Day: October 12, 2022

Cao, Xiaorui; Zhang, Feifei; Bai, Yinjuan; Ding, Xiaohu; Sun, Wei published the artcile< A Highly Selective ""Turn-on"" Fluorescent Probe for Detection of Fe3+ in Cells>, Synthetic Route of 950846-89-6, the main research area is rhodamine fluorescent probe cell imaging iron detection; Cell imaging; DFT calculations; Fe3 +; Fluorescent probe; Rhodamine.

A new “”turn-on”” fluorescent probe Py based on rhodamine and piperonaldehyde was designed and synthesized for detecting Fe3+ in cells. The free probe Py was non-fluorescent. While only upon addition of Fe3+, the significant increase of the fluorescence and color were observed which could be visible directly by “”naked-eye””. The probe Py shows high selectivity and sensitivity for Fe3+ over other common metal ions in EtOH-H2O (3/2, volume/volume) mixed solution The association constant and the detection limit were calculated to be 4.81 x 104 M-1 and 1.18 x 10-8 mol/L resp. The introduction of piperonaldehyde unit could increase probe rigidity which could enhance its optical properties. Meanwhile, the binding mode between Py and Fe3+ was found to be a 1:1 complex formation. The d. functional theory (DFT) calculations were performed which would further confirm the recognition mechanism between probe Py and Fe3+. In addition, the probe has been proved to be reversible for detecting Fe3+. Moreover, the probe Py was used to detect Fe3+ in cells successfully.

Journal of Fluorescence published new progress about Biological imaging. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Synthetic Route 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

Caspar, Yvan; Jeanty, Matthieu; Blu, Jerome; Burchak, Olga; Le Pihive, Emmanuelle; Maigre, Laure; Schneider, Dominique; Jolivalt, Claude; Paris, Jean-Marc; Hequet, Arnaud; Minassian, Frederic; Denis, Jean-Noel; Maurin, Max published the artcile< Novel synthetic bis-indolic derivatives with antistaphylococcal activity, including against MRSA and VISA strains>, Quality Control of 23077-43-2, the main research area is bis indole derivative preparation antibacterial structure activity Staphylococcus; antibiotics; bis-indoles; drug development; drug susceptibility testing; efflux pumps; staphylococci.

Objectives: The authors report the synthesis, antibacterial activity and toxicity of 24 bis-indolic derivatives obtained during the development of new ways of synthesis of marine bis-indole alkaloids from the spongotine, topsentin and hamacanthin classes. Methods: Innovative ways of synthesis and further structural optimizations led to bis-indoles presenting either the 1-(1H-indol-3′-yl)-1,2-diaminoethane unit or the 1-(1H-indol-3-yl)ethanamine unit. MIC determination was performed for reference and clin. strains of Staphylococcus aureus and CoNS species. MBC, time-kill kinetics, solubility, hydrophobicity index, plasma protein-binding and cytotoxicity assays were performed for lead compounds Inhibition of the S. aureus NorA efflux pump was also tested for bis-indoles with no antistaphylococcal activity. Results: Lead compounds were active against both S. aureus and CoNS species, with MICs between 1 and 4 mg/L. Importantly, the same MICs were found for MRSA and vancomycin-intermediate S. aureus strains. Early concentration-dependent bactericidal activity was observed for lead derivatives Compounds with no intrinsic antibacterial activity could inhibit the S. aureus NorA efflux pump, which is involved in resistance to fluoroquinolones. At 0.5 mg/L, the most effective compound led to an 8-fold reduction of the ciprofloxacin MIC for the SA-1199B S. aureus strain, which overexpresses NorA. However, the bis-indole compounds displayed a high hydrophobicity index and high plasma protein binding, which significantly reduced antibacterial activity. Conclusions: The authors have synthesized and characterized novel bis-indole derivatives as promising candidates for the development of new antistaphylococcal treatments, with preserved activity against MDR S. aureus strains.

Journal of Antimicrobial Chemotherapy published new progress about Antibacterial agent resistance. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Quality Control 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

Dong, Baobiao; Cong, Xuefeng; Hao, Na published the artcile< Silver-catalyzed regioselective deuteration of (hetero)arenes and α-deuteration of 2-alkyl azaarenes>, Application of C10H9NO2, the main research area is arene silver catalyst regioselective deuteration.

A simple silver-catalyzed regioselective deuteration of (hetero)arenes and α-deuteration of 2-alkyl azaarenes was described. This strategy provides an efficient and practical avenue to access various deuterated electron-rich arenes, azaarenes and α-deuterated 2-alkyl azaarenes with good to excellent deuterium incorporation utilizing D2O as the source of deuterium atoms.

RSC Advances published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Application 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

Lorthiois, Edwige; Roache, James; Barnes-Seeman, David; Altmann, Eva; Hassiepen, Ulrich; Turner, Gordon; Duvadie, Rohit; Hornak, Viktor; Karki, Rajeshri G.; Schiering, Nikolaus; Weihofen, Wilhelm A.; Perruccio, Francesca; Calhoun, Amy; Fazal, Tanzina; Dedic, Darija; Durand, Corinne; Dussauge, Solene; Fettis, Kamal; Tritsch, Fabien; Dentel, Celine; Druet, Adelaide; Liu, Donglei; Kirman, Louise; Lachal, Julie; Namoto, Kenji; Bevan, Douglas; Mo, Rose; Monnet, Gabriela; Muller, Lionel; Zessis, Richard; Huang, Xueming; Lindsley, Loren; Currie, Treeve; Chiu, Yu-Hsin; Fridrich, Cary; Delgado, Peter; Wang, Shuangxi; Hollis-Symynkywicz, Micah; Berghausen, Joerg; Williams, Eric; Liu, Hong; Liang, Guiqing; Kim, Hyungchul; Hoffmann, Peter; Hein, Andreas; Ramage, Paul; D’Arcy, Allan; Harlfinger, Stefanie; Renatus, Martin; Ruedisser, Simon; Feldman, David; Elliott, Jason; Sedrani, Richard; Maibaum, Juergen; Adams, Christopher M. published the artcile< Structure-Based Design and Preclinical Characterization of Selective and Orally Bioavailable Factor XIa Inhibitors: Demonstrating the Power of an Integrated S1 Protease Family Approach>, Name: Methyl 1H-indole-7-carboxylate, the main research area is anticoagulant FXIa inhibitors ADME drug design orally bioavailable.

The serine protease factor XI (FXI) is a prominent drug target as it holds promise to deliver efficacious anticoagulation without an enhanced risk of major bleeds. Several efforts have been described targeting the active form of the enzyme, FXIa. Herein, we disclose our efforts to identify potent, selective, and orally bioavailable inhibitors of FXIa. Compound 1, identified from a diverse library of internal serine protease inhibitors, was originally designed as a complement factor D inhibitor and exhibited submicromolar FXIa activity and an encouraging absorption, distribution, metabolism, and excretion (ADME) profile while being devoid of a peptidomimetic architecture. Optimization of interactions in the S1, S1β, and S1′ pockets of FXIa through a combination of structure-based drug design and traditional medicinal chem. led to the discovery of compound 23(I) with subnanomolar potency on FXIa, enhanced selectivity over other coagulation proteases, and a preclin. pharmacokinetics (PK) profile consistent with bid dosing in patients.

Journal of Medicinal Chemistry published new progress about Anticoagulants. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Name: 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

Sayago, Francisco J.; Calaza, M. Isabel; Jimenez, Ana I.; Cativiela, Carlos published the artcile< A straightforward route to enantiopure α-substituted derivatives of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid>, Recommanded Product: (2R,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid, the main research area is indolecarboxylic acid octahydro stereoselective alkylation.

High yielding and remarkably selective alkylations of a suitably protected derivative of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid are described. The fused bicyclic structure of this proline analog greatly influences the stereochem. outcome of direct alkylation reactions taking place at the α-carbon and provides access to α-substituted analogs with retention of the configuration. The overall procedure allows the preparation of enantiopure α-substituted derivatives of this Oic isomer, suitably protected for their incorporation into peptides, in a straightforward manner.

Tetrahedron published new progress about Alkylation, stereoselective. 145513-91-3 belongs to class indole-building-block, and the molecular formula is C9H15NO2, Recommanded Product: (2R,3aS,7aS)-Octahydro-1H-indole-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

Tang, Pan; Wei, You-Yuan; Wen, Long; Ma, Hao-Jie; Yang, Yi; Jiang, Yan published the artcile< MgI2-Catalyzed Nucleophilic Ring-Opening Reactions of Donor-Acceptor Cyclopropanes with Indoline-2-thiones>, COA of Formula: C8H6ClNO, the main research area is gamma indolylthio butyric acid preparation chemoselective magnesium iodide; donor acceptor cyclopropane indoline thione nucleophilic ring opening.

MgI2-catalyzed nucleophilic ring-opening reactions of donor-acceptor cyclopropanes with indoline-2-thiones as easy-to-handle sulfur nucleophiles were investigated. A series of functionalized γ-indolylthio butyric acid derivatives were synthesized in good to excellent yields under mild reaction conditions. Furthermore, the thioether functionalized ring-opening products could be transformed to sulfone and methionine analogs.

Journal of Organic Chemistry published new progress about Chemoselectivity. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, COA of Formula: C8H6ClNO.

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

Liu, Yuanyuan; Li, Yi; Zong, Linghui; Zhang, Jingyi published the artcile< Comparison of two rhodamine-based polystyrene solid-phase fluorescent sensors for mercury(II) determination>, Application In Synthesis of 950846-89-6, the main research area is rhodamine based polystyrene microsphere fluorescent sensor mercury ion determination.

Two novel rhodamine-based polystyrene solid-phase fluorescent sensors PS-AC-I and PS-AC-II with different coordination atoms (O or S) are synthesized and shown to be able to detect Hg(II) ions. They are characterized by Fourier-transform IR spectroscopy and by SEM anal. Their fluorescent properties, including response time, pH effects, fluorescence titrations, metal ion competition and recycling, are investigated and compared. Sensor PS-AC-II displayed higher selectivity and sensitivity to Hg(II), with a lower detection limit of 0.032μM, which was 15 times better than PS-AC-I. A detection mechanism involving the Hg(II) chelation-induced ring-opening of the rhodamine spirolactam is proposed with the aid of theor. calculations

Journal of Chemical Research published new progress about Fluorescence. 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

Adak, Arup Kumar; Dutta, Basudeb; Manna, Saikat Kumar; Sinha, Chittaranjan published the artcile< Rhodamine-Appended Benzophenone Probe for Trace Quantity Detection of Pd2+ in Living Cells>, Quality Control of 950846-89-6, the main research area is rhodamine benzophenone palladium living cell.

Designing a fluorogenic probe for the determination of Pd2+ is a challenging anal. task. Pd2+ is a potentially toxic and harmful substance even at a very low level of contamination in the end product. Herein, a promising spirolactam-functionalized chemosensor, rhodamine-appended benzophenone (HBR), is designed and characterized by spectroscopic (1H NMR, 13C NMR, ESI-MS, and FT-IR) data along with the single-crystal x-ray diffraction technique. It acts as a highly sensitive and selective fluorogenic chemosensor for Pd2+ ions over other environmentally relevant cations in aqueous ethanol (1:1, volume/volume) at pH 7.4. The limit of detection (LOD) is 34 nM that is far below the WHO recommended Pd uptake (47μM). The plausible mechanism involves the specific binding of HBR with Pd2+ and the formation of 1:1 stoichiometry of the complex, which has been supported by ESI-MS, FT-IR data, Job plot, and association constant data (Benesi-Hildebrand plot). The computation study has been attempted to explain the ring cleavage fluorescence enhancement scheme of HBR upon binding with Pd2+. Furthermore, this “”turn-on”” probe has successfully applied to image the Pd2+ ion in cultured MDA-MB-231 cells.

ACS Omega published new progress about Fluorescence spectroscopy. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Quality Control 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

Prasad, Bagineni; Das, Rabindra Nath; Jamroskovic, Jan; Kumar, Rajendra; Hedenstroem, Mattias; Sabouri, Nasim; Chorell, Erik published the artcile< The relation between position and chemical composition of bis-indole substituents determines their interactions with G-quadruplex DNA>, Safety of Methyl 1H-indole-7-carboxylate, the main research area is human DNA G quadruplex sidechain bis indole drug target; DNA structures; G-Quadruplexes; bis-indole; drug design; nitrogen heterocycles.

G-quadruplex (G4) DNA structures are linked to fundamental biol. processes and human diseases, which has triggered the development of compounds that affect these DNA structures. However, more knowledge is needed about how small mols. interact with G4 DNA structures. This study describes the development of a new class of bis-indoles (3,3-diindolyl-Me derivatives) and detailed studies of how they interact with G4 DNA using orthogonal assays, biophys. techniques, and computational studies. This revealed compounds that strongly bind and stabilize G4 DNA structures, and detailed binding interactions which for example, show that charge variance can play a key role in G4 DNA binding. Furthermore, the structure-activity relationships generated opened the possibilities to replace or introduce new substituents on the core structure, which is of key importance to optimize compound properties or introduce probes to further expand the possibilities of these compounds as tailored research tools to study G4 biol.

Chemistry – A European Journal published new progress about Animal gene, c-myc Role: BSU (Biological Study, Unclassified), PRP (Properties), BIOL (Biological Study). 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

Tan, Zhi-Yu; Wu, Ke-Xin; Huang, Lu-Shan; Wu, Run-Shi; Du, Zheng-Yu; Xu, Da-Zhen published the artcile< Iron-catalyzed cross-dehydrogenative coupling of indolin-2-ones with active methylenes for direct carbon-carbon double bond formation>, Electric Literature of 20870-77-3, the main research area is indolinone active methylene iron cross dehydrogenative coupling green; alkene preparation.

The iron-catalyzed cross-dehydrogenative coupling (CDC) of C(sp3)-H/C(sp3)-H bonds to afford olefins by 4H elimination is described. This method employs air (mol. oxygen) as an ideal oxidant, and is performed under mild, ligand-free and base-free conditions. H2O is the only byproduct. Good tolerance of functional groups and high yields have also been achieved. Preliminary mechanistic investigations suggest that the present transformation involves a radical process.

Green Chemistry published new progress about Active methylene compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Electric Literature of 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