Author: Jessica.F

Cacheux, Fanny published the artcileThe Piancatelli rearrangement of non-symmetrical furan-2,5-dicarbinols for the synthesis of highly functionalized cyclopentenones, Computed Properties of 452-63-1, the main research area is hydroxymethyl hydroxycyclopentenone preparation regioselective diastereoselective antitumor activity microwave irradiation; furan dicarbinol preparation Piancatelli rearrangement dysprosium chloride catalyst; aminocyclopentenone preparation regioselective diastereoselective microwave irradiation; aniline furan dicarbinol Aza Piancatelli rearrangement.

Substituted and non-sym. furan-2,5-dicarbinols I (R = Ph, 4-fluoro-2-methylphenyl, phenanthren-9-yl, 1,3-benzodioxol-5-yl, etc.) were readily prepared from 5-(hydroxymethyl)furfural (HMF), a renewable raw material from biomass. The Piancatelli rearrangement of these furan-2,5-dicarbinols I, catalyzed by DyCl3and under microwave activation, affords 5-substituted-4-hydroxymethyl-4-hydroxycyclopentenones (4S,5R)/(4S,5S)-II in a regio- and diastereoselective manner. This methodol. can be extended to aza-Piancatelli type reactions by using nitrogen nucleophiles, to furnish the corresponding aminocyclopentenone derivatives III (R1 = I, Br). Some of these synthesized bis-hydroxylated cyclopentenone derivatives exhibited significant cytotoxicity against eight human tumor cell lines.

Organic Chemistry Frontiers published new progress about Antitumor agents. 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, Computed Properties of 452-63-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cui, Pei H. published the artcileAntiproliferative and Antimigratory Actions of Synthetic Long Chain n-3 Monounsaturated Fatty Acids in Breast Cancer Cells That Overexpress Cyclooxygenase-2, Application In Synthesis of 55099-31-5, the main research area is antitumor antimetastatic monounsaturated fatty acid preparation breast cancer; structure activity antitumor monounsaturated fatty acid preparation breast cancer.

Cyclooxygenase-2 (COX-2) is overexpressed in many human cancers and converts the n-6 polyunsaturated fatty acid (PUFA) arachidonic acid to prostaglandin E2 (PGE2), which drives tumorigenesis; in contrast, n-3 PUFA inhibit tumorigenesis. We tested the hypothesis that these antitumor actions of n-3 PUFA may involve the n-3 olefinic bond. n-3 Monounsaturated fatty acids (MUFAs) of chain length C16-C22 were synthesized and evaluated in MDA-MB-468 breast cancer cells that stably overexpressed COX-2 (MDA-COX-2 cells). Longer chain (C19-C22) n-3 MUFAs inhibited proliferation, activated apoptosis, decreased PGE2 formation, and decreased cell invasion; C16-C18 analogs were less active. Mol. modeling showed that interactions of Arg120, Tyr355, and several hydrophobic amino acid residues in the COX-2 active site with C19-C22 MUFA analogs were favored. Thus, longer-chain n-3 MUFAs may be prototypes of novel anticancer agents that decrease the formation of PGE2 in tumor cells that contain high levels of COX-2.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 55099-31-5 belongs to class bromides-buliding-blocks, name is Ethyl 10-bromodecanoate, and the molecular formula is C12H23BrO2, Application In Synthesis of 55099-31-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hu, Quan-Fang published the artcileDesign, synthesis and biological evaluation of novel 1-phenyl phenanthridin-6(5H)-one derivatives as anti-tumor agents targeting TOPK, Synthetic Route of 211315-53-6, the main research area is OTS964 phenanthridin synthesis antitumor apoptosis TOPK colorectal cancer; 1-Phenyl phenanthridin-6(5H)-one; Colorectal cancer; Pharmacokinetics; Structure activity relationship; TOPK inhibitor.

T-lymphokine-activated killer cell-originated protein kinase (TOPK) is a serine-threonine mitogen-activated protein kinase that is highly expressed in many types of human cancer. Due to its important role in cancer progression, TOPK is becoming an attractive target in chemotherapeutic drug design. In this study, a series of 1-Ph phenanthridin-6(5H)-one derivatives have been identified as a novel chem. class of TOPK inhibitors. Some of them displayed very potent anti-cancer activity with IC50s less than 100 nM, superior than reference compound OTS964. The most potent compound, 9g suppressed the growth of cancer cells by apoptosis and specifically inhibited the activities of TOPK. Oral administration of 9g effectively suppressed tumor growth with TGI >79.7% in colorectal cancer xenograft models, demonstrating superior efficacy compared to OTS964. Pharmacokinetic studies reveal its good oral bioavailability. Our findings therefore show that 9g is a specific inhibitor of TOPK both in vitro and in vivo that may be further developed as a potential therapeutic agent against colorectal cancer.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 211315-53-6 belongs to class bromides-buliding-blocks, name is (R)-tert-Butyl (2-(4-bromophenyl)propyl)carbamate, and the molecular formula is C14H20BrNO2, Synthetic Route of 211315-53-6.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hu, De-Xuan published the artcileSynthesis of Methoxy-, Methylenedioxy-, Hydroxy-, and Halo-Substituted Benzophenanthridinone Derivatives as DNA Topoisomerase IB (TOP1) and Tyrosyl-DNA Phosphodiesterase 1 (TDP1) Inhibitors and Their Biological Activity for Drug-Resistant Cancer, Quality Control of 74317-85-4, the main research area is benzophenanthridinone preparation TOP1 TDP1 enzyme inhibitor antitumor SAR.

Herein, the synthesis of benzophenanthridinone derivatives I [R = 1-MeO, 2-Br, 8-OH, etc], II [R1 = R2 = 2,3-OCH2O, 8,9-Meo, 8,9-F], III [R3 = 8-F, 8-Br, 9-MeO; R4 = R5 = 2,3-OCH2O, 2,3-MeO, etc] as TOP1 and TDP1 inhibitors was reported. Seven compounds III [R3 = 8-F, 8-NO2, 8-MeO, 9-Cl, 7,8-OH, 8,9-F; R4 = R5 = 2,3-OCH2O] showed a robust TOP1 inhibitory activity (+++ or ++++), and four compounds I [R = 12-MeO] and III [R3 = 7,8-OH, 8-MeO, 8,9-MeO; R4 = R5 = 2,3-OCH2O, 8,9-MeO] showed a TDP1 inhibition (half-maximal inhibitory concentration values of 15 or 19μM). Also the dual TOP1 and TDP1 inhibitor III [R = 2,3-OCH2O, 7,8-OH] induces both cellular TOP1cc, TDP1cc formation and DNA damage was showed ,resulting in cancer cell apoptosis at a sub-micromolar concentration In addition, III [R = 2,3-OCH2O, 7,8-OH] showed an enhanced activity in drug-resistant MCF-7/TDP1 cancer cells and was synergistic with topotecan in both MCF-7 and MCF-7/TDP1 cells.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Quality Control of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zukerman-Schpector, Julio published the artcileCrystal structure of 1,2-bis(4-fluoro-2-methylphenyl)ditelluride, [Te(C7H6F)]2, COA of Formula: C7H6BrF, the main research area is crystal structure fluoromethylphenyl telluride; mol structure fluoromethylphenyl telluride; pi interaction fluoromethylphenylditelluride.

Crystallog. data and at. coordinates are given. The title mol. has twofold symmetry and d(Te-Tei) = 2.691(1) Å (symmetry code i: 2-x,y,1/2-z). The angle subtended at the Te(II) center is 99.2(2)° and indicates a bent geometry consistent with two stereochem. active lone pairs. The crystal packing is dominated by: (a) C-H…F bonds along [100], the shortest contact being 2.68 Å which occurs between C5-H and Fii (symmetry code ii: 3/2-x, 1/2+y, 1/2-z); (b) Te…Teii interactions along [010] (d(Te…Teiii) = 3.73 Å; symmetry code iii: 2-x,-1-y,-z); and (c) π-π interactions between successive C1-C6 rings that form columns along [001] (d(Cg… Cgiv) = 3.780(4) Å, g = 1-6; symmetry code iv: x, -y, -1/2+z).

Zeitschrift fuer Kristallographie – New Crystal Structures published new progress about Crystal structure. 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, COA of Formula: C7H6BrF.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jung, Christian M. published the artcileSyntheses and first crystal structures of rhenium complexes derived from ω-functionalized fatty acids as model compounds of technetium tracers for myocardial metabolism imaging, Computed Properties of 56523-59-2, the main research area is rhenium fatty acid thiolate Schiff oxo carbonyl preparation structure; crystal structure rhenium fatty acid thiolate Schiff oxo carbonyl; technetium radiopharmaceutical tracer myocardial metabolism imaging model preparation structure.

In an attempt to develop new technetium-based radiopharmaceuticals for the noninvasive diagnosis of myocardial metabolism, the authors synthesized three examples of novel metal-containing fatty acid derivatives according to the “”3+1″” mixed-ligand and the Schiff base/tricarbonyl design, Re:O[S(CH2)2S(CH2)2S][S(CH2)11S(CH2)4CO2H] (7), Re:O[S(CH2)2NMe(CH2)2S][S(CH2)14CO2H] (10) and ReBr(CO)3[2-py-CH:N(CH2)11CO2H] (14). The chelates contain the metal core in the oxidation states +5 (7 and 10) and +1 (14) and are attached to the end-position of a fatty acid chain. The complex formation was accomplished by ligand-exchange reactions with three different rhenium precursors, whereas the inactive rhenium metal was used as a surrogate of the technetium radionuclide. The mol. structures of the fatty acid complexes 7, 10 and 14 were determined by single-crystal x-ray diffraction analyses and impressively show a general problem in technetium tracer research, the significant structural alterations of bioactive mols. by coordination even to small metal chelates.

European Journal of Inorganic Chemistry published new progress about Crystal structure. 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, Computed Properties of 56523-59-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Braeu, Elmar published the artcileOn heterocyclic systems containing bismuth(III). 2. Eight-membered heterocycles Cl/Br/I-M(CH2CH2CH2)2X with Lewis acidic group 15 atoms M = As, Sb, Bi and donor atoms X = NR, S: a contribution to the value of the electronegativity of bismuth(III), Computed Properties of 58929-72-9, the main research area is Pauling electronegativity Group VA element; Group VA element heterocycle transannular interaction; crystal structure antimony nitrogen heterocycle; mol structure antimony nitrogen heterocycle; metallocane.

Paths to the ligands (XCH2CH2CH2)2Z [X = Cl, Br; Z = NR (R = Me, PhCH2, CHMe2, iso-Bu), O, S, Se], to the diGrignard reagents (XMgCH2CH2CH2)2Z (same X, Z), and to the eight-membered Group 15 heterocycles XM(CH2CH2CH2)2Z [I; X = Cl, Br, iodo; M = As, Sb, Bi; Z = NR (R = Me PhCH2, iso-Bu), S] are given. 13C-NMR, IR and Raman spectra are discussed; for the compound ClSb(CH2CH2CH2)2NMe the crystal structure anal. is given: the antimony atom is clearly Lewis acidic with ψ-trigonal-bipyramidal coordination and a transannular Sb…N interaction of 2.385(2)Å. For such a configuration the values of the 13C-NMR chem. shifts of the α-CH2-groups (e.g. ClM(αCH2CH2CH2)2NMe (M = As, Sb, Bi) 34.6, 25.9, 46.6 ppm) display clearly a sequence N > Bi > P ≈ As > Sb for the Pauling electronegativities of the group 15 elements: a value as high as 2.3 for bismuth is suggested.

Polyhedron published new progress about Crystal structure. 58929-72-9 belongs to class bromides-buliding-blocks, name is 1-Bromo-3-(3-bromopropoxy)propane, and the molecular formula is C6H12Br2O, Computed Properties of 58929-72-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sindt, Ammon J. published the artcileGuest Inclusion Modulates Concentration and Persistence of Photogenerated Radicals in Assembled Triphenylamine Macrocycles, Category: bromides-buliding-blocks, the main research area is macrocycle self assembly crystal guest radicals.

Substituted triphenylamine (TPA) radical cations show great potential as oxidants and as spin-containing units in polymer magnets. Their properties can be further tuned by supramol. assembly. Here, we examine how the properties of photogenerated radical cations, intrinsic to TPA macrocycles, are altered upon their self-assembly into one-dimensional columns. These macrocycles consist of two TPAs and two methylene ureas, which drive the assembly into porous organic materials. Advantageously, upon activation the crystals can undergo guest exchange in a single-crystal-to-single-crystal transformation generating a series of isoskeletal host-guest complexes whose properties can be directly compared. Photoinduced electron transfer, initiated using 365 nm light-emitting diodes, affords radicals at room temperature as observed by ESR (EPR) spectroscopy. The line shape of the EPR spectra and the quantity of radicals can be modulated by both polarity and heavy atom inclusion of the encapsulated guest. These photogenerated radicals are persistent, with half-lives between 1 and 7 d and display no degradation upon radical decay. Re-irradiation of the samples can restore the radical concentration back to a similar maximum concentration, a feature that is reproducible over several cycles. EPR simulations of a representative spectrum indicate two species, one containing two N hyperfine interactions and an addnl. broad signal with no resolvable hyperfine interaction. Intriguingly, TPA analogs without bromine substitution also exhibit similar quantities of photogenerated radicals, suggesting that supramol. strategies can enable more flexibility in stable TPA radical structures. These studies will help guide the development of new photoactive materials.

Journal of the American Chemical Society published new progress about Crystal structure. 183994-94-7 belongs to class bromides-buliding-blocks, name is 4-(Bromomethyl)-N,N-diphenylaniline, and the molecular formula is C19H16BrN, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Choi, P. published the artcileReaction of 3-azido-5-phenyl-1,2,4-oxadiazole with dimethylformamide, a new deoxygenative coupling reaction, HPLC of Formula: 23432-94-2, the main research area is azidophenyloxadiazole deoxygenative coupling DMF; oxadiazole azido deoxygenative coupling; methylaminooxadiazole; aminomethyleneaminooxadiazole.

Heating the bromooxadiazole I (R = Br) with NaN3 in anhydrous DMF at 130° for 3 h gave the oxadiazoles I (R = NMe2, N:CHNMe2) in 39 and 34% yield, resp. The latter is formed by a new deoxygenative coupling of the azide I (R = N3) (the product of the reaction at 90°), or the nitrene derived from it, with DMF.

Tetrahedron Letters published new progress about Coupling reaction. 23432-94-2 belongs to class bromides-buliding-blocks, name is 3-Bromo-5-phenyl-1,2,4-oxadiazole, and the molecular formula is C8H5BrN2O, HPLC of Formula: 23432-94-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Figueiredo, Tamiris published the artcileSelf-crosslinking smart hydrogels through direct complexation between benzoxaborole derivatives and diols from hyaluronic acid, Formula: C8H6BrFO2, the main research area is hydrogel benzoxaborole derivative diol hyaluronic acid direct complexation.

Boronate ester cross-linked hydrogels have emerged as promising injectable scaffolds for biomedical applications given their rapid self-healing ability. For a rational design of such networks, all variables influencing their dynamic rheol. properties, especially the boronic acid and the diol-containing mol. selected as mol. crosslinkers have to be carefully considered. Herein, by tailoring the structure of benzoxaborole (BOR), self-crosslinking hydrogels based on hyaluronic acid (HA) modified with BOR derivatives are obtained for the first time through the direct BOR-HA diol complexation at physiol. pH. Among the different HA-BOR conjugates investigated, those prepared from 6-amino-7-fluoro-3,3-dimethyl benzoxaborole (HA-DMF6ABOR) and 7-amino-3,3-dimethyl benzoxaborole (HA-DM7ABOR) show unprecedented self-crosslinking properties, leading to the formation of self-healing hydrogels with extremely slow dynamics. These networks also exhibit remarkable pH- and glucose-responsive behaviors. These properties are related to the peculiar structure of these two BOR moieties, having as the common feature, a gem-di-Me group in the oxaborole ring and an ortho-substituent in the Ph ring. Mol. dynamic simulations are used to provide insight in the role of these substituents in the outstanding capability of DMF6ABOR and DM7ABOR to crosslink HA. They show that BOR complexation induces changes in conformation of HA favoring formation of a highly entangled 3D network.

Polymer Chemistry published new progress about Aqueous solutions. 647020-71-1 belongs to class bromides-buliding-blocks, name is Methyl 2-bromo-3-fluorobenzoate, and the molecular formula is C8H6BrFO2, Formula: C8H6BrFO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary