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.
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.
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.
