Month: September 2022

Feng, Guang-Jing;Wang, Shuang-Shuang;Lv, Jian;Luo, Tao;Wu, Yuzhou;Dong, Hai published 《Improved Synthesis of 1-Glycosyl Thioacetates and Its Application in the Synthesis of Thioglucoside Gliflozin Analogues》. The research results were published in《European Journal of Organic Chemistry》 in 2021.Formula: C20H36AuO9PS The article conveys some information:

An improved method to synthesize 1-glycosyl thioacetates was developed, where per-O-acetylated glycoses were allowed to directly react with potassium thioacetate (KSAc) in the presence of BF₃ · Et₂O in Et acetate under mild conditions. This method not only overcomes the disadvantage of the traditional one-step method, which is that the odorous and toxic thioacetic acid has to be used, but also overcomes the disadvantage of the traditional two-step method, which is that the unstable intermediate, glycosyl halide, has to be synthesized from the per-O-acetylated glycose in advance. Based on this, the per-O-acetylated glucosyl disulfide and the per-O-acetylated glucosyl 1-thiol were efficiently synthesized in high yields (91% and 90% resp.) starting from per-O-acetylated glycoses in two-step without the need to isolate intermediate products. Through metal-catalyzed cross-coupling of per-O-acetylated glucosyl 1-thiol with aryl-iodide under very mild conditions, two thioglucoside gliflozin analogs were efficiently synthesized in high yields for the first time. These two thioglucoside gliflozin analogs I and II were further confirmed to be stable to hydrolysis of β-glucosidase. And ((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold (cas: 34031-32-8) was used in the research process.

((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold(cas: 34031-32-8) is a gold(I)-phosphine thiolate small molecule described to produce antiinflammatory and antiarthritic effects.Formula: C20H36AuO9PS

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Yang, Zhibin;Huang, Sheng;Liu, Yu;Chang, Xingyu;Liang, Yanshan;Li, Xi;Xu, Zhongren;Wang, Shiyu;Lu, Yunlong;Liu, Yuan;Liu, Wukun published 《Biotin-Targeted Au(I) Radiosensitizer for Cancer Synergistic Therapy by Intervening with Redox Homeostasis and Inducing Ferroptosis》. The research results were published in《Journal of Medicinal Chemistry》 in 2022.Product Details of 34031-32-8 The article conveys some information:

The search for highly selective sensitizers with a novel mechanism for tumor targeting therapy is of considerable interest. In this work, we have developed a series of new biotin-targeted Au(I) complexes. Through systematic biol. evaluation and comparison, biotinylated Au(I) complex 3a containing a triphenylphosphine ligand was screened, as it realized both prominent efficient inhibition and selective cytotoxicity to cancer cells, and the effect was better than that of popularly used auranofin. Meanwhile, complex 3a, as a potent radiosensitizer, enhances anticancer effects in vitro and in vivo and has sensitization selectivity. From the action mechanism study, we provide evidence that complex 3a could intervene in redox homeostasis through targeted binding and strong suppression of thioredoxin reductase (TrxR) and induce the ferroptosis death process, enabling it to sensitize tumor cells to radiotherapy. Thus, complex 3a has enormous potential as an efficient and specific radiosensitizing agent in cancer therapy. And ((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold (cas: 34031-32-8) was used in the research process.

((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold(cas: 34031-32-8) is a potent inhibitor of selenoenzyme thioredoxin reductase (TrxR), which is involved in defense against oxidative stress.Product Details of 34031-32-8

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Gonzalez-Esguevillas, Maria;Pascual-Escudero, Ana;Adrio, Javier;Carretero, Juan C. published 《Highly selective copper-catalyzed asymmetric [3+2] cycloaddition of azomethine ylides with acyclic 1,3-dienes》 in 2015. The article was appeared in 《Chemistry – A European Journal》. They have made some progress in their research.COA of Formula: C48H28F24O4P2 The article mentions the following:

The first examples of the catalytic asym. 1,3-dipolar cycloaddition of azomethine ylides with acyclic activated 1,3-dienes/1,3-enynes was described. Under copper catalysis, a selective cycloaddition at the terminal γ,δ-C=C bond was observed In addition, depending on the ligand used, either the exo or endo adduct of pyrrolidines e.g.I [Ar = C₆H₅, 4-MeC₆H₄, 2-BrC₆H₄, etc.] could be obtained with high selectivity. Under appropriate reaction conditions, the acyclic 1,6-addition product was detected, suggesting a stepwise mechanism. The resulting pyrrolidines were suitable substrates for further access to polycyclic systems, as highlighted by the preparation of hexahydrochromeno[4,3-b]pyrrole and the tetracyclic core of the alkaloid gracilamine.(R)-2,2′-Bis[bis(3,5-trifluoromethylphenyl)phosphino]-4,4′,6,6′-tetramethoxy)-1,1′-biphenyl (cas: 1365531-84-5) were involved in the experimental procedure.

(R)-2,2′-Bis[bis(3,5-trifluoromethylphenyl)phosphino]-4,4′,6,6′-tetramethoxy)-1,1′-biphenyl(cas: 1365531-84-5) is a compound of chiral-phosphine-ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge.COA of Formula: C48H28F24O4P2

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

HPLC of Formula: 34031-32-8In 2021, Xie, Ming-Zhang;Guo, Chun;Dong, Jia-Qi;Zhang, Jie;Sun, Ke-Tao;Lu, Guang-Jian;Wang, Lei;Bo, De-Ying;Jiao, Lu-Yang;Zhao, Guo-An published 《Glyoxal damages human aortic endothelial cells by perturbing the glutathione, mitochondrial membrane potential, and mitogen-activated protein kinase pathways》. 《BMC Cardiovascular Disorders》published the findings. The article contains the following contents:

Exposure to glyoxal, the smallest dialdehyde, is associated with several diseases; humans are routinely exposed to glyoxal because of its ubiquitous presence in foods and the environment. The aim of this study was to examine the damage caused by glyoxal in human aortic endothelial cells. Cell survival assays and quant. fluorescence assays were performed to measure DNA damage; oxidative stress was detected by colorimetric assays and quant. fluorescence, and the mitogen-activated protein kinase pathways were assessed using western blotting. Exposure to glyoxal was found to be linked to abnormal glutathione activity, the collapse of mitochondrial membrane potential, and the activation of mitogen-activated protein kinase pathways. However, DNA damage and thioredoxin oxidation were not induced by dialdehydes. Intracellular glutathione, members of the mitogen-activated protein kinase pathways, and the mitochondrial membrane potential are all critical targets of glyoxal. These findings provide novel insights into the mol. mechanisms perturbed by glyoxal, and may facilitate the development of new therapeutics and diagnostic markers for cardiovascular diseases.((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold (cas: 34031-32-8) were involved in the experimental procedure.

((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold(cas: 34031-32-8) is a gold(I)-phosphine thiolate small molecule described to produce antiinflammatory and antiarthritic effects.HPLC of Formula: 34031-32-8

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Recommanded Product: (11bS)-2,6-Dimethyl-N,N-bis(1-phenylethyl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amineIn 1999, Imbos, Rosalinde;Brilman, Mirjan H. G.;Pineschi, Mauro;Feringa, Ben L. published 《Highly Enantioselective Catalytic Conjugate Additions to Cyclohexadienones》. 《Organic Letters》published the findings. The article contains the following contents:

Enantioselective copper phosphoramidite-catalyzed conjugate addition of dialkylzinc reagents (R₂Zn) to several 4,4-disubstituted cyclohexadienones was achieved with diastereomeric ratios of up to 99/1 and enantiomeric excess of up to 99%. A catalyst generated from copper triflate and (S)-N,N-bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine showed high levels of stereoselectivity in the 1,4-addition to sym. dienones. The experimental procedure involved many compounds, such as (11bS)-2,6-Dimethyl-N,N-bis(1-phenylethyl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine (cas: 201732-49-2) .

(11bS)-2,6-Dimethyl-N,N-bis(1-phenylethyl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine(cas: 201732-49-2) is a compound of chiral-phosphine-ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge.Recommanded Product: (11bS)-2,6-Dimethyl-N,N-bis(1-phenylethyl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Giereth, Robin;Mengele, Alexander K.;Frey, Wolfgang;Kloss, Marvin;Steffen, Andreas;Karnahl, Michael;Tschierlei, Stefanie published 《Copper(I) Phosphinooxazoline Complexes: Impact of the Ligand Substitution and Steric Demand on the Electrochemical and Photophysical Properties》 in 2020. The article was appeared in 《Chemistry – A European Journal》. They have made some progress in their research.Recommanded Product: (S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole The article mentions the following:

Seven homoleptic Cu^I complexes based on hetero-bidentate PN̂ ligands were synthesized and comprehensively characterized. To study structure-property relations, the type, size, number and configuration of substituents at the phosphinooxazoline (phox) ligands were systematically varied. To this end, a combination of x-ray diffraction, NMR spectroscopy, steady-state absorption and emission spectroscopy, time-resolved emission spectroscopy, quenching experiments and cyclic voltammetry was used to assess the photophys. and electrochem. properties. Also, time-dependent d. functional theory calculations were applied to also analyze the excited state structures and characteristics. Surprisingly, a strong dependency on the chirality of the resp. PN̂ ligand was found, whereas the specific kind and size of the different substituents has only a minor impact on the properties in solution Most importantly, all complexes except C3 are photostable in solution and show fully reversible redox processes. Sacrificial reductants were applied to demonstrate a successful electron transfer upon light irradiation These properties render this class of photosensitizers as potential candidates for solar energy conversion issues. And (S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole (cas: 167693-62-1) was used in the research process.

(S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole(cas: 167693-62-1) is a compound of chiral-phosphine-ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge.Recommanded Product: (S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Recommanded Product: 34031-32-8《The thioredoxin reductase inhibitor auranofin suppresses pulmonary metastasis of osteosarcoma, but not local progression》 was published in 2021. The authors were Kinoshita, Hideyuki;Shimozato, Osamu;Ishii, Takeshi;Kamoda, Hiroto;Hagiwara, Yoko;Tsukanishi, Toshinori;Ohtori, Seiji;Yonemoto, Tsukasa, and the article was included in《Anticancer Research》. The author mentioned the following in the article:

Auranofin (AUR), a thioredoxin reductase (TXNRD) inhibitor, shows anticancer activity against several cancers. This study investigated the effects of AUR on the local progression and pulmonary metastasis of osteosarcoma (OS). Publicly available expression cohorts were analyzed to study the relationship between TXNRD-2 expression and the survival of patients with OS. The murine OS cell line LM8 was stimulated with AUR. Cell viability, apoptosis-related protein levels, caspase activity, and wound healing were analyzed. Tumor progression and pulmonary metastasis were investigated in C3H mice implanted with LM8 cells. High-level expression of TXNRD-2 represented a neg. prognostic factor for metastasis and overall survival in patients with OS. AUR induced apoptosis of OS cells via the oxidative stress-MAPK-Caspase 3 pathway, and suppressed the migration of OS cells. AUR inhibited the pulmonary metastasis of OS, but not local progression. AUR represents a potential therapeutic drug for suppressing pulmonary metastasis of OS. The experimental procedure involved many compounds, such as ((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold (cas: 34031-32-8) .

((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold(cas: 34031-32-8) is an efficient inducer of mitochondrial membrane permeability transition pore in the presence of calcium ions related to its inhibition of mitochondrial thioredoxin reductase.Recommanded Product: 34031-32-8

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Enriquez-Flores, Sergio;Flores-Lopez, Luis A.;De la Mora-De la Mora, Ignacio;Garcia-Torres, Itzhel;Gracia-Mora, Isabel;Gutierrez-Castrellon, Pedro;Fernandez-Lainez, Cynthia;Martinez-Perez, Yoalli;Olaya-Vargas, Alberto;de Vos, Paul;Lopez-Velazquez, Gabriel published 《Naturally occurring deamidated triosephosphate isomerase is a promising target for cell-selective therapy in cancer》. The research results were published in《Scientific Reports》 in 2022.COA of Formula: C20H36AuO9PS The article conveys some information:

Human triosephosphate isomerase (HsTIM) is a central glycolytic enzyme and is overexpressed in cancer cells with accelerated glycolysis. Triple-neg. breast cancer is highly dependent on glycolysis and is typically treated with a combination of surgery, radiation therapy, and chemotherapy. Deamidated HsTIM was recently proposed as a druggable target. Although thiol-reactive drugs affect cell growth in deamidated HsTIM-complemented cells, the role of this protein as a selective target has not been demonstrated. To delve into the usefulness of deamidated HsTIM as a selective target, we assessed its natural accumulation in breast cancer cells. We found that deamidated HsTIM accumulates in breast cancer cells but not in noncancerous cells. The cancer cells are selectively programmed to undergo cell death with thiol-reactive drugs that induced the production of methylglyoxal (MGO) and advanced glycation-end products (AGEs). In vivo, a thiol-reactive drug effectively inhibits the growth of xenograft tumors with an underlying mechanism involving deamidated HsTIM. Our findings demonstrate the usefulness of deamidated HsTIM as target to develop new therapeutic strategies for the treatment of cancers and other pathologies in which this post translationally modified protein accumulates.((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold (cas: 34031-32-8) were involved in the experimental procedure.

((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold(cas: 34031-32-8) is a potent inhibitor of selenoenzyme thioredoxin reductase (TrxR), which is involved in defense against oxidative stress.COA of Formula: C20H36AuO9PS

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Koch, Guido;Lloyd-Jones, Guy C.;Loiseleur, Olivier;Pfaltz, Andreas;Pretot, Roger;Schaffner, Siliva;Schnider, Patrick;von Matt, Peter published 《Synthesis of chiral (phosphinoaryl)oxazolines, a versatile class of ligands for asymmetric catalysis》. The research results were published in《Recueil des Travaux Chimiques des Pays-Bas》 in 1995.Recommanded Product: 167693-62-1 The article conveys some information:

Enantiomerically pure 2-[2-(diphenylphosphino)aryl]oxazolines I (R = Ph, CHMe₂, CMe₃, CH₂Ph, isobutyl) are readily prepared from 2-bromobenzonitrile by transmetalation with BuLi, subsequent reaction with chlorodiphenylphosphine and conversion of the resulting phosphinoaryl nitrile to the oxazoline by treatment with a chiral amino alc. in the presence of ZnCl₂. An alternative synthesis is based on the ortho-metalation of 2-aryloxazolines followed by reaction with chlorodiphenylphosphine.(S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole (cas: 167693-62-1) were involved in the experimental procedure.

(S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole(cas: 167693-62-1) is a compound of chiral-phosphine-ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge.Recommanded Product: 167693-62-1

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Recommanded Product: 34031-32-8In 2021, Isei, Michael O.;Stevens, Don;Kamunde, Collins published 《Temperature rise and copper exposure reduce heart mitochondrial reactive oxygen species scavenging capacity》. 《Comparative Biochemistry and Physiology, Part C: Toxicology & Pharmacology》published the findings. The article contains the following contents:

Mitochondria produce and scavenge reactive oxygen species (ROS); however, whether oxidative distress due to exogenous stress arises from excessive production or impaired scavenging remains unclear. We assessed the effect of copper (Cu) and thermal stress on kinetics of ROS (H2O2) consumption in mitochondria isolated from fish heart. Mitochondria were energized with succinate, glutamate-malate or palmitoylcarnitine (PC) and incubated with 1-25μM Cu at 11 (control) and 23°C. We found that H2O2 consumption capacity of heart mitochondria varies with substrate and is additively reduced by temperature rise and Cu. While Cu is a potent inhibitor of H2O2 consumption in mitochondria oxidizing glutamate-malate and succinate, mitochondria oxidizing PC are resistant to the inhibitory effect of the metal. Moreover, the sensitivity of H2O2 consumption pathways to Cu depend on the substrate and are greatly impaired during oxidation of glutamate-malate. Pharmacol. manipulation of mitochondrial antioxidant systems revealed that NADPH-dependent peroxidase systems are the centerpieces of ROS scavenging in heart mitochondria, with the glutathione-dependent pathway being the most prominent while catalase played a minimal role. Surprisingly, Cu is as efficacious in inhibiting thioredoxin-dependent peroxidase pathway as auranofin, a selective inhibitor of thioredoxin reductase. Taken together, our study uncovered unique mechanisms by which Cu alters mitochondrial H2O2 homeostasis including its ability to inhibit specific mitochondrial ROS scavenging pathways on a par with conventional inhibitors. Importantly, because of additive inhibitory effect on mitochondrial ROS removal mechanisms, hearts of organisms jointly exposed to Cu and thermal stress are likely at increased risk of oxidative distress. The experimental procedure involved many compounds, such as ((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold (cas: 34031-32-8) .

((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold(cas: 34031-32-8) is a gold(I)-phosphine thiolate small molecule described to produce antiinflammatory and antiarthritic effects.Recommanded Product: 34031-32-8

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis