Month: February 2023

Bioactivities and in silico study of Pergularia tomentosa L. phytochemicals as potent antimicrobial agents targeting type IIA topoisomerase, TyrRS, and Sap1 virulence proteins was written by Haddaji, Fatma;Papetti, Adele;Noumi, Emira;Colombo, Raffaella;Deshpande, Sumukh;Aouadi, Kaiss;Adnan, Mohd;Kadri, Adel;Selmi, Boulbaba;Snoussi, Mejdi. And the article was included in Environmental Science and Pollution Research in 2021.HPLC of Formula: 11024-24-1 This article mentions the following:

Pergularia tomentosa L. (P. tomentosa) has been largely used in Tunisian folk medicine as remedies against skin diseases, asthma, and bronchitis. The main objectives of this study were to identify phytochem. compounds that have antioxidant and antimicrobial properties from the stem, leaves, and fruit crude methanolic extracts of P. tomentosa, and to search for tyrosyl-tRNA synthetase (TyrRS), topoisomerase type IIA, and Candidapepsin-1 (SAP1) enzyme inhibitors through mol. docking study. Phytochem. quantification revealed that fruit and leaves extracts displayed the highest total flavonoids (582 mg QE/g Ex; 219 mg QE/g Ex) and tannins content (375 mg TAE/g Ex; 216 mg TAE/g Ex), also exhibiting significant scavenging activity to decrease free radicals for ABTS, DPPH, β-carotene, and FRAP assay with IC50 values (> 1 mg/mL). From the liquid chromatog.-mass spectrometry (LC-MS) anal., five polyphenolic compounds, namely digitoxigenin, digitonin glycoside and calactina in the leaves, kaempferol in the fruit, and calotropagenin in the stems, were identified. Mol. docking study affirmed that the binding affinity of calactin and actodigin to the active site of TyrRS, topoisomerase type IIA, and SAP1 target virulence proteins was the highest among the examined dominant compounds These phytocompounds could be further promoted as a candidate for drug discovery and development. In the experiment, the researchers used many compounds, for example, Digitonin (cas: 11024-24-1HPLC of Formula: 11024-24-1).

Digitonin (cas: 11024-24-1) belongs to tetrahydropyran derivatives. Numerous natural products have tetrahydropyran skeleton as the building block for designing new natural products and their derivatives e.g. aplysiatoxins, avermectins, oscillatoxins, talaromycins, latrunculins and acutiphycins. One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation of the 3,4-isomer of dihydropyran with Raney nickel.HPLC of Formula: 11024-24-1

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Cryo-EM structure of the human Kv3.1 channel reveals gating control by the cytoplasmic T1 domain was written by Chi, Gamma;Liang, Qiansheng;Sridhar, Akshay;Cowgill, John B.;Sader, Kasim;Radjainia, Mazdak;Qian, Pu;Castro-Hartmann, Pablo;Venkaya, Shayla;Singh, Nanki Kaur;McKinley, Gavin;Fernandez-Cid, Alejandra;Mukhopadhyay, Shubhashish M. M.;Burgess-Brown, Nicola A.;Delemotte, Lucie;Covarrubias, Manuel;Durr, Katharina L.. And the article was included in Nature Communications in 2022.HPLC of Formula: 11024-24-1 This article mentions the following:

Kv3 channels have distinctive gating kinetics tailored for rapid repolarization in fast-spiking neurons. Malfunction of this process due to genetic variants in the KCNC1 gene causes severe epileptic disorders, yet the structural determinants for the unusual gating properties remain elusive. Here, we present cryo-electron microscopy structures of the human Kv3.1a channel, revealing a unique arrangement of the cytoplasmic tetramerization domain T1 which facilitates interactions with C-terminal axonal targeting motif and key components of the gating machinery. Addnl. interactions between S1/S2 linker and turret domain strengthen the interface between voltage sensor and pore domain. Supported by mol. dynamics simulations, electrophysiol. and mutational analyses, we identify several residues in the S4/S5 linker which influence the gating kinetics and an electrostatic interaction between acidic residues in α6 of T1 and R449 in the pore-flanking S6T helixes. These findings provide insights into gating control and disease mechanisms and may guide strategies for the design of pharmaceutical drugs targeting Kv3 channels. In the experiment, the researchers used many compounds, for example, Digitonin (cas: 11024-24-1HPLC of Formula: 11024-24-1).

Digitonin (cas: 11024-24-1) belongs to tetrahydropyran derivatives. In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols. One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation of the 3,4-isomer of dihydropyran with Raney nickel.HPLC of Formula: 11024-24-1

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Unrecognized Intramolecular and Intermolecular Attractive Interactions between Fluorine-Containing Motifs and Ether, Carbonyl, and Amino Moieties was written by Wiberg, Kenneth B.;Bailey, William F.;Lambert, Kyle M.. And the article was included in Journal of Organic Chemistry in 2019.Related Products of 6581-66-4 This article mentions the following:

In order to elucidate to what extent Coulombic and other interactions contribute to the origins of contrasteric phenomena, we have identified a significant, previously unrecognized interaction between fluorine-containing motifs and groups or mols. containing main-group heteroatoms. The axial conformers of both 2-methoxy- and 2-trifluoromethoxytetrahydropyrans preferentially adopt a rotameric arrangement in which the OCH₃ and the OCF₃ groups are gauche to the ring oxygen. Given that one would expect a repulsive Columbic interaction to exist between the electroneg. fluorines of the CF₃ group and the ring oxygen in this rotameric orientation, this surprising result suggests that an attractive interaction exists between the CF₃ group and the oxygen of the ring. The generality and origin of this interaction was examined using nonpolar CF₄ to probe intermol. interactions with systems such as di-Me ether, trimethylamine, trimethylphosphine, and acetone. In each case there was an attractive interaction leading to formation of a complex. The attraction is not due to van der Waals forces. Rather, the fluorine lone pairs of the CF₄ often act as an electron donor in these complexes leading to a transfer of charge between the reactants and formation of the complex. These previously unrecognized fluorine-heteroatom interactions likely play a significant role in the context of understanding the binding interactions of medicinally relevant mols. or pharmaceuticals possessing fluorine-containing pharmacophores with their targets. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Related Products of 6581-66-4).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. The Prins reaction of homoallylic alcohols with aldehydes afforded an alternative method for the preparation of tetrahydropyrans.Related Products of 6581-66-4

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Synthesis of gem-Difluoroalkenes via Nickel-Catalyzed Reductive C-F and C-O Bond Cleavage was written by Lin, Zhiyang;Lan, Yun;Wang, Chuan. And the article was included in ACS Catalysis in 2019.Recommanded Product: 2-Methoxytetrahydro-2H-pyran This article mentions the following:

By merging C-O and C-F bond cleavage in cross-electrophile coupling, we developed a method for efficient synthesis of gem-difluoroalkenes with an alkoxy-substituent on the homoallylic position using easily accessible acetals as coupling partners with α-trifluoromethyl alkenes. Remarkably, this Ni-catalyzed allylic defluorinative cross-coupling reaction demonstrates high tolerance of a wide range of sensitive functional groups and proves to be applicable in late-stage functionalization of structurally complex compounds In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Recommanded Product: 2-Methoxytetrahydro-2H-pyran).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) belongs to tetrahydropyran derivatives. Tetrahydropyrans and furans principally constitute as a central motif in diverse medicinally privileged molecules. The most notable anticancer agent, bryostatin, and eribulin are marine macrolides having intriguing tetrahydropyran and furan motif. Recommanded Product: 2-Methoxytetrahydro-2H-pyran

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Ab initio molecular orbital calculation of carbohydrate model compounds. 2. Conformational analysis of axial and equatorial 2-methoxytetrahydropyrans was written by Tvaroska, Igor;Carver, Jeremy P.. And the article was included in Journal of Physical Chemistry in 1994.Application of 6581-66-4 This article mentions the following:

An ab initio study of the conformational behavior of α- and β-glycosidic linkages has been carried out on axial and equatorial 2-methoxytetrahydropyrans as models. The geometry of the conformers about the glycosidic C-O bond was determined by gradient optimization at the SCF level using the 4-21G and 6-31G* basis sets and at the second-order Moeller-Plesset level using the MP2/6-31G* basis set. The potential of rotation has been calculated using 4-21G, 6-31G*, 6-31+G*, MP2/6-31G*, and 6-311++G** basis sets. At all levels of theory, both axial and equatorial forms prefer the GT conformation around the C-O glycosidic bond. Conformational changes in bond lengths and angles at the anomeric center also display significant variations with computational methods, but structural trends are in fair agreement with experiment The corrections for the effect of zero-point energy, thermal energy, and entropy on the axial-equatorial energy difference at the 6-31G* level is -0.63 kcal/mol. After these corrections to the energy difference calculated at the 6-31G* level, the axial form is favored by 0.84 kcal/mol, in reasonable agreement with exptl. values of ΔG = 0.7-0.9 kcal/mol estimated for nonpolar solvents. Solvent effects reduce this energy difference; in the extreme case of water, a value of 0.24 kcal/mol was obtained. Complete torsional profiles have been obtained for rotation about the glycosidic C-O bond in eleven solvents, and the calculated energy differences are in fair agreement with exptl. data on 2-alkoxytetrahydropyrans in solutions The MM3 (ε = 1.5) force field reproduces the 6-31G* ab initio energy difference reasonably well, but barrier heights are in poor agreement with the ab initio data. The calculated energies and geometries provide an essential set of data for the parametrization of the behavior of acetal fragments in mol. mech. force fields for carbohydrates. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Application of 6581-66-4).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) belongs to tetrahydropyran derivatives. Tetrahydropyrans are useful synthons for biologically important compounds. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineApplication of 6581-66-4

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Decarboxylative Sulfinylation Enables a Direct, Metal-Free Access to Sulfoxides from Carboxylic Acids was written by Nguyen, Viet D.;Haug, Graham C.;Greco, Samuel G.;Trevino, Ramon;Karki, Guna B.;Arman, Hadi D.;Larionov, Oleg V.. And the article was included in Angewandte Chemie, International Edition in 2022.Product Details of 5337-03-1 This article mentions the following:

A data-guided development of direct decarboxylative sulfinylation that enables the previously inaccessible functional group interconversion of carboxylic acids to sulfoxides in a reaction with sulfinates was reported. Given the broad availability of carboxylic acids and the growing synthetic potential of sulfinates, the direct decarboxylative sulfinylation was poised to improve the structural diversity of synthetically accessible sulfoxides. The reaction was facilitated by a kinetically favored sulfoxide formation from the intermediate sulfinyl sulfones, despite the strong thermodn. preference for the sulfone formation, unveiling the previously unknown and chemoselective radicalophilic sulfinyl sulfone reactivity. In the experiment, the researchers used many compounds, for example, Tetrahydropyran-4-yl-carboxylic acid (cas: 5337-03-1Product Details of 5337-03-1).

Tetrahydropyran-4-yl-carboxylic acid (cas: 5337-03-1) belongs to tetrahydropyran derivatives. In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Product Details of 5337-03-1

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

A mild and efficient synthesis of chloro esters by cleavage of cyclic and acyclic ethers using Bi(NO₃)₃·5H₂O as catalyst under solvent-free conditions was written by Suresh, V.;Suryakiran, N.;Venkateswarlu, Y.. And the article was included in Canadian Journal of Chemistry in 2007.Application In Synthesis of 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran This article mentions the following:

A facile, efficient synthesis of chloro esters is described. The reaction of cyclic and acyclic ethers with acid chlorides in the presence of catalytic amounts of Bi(NO₃)₃·5H₂O under solvent-free conditions yielded the chloro esters, e.g., THF + AcCl → AcO(CH₂)₄Cl. Also, the catalyst can be recovered conveniently and reused efficiently at least six times. In the experiment, the researchers used many compounds, for example, 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5Application In Synthesis of 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran).

2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5) belongs to tetrahydropyran derivatives. Tetrahydropyran is a useful synthetic intermediate. Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and dihydropyran are common intermediates in organic synthesis. 2-(Arylmethylene)cyclopropylcarbinols could be converted to the corresponding tetrahydropyrans stereoselectively in the presence of Brønsted acids under mild conditions. A plausible Prins-type reaction mechanism has been proposed.Application In Synthesis of 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Minor saponins from the leaves of Panax ginseng C.A.Meyer was written by Chen, Yingjie;Xu, Suixu;Ma, Qifeng;Yao, Xinsheng;Ogihara, Yukio;Takeda, Tadahiro. And the article was included in Shenyang Yaoxueyuan Xuebao in 1987.COA of Formula: C36H62O8 This article mentions the following:

Five minor compounds isolated from the leaves of P. ginseng were characterized as 20(R)-protopanaxatriol, daucosterin, 3β,12β-dihydroxy-dammar-20(22),24-diene-3-O-β-D-glucopyranoside (I), 20(R)-protopanaxadiol-3-O-β-D-glucopyranoside (II), and ginsenoside Rh₂, resp., on the basis of spectral analyses and chem. evidence. The two new saponins, I and II, were named as ginsenoside Rh₃ and 20(R)-ginsenoside Rh₂. Nine other major saponins obtained simultaneously were identical with ginsenoside Rh₁, -Rg₃, -Rg₂, -Rg₁, -Re, -Rd, -Rc, -Rb₂ and Rb₁ resp. In the experiment, the researchers used many compounds, for example, 20(R)-Ginsenoside Rh2 (cas: 112246-15-8COA of Formula: C36H62O8).

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineCOA of Formula: C36H62O8

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Organophotoredox-catalyzed semipinacol rearrangement via radical-polar crossover was written by Kodo, Taiga;Nagao, Kazunori;Ohmiya, Hirohisa. And the article was included in Nature Communications in 2022.COA of Formula: C6H10O3 This article mentions the following:

The organophotoredox-catalyzed semipinacol rearrangement via radical-polar crossover (RPC) was reported. A phenothiazine-based organophotoredox catalyst facilitates the generation of an α-hydroxy non-benzylic alkyl radical followed by oxidation to the corresponding carbocation, which was exploited to undergo the semipinacol rearrangement. As a result, the photochem. approach enables decarboxylative semipinacol rearrangement of β-hydroxycarboxylic acid derivatives and alkylative semipinacol type rearrangement of allyl alcs. with carbon electrophiles, producing α-quaternary or α-tertiary carbonyls bearing sp³-rich scaffolds. In the experiment, the researchers used many compounds, for example, Tetrahydropyran-4-yl-carboxylic acid (cas: 5337-03-1COA of Formula: C6H10O3).

Tetrahydropyran-4-yl-carboxylic acid (cas: 5337-03-1) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation of the 3,4-isomer of dihydropyran with Raney nickel.COA of Formula: C6H10O3

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics