Month: December 2022

Murai, Motoki published the artcileTotal synthesis and biological evaluation of the antibiotic lysocin E and its enantiomeric, epimeric, and N-demethylated analogues, Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, the publication is Angewandte Chemie, International Edition (2015), 54(5), 1556-1560, database is CAplus and MEDLINE.

Lysocin E, a macrocyclic peptide, exhibits potent antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) through a novel mechanism. The first total synthesis of lysocin E was achieved by applying a full solid-phase strategy. The developed approach also provides rapid access to the enantiomeric, epimeric, and N-demethylated analogs of lysocin E. Significantly, the antibacterial activity of the unnatural enantiomer was comparable to that of the natural isomer, suggesting the absence of chiral recognition in its mode of action.

Angewandte Chemie, International Edition published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kaye, Esther G. published the artcileA Green-Absorbing, Red-Fluorescent Phenalenone-Based Photosensitizer as a Theranostic Agent for Photodynamic Therapy, Recommanded Product: 2-Methoxynaphthalene, the publication is ACS Medicinal Chemistry Letters (2021), 12(8), 1295-1301, database is CAplus and MEDLINE.

Phenalenone is a synthetically accessible, highly efficient photosensitizer with a near-unity singlet oxygen quantum yield. Unfortunately, its UV absorption and lack of fluorescence has made it unsuitable for fluorescence-guided photodynamic therapy against cancer. In this work, we synthesized a series of phenalenone derivatives containing electron-donating groups to red-shift the absorption spectrum and bromine(s) to permit good singlet oxygen production via the heavy-atom effect. Of the derivatives synthesized, the phenalenone containing an amine at the 6-position with bromines at the 2- and 5-positions (OE19) exhibited the longest absorption wavelength (i.e., green) and produced both singlet oxygen and red fluorescence efficiently. OE19 induced photocytotoxicity with nanomolar potency in 2D cultured PANC-1 cancer cells as well as light-induced destruction of PANC-1 spheroids with minimal dark toxicity. Overall, OE19 opens up the possibility of employing phenalenone-based photosensitizers as theranostic agents for photodynamic cancer therapy.

ACS Medicinal Chemistry Letters published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Recommanded Product: 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zhang, Xue-wei published the artcileEcotoxicological effects of 50 kinds of fragrance materials on Microcystis aeruginosa, Category: ethers-buliding-blocks, the publication is Zhongguo Huanjing Kexue (2021), 41(3), 1429-1435, database is CAplus.

In the present study, the 50 fragrance materials were performed to determine the ecol. toxicity on Microcystis aeruginosa. The influence of four fragrance materials (2-methoxynaphthalene, thymol, myrcene and indole) on the content of chlorophyll a and soluble protein, superoxide dismutase (SOD) activity, catalase (CAT) activity and malondialdehyde (MDA) content were also studied. The results showed that 2-methoxynaphthalene, thymol, myrcene and indole can significantly inhibit the growth of Microcystis aeruginosa under high concentration exposure, and the half-effect concentration E_yC₅₀ value was 1.81, 1.26, 0.55 and 1.40 mg/L, resp., showing an obvious dose-effect relationship. At a treatment concentration of 1 mg/L, 2-methoxynaphthalene and thymol significantly inhibited the content of chlorophyll a and soluble protein (P<0.0001). Exposure to 2-methoxynaphthalene resulted in a significant decrease in SOD activity (P<0.0001), the other two antioxidant enzymes had no significant effect (P>0.05); Thymol significantly inhibited POD activity (P<0.0001), and myrcene also reduced SOD activity (P<0.01). The activities of POD and CAT of Microcystis aeruginosa treated with indole were significantly lower than those of the control group (P<0.0001). Studies showed that these four fragrance materials inhibited the antioxidant enzyme activity, accumulate excessive MDA, and destroyed the content and function of chlorophyll, which in turn leads to the abnormal growth of algae. 2-methoxynaphthalene, thymol and indole are aromatic compounds, and myrcene was an olefin. The difference in structure of the four fragrance compounds resulted to the different effects on antioxidant enzymes. 2-Methoxynaphthalene was a synthetic fragrance. Although thymol, myrcene and indole were all natural flavors, they were mostly prepared by artificial synthesis. The current findings will enrich the fundamental data for evaluating the risk and toxicity of fragrance materials on the ecosystems. Because of their unique aromatic odor, aromatic compounds have become a large category of fragrance materials and are widely used. However, the aromatic ring is stable and difficult to degrade, so we need to pay more attention to the ecol. safety of the fragrance materials with aromatic ring structure.

Zhongguo Huanjing Kexue published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C25H34N4O2S, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Pandiarajan, Karuppiah published the artcileMultinuclear magnetic resonance spectroscopic and semiempirical molecular orbital (AM1) studies of substituted anisoles, Formula: C10H14O, the publication is Bulletin of the Chemical Society of Japan (1994), 67(10), 2639-46, database is CAplus.

¹³C, ¹⁵N, and ¹⁷O NMR spectra have been recorded for 4-nitroanisole , its 2-methyl-, 2-chloro-, 2-bromo-, 2-iodo-, 2,6-dimethyl-, 2,6-dichloro-, 2,6-dibromo-, and 2,6-diiodo-derivatives, also nitrobenzene , its 3-methyl-, 3-chloro-, 3-bromo-, and 3-iodo-derivatives and 3,5-dichloro- and 3,5-dibromo-derivatives Anal. of the chem. shifts of carbon bearing nitro group and nitro oxygens in these compounds suggests that presence of one substituent ortho- to the methoxyl group enhances its resonance interaction with the benzene ring whereas presence of two ortho-substituents inhibits this resonance. However, in no case the resonance is completely inhibited. The extent of enhancement or inhibition is almost independent of the nature of the ortho-substituent. This conclusion has also been arrived by analyzing the reported chem. shifts of the para-carbons in 2,6-disubstituted and 2-substituted anisoles and the corresponding carbons in m-disubstituted benzenes. Though evidence could not be obtained for steric enhancement of resonance using methoxyl oxygen chem shifts, anal. of these chem. shifts in di-ortho-substituted anisoles and 3,5-dimethylnitrobenzene furnishes evidence for steric inhibition of resonance. However, ¹⁵N chem. shifts are of no use in studying these phenomena. Semiempirical MO calcns using AM1 Hamiltonian suggest that the methoxyl group is coplanar with the benzene ring in anisole, 4-nitroanisole and 2-substituted-4-nitroanisoles but is perpendicular to the benzene ring in 2,6-disubstituted-4-nitroanisoles. Moreover, in 2-substituted-4-nitroanisoles the O-Me group is anti to the 2-substituent.

Bulletin of the Chemical Society of Japan published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Formula: C10H14O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kim, Jae Hyun published the artcileStructure-based modification of pyrazolone derivatives to inhibit mTORC1 by targeting the leucyl-tRNA synthetase-RagD interaction, Product Details of C8H11NO, the publication is Bioorganic Chemistry (2021), 104907, database is CAplus and MEDLINE.

The enzyme leucyl-tRNA synthetase (LRS) and the amino acid leucine regulate the mechanistic target of rapamycin (mTOR) signaling pathway. Leucine-dependent mTORC1 activation depends on GTPase activating protein events mediated by LRS. In a prior study, compound BC-LI-0186 was discovered and shown to interfere with the mTORC1 signaling pathway by inhibiting the LRS-RagD interaction. However, BC-LI-0186 exhibited poor solubility and was metabolized by human liver microsomes. In this study, in silico physicochem. properties and metabolite anal. of BC-LI-0186 are used to investigate the addition of functional groups to improve solubility and microsomal stability. In vitro experiments demonstrated that 7b and 8a had improved chem. properties while still maintaining inhibitory activity against mTORC1. The results suggest a new strategy for the discovery of novel drug candidates and the treatment of diverse mTORC1-related diseases.

Bioorganic Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Product Details of C8H11NO.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tu, Guangliang published the artcileLigand-Promoted Nickel-Catalyzed para-Selective Carboxylation of Anisoles, Application In Synthesis of 91-16-7, the publication is Organic Letters (2022), 24(11), 2155-2159, database is CAplus and MEDLINE.

It has always been a challenge in free radical chem. to control site selectivity during the reaction of free radicals with aromatic rings. Herein, the site-selective carboxylation of anisoles through the direct reaction of the bromoform radical with a benzene ring at the para position under the assistance of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline with nickel(II) as the catalyst is reported. A wide variety of anisoles were compatible, leading to para-carboxylated products in moderate to good yields. A preliminary mechanistic study suggested that the Ni(II) complex coordinates with the methoxyl group of the aromatic ring, which may have increased the steric hindrance at the ortho and meta positions, while this weak interaction reduces the aromaticity of the aromatic ring, affording an activated Ph ring, thereby leading to highly para-selective carboxylation.

Organic Letters published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C7H8BrClFN, Application In Synthesis of 91-16-7.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Aykanat, Aylin published the artcileConductive Stimuli-Responsive Coordination Network Linked with Bismuth for Chemiresistive Gas Sensing, Formula: C8H10O2, the publication is ACS Applied Materials & Interfaces (2021), 13(50), 60306-60318, database is CAplus and MEDLINE.

This paper describes the design, synthesis, characterization, and performance of a novel semiconductive crystalline coordination network, synthesized using 2,3,6,7,10,11-hexahydroxytriphenylene (HHTP) ligands interconnected with bismuth ions, toward chemiresistive gas sensing. Bi(HHTP) exhibits two distinct structures upon hydration and dehydration of the pores within the network, Bi(HHTP)-α and Bi(HHTP)-β, resp., both with unprecedented network topol. (2,3-c and 3,4,4,5-c nodal net stoichiometry, resp.) and unique corrugated coordination geometries of HHTP mols. held together by bismuth ions, as revealed by a crystal structure resolved via microelectron diffraction (MicroED) (1.00 Å resolution). Good elec. conductivity (5.3 x 10^-3 S·cm^-1) promotes the utility of this material in the chem. sensing of gases (NH₃ and NO) and volatile organic compounds (VOCs: acetone, ethanol, methanol, and isopropanol). The chemiresistive sensing of NO and NH₃ using Bi(HHTP) exhibits limits of detection 0.15 and 0.29 ppm (ppm), resp., at low driving voltages (0.1-1.0 V) and operation at room temperature This material is also capable of exhibiting unique and distinct responses to VOCs at ppm concentrations Spectroscopic assessment via XPS and Fourier transform IR spectroscopic methods (i.e., attenuated total reflectance-IR spectroscopy (ATR-IR) and diffuse reflectance IR Fourier transformed spectroscopy (DRIFTS)), suggests that the sensing mechanisms of Bi(HHTP) to VOCs, NO, and NH₃ comprise a complex combination of steric, electronic, and protic properties of the targeted analytes.

ACS Applied Materials & Interfaces published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Foss, Olav published the artcileConstitution of the formamidinium disulfide ion, from the crystal structures of the diiodide and dibromide, Name: Formamidine disulfide dihydrochloride, the publication is Acta Chemica Scandinavica (1958), 1782-98, database is CAplus.

cf. C.A. 52, 8673c. Two-dimensional x-ray analysis shows that the unit cells of [(H₂N)₂CS]₂I₂.H₂O (I), [(H₂N)₂CS]₂Br₂.H₂O (II), and [(H₂N)₂CS]₂Cl₂.H₂O have the dimensions a 5.15 A., b 16.52, c 13.39, d. 2.04 g./cc., and space group D¹⁰_2h-Pccn with Z = 4; a 8.61 A., b 5.12, c 12.40, β 99.5°, d. 2.47 g./cc., and space group C⁴_2h-P2/c with Z = 2; and a 10.54 A., b 19.75, c 8.85, d. 1.57 g./cc., space group D¹⁵_2h-Pbca with Z = 8, resp. The disulfide group has a normal configuration and dimensions, with SS 2.04 A. and the SSC angles 99° and 104°, and the CSS/SSC dihedral angles 105° and 89°, resp., for I and II. Except for a slight lengthening of the CS bond, the dimensions of the thiourea (III) group are as in the III mol. before oxidation; there is an insignificant deviation from planarity of the III group and no significant difference between the lengths of the 2 CN bonds of a group. In both salts the H₂O mols. lie on 2-fold axes, and each participates in H bonds with 2 halide ions and 2 N atoms. The x-ray crystallographic work establishes the disulfide nature of the salts in the crystalline state. The structures were solved by use of the heavy-atom method; the positions of the I^– and Br^– ions were determined from Patterson projections.

Acta Chemica Scandinavica published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Name: Formamidine disulfide dihydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Rasu, Loorthuraja published the artcileHighly Enantioselective Hydrogenation of Amides via Dynamic Kinetic Resolution Under Low Pressure and Room Temperature, Recommanded Product: 2-Methoxypropan-1-ol, the publication is Journal of the American Chemical Society (2017), 139(8), 3065-3071, database is CAplus and MEDLINE.

High-throughput screening and lab-scale optimization were combined to develop the catalytic system trans-RuCl₂((S,S)-skewphos)((R,R)-dpen), 2-PrONa, and 2-PrOH. This system hydrogenates functionalized α-phenoxy and related amides at room temperature under 4 atm H₂ pressure to give chiral alcs. with up to 99% yield and in greater than 99% enantiomeric excess via dynamic kinetic resolution

Journal of the American Chemical Society published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C4H10O2, Recommanded Product: 2-Methoxypropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Lu, Xiaojie published the artcileEurotium cristatum produced β-hydroxy acid metabolite of monacolin K and improved bioactive compound contents as well as functional properties in fermented wheat bran, Computed Properties of 91-16-7, the publication is LWT–Food Science and Technology (2022), 113088, database is CAplus.

For the first time, wheat bran was fermented with Eurotium cristatum (E. cristatum), and alterations in the structural and functional characteristics were explored. The results showed that the soluble dietary fiber (SDF) content significantly increased in fermented bran, and the water and oil holding capacities improved. The total polyphenols, anthocyanin, and main flavor substance phenylethyl alc. were significantly increased by E. cristatum fermentation The ferulic acid content was approx. 12.06 times higher in fermented bran than in unfermented bran. These changes may be due to the release of hydrolytic enzymes during E. cristatum fermentation E. cristatum fermentation enhanced the antioxidant and anti-obesity activities of bran. Furthermore, this study showing that E. cristatum fermentation produced β-hydroxy acid metabolites of monacolin K (MKA) in wheat bran. Thus, this research suggests that E. cristatum can be a starter culture to produce functional foods.

LWT–Food Science and Technology published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, Computed Properties of 91-16-7.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem