Mustafa; Bakar-Ates, Filiz; Altuntas, Tunca G. published the artcile< Novel indole hydrazide derivatives: Synthesis and their antiproliferative activities through inducing apoptosis and DNA damage>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is anticancer activity apoptosis cell cycle DNA damage Bax Bcl2; DNA damage; anticancer activity; apoptosis; cell cycle; synthesis.

A series of novel indole hydrazide derivatives was synthesized and evaluated for their anticancer activities. Compound 12(I) exhibited the highest antiproliferative activity against the MCF-7 cell line, with an IC50 value of 3.01μM. Treatment of MCF-7 cells with compound 12 led to cell cycle arrest at the G0/G1 phase and also displayed a significant annexin V binding pattern, indicating that compound 12 is effective in apoptotic cell death. The Western blot anal. showed that compound 12 increased the expression of proapoptotic Bax and decreased the levels of the antiapoptotic Bcl-2 protein. It was also observed that MCF-7 cells treated with compound 12 showed reduced levels of procaspase-3 and -9 proteins. Moreover, compound 12 treatment induced a significant DNA damage in MCF-7 cells by increasing H2AX and ATM phosphorylation.

Archiv der Pharmazie (Weinheim, Germany) published new progress about Annexin V Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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

Zhang, Mengyao; Shen, Chuanchuan; Jia, Ting; Qiu, Jianwen; Zhu, Hu; Gao, Yong published the artcile< One-step synthesis of rhodamine-based Fe3+ fluorescent probes via Mannich reaction and its application in living cell imaging>, Name: 2-(2-Aminoethyl)-3′,6′-bis(diethylamino)spiro[isoindoline-1,9′-xanthen]-3-one, the main research area is iron ion bioimaging fluorescent probe Mannich reaction; Fe(3+); Fluorescence probe; Mannich reaction; Rhodamine.

Four rhodamine-based fluorescent probes M1-M4 were synthesized in one step using Mannich reaction. The Mannich reaction based approach has the advantages of simplicity, good yield and excellent at. economy. The structures were determined by 1H NMR, 13C NMR, IR and HRMS. The probe M3 as a representative compound was characterized by single-crystal X-ray analyses. The fluorescence and absorbance spectra research of the probes demonstrated that they could be used as Fe3+-selective fluorescent probes with good sensitivity, excellent linearity, and outstanding anti-interference in acetonitrile/Tris-HCl buffer solution (3:7, V/V; pH = 7.4). Moreover, confocal laser scanning microscopy experiments have proven that the probe M3 was successfully used for fluorescence imaging in MCF-7 cells.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Biocompatibility. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Name: 2-(2-Aminoethyl)-3′,6′-bis(diethylamino)spiro[isoindoline-1,9′-xanthen]-3-one.

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

Qin, Jing-Hao; Luo, Mu-Jia; An, De-Lie; Li, Jin-Heng published the artcile< Electrochemical 1,2-Diarylation of Alkenes Enabled by Direct Dual C-H Functionalizations of Electron-Rich Aromatic Hydrocarbons>, Reference of 93247-78-0, the main research area is alkene arene cobalt electrochem diarylation dehydrogenative cycloaddition annulation cascade; aryl alkene preparation; dihydroindolo carbazole preparation; alkenes; dehydrogenative [2+2+2] cycloaddition; diarylation; electrochemistry; polyarenes.

A cobalt-promoted electrochem. 1,2-diarylation of alkenes with electron-rich aromatic hydrocarbons via direct dual C-H functionalizations is described, which employs a radical relay strategy to produce polyaryl-functionalized alkanes. Simply by using graphite rod cathode instead of platinum plate cathode, chemoselectivity of this radical relay strategy is shifted to the dehydrogenative [2+2+2] cycloaddition via 1,2-diarylation, annulation, and dehydrogenation cascades leading to complex 11,12-dihydroindolo[2,3-a]carbazoles. Mechanistical studies indicate that a key step for the radical relay processes is transformations of the aromatic hydrocarbons to the aryl sp2-hybridized carbon-centered radicals via deprotonation of the corresponding aryl radical cation intermediates with bases.

Angewandte Chemie, International Edition published new progress about [2+2+2] Cycloaddition reaction. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Reference of 93247-78-0.

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

Boyd, Olivia; Wang, Gang-Wei; Sokolova, Olga O.; Calow, Adam D. J.; Bertrand, Sophie M.; Bower, John F. published the artcile< Modular Access to Eight-Membered N-Heterocycles by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is aminocyclopropane rhodium regioselective diastereoselective carbonylative heterocyclization; azocane preparation; C−C activation; azocanes; cyclopropanes; rhodium.

Aminocyclopropanes equipped with pendant nucleophiles undergo carbonylative heterocyclization triggered by C-C bond activation to generate eight-membered N-heterocycles, e.g., I. In these processes, intramol. “”capture”” of a rhodacyclopentanone intermediate by an aryl or N-based nucleophile is followed by C-C or C-N bond-forming “”collapse”” to the targets. These studies demonstrate how the combination of cyclopropane strain release and the templating effect of catalytically generated metallacycles can be harnessed to enable otherwise challenging medium ring closures.

Angewandte Chemie, International Edition published new progress about C-C bond activation. 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

Ye, Zenghui; Li, Yong; Xu, Kai; Chen, Na; Zhang, Fengzhi published the artcile< Cascade π-Extended Decarboxylative Annulation Involving Cyclic Diaryliodonium Salts: Site-Selective Synthesis of Phenanthridines and Benzocarbazoles via a Traceless Directing Group Strategy>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is phenanthridine benzocarbazole preparation regioselective; indole carboxylic acid cyclic diaryliodonium salt decarboxylative annulation palladium.

A novel cascade π-extended decarboxylative annulation (PEDA) involved with cyclic diaryliodonium salts is described. Via fine-tuning of the reaction conditions, the Pd(II)-catalyzed site-selective N1/C2 or C2/C3 annulation of com. available indole-2-carboxylic acids can be achieved, affording valuable phenanthridines or benzocarbazoles, resp. The key strategy is the carboxylic acid functionality being employed as both a traceless directing group for the ortho C-N or C-C coupling and a reactive group for the cascade π-extended decarboxylative annulation in a highly step economical manner.

Organic Letters published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Kim, Weonjeong; Koo, Jangwoo; Lee, Hong Geun published the artcile< Benzylic C(sp3)-C(sp2) cross-coupling of indoles enabled by oxidative radical generation and nickel catalysis>, Safety of 4-Methyl-1H-indole-3-carbaldehyde, the main research area is benzylic indole preparation; indole aryl halide arylation cross coupling photocatalyst; acyl indole preparation; acid anhydride indole acylation cross coupling photocatalyst.

A mechanistically unique functionalization strategy for a benzylic C(sp3)-H bond was developed based on facile oxidation event of indole substrates. This novel pathway was initiated by efficient radical generation at benzylic position of substrate, with subsequent transition metal catalysis to complete overall transformation. Ultimately, an aryl or an acyl group could be effectively delivered from an aryl (pseudo)halide or an acid anhydride coupling partner, resp. The developed method utilized mild conditions and exhibited a wide substrate scope for both substituted indoles and C(sp2)-based reaction counterparts. Mechanistic studies showed that competitive hydrogen atom transfer (HAT) processes, which were frequently encountered in conventional methods, are not involved in the product formation process of the developed strategy.

Chemical Science published new progress about Acylation catalysts (photochem.). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Safety of 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

Roca-Lopez, David; Merino, Pedro; Sayago, Francisco J.; Cativiela, Carlos; Herrera, Raquel P. published the artcile< Organocatalyzed Michael addition reaction by novel (2R,3aS,7aS)-octahydroindole-2-carboxylic acid, a new fused proline>, HPLC of Formula: 145513-91-3, the main research area is acetone nitroolefin Michael addition.

The authors present their results on the organocatalytic enantioselective Michael addition reaction of acetone to different nitroolefines using (2R,3aS,7aS)-octahydroindole-2-carboxylic acid [(R,S,S)-Oic] as a new and suitable catalyst. Computational calculations support the results obtained with (R,S,S)-Oic vs. its diastereomeric form (S,S,S)-Oic. The final products are obtained in good yields and moderate enantioselectivities (up to 58% ee).

Synlett published new progress about Alkenes, nitro Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl-). 145513-91-3 belongs to class indole-building-block, and the molecular formula is C9H15NO2, HPLC of Formula: 145513-91-3.

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

Mehta, Ruhi; Luxami, Vijay published the artcile< A Novel ′On-Off′ Rhodamine Based Sensor for Colorimetric Detection of CN- and Its Application as Encoder-Decoder and Molecular Keypad Lock>, Reference of 950846-89-6, the main research area is rhodamine based sensor colorimetric detection mol keypad lock.

A novel rhodamine-phenalenedicarbonitrile based “”on-off”” sensor (Rho-Pdc) has been synthesized which is characterized by 1H NMR, 13C NMR and mass spectrometry. The photophys. studies of the dyad suggest its existence in spirolactam ring open form of rhodamine. ICT (Intramol. Charge Transfer) active sensor displays an absorption band at 577 nm with a shoulder at 520 nm and fluorescence band at 593 nm. The treatment of dyad Rho-Pdc with different anions shows its sensitivity and selectivity towards CN- ions in aqueous methanolic solution with lowest detection limit of 0.13 μM and the binding constant was determined to be 1.17 × 104 M-1 by applying Benesi-Hildebrand equation. The presence of CN- ions hinder the ICT process of dyad Rho-Pdc and shows a blue shift in absorption band of dyad Rho-Pdc with formation of new band at 488 nm as well as decrease in the intensity of emission band. Rho-Pdc has also been used for the colorimetric detection of CN- ions among different anions and concentrations The reversibility of Rho-Pdc.CN-complex has been achieved with Fe3+ ions which formed the basis for the construction of multiple mol. logic circuits.

ChemistrySelect published new progress about Absorption. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Reference 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

Dawidowski, Maciej; Kalel, Vishal C.; Napolitano, Valeria; Fino, Roberto; Schorpp, Kenji; Emmanouilidis, Leonidas; Lenhart, Dominik; Ostertag, Michael; Kaiser, Marcel; Kolonko, Marta; Tippler, Bettina; Schliebs, Wolfgang; Dubin, Grzegorz; Maeser, Pascal; Tetko, Igor V.; Hadian, Kamyar; Plettenburg, Oliver; Erdmann, Ralf; Sattler, Michael; Popowicz, Grzegorz M. published the artcile< Structure-Activity Relationship in Pyrazolo[4,3-c]pyridines, First Inhibitors of PEX14-PEX5 Protein-Protein Interaction with Trypanocidal Activity>, Safety of Methyl 1H-indole-7-carboxylate, the main research area is Trypanosoma infectious diseases PEX14 PEX5 PPI metabolic pathways MDS.

Trypanosoma protists are pathogens leading to a spectrum of devastating infectious diseases. The range of available chemotherapeutics against Trypanosoma is limited, and the existing therapies are partially ineffective and cause serious adverse effects. Formation of the PEX14-PEX5 complex is essential for protein import into the parasites’ glycosomes. This transport is critical for parasite metabolism and failure leads to mislocalization of glycosomal enzymes, with fatal consequences for the parasite. Hence, inhibiting the PEX14-PEX5 protein-protein interaction (PPI) is an attractive way to affect multiple metabolic pathways. Herein, we have used structure-guided computational screening and optimization to develop the first line of compounds that inhibit PEX14-PEX5 PPI. The optimization was driven by several X-ray structures, NMR binding data, and mol. dynamics simulations. Importantly, the developed compounds show significant cellular activity against Trypanosoma, including the human pathogen Trypanosoma brucei gambiense and Trypanosoma cruzi parasites.

Journal of Medicinal Chemistry published new progress about Chagas disease. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Safety of Methyl 1H-indole-7-carboxylate.

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