Month: October 2022

Becker, Daniel P.; Flynn, Daniel L.; Moormann, Alan E.; Nosal, Roger; Villamil, Clara I.; Loeffler, Richard; Gullikson, Gary W.; Moummi, Chafiq; Yang, Dai-C. published the artcile< Pyrrolizidine esters and amides as 5-HT4 receptor agonists and antagonists>, Name: 5-Fluoro-1H-indole-3-carboxylic acid, the main research area is pyrrolizidine arylamide preparation 5HT4 antagonist; arylester pyrrolizidine preparation 5HT4 agonist.

A series of pyrrolizidine esters, amides, and ureas was prepared and tested for 5-HT4 and 5-HT3 receptor binding, 5-HT4 receptor agonism in the rat tunica muscularis mucosae assay (TMM), and for 5-HT3 receptor-mediated functional antagonism in the Bezold-Jarisch reflex assay. Several pyrrolizidine derivatives were identified with high affinity for the 5-HT4 receptor, including benzamide I (SC-53116), a potent and selective 5-HT4 partial agonist that exhibits efficacy in promoting antral contractions and activity in promoting gastric emptying in canine models. Also discovered were 5-HT4 receptor antagonists, including imidazopyridine amide II (SC-53606), which was a potent and selective 5-HT4 receptor antagonist with a pA2 value of 8.13 in the rat TMM assay. N-Me indole ester III was identified as a potent 5-HT4 antagonist with a pA2 value of 8.93. High selectivity was observed for these pyrrolizidine derivatives vs. other monoamine receptors, including 5-HT1, 5-HT2, D1, D2, α1, α2, and β receptors.

Journal of Medicinal Chemistry published new progress about 5-HT receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Name: 5-Fluoro-1H-indole-3-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

Shellaiah, Muthaiah; Thirumalaivasan, Natesan; Aazaad, Basheer; Awasthi, Kamlesh; Sun, Kien Wen; Wu, Shu-Pao; Lin, Ming-Chang; Ohta, Nobuhiro published the artcile< Novel rhodamine probe for colorimetric and fluorescent detection of Fe3+ ions in aqueous media with cellular imaging>, Related Products of 950846-89-6, the main research area is rhodamine probe colorimetry fluorescent iron cell imaging; Colorimetric recognition; Fluorescent “turn-on”; Nanomolar detection; Photoinduced energy transfer; Reversible Fe(3+) sensor; Rhodamine-pyridine conjugate.

A novel rhodamine-pyridine conjugated spectroscopic probe RhP (I) was synthesized and its x-ray single crystalline properties were revealed with tabulation. The RhP displayed a distinct pale-pink colorimetric and “”turn-on”” fluorescent response to Fe3+ in aqueous media [H2O:DMSO (95:5, volume/volume)] than that of other interfering ions. During the Fe3+ recognition, the absorption (UV-visible) and photoluminescence (PL) spectral studies revealed new peaks at 561 and 592 nm, resp. The 1:1 stoichiometry and binding sites were verified by Job′s plot, ESI-mass, and 1H NMR titrations Subsequently, LOD and binding constant for RhP + Fe3+ complex were estimated as 102.3 nM and 6.265 × 104 M-1 from linear fitting and Benesi-Hildebrand plots, correspondingly. Sensor reversibility of RhP + Fe3+ by EDTA was demonstrated by UV/PL and TRPL studies. Moreover, the photoinduced energy transfer mechanism and band gap changes were established from the DFT interrogations. Lastly, cellular imaging studies were carried out to authenticate the real applicability of RhP in Fe3+ detection.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Colorimetry. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Related Products 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

Luo, Yang-Hui; Sun, Bai-Wang published the artcile< An investigation into the substituent effect of halogen atoms on the crystal structures of indole-3-carboxylic acid (ICA)>, Application of C9H6FNO2, the main research area is halogen atom crystal structure indolecarboxylic acid ICA.

A study into the substituent effect of halogen atoms (F, Cl, Br) on the crystal structure of indole-3-carboxylic acid (ICA) was prepared The study was done through the aspect of crystal structure, intermol. interactions and π···π stacking motifs with the assistance of IR spectra, elemental analyses, NMR spectra, DSC, thermogravimetric analyses (TGA) and hot stage microscopy (HSM) measurements. The different kinds of halogen atoms and the different substituted positions have a significant effect on the crystal structures, mol. π···π stacking motifs and the kinds of intermol. interactions. The authors further correlated the m.ps. of the ICAs with the H-H, O-H and X-H (X = F, Cl, Br) interactions, and found a pos. correlation between them.

CrystEngComm published new progress about Correlation analysis. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Application of C9H6FNO2.

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

Song, Fan; Yang, Chao; Shao, Xiaotao; Du, Lei; Zhu, Jing; Kan, Chun published the artcile< A reversible ""turn-off-on"" fluorescent probe for real-time visualization of mercury(II) in environmental samples and its biological applications>, Related Products of 950846-89-6, the main research area is reversible fluorescent probe visualization mercury environmental sample biol application.

In this study, we synthesized a novel fluorescent probe (S-TC) based on Thiooxo-Rhodamine B. In the design of the probe, we sulfided carbonyl groups of rhodamine spironolactam to thiocarbonyl groups. C=S functional group was used as a recognition group for Hg2+. S-TC has a good spectral response to Hg2+ in the EtOH/H2O solution (1:1, volume/volume) with low detection limits and high binding constants The detection limit and the association constant was calculated as 0.077 μM and 1.70 × 104 M-1, resp. S-TC displayed the traditional reversible “”turn-off-on”” fluorescence change with 1:1 binding stoichiometry. It is feasible to detect Hg2+ in real environmental water by S-TC. Biol. experiments demonstrated that S-TC can be used to detect to Hg2+ in living cells, animals and plant tissues.

Dyes and Pigments published new progress about Colorimetry. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Related Products 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

Rassi, Somayeh; Baharfar, Robabeh published the artcile< Synthesis of indole based amides using immobilized lipase on graphene oxide (GO@lipase) as a retrievable heterogeneous nano biocatalyst>, SDS of cas: 399-76-8, the main research area is lipase immobilized graphene oxide catalyst preparation thermal stability; indolyl carboxylic acid benzaldehyde alkyl isocyanide lipase Passerini reaction; phenyl alkylamino oxoethyl indolyl carboxylate preparation green chem.

A green and efficient one-pot procedure to achieved indole based amides using Passerini reaction involving indole-2-carboxylic acids, benzaldehydes and alkyl isocyanides in the presence of immobilized lipase on graphene oxide as a heterogeneous nano biocatalyst was developed. This method has the advantages of simple operation, mild reaction conditions and good to excellent yields. The features of this method are highlighted by using a retrievable nanostructure catalyst. This process was asserted to be efficient in the synthesis of indole derivatives

Polyhedron published new progress about Amides Role: BPN (Biosynthetic Preparation), BIOL (Biological Study), PREP (Preparation). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, SDS of cas: 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

Blackburn, Chester; Tai, Hongyun; Salerno, Martina; Wang, Xi; Hartsuiker, Edgar; Wang, Wenxin published the artcile< Folic acid and rhodamine labelled pH responsive hyperbranched polymers: Synthesis, characterization and cell uptake studies>, Computed Properties of 950846-89-6, the main research area is folic acid rhodamine labeled hyperbranched polymer cell uptake pH.

Here, we report the synthesis of novel folated and fluorescent labeled pH responsive hyperbranched polymers (HBPs) via reversible addition fragmentation chain-transfer (RAFT) co-polymerization of 2-Pr acrylic acid (PAA), 2-(dimethylamino) Et methacrylate (DMAEMA) and disulfide diacrylate (DSDA) using 4-cyano-4-(((dodecylthio)carbonothioyl)thio)pentanoic acid (CDCTPA) as RAFT agent and post functionalization via bioconjugation techniques. The resultant HBPs were characterized by NMR Spectroscopy (NMR) and Size Exclusion Chromatog. (SEC). Dynamic Light Scattering (DLS) technique was used to measure the size changes of HPBs in solutions at different pH values to demonstrate pH responsiveness of the polymers. The cell uptake evaluations on these folated and fluorescent labeled HBPs were carried out using HeLa cell line and confirmed by confocal images. The results show that we have successfully synthesized the desired multifunctional hyperbranched poly (PAA-co-DMAEMA-co-DSDA) with a pH responsive characteristic and the potentials for use as a drug delivery vehicle.

European Polymer Journal published new progress about Biological uptake. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Computed Properties 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

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