13753-71-4Relevant articles and documents
Structure-activity relationship studies of (E)-3,4-dihydroxystyryl alkyl sulfones as novel neuroprotective agents based on improved antioxidant, anti-inflammatory activities and BBB permeability
Chen, Ying,Wu, Bolin,Hao, Yameng,Liu, Yunqi,Zhang, Zhili,Tian, Chao,Ning, Xianling,Guo, Ying,Liu, Junyi,Wang, Xiaowei
supporting information, p. 420 - 433 (2019/03/29)
(E)-3,4-dihydroxystyryl alkyl sulfones, as new analogues of neurodegenerative agents, were designed and synthesized. The biological results demonstrated that most of the target compounds preserved antioxidant and anti-inflammatory potency in scavenging reactive free radicals, protecting neuronal cells against neurotoxins such as H2O2, 6-hydroxydopamine and inhibiting lipopolysaccharide (LPS)-induced over-production of NO. Among these compounds, 6.22 with cyclopentyl propyl exhibited prominent antioxidant activity at low concentration (2.5 μM) in H2O2 model (cell viability = 94.5%). In addition, 6.22 (IC50 = 1.6 μM) displayed better anti-inflammatory activity than that of lead compound 1 (IC50 = 13.4 μM). In view of the outstanding performance of 6.22, the apoptotic rates of H2O2-damaged PC12 cells were detected by Annexin V-FITC/PI assay. 6.22 showed higher potency in inhibition of apoptosis than 1 at low concentration (2.5 μM), consisting with the antioxidant and anti-inflammatory models. Furthermore, with the predicted CNS (+) blood-brain barrier (BBB) permeability (Pe = 6.84 × 10?6 cm s?1), low cytotoxicity and favorable physiochemical properties based on calculation, compound 6.22 can be further developed as a potential multifunctional neuroprotective agent.
Sulfur makes the difference: Synthesis and mesomorphic properties of novel thioether-functionalized imidazolium ionic liquid crystals
Mansueto, Markus,Kre?, Katharina Christina,Laschat, Sabine
, p. 6258 - 6264 (2015/03/30)
Novel thioether-linked imidazolium ionic liquid crystals were synthesized starting from methyl 2-mercaptoacetate. The mesomorphic properties were determined by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X-ray diffraction. All mesogens displayed smectic A mesophase geometries with strongly interdigitated bilayer structures. Comparison of the thioether-linked imidazolium salts with the corresponding amine- and amide-linked imidazolium salts as well as simple N-alkyl-imidazolium salts showed that both mesophase width and stability increased with increasing softness of the linking unit, thus indicating the beneficial effect of sulfur. Additionally, an increase of the length of the linking unit decreased the interdigitation of the alkyl chains.
Sufrace-Active Properties and Thermal Behavior of S-Alkylthio-Carboxylic Acids and Their Potassium Salts
Kamio, Katsuhisa,Kamata, Kohro,Mima, Seiji,Kuroda, Toshiharu,Ookawara, Hiroshi,et al.
, p. 805 - 810 (2007/10/02)
S-Alkylthiocarboxylic acids and their potassium salts were prepared by photoaddition of α-olefins (C10, C12, and C14) with mercapto carboxylic acids such as thiomalic acid, triopropionic acid, and thioglycolic acid.The physicochemical solution properties and thermal stabilities for three series of thiosurfactants were evaluated.S-Alkylthiocarboxylic acids that contain bridged S-bonds provide excellent thermally stable surfactants, and their alkaline salts exhibit good surface activity.KEY WORDS: α-Olefin, mercapto carboxylic acid, photoaddition, S-alkylthiocarboxylic acid, S-alkylthioglycolic acid, S-alkylthiomalic acid, S-alkylthiopropionic acid, surface activity, thermal stability.
