Month: November 2022

Puerto Galvis, Carlos E. published the artcileRegio- and stereoselective synthesis of spirooxindole 1′-nitro pyrrolizidines with five concurrent stereocenters under aqueous medium and their bioprospection using the zebrafish (Danio rerio) embryo model, Category: catalysis-chemistry, the publication is Organic & Biomolecular Chemistry (2013), 11(42), 7372-7386, database is CAplus and MEDLINE.

A highly regio- and stereoselective method has been developed and expanded for the synthesis of a 20-membered library of spirooxindole 1′-nitro pyrrolizidines, e.g. I, via 1,3-dipolar cycloaddition of azomethine ylides, generated in situ by a decarboxylative route from a common set of diverse isatins and L-proline derivatives, with substituted ¦Â-nitrostyrenes under aqueous medium. Among various reaction conditions, water proved to be necessary for the interaction of the reagents as well as heating the reaction at 90¡ã for one hour, during which time the desired products were obtained in good yields and with excellent regio- and stereoselectivities. We subsequently applied in silico drug discovery computational methods to (i) identify the ADME properties, based on Lipinski’s rule, (ii) screen the toxicol. profile, and (iii) predict the penetration through the blood brain barrier (BBB) of the synthesized compounds Next, the LC₅₀ values of all these spirocyclic oxindoles were determined in zebrafish embryos cultured individually in buffer solutions of each compound and, finally, the phenotypes induced by these mols. in the zebrafish embryos at concentrations below their LC₅₀ were analyzed at 48, 72 and 96 h post fertilization.

Organic & Biomolecular Chemistry published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Brand, Yaneth M. published the artcileCombretastatin A-4: the antitubulin agent that inspired the design and synthesis of styrene and spiroisatin hybrids as promising cytotoxic, antifungal and antiviral compounds, COA of Formula: C10H11NO4, the publication is Journal of the Brazilian Chemical Society (2020), 31(5), 999-1010, database is CAplus.

The design of a series of styrene and spiroisatin hybrids was based on the structure of combretastatin A-4 1. This library of 20 compounds were synthesized with the pharmacophoric units: 3,4,5-trimethoxy or/and 4-hydroxy-3-methoxy Ph moities in their structure. Thereby, the libraries of beta-nitrostyrenes 10a-10c, spiroisatin-dihydroquinolines 14a-14c, spiroisatinthiazolidinones 17a-17c and spiroisatin-nitropyrrolizidines 20a-20k were evaluated for their in vitro cytotoxic, anti-proliferative, antifungal and antiviral activities. Biol. results revealed that among these compounds, beta-nitrostyrenes 10a-10c exhibited significant cytotoxicity (HeLa and Jurkat tumor cells) and antifungal (T. mentagrophytes) activities. Moreover, the spiroisatindihydroquinoline 14a and 14c showed promising cytotoxicity (U937 cells). 14a-14c mols. were active against human herpesviruses serotypes 1 and 2 (HHV-1 and HHV-2), but only 14a and 14b were effective against dengue virus serotype 2 (DENV-2). The spiroisatin-nitropyrrolizidine 20c exhibited moderate anti-herpetic activity, while 17c spiroisatin-thiazolidinone derivative also reduced the infection of HHV-1 and DENV-2. Finally, the mol. docking showed that these kind of mols. interact with the subunit a/beta-tubulin.

Journal of the Brazilian Chemical Society published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, COA of Formula: C10H11NO4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zubkov, Mikhail O. published the artcilePhotocatalyzed Decarboxylative Thiolation of Carboxylic Acids Enabled by Fluorinated Disulfide, SDS of cas: 2051-95-8, the publication is Organic Letters (2022), 24(12), 2354-2358, database is CAplus and MEDLINE.

Thiolation of carboxylic acids using a disulfide reagent having tetrafluoropyridinyl groups was described. The light-mediated process was performed using an acridine-type photocatalyst. Primary, secondary, tertiary and heteroatom-substituted carboxylic acids could be thiolated, and the method could be applied to the late-stage modification of a range of naturally occurring compounds and drugs. The fluorinated pyridine fragment was believed to enable the C-S bond formation. The resulting sulfides were used as redox-active radical precursors.

Organic Letters published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C6H8N2, SDS of cas: 2051-95-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zubkov, Mikhail O. published the artcilePhotocatalyzed Decarboxylative Thiolation of Carboxylic Acids Enabled by Fluorinated Disulfide, Application In Synthesis of 118-90-1, the publication is Organic Letters (2022), 24(12), 2354-2358, database is CAplus and MEDLINE.

Thiolation of carboxylic acids using a disulfide reagent having tetrafluoropyridinyl groups was described. The light-mediated process was performed using an acridine-type photocatalyst. Primary, secondary, tertiary and heteroatom-substituted carboxylic acids could be thiolated, and the method could be applied to the late-stage modification of a range of naturally occurring compounds and drugs. The fluorinated pyridine fragment was believed to enable the C-S bond formation. The resulting sulfides were used as redox-active radical precursors.

Organic Letters published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H6ClF3, Application In Synthesis of 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kuznetsov, A. I. published the artcileHeteroadamantanes and their derivatives. 4. Synthesis of 1,3,5-triazaadamantane, Recommanded Product: 1,3,5-Triazaadamantan-7-amine, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1985), 837-40, database is CAplus.

7-Hydroxyamino- and 7-amino-1,3,5-triazaadamantane I [R = NHOH, NH₂ (II)] were obtained in 67 and 90.3%, resp., by reduction of the 7-nitro derivative by N₂H₄.H₂O in the presence of Raney Ni. Treating II with concentrated HBr and aqueous NaNO₂ gave 52.9% I (R = Br) which was debrominated by N₂H₄.H₂O in the presence of Raney Ni to give 95% title compound I (R = H). The latter was also obtained from I (R = SCN) in 60.3% yield by treatment with Raney Ni in Me₂CHOH.

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 14707-75-6. 14707-75-6 belongs to catalysis-chemistry, auxiliary class Triazinanes, name is 1,3,5-Triazaadamantan-7-amine, and the molecular formula is C7H14N4, Recommanded Product: 1,3,5-Triazaadamantan-7-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Shao, Yu published the artcileSingle Solid Precursor-Derived Three-Dimensional Nanowire Networks of CuZn-Silicate for CO₂ Hydrogenation to Methanol, Safety of 3-(Trimethoxysilyl)propan-1-amine, the publication is ACS Catalysis (2022), 12(10), 5750-5765, database is CAplus.

Hydrogenation of CO₂ to MeOH is one of the most promising technologies in mitigating the emissions of CO₂ and tackling the challenge of climate change. In this work, we present a synthetic protocol for preparing a Cu-ZnO-based heterogeneous catalyst supported by siliceous nanowire networks from a single solid precursor with a tunable composition The resulting Si-Cu-Zn catalysts were evaluated with the MeOH synthesis from the CO₂ hydrogenation reaction operated at moderate conditions (30 barg and 200-280¡ãC). A specific MeOH yield of 402 mg_MeOH¡¤g_Cu^-1¡¤h^-1 and a MeOH selectivity of 51% were obtained at 240¡ãC. Such a performance was attributed to several structural and compositional merits, granted through the attentively engineered synthetic procedures. Small Cu nanoparticle (NP) size was achieved and maintained by the high dispersion of Cu to the at. level in the precatalyst and the incorporation of ZnO as a structural promoter. Moreover, the desirable Cu-ZnO synergistic effect can be further attained from the strong metal-support interaction (SMSI) between the Cu NPs and the partially reduced ZnO phase. Lastly, the robust siliceous nanowire networks provided decent spatial confinement to contain the growth of Cu NPs while offering high accessibility with the macroscopic porous morphol. The catalyst exhibited stable performance over a week’s long stability test while keeping its structural integrity intact. Overall, this study may offer an alternative design and synthesis strategy for the well-received Cu-ZnO system to approach its high performance in CO₂ hydrogenation.

ACS Catalysis published new progress about 13822-56-5. 13822-56-5 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is 3-(Trimethoxysilyl)propan-1-amine, and the molecular formula is C13H19Br2ClN2O, Safety of 3-(Trimethoxysilyl)propan-1-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hara, Toshihiko published the artcileDevelopment of ¹⁸F-fluoroethylcholine for cancer imaging with PET: synthesis, biochemistry, and prostate cancer imaging, Related Products of catalysis-chemistry, the publication is Journal of Nuclear Medicine (2002), 43(2), 187-199, database is CAplus and MEDLINE.

The effectiveness of ¹¹C-choline PET in detecting various cancers, including prostate cancer, is well established. This study was aimed at developing an ¹⁸F-substituted choline analog, ¹⁸F-fluoroethylcholine (FECh), as a tracer of cancer detection. Methods: No-carrier-added ¹⁸F-FECh was synthesized by 2-step reactions: First, tetrabutylammonium (TBA) ¹⁸F-fluoride was reacted with 1,2-bis(tosyloxy)ethane to yield 2-¹⁸F-fluoroethyl tosylate; and second, 2-¹⁸F-fluoroethyl tosylate was reacted with N,N-dimethylethanolamine to yield ¹⁸F-FECh, which was then purified by chromatog. An automated apparatus was constructed for preparation of the ¹⁸F-FECh injection solution In vitro experiments were performed to examine the uptake of ¹⁸F-FECh in Ehrlich ascites tumor cells, and the metabolites were analyzed by solvent extraction followed by various kinds of chromatog. Clin. studies of ¹⁸F-FECh PET were performed on patients with untreated primary prostate cancer as follows: A dynamic ¹⁸F-FECh PET study was performed on 1 patient and static PET studies were performed on 16 patients, and the data were compared with those of ¹¹C-choline PET on the same patients. Results: ¹⁸F-FECh was prepared in high yield and purity. The performance of the automated apparatus was excellent. The in vitro experiment revealed that ¹⁸F-FECh was incorporated into tumor cells by active transport, then phosphorylated (yielding phosphoryl-¹⁸F-FECh) in the cells, and finally integrated into phospholipids. The clin. PET studies showed marked uptake of ¹⁸F-FECh in prostate cancer. A dynamic PET study on 1 patient revealed that the blood level of ¹⁸F-FECh decreased rapidly (in 1 min), the prostate cancer level became almost maximal in a short period (1.5 min) and it remained constant for a long time (60 min), and the urinary radioactivity became prominent after a short time lag (5 min). Static PET studies conducted under bladder irrigation showed no difference between ¹⁸F-FECh uptake and ¹¹C-choline uptake in prostate cancer. However, ¹⁸F-FECh gave a slightly higher spatial resolution of the image, which was attributed to the shorter positron range of ¹⁸F. Conclusion: The synthesis of ¹⁸F-FECh was easy and reliable. ¹⁸F-FECh PET was very effective in detecting prostate cancer in patients. The chem. trap, consisting of active transport of ¹⁸F-FECh and formation of phosphoryl-¹⁸F-FECh, seemed to be involved in the uptake mechanism of ¹⁸F-FECh in tumors.

Journal of Nuclear Medicine published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Ovseenko, L. V. published the artcileBulk properties of solutions of the acetates of primary aliphatic amines, Name: Dodecylamineacetate, the publication is Kolloidnyi Zhurnal (1992), 54(1), 121-4, database is CAplus.

The colloid-chem. properties of aqueous primary aliphatic amine acetates containing C₁₂-C₁₈ hydrocarbon radicals were studied by conductometric and viscosimetric methods. The critical concentrations of spherical micelle formation (CCM_I) and of the transition of micelles from the spherical to nonspherical form (CCM_II) were determined This is accompanied by a decrease in the molar volume of a hydrated micelle and by a change in the structural-rheol. properties of the system.

Kolloidnyi Zhurnal published new progress about 2016-56-0. 2016-56-0 belongs to catalysis-chemistry, auxiliary class Active Esterification, name is Dodecylamineacetate, and the molecular formula is C14H31NO2, Name: Dodecylamineacetate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Ovseenko, L. V. published the artcileStructure formation in the solutions of aliphatic amines by solubilization of monohydric alcohols, Formula: C14H31NO2, the publication is Kolloidnyi Zhurnal (1993), 55(6), 70-3, database is CAplus.

The influence of aliphatic alcs. (n-hexanol, n-octanol) on micellar properties was studied for solutions of primary aliphatic amine acetates with alkyl chain lengths C₁₂-C₁₈. Small amounts of the alcs. decrease the CMC₁ of amine salt and increase the CMC₂, broadening the region of spherical micelle existence. This in turn influences the state of these collectors in concentrated electrolyte solutions, and their adsorption and flotation activities.

Kolloidnyi Zhurnal published new progress about 2016-56-0. 2016-56-0 belongs to catalysis-chemistry, auxiliary class Active Esterification, name is Dodecylamineacetate, and the molecular formula is C14H31NO2, Formula: C14H31NO2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Volpina, Olga M. published the artcileProteolytic degradation patterns of the receptor for advanced glycation end products peptide fragments correlate with their neuroprotective activity in Alzheimer’s disease models, HPLC of Formula: 71989-31-6, the publication is Drug Development Research (2021), 82(8), 1217-1226, database is CAplus and MEDLINE.

The receptor for advanced glycation end products (RAGE) plays an essential role in Alzheimer’s disease (AD). We previously demonstrated that a fragment (60-76) of RAGE improved the memory of olfactory bulbectomized (OBX) and Tg 5 x FAD mice – animal models of AD. The peptide analog (60-76) with protected N- and C-terminal groups was more active than the free peptide in Tg 5 x FAD mice. This study investigated proteolytic cleavage of the RAGE fragment (60-76) and its C- and N-terminally modified analog by blood serum using HPLC and mass spectrometry. The modified peptide was proteolyzed slower than the free peptide. Degrading the protected analog resulted in shortened fragments with memory-enhancing effects, whereas the free peptide yielded inactive fragments. After administering the different peptides to OBX mice, their performance in a spatial memory task revealed that the ED of the modified peptide was five times lower than that of the free peptide. HPLC and mass spectrometry anal. of the proteolytic products allowed us to clarify the differences in the neuroprotective activity conferred by administering these two peptides to AD animal models. The current study suggests that the modified RAGE fragment is more promising for the development of anti-AD therapy than its free analog.

Drug Development Research published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H28B2O4S2, HPLC of Formula: 71989-31-6.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia