Month: December 2022

Xiao, Zhangping published the artcileProteolysis Targeting Chimera (PROTAC) for Macrophage Migration Inhibitory Factor (MIF) Has Anti-Proliferative Activity in Lung Cancer Cells, Computed Properties of 104-03-0, the publication is Angewandte Chemie, International Edition (2021), 60(32), 17514-17521, database is CAplus and MEDLINE.

Macrophage migration inhibitory factor (MIF) is involved in protein-protein interactions that play key roles in inflammation and cancer. Current strategies to develop small mol. modulators of MIF functions are mainly restricted to the MIF tautomerase active site. Here, we use this site to develop proteolysis targeting chimera (PROTAC) in order to eliminate MIF from its protein-protein interaction network. We report the first potent MIF-directed PROTAC, denoted MD13, which induced almost complete MIF degradation at low micromolar concentrations with a DC50 around 100 nM in A549 cells. MD13 suppresses the proliferation of A549 cells, which can be explained by deactivation of the MAPK pathway and subsequent induction of cell cycle arrest at the G2/M phase. MD13 also exhibits antiproliferative effect in a 3D tumor spheroid model. In conclusion, we describe the first MIF-directed PROTAC (MD13) as a research tool, which also demonstrates the potential of PROTACs in cancer therapy.

Angewandte Chemie, International Edition published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C9H16BNO2, Computed Properties of 104-03-0.

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

Wu, Haoran published the artcilePreparation of Copper Phosphate from Naturally Occurring Phytic Acid as an Advanced Catalyst for Oxidation of Aromatic Benzyl Compounds, Recommanded Product: Bis(4-fluorophenyl)methane, the publication is ACS Sustainable Chemistry & Engineering (2018), 6(11), 13670-13675, database is CAplus.

Both direct oxidation of aromatic benzyl compounds to aromatic ketones and utilization of naturally occurring chems. to prepare functional catalysts are highly attractive. Herein, copper phosphate was successfully synthesized by using naturally occurring phytic acid as the phosphorus source. The obtained copper phosphate showed excellent performance for the direct oxidation of aromatic benzyl compounds to aromatic ketones with N-hydroxyphthalimide (NHPI) as the radical promoter using O₂ as the oxidant. Addnl., the synthesized copper phosphate was stable in the reaction system and could be used at least four cycles without considerable decrease in catalytic performance. This work provides a new way to prepare efficient heterogeneous catalysts using naturally occurring chems. for the highly efficient oxidation of aromatic benzyl compounds to aromatic ketones.

ACS Sustainable Chemistry & Engineering published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C15H14O3, Recommanded Product: Bis(4-fluorophenyl)methane.

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

Seo, Seung Woo published the artcileMicroreactor mediated deoxygenation of benzylic alcohols in a biphasic organic-aqueous medium, Application of Bis(4-fluorophenyl)methane, the publication is Tetrahedron Letters (2015), 56(21), 2795-2798, database is CAplus.

Safe and efficient deoxygenation of benzylic alcs. was accomplished using a droplet-based microreactor, which induced rapid mixing of the hydrophilic reagents (HI and H₃PO₂) in the aqueous phase and the alcs. in the organic phase. We investigated the relationship between the surface-to-volume ratio of the organic droplets and the reaction rate, and examined the effect of temperature and concentration of HI and H₃PO₂ in the reaction. The deoxygenated product was separated from the strongly acidic aqueous solution, and HI in the aqueous solution could be recycled. The reaction afforded 99% yield at 120 ¡ãC with HI (3.4 M HI) and H₃PO₂ (4.8 M).

Tetrahedron Letters published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C6H3BF4O2, Application of Bis(4-fluorophenyl)methane.

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

Yang, Yuqing published the artcileA preliminary theoretical study on T_3,4CPP and its combination with Re=O, Related Products of catalysis-chemistry, the publication is Jisuanji Yu Yingyong Huaxue (2011), 28(2), 143-146, database is CAplus.

The mol. structure of meso-tetrakis 3,4-bis(carboxymethyleneoxy)phenyl porphyrin (T_3,4CPP) and the combination of Re = O with T_3,4CPP are studied using the DFT(d. functional theory) with B3LYP method. Their optimum geometry structures, FMO and combination energy are calculated and analyzed. The porphin ring in T_3,4CPP keeps good planarity and exactly similar geometry with sep. porphin ring. Also the combination energy of Re = O with T_3,4CPP on porphin ring is remarkably higher than that of Re = O with T_3,4CPP on carboxymethyleneoxy group of side chain. And stability of the former complex is much higher than that of the latter one. These imply that ¹⁸⁸Re = O should be labeled with T_3,4CPP on porphin ring while not on carboxymethyleneoxy group of side chain. It still shows that during combination of Re = O with T_3,4CPP on porphin ring, electron shifts from carbon atoms to nitrogen atoms. It still shows that after combination of Re = O with T_3,4CPP on porphin ring, the porphin ring deviates slightly (5.7 degree) from planarity to Re = O, and four nitrogen atoms slightly expand toward Re = O with the ring diameter deduced by 0.15-0.20 ?.

Jisuanji Yu Yingyong Huaxue published new progress about 5411-14-3. 5411-14-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2,2-(1,2-Phenylenebis(oxy))diacetic acid, and the molecular formula is C18H17N5O3, Related Products of catalysis-chemistry.

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

Junior, Rubens Paula published the artcilePresence of human breast cancer xenograft changes the diurnal profile of amino acids in mice, Name: (S)-2-Amino-4-(methylthio)butanoic acid, the publication is Scientific Reports (2022), 12(1), 1008, database is CAplus and MEDLINE.

Human xenografts are extremely useful models to study the biol. of human cancers and the effects of novel potential therapies. Deregulation of metabolism, including changes in amino acids (AAs), is a common characteristic of many human neoplasms. Plasma AAs undergo daily variations, driven by circadian endogenous and exogenous factors. We compared AAs concentration in triple neg. breast cancer MDA-MB-231 cells and MCF10A non-tumorigenic immortalized breast epithelial cells. We also measured plasma AAs in mice bearing xenograft MDA-MB-231 and compared their levels with non-tumor-bearing control animals over 24 h. In vitro studies revealed that most of AAs were significantly different in MDA-MB-231 cells when compared with MCF10A. Plasma concentrations of 15 AAs were higher in cancer cells, two were lower and four were observed to shift across 24 h. In the in vivo setting, anal. showed that 12 out of 20 AAs varied significantly between tumor-bearing and non-tumor bearing mice. Noticeably, these metabolites peaked in the dark phase in non-tumor bearing mice, which corresponds to the active time of these animals. Conversely, in tumor-bearing mice, the peak time occurred during the light phase. In the early period of the light phase, these AAs were significantly higher in tumor-bearing animals, yet significantly lower in the middle of the light phase when compared with controls. This pilot study highlights the importance of well controlled experiments in studies involving plasma AAs in human breast cancer xenografts, in addition to emphasizing the need for more precise examination of exometabolomic changes using multiple time points.

Scientific Reports published new progress about 63-68-3. 63-68-3 belongs to catalysis-chemistry, auxiliary class Natural product, name is (S)-2-Amino-4-(methylthio)butanoic acid, and the molecular formula is C5H11NO2S, Name: (S)-2-Amino-4-(methylthio)butanoic acid.

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

Ishii, Keitaro published the artcilePhotoreactions of ¦Â-aziridinylacrylonitriles and acrylates with alkenes: the substituent effects on the formation of [3+2] cycloadducts, SDS of cas: 4141-48-4, the publication is Tetrahedron (2006), 62(47), 10865-10878, database is CAplus.

The photochem. C,C-bond cleavage of trisubstituted aziridines I (R¹ = H, PhCH₂; R² = Me, Ph; R³ = H; R⁴ = CN, EtO₂C) followed by [3 + 2] cycloaddition with electron-deficient alkenes, such as tert-Bu acrylate, afforded the novel head-to-head adducts, 1,2,3,5-tetrasubstituted pyrrolidines, e.g. II, selectively and efficiently. The aziridine (cis,Z)-I (R¹ = PhCH₂; R² = Me; R³ = H; R⁴ = CN) reacted with mol. oxygen affording dioxazolidine III, whereas (trans,E)-I (R¹ = PhCH₂; R² = Ph; R³ = H; R⁴ = EtO₂C) produced only cleaved products. The results may suggest that the C,C-bond of aziridine cleaves biradically. The photoreactions of N-tritylaziridines I (R¹ = Ph₃C; R² = H; R³ = R⁴ = MeO₂C, CN; R³ = H, R⁴ = H₂C:CH) possessing diester, dinitrile, and butadiene groups in the side chain with electron-deficient alkenes, such as vinyl acetate or acrylonitrile, yielded 2,3-cis-pyrrolidines IV exclusively. In particular, the dinitrile I (R¹ = Ph₃C; R² = H; R³ = R⁴ = CN) also reacted with non-electron-deficient alkenes, such as isoprene. The formal synthesis of the indolizidine fragment of stellettamides starting from the pyrrolidine (E)-IV (R³ = H; R⁴ = H₂C:CH; R⁵ = CN) was achieved in a convenient manner.

Tetrahedron published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, SDS of cas: 4141-48-4.

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

Sridhar, Gattu published the artcileZrCl₄-mediated synthesis of 1,2,3-triazoles from vinyl nitrates and their biological evaluation, Safety of 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, the publication is Synthetic Communications (2017), 47(6), 551-556, database is CAplus.

A ZrCl₄-mediated simple method for the conversion of vinyl nitrates to 1,2,3-triazoles in excellent yields was developed. The obtained new triazoles were evaluated for their antimicrobial activity.

Synthetic Communications 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 C2H2N4O2, Safety of 1,2-Dimethoxy-4-(2-nitrovinyl)benzene.

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

Koenig, Gerhard published the artcileRational prioritization strategy allows the design of macrolide derivatives that overcome antibiotic resistance, HPLC of Formula: 104-03-0, the publication is Proceedings of the National Academy of Sciences of the United States of America (2021), 118(46), e2113632118, database is CAplus and MEDLINE.

Antibiotic resistance is a major threat to global health; this problem can be addressed by the development of new antibacterial agents to keep pace with the evolutionary adaptation of pathogens. Computational approaches are essential tools to this end since their application enables fast and early strategical decisions in the drug development process. We present a rational design approach, in which acylide antibiotics were screened based on computational predictions of solubility, membrane permeability, and binding affinity toward the ribosome. To assess our design strategy, we tested all candidates for in vitro inhibitory activity and then evaluated them in vivo with several antibiotic-resistant strains to determine minimal inhibitory concentrations The predicted best candidate is synthetically more accessible, exhibits higher solubility and binding affinity to the ribosome, and is up to 56 times more active against resistant pathogens than telithromycin. Notably, the best compounds designed by us show activity, especially when combined with the membrane-weakening drug colistin, against Acinetobacter baumanii, Pseudomonas aeruginosa, and Escherichia coli, which are the three most critical targets from the priority list of pathogens of the World Health Organization.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, HPLC of Formula: 104-03-0.

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

Kawamatsu, Yutaka published the artcile2-Amino-4-phenylthiazole derivatives as anti-atherogenic agents, Formula: C3H8N2S, the publication is European Journal of Medicinal Chemistry (1981), 16(4), 355-62, database is CAplus.

Thiazoles I [R = (un)substituted benzyloxy, Ph, PhO, 4-ClC₆H₄O, PhCH₂, PhCH₂CH₂O, 4-ClC₆H₄CO₂, 4-ClC₆H₄CONHCH₂CH₂, 4-ClC₆H₄CH₂NH, 4-ClC₆H₄CH₂S, 3-pyridylmethoxy, 2-thienylmethoxy, cyclohexylmethoxy, 1-methyl-1-cyclohexylmethoxy, Me₃CCH₂O, Me(CH₂)₁₄CH₂O; R¹ = H, Me; R² = H, CHO, acyl, Me, MeSO₂, 4-MeC₆H₄SO₂, allyl, cyclohexyl, Ph; R¹R² = (CH₂)₅] were prepared E.g. refluxing 4-ClC₆H₄CH₂OC₆H₄COCH₂Cl-4 with thiourea and NaOAc in H₂O/EtOH gave 77.5% I (R = 4-ClC₆H₄CH₂O, R¹ = R² = H). I.HCl (R = 4-FC₆H₄CH₂O, R¹ = R² = H) showed pronounced antiatherogenic activity in rats.

European Journal of Medicinal Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Formula: C3H8N2S.

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

Okajima, Masayuki published the artcileOxidative Generation of Diarylcarbenium Ion Pools, SDS of cas: 457-68-1, the publication is Organic Letters (2006), 8(22), 5005-5007, database is CAplus and MEDLINE.

“Cation pools” of diarylcarbenium ions have been generated by the oxidative C-H bond dissociation of diarylmethanes using anodic oxidation “Diarylcarbenium ion pools” thus generated react with various nucleophiles, such as allylsilanes, ketene silyl acetals, and aromatic compounds The reductive homocoupling of the “diarylcarbenium ion pool” has been achieved. The dimer thus obtained also serves as a precursor of the “diarylcarbenium ion pool” via oxidative C-C bond dissociation

Organic Letters published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C13H10F2, SDS of cas: 457-68-1.

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