22934-51-6Relevant articles and documents
Alternating Ring-Opening Copolymerization of Cyclohexene Oxide and Maleic Anhydride with Diallyl-Modified Manganese(III)-Salen Catalysts
Liu, Dengfeng,Zhang, Zhao,Zhang, Xingmei,Lü, Xingqiang
, p. 47 - 55 (2016)
A series of diallyl-modified (salen)MnIII complexes have been designed, synthesized, and applied in the cyclohexene oxide and maleic anhydride ring-opening copolymerization. The experimental results show that these complexes are effective in the presence of co-catalyst 4-(dimethylamino)pyridine (DMAP). Of all the five catalysts, the catalyst (salcyen)MnCl (salcyen=2-((E)-(2-((E)-5-allyl-2-hydroxy-3-methoxybenzylideneamino)cyclohexylimino)methyl)-4-allyl-6-methoxyphenol) exhibited the best catalytic performance under the conditions applied, and the cyclohexane of diimine bridge is conjugated with the two diallyl-salen-type moieties. This conjugation can increase the electron density of the centre MnIII cation so that catalyst (salcyen)MnCl favours the formation of reaction intermediates. Moreover, the anion effect of Cl- is proved to be the best in the catalytic performances. Among the three co-catalysts (DMAP, triphenylphosphine (Ph3P), and tetra-n-butylammonium bromide (n-Bu4NBr)) tested, DMAP is the most efficient towards monomer conversion and polymer chain growth.
The first example of Tb3-containing metallopolymer-type hybrid materials with efficient and high color-purity green luminescence
Zhang, Zhao,Feng, Heini,Liu, Lin,Yu, Chao,Lü, Xingqiang,Zhu, Xunjin,Wong, Wai-Kwok,Jones, Richard A.,Pan, Mei,Su, Chengyong
, p. 6229 - 6241 (2015)
In the series of homo-leptic trinuclear complexes {[Ln3(L)4Cl4(MeOH)(H2O)]·Cl} (Ln = La, 1; Ln = Eu, 2; Ln = Tb, 3 or Ln = Gd, 4) self-assembled from the allyl-modified benzimidazole-type ligand HL (4-allyl-2-(1H-benzo[d]imidazol-2-yl)-6-methoxyphenol) and LnCl3·6H2O, a suitable energy level match endows efficient green luminescence (Φoverall = 72%) of Tb3-arrayed complex 3. The copolymerization between each of these complex monomers 1-4 and CC-containing MMA (methyl methacrylate) or NBE (norbornene) shows that degradative chain transfer of the terminal four flexible allyl groups within restrains their radical polymerization with MMA while it does not hinder their effective ring-opening metathesis polymerization (ROMP) with NBE. Thus, two kinds of PMMA-supported doping hybrid materials 1@PMMA, 2@PMMA, 3@PMMA and 4@PMMA and PNBE-supported metallopolymer-type hybrid materials Poly(NBE-1), Poly(NBE-2), Poly(NBE-3) and Poly(NBE-4) are obtained, respectively. Especially for both 3@PMMA and Poly(NBE-3) with high color-purity characteristic green emission of Tb3+ ions, improved physical properties including significantly enhanced luminescence (Φoverall = 76% or 83%) are observed, and covalent-bonding endows a higher-concentration self-quenching as compared to physical doping. This journal is
Design, synthesis and mechanistic study of new benzenesulfonamide derivatives as anticancer and antimicrobial agentsviacarbonic anhydrase IX inhibition
AboulMagd, Asmaa M.,Elsaadi, Mohamed T.,Hamed, Ahmed A.,Hamed, Mohamed I. A.,Hassan, Hossam M.,Nemr, Mohamed T. M.
, p. 26241 - 26257 (2021/08/13)
Changes in gene expression cause uncontrolled cell proliferation and consequently tumor hypoxia. The tumor cells shift their metabolism to anaerobic glycolysis with a significant modification in pH. Therefore, an over expression of carbonic anhydrase IX (CA IX) genes was detected in many solid tumors. Accordingly, selective inhibition of CA IX can be a useful target for discovering novel antiproliferative agents. The present study described the synthesis of new aryl thiazolone-benzenesulfonamides4a-jas well as their carbonic anhydrase IX inhibitory effect. All the designed derivatives were evaluated for their anti-proliferative activity against triple-negative breast cancer cell line (as MDA-MB-231) and another breast cancer cell line (MCF-7) in addition to normal breast cell line MCF-10A. Compounds4b-c,4e,4g-hshowed significant inhibitory effect against both cancer cell lines at concentration ranges from 1.52-6.31 μM, with a high selectivity against breast cancer cell lines ranges from 5.5 to 17.5 times. Moreover, three sulfonamides derivatives4e,4gand4hshowed excellent enzyme inhibition against CA IX with IC5010.93-25.06 nM and against CA II with IC501.55-3.92 μM that revealed their remarkable selectivity for CA IX over CA II. Additionally,4ewas able to induce apoptosis in MDA-MB-231 with a significant increase in the annexin V-FITC percent by 22 fold as compared with control. Cellular uptake on MDA-MB-231 cell lines were carried out using HPLC method on the three active compounds (4e,4gand4h). On the other hand inhibition of one or more CAs present in bacteria was reported to interfere with bacterial growth. So, the new benzenesulfonamides were evaluated against their antibacterial and anti-biofilm activities. Analogues4e,4gand4hexhibited significant inhibition at 50 μg mL?1concentration with 80.69%, 69.74% and 68.30% againstS. aureuscompared to the positive control CIP which was 99.2%, while compounds4gand4hshowed potential anti-biofilm inhibition 79.46% and 77.52% againstK. pneumonia. Furthermore, the designed compounds were docked into CA IX (human) protein (PDB ID: http://xlink.rsc.org/?pdb=5FL6">5FL6) and molecular modeling studies revealed favorable binding interactions for the active inhibitors. Finally, the predictive ADMET studies showed that, compounds4e,4gand4hpossessed promising pharmacokinetic properties.
In vitro and in vivo trypanocidal activities of 8-methoxy-3-(4-nitrobenzoyl)-6-propyl-2H-cromen-2-one, a new synthetic coumarin of low cytotoxicity against mammalian cells
Brancaglion, Guilherme Andrade,Toyota, André Eidi,Cardoso Machado, José Vaz,Fernandes Júnior, Ant?nio ávila,Silveira, Alberto Thalison,Vilas Boas, Diego Fernandes,dos Santos, Elda Gon?alves,Caldas, Ivo Santana,Carvalho, Diogo Teixeira
, p. 1888 - 1898 (2018/08/11)
Natural and synthetic coumarins have been described as prototypes of new drug candidates against Chagas’ disease. During a typical screening with new compounds, we observed the potential of a new synthetic nitrobenzoylcoumarin (1) as trypanocidal against Trypanosoma cruzi epimastigotas. Then, we decided to prepare and evaluate a set of analogues from 1 to check the major structural requirements for trypanocidal activity. The structural variations were conducted in six different sites on the original compound and the best derivative (3) presented activity (IC50 28?±?3?μM) similar to that of benznidazole (IC50 25?±?10?μM). The enhancement of trypanocidal activity was conditioned to a change in the side chain at C6 (allyl to n-propyl group) and the preservation of coumarin nucleus and the nitrobenzoyl group at C3. Exposure of 3 to H9C2 cells showed low toxicity (CC50?>?200?μM) and its activity on T.?cruzi amastigotes (IC50 13?±?0.3?μM) encouraged us to perform an evaluation of its potential when given orally to mice infected with trypomastigote forms. Derivative 3 was able to reduce parasitemia when compared to the group of untreated animals. Taken together, these results show the potential therapeutic application of the synthetic coumarins.
Synthesis, characterizations, biological activities and docking studies of novel dihydroxy derivatives of natural phenolic monoterpenoids containing azomethine linkage
Rajput, Jamatsing D.,Bagul, Suresh D.,Hosamani, Amar A.,Patil, Manohar M.,Bendre, Ratnamala S.
, p. 5377 - 5393 (2017/09/23)
Abstract: In the present work, we report the synthesis of six new azomethine linkage containing dihydroxy derivatives of carvacrol, thymol, and eugenol. All the synthesized derivatives have been characterized by spectroscopic techniques and their structures were confirmed by X-ray single crystallography. Synthesized derivatives were screened for anti-oxidant activity using DPPH radical scavenging assay, and anticancer activity by using SRB assay against pancreatic cancer with MIAPaCa-2 and colon cancer with HCT-15 cell lines. The molecular docking studies of all the synthesized derivatives were performed on cyclooxygenases (COX-2) protein enzyme. In the anti-oxidant test, the values of EC50 indicated that all the compounds show excellent anti-oxidant potency, and similarly the GI50 values in anticancer tests indicated that most of the compounds possess good anticancer efficacy. The overall docking score suggested that all the synthesized compounds exhibit good binding affinity towards cyclooxygenases (COX-2) protein enzyme.
Synthesis, biological activities and molecular docking simulation of hydrazone scaffolds of carvacrol, thymol and eugenol
Rajput, Jamatsing D.,Bagul, Suresh D.,Bendre, Ratnamala S.
, p. 6601 - 6616 (2017/10/05)
In present work, we report the synthesis of 12 new hydrazones and sulfonyl hydrazones linkage containing carvacrol, thymol and eugenol derivatives by simple condensation reactions. Synthesized derivatives have been characterized by 1H NMR, 13C NMR, LC–MS, and X-ray single crystallography techniques, and these derivatives were screened for anticancer testing by using sulforhodamine B assay and anti-oxidant testing by using DPPH assay. Docking studies of all the derivatives against the active site of human heme oxygenase-1 indicated that interaction with the maximum site of the amino acid residue of human heme oxygenase-1 was crucial for anti-oxidant activity. The results show that all derivatives possess interesting biological activities.
Near-infrared (NIR) luminescent metallopolymers based on Ln 4(Salen)4 nanoclusters (Ln = Nd or Yb)
Feng, Weixu,Zhang, Yao,Zhang, Zhao,Su, Peiyang,Lue, Xingqiang,Song, Jirong,Fan, Daidi,Wong, Wai-Kwok,Jones, Richard A.,Su, Chengyong
, p. 1489 - 1499 (2014/02/14)
A series of novel Wolf Type II Ln3+-containing metallopolymers PNBE-co-Ln4(Salen)4 (Ln = La, Nd, Yb, Er or Gd) are obtained from the controlled ring-opening metathesis polymerization (ROMP) of norbornene (NBE) and the homo
Substrate-directed hydroacylation: Rhodium-catalyzed coupling of vinylphenols and nonchelating aldehydes
Murphy, Stephen K.,Bruch, Achim,Dong, Vy M.
supporting information, p. 2455 - 2459 (2014/03/21)
We report a protocol for the hydroacylation of vinylphenols with aryl, alkenyl, and alkyl aldehydes to form branched products with high selectivity. This cross-coupling yields α-aryl ketones that can be cyclized to benzofurans, and it enables access to eu
SYNTHESIS OF ELEMICIN AND TOPICAL ANALGESIC COMPOSITIONS
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Page/Page column 17, (2013/09/26)
The present invention is directed to the synthesis of elemicin and its isomeric form, and their use in topical analgesic formulations, including for dental and veterinary use. Various compositions include gels, films, dressings, cavity filling gels, having analgesic and/or antifungal properties.
Synthesis of Naturally Occuring 5-Allyl-2-aryl-7-methoxybenzofurans and 2-Aryl-5-(3-hydroxypropyl)-7-methoxybenzofurans
Mali, Raghao S.,Massey, Archna Patience
, p. 1109 - 1120 (2007/10/03)
A convenient and general procedure is described for the synthesis of 5-allyl-2-aryl-7-methoxybenzofurans (8a-e) from 2-allyloxy-3-methoxybenzaldehyde (3).The compounds 8a and 8b on hydraboration followed by oxidation provide the naturally occuring benzofurans (1a and 1b)
