41643-81-6Relevant articles and documents
Novel asymmetrical bis-surfactants with naphthalene and two amide groups: Synthesis, foamability and foam stability
Jia, Yue,Guo, Xiangfeng,Jia, Lihua,Zhao, Zhenlong,Yang, Rui,Zhang, Yu,Sun, Hong
, (2021)
A series of novel asymmetrical bis-surfactants (CnNCS, n = 10, 12, 14, 16), comprising a naphthalene group and a long chain hydrocarbon (as hydrophobic moieties), a quaternary ammonium group, one ether group and double amides (as hydrophilic moieties), and ethylidene as linkage groups, were designed, prepared, and characterized through proton and carbon nuclear magnetic resonance, Fourier-transform infrared, and electrospray ionization mass spectrometry analyses. The surface activity was studied by surface tension measurements. CnNCS exhibited low critical micelle concentrations (0.708–0.004 mmol L?1) and excellent surface tension reducing abilities. Moreover, the introduction of naphthyl and amido groups into C12NCS significantly enhanced the foamability and foam stability. This is attributed mainly to cooperative noncovalent interactions such as hydrophobic interactions of the long chain hydrocarbons, π-π stacking of the naphthyl groups, hydrogen-bonding of the amido groups of C12NCS itself and hydrogen bonding of C12NCS with water, and electrostatic interaction, which induced a decrease in the surface tension, leading to a compact and dense arrangement of the C12NCS molecules at the air–water interface to form a tight film. Both features enabled foam formation, slowed liquid drainage from the foam, and prevented the gas from diffusing through the monolayer, thus enhancing the foam stability. In addition, the long-acting emulsifying ability of C12NCS and good antibacterial activity of CnNCS were also demonstrated. Moreover, hydrogen-bonding of the amido groups and π-π stacking of the naphthyl groups of CnNCS were verified from the 1H NMR and fluorescence spectra, respectively. This work provides a feasible strategy for the synthesis of highly efficient foaming, emulsifying, and bacteriostatic agents.
Molecular docking and synthesis of caffeic acid analogous and its anti-inflammatory, analgesic and ulcerogenic studies
Al-Ostoot, Fares Hezam,Ara Khanum, Shaukath,Grisha, S.,Mohammed, Yasser Hussein Eissa,Vivek, H. K.,Zabiulla
, (2020/12/25)
A series of caffeic acid (CA) derivatives 7a-j were synthesized via etherification and coupling action and their chemical structures were elucidated spectroscopically. Motivated by the various biological activities displayed by CA derivatives such as anti-inflammatory, antiviral, anticancer and antioxidant and also based on its extensively consumption in the human diet. In the present work, the newly synthesized compounds 7a-j were evaluated for anti-inflammatory and analgesic action and most of them exerted comparable activity to the reference compound celecoxib. Further, ulcer indexes for the most active compounds were calculated and most of them showed less ulcerogenic effect than the reference drug. Among the title series 7a-j, compounds 7f and 7g with electron withdrawing bromo and chloro group respectively, at the para position of the phenoxy ring was showed good activity compared to all other compounds. Interestingly, the COX-I/COX-II activity ratio of potent compounds 7f and7g showed an almost equal inhibitory effect on both isoenzymes. Further, molecular docking studies have been performed for the potent compounds which showed statistically significant result.
Synthesis and computer-aided analysis of the role of linker for novel ligands of the 5-HT6 serotonin receptor among substituted 1,3,5-triazinylpiperazines
?a?ewska, Dorota,Kurczab, Rafa?,Wi?cek, Ma?gorzata,Sata?a, Grzegorz,Kie?-Kononowicz, Katarzyna,Handzlik, Jadwiga
, p. 319 - 325 (2018/12/11)
A series of 2-amino-4-(4-methylpiperazin-1-yl)-1,3,5-triazines was designed based on previously published 2-amino-4-benzyl-(4-methylpiperazin-1-yl)-1,3,5-triazines in order to evaluate the role of a linker between the triazine moiety and an aromatic substituent for the human serotonin 5-HT6 receptor affinity. As new linkers two carbon atoms (ethyl or ethenyl) or an oxyalkyl chain (methoxy, 2-ethoxy, 2-propoxy) were introduced. Affinities of the compounds for the 5-HT6R as the main target, and for the 5-HT1AR, 5-HT7R and D2R as competitive ones, were determined in the radioligand binding assays. Docking to the 5-HT6R homology model was performed to support SAR analysis. Results showed that the branching of the methoxyl linker increased affinity for the human 5-HT6R whereas an unsaturated bond within the linker dramatically reduced desirable activity. Both experimental and theoretical studies confirmed the previously postulated beneficial role of the aromatic size for interaction with the 5-HT6R. Thus, the largest naphthyl moiety yielded the highest activity. In particular, 4-(4-methylpiperazin-1-yl)-6-(1-(naphthalen-1-yloxy)ethyl)-1,3,5-triazin-2-amine (24), the most potent 5-HT6R agent found (Ki = 23 nM), can be a new lead structure for further search and development.
