Day: November 21, 2022

Martinez Porcel, Joaquin E. published the artcilePlasmonic silica-gold core-shell nanoparticles: Interaction with organic dyes for light-induced applications, Application of 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (2022), 114016, database is CAplus.

The interaction of plasmonic nanoparticles with ground- and excited states of dyes can strongly affect the fluorescence of the organic mols., as well as the generation of reactive oxygen species (ROS). This interaction can be exploited in bioimaging and photodynamic therapy (PDT) of tumors. In this line, we prepare here gold-decorated silica nanoparticles (SiO₂@Au NPs) via a novel method, which combines the synthesis of gold nuclei through reduction of a Au³⁺ salt, with a photochem. route driving the growth of the metallic nuclei. In this hybrid nanomaterial, the surface groups of the silica particle can potentially act as adsorption sites for the dyes in a range close to the gold nanoparticles, favoring the interaction. The ability of SiO₂@Au NPs to enhance fluorescence and generation of ROS upon irradiation of riboflavin and Rose Bengal is evaluated. SiO₂@Au enhance the fluorescence emission of both dyes, although through different mechanisms. The excitation of the flavin is enhanced, whereas for Rose Bengal the radiative decay rate is increased by the nanoparticles. For neither of the two dyes, SiO₂@Au affect ROS generation as measured by ESR (EPR) spectroscopy. However, the increase in fluorescence emission observed for both dyes demonstrates the potential application of SiO₂@Au in fluorescence-sensing methods and bioimaging.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Application of 2,2,6,6-Tetramethylpiperidin-4-one.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Kim, Hyojin published the artcileSynthesis and biological evaluation of thiazole derivatives as GPR119 agonists, Category: piperidines, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(23), 5213-5220, database is CAplus and MEDLINE.

A series of 4-(phenoxymethyl)thiazole derivatives was synthesized and evaluated for their GPR119 agonistic effect. Several 4-(phenoxymethyl)thiazoles with pyrrolidine-2,5-dione moieties showed potent GPR119 agonistic activities. Among them, compound I (R = F, Me) showed good in vitro activity with an EC₅₀ value of 49 nM and 18 nM, resp. with improved human and rat liver microsomal stability compare with MBX-2982. Compound I (R = F, Me) did not exhibit significant CYP inhibition, hERG binding, and cytotoxicity. Moreover, these compounds lowered the glucose excursion in mice in an oral glucose-tolerance test.

Bioorganic & Medicinal Chemistry Letters published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Chen, Lixue published the artcileThe synthesis of 4-arylamido-2-arylaminoprimidines as potent EGFR T790M/L858R inhibitors for NSCLC, Application In Synthesis of 39546-32-2, the publication is Bioorganic & Medicinal Chemistry (2018), 26(23-24), 6087-6095, database is CAplus and MEDLINE.

A series of 4-arylamido-2-arylaminoprimidines bearing acrylamide pharmacophore were synthesized as potent EGFR^T790M/L858R inhibitors among which I [R¹ = H, NR²R³ = N(CH₂CH₂)₂CHCONH₂] (IC₅₀ = 0.5872 nM), I [R¹ = H, NR²R³ = NMe₂] (IC₅₀ = 2.213 nM), or I [R¹ = 3,4-(MeO)₂, NR²R³ = N(CH₂CH₂)₂NMe] (II) (IC₅₀ = 12.57 nM) showed more potent anti-EGFR^T790M/L858R activity compared with AZD-9291 (IC₅₀ = 20.80 nM) and possessed high SI displaying 307.6, 56.5, or 12.5 for EGFR^T790M/L858R over the wild-type resp. II also showed pretty good activity against H 1975 cells with an IC₅₀ of 1.664 μM and exhibited low toxicity against the normal HBE cells (IC₅₀ > 20 μM). II had moderate selectivity for H 1975 over A 431 (SI = 7.0) and the other selected cell lines. Morphol. staining results further indicated that II could promote apoptosis. Hence, II was a promising compound for further investigation as a potential EGFR^T790M/L858R inhibitor for the treatment of NSCLC.

Bioorganic & Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Application In Synthesis of 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Gao, Yinyi published the artcileDevelopment of coumarine derivatives as potent anti-filovirus entry inhibitors targeting viral glycoprotein, Quality Control of 39546-32-2, the publication is European Journal of Medicinal Chemistry (2020), 112595, database is CAplus and MEDLINE.

Filoviruses, including Ebolavirus (EBOV), Marburgvirus (MARV) and Cuevavirus, cause hemorrhagic fevers in humans with up to 90% mortality rates. In the 2014-2016 West Africa Ebola epidemic, there are 15,261 laboratory confirmed cases and 11,325 total deaths. The lack of effective vaccines and medicines for the prevention and treatment of filovirus infection in humans stresses the urgency to develop antiviral therapeutics against filovirus-associated diseases. Our previous study identified a histamine receptor antagonist compound CP19 as an entry inhibitor against both EBOV and MARV. The preliminary structure-activity relationship (SAR) studies of CP19 showed that its piperidine, coumarin and linker were related with its antiviral activities. In this study, we performed detailed SAR studies on these groups with synthesized CP19 derivatives We discovered that 1) the piperidine group could be optimized with heterocycles, 2) the substitution groups of C3 and C4 of coumarin should be relatively large hydrophobic groups and 3) the linker part should be least substituted. Based on the SAR anal., we synthesized compound as a potent entry inhibitor of EBOV and MARV (IC₅₀ = 0.5μM for EBOV and 1.5μM for MARV). The mutation studies of Ebola glycoprotein and mol. docking studies showed that the coumarin and its substituted groups of compound 32 bind to the pocket of Ebola glycoprotein in a similar way to the published entry inhibitor compound 118a. However, the carboxamide group of compound 32 does not have strong interaction with N61 as compound 118a does. The coumarin skeleton structure and the binding model of compound 32 elucidated by this study could be utilized to guide further design and optimization of entry inhibitors targeting the filovirus glycoproteins.

European Journal of Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Quality Control of 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Wang, Yang published the artcileDihydropyrazole derivatives as telomerase inhibitors: Structure-based design, synthesis, SAR and anticancer evaluation in vitro and in vivo, Name: Piperidine-4-carboxamide, the publication is European Journal of Medicinal Chemistry (2016), 231-251, database is CAplus and MEDLINE.

In order to carry out more rational design, based on structure-based drug design, several series of N-substituted-dihydropyrazole derivatives, totally 78 compounds as potential human telomerase inhibitors were designed and synthesized. The results demonstrated that some compounds had potent anticancer activity against four tumor cell lines, and showed good selectivity on tumor cells over somatic cells. By the modified TRAP assay, compound I exhibited the most potent inhibitory activity against telomerase with an IC₅₀ value of 0.98 μM. In vivo evaluation results indicated that compound I could inhibit growth of S180 and HepG2 tumor-bearing mice, and it also significantly enhanced the survival rate of EAC tumor-bearing mice. The further results in vivo confirmed that it could significantly improve pathol. changes of N,N-diethylnitrosamine (DEN)-induced rat hepatic tumor. These data support further studies to assess rational design of more efficient telomerase inhibitors in the future.

European Journal of Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C9H8BNO2, Name: Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Xin, Chao published the artcileA novel melanin complex displayed the affinity to HepG2 cell membrane and nucleus, Quality Control of 39546-32-2, the publication is Materials Science & Engineering, C: Materials for Biological Applications (2021), 111923, database is CAplus and MEDLINE.

Chitosan-melanin complex from Catharsius molossus L. has proven to possess superior pharmaceutical excipient performance and may be the new source of water-soluble protein-free natural melanin. Herein, it was enzymically hydrolyzed into the chitooligosaccharide-melanin complex (CMC) whose main chem. units were composed of eumelanin and chitooligosaccharides and showed three-layer structures. Addnl., this biomacromol. could self-assemble into 40 nm nanoparticles (CMC Nps) in a weakly acidic aqueous solution Interestingly, CMC displayed strong affinity for cell membrane by binding the phosphatidylserine, glycoprotein, glycolipids and glycosaminoglycans accumulated on the surface of tumor cells, notably, CMC Nps could enter cells and mainly target the nucleus by interacting with DNA and/or RNA substrates located around the nucleus to disrupt the proliferation and apoptosis processes. The findings suggest CMC may be the novel material for subcellular organelle targeting of cancer cells.

Materials Science & Engineering, C: Materials for Biological Applications published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C11H19N, Quality Control of 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Mo, Jun published the artcileDesign, synthesis, in vitro and in vivo evaluation of benzylpiperidine-linked 1,3-dimethylbenzimidazolinones as cholinesterase inhibitors against Alzheimer’s disease, HPLC of Formula: 39546-32-2, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2020), 35(1), 330-343, database is CAplus and MEDLINE.

Cholinesterase inhibitor plays an important role in the treatment of patients with Alzheimer’s disease (AD). Herein, we report the medicinal chem. efforts leading to a new series of 1,3-dimethylbenzimidazolinone derivatives Among the synthesized compounds, and showed submicromolar IC₅₀ values (, eeAChE IC₅₀ = 0.39 ± 0.11μM; , eqBChE IC₅₀ = 0.16 ± 0.04μM) towards acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Kinetic and mol. modeling studies revealed that and act in a competitive manner. and showed neuroprotective effect against H₂O₂-induced oxidative damage on PC12 cells. This effect was further supported by their antioxidant activity determined in a DPPH assay in vitro. Morris water maze test confirmed the memory amelioration effect of the two compounds in a scopolamine-induced mouse model. Moreover, the hepatotoxicity of and was lower than tacrine. In summary, these data suggest and are promising multifunctional agents against AD.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, HPLC of Formula: 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Sundriyal, Sandeep published the artcileHistone lysine methyltransferase structure activity relationships that allow for segregation of G9a inhibition and anti-Plasmodium activity, Application In Synthesis of 39546-32-2, the publication is MedChemComm (2017), 8(5), 1069-1092, database is CAplus and MEDLINE.

Plasmodium falciparum HKMTs (PfHKMTs) play a key role in controlling Plasmodium gene expression and represent exciting new anti-malarial epigenetic targets. Using an inhibitor series derived from the diaminoquinazoline HKMT inhibitory chemotype, we have previously identified compounds with highly promising antimalarial activity, including irreversible asexual cycle blood stage-independent cytotoxic activity at nM concentrations, oral efficacy in in vivo models of disease, and the unprecedented ability to reactivate dormant liver stage parasites (hypnozoites). However, future development of this series will need to address host vs. parasite selectivity, where inhibitory activity against human G9a is removed from the lead compounds, while maintaining potent anti-Plasmodium activity. Herein, we report an extensive study of the SAR of this series against both G9a and P. falciparum. We have identified key SAR features which demonstrate that high parasite vs. G9a selectivity can be achieved by selecting appropriate substituents at position 2, 4 and 7 of the quinazoline ring. We have also, in turn, discovered that potent G9a inhibitors can be identified by employing a 6-carbon ‘Nle mimic’ at position 7. Together, this data suggests that while broadly similar, the G9a and potential PfHKMT target(s) binding pockets and/or binding modes of the diaminoquinazoline analogs exhibit clear and exploitable differences. Based on this, we believe this scaffold to have clear potential for development into a novel anti-malarial therapeutic.

MedChemComm published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H8N2, Application In Synthesis of 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Zuo, Zeping published the artcileDesign and biological evaluation of tetrahydropyridine derivatives as novel human GPR119 agonists, Recommanded Product: Piperidine-4-carboxamide, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(4), 126855, database is CAplus and MEDLINE.

A series of novel tetrahydropyridine derivatives were prepared and evaluated using cell-based measurements. Systematic optimization of general structure G-1 led to the identification of compound 4-((4-(1H-tetrazol-1-yl)phenoxy)methyl)-2-(1-(5-ethylpyrimidin-2-yl)1,2,3,6-tetrahydropyridin-4-yl)thiazole (EC₅₀ = 4.9 nM) and 2-(1-(5-ethylpyrimidin-2-yl)-1,2,3,6-tetrahydropyridin-4-yl)-4-((2-fluoro-4(1H-tetrazol-1-yl)phenoxy)methyl)thiazole (EC₅₀ = 8.8 nM) with high GPR119 agonism activity and moderate clog P. Through single and long-term pharmacodynamic experiments, compound 4-((4-(1H-tetrazol-1-yl)phenoxy)methyl)-2-(1-(5-ethylpyrimidin-2-yl)1,2,3,6-tetrahydropyridin-4-yl)thiazole showed a hypoglycemic effect and may have an effect on improving basal metabolic rate in DIO mice. Both in vitro and in vivo tests indicated that compound 4-((4-(1H-tetrazol-1-yl)phenoxy)methyl)-2-(1-(5-ethylpyrimidin-2-yl)1,2,3,6-tetrahydropyridin-4-yl)thiazole was a potential potent GPR119 agonist in allusion to T2DM treatment.

Bioorganic & Medicinal Chemistry Letters published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C9H7NO2, Recommanded Product: Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Del Bubba, Massimo published the artcileEnantiomeric resolution of chiral aromatic sulfoxides on non-commercial microcrystalline cellulose triacetate and commercial cellulose acetate plates, Quality Control of 4972-31-0, the publication is Journal of Planar Chromatography–Modern TLC (2012), 25(6), 498-503, database is CAplus.

This paper reports a number of original thin-layer chromatog. enantioseparations of chiral sulfoxides that are important for their use as drugs and drug metabolites or pesticides, obtained by elution with aqueous-alc. mixtures at different ratios. Noncom. microcrystalline cellulose triacetate and com. cellulose acetate (CEL 300-10/a.c., Macherey-Nagel) plates were compared for their chiral resolution power, evidencing the much better performances of the former. The linearity of the densitometric response as a function of the amount of each enantiomer applied to the plate was studied for selected compounds Correlation coefficients higher than or equal to 0.99 were obtained in all cases, and the feasibility of the quantification of the individual enantiomers at tens to hundreds of nanograms spotted was demonstrated.

Journal of Planar Chromatography–Modern TLC published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Quality Control of 4972-31-0.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem