1486-51-7Relevant articles and documents
Preparation and mesomorphic properties of highly fluorinated materials incorporating S-ethyl-lactate
De Givenchy, Elisabeth Taffin,Guittard, Frederic,Geribaldi, Serge
, p. 91 - 98 (2001)
The synthesis of three different chiral short molecular weight compounds have been reported. The overall compounds incorporate a linear perfluorinated tail and S-ethyl-Iactate as chiral moiety. Each compound differ to the other by one molecular parameter: a spacer carbonyloxy or oxycarbonylmethoxy or by the presence or not of an ester function between the two aromatic rings of the mesogenic core. The synthesis have been carried out from 2-F-hexylethyliodide or 2-F-hexylethanol. The mesomorphic properties have been characterized by light microscopy and by differential thermal analysis showing the peculiar effect of the spacer. The two biphenyl derivatives exhibit liquid crystal properties over a wide temperature range. The mesophase for both compounds is smectic of type A. However, the introduction of an ester function in the core contribute to enhance the melting temperature and suppress the liquid crystal behavior.
Design, synthesis, and biological studies of novel 3-benzamidobenzoic acid derivatives as farnesoid X receptor partial agonist
Hu, Lijun,Ren, Qiang,Deng, Liming,Zhou, Zongtao,Cai, Zongyu,Wang, Bin,Li, Zheng
, (2020/12/25)
Farnesoid X receptor (FXR), a bile acid-activated nuclear receptor, regulates the metabolism of bile acid and lipids as well as maintains the stability of internal environment. FXR was considered as a therapeutic target of liver disorders, such as drug-induced liver injury, fatty liver and cholestasis. The previous reported FXR partial agonist 6 was a suitable lead compound in terms of its high potent and low molecular size, while the docking study of compound 6 suggested a large unoccupied hydrophobic pocket, which might be provided more possibility of structure-activity relationship (SAR) study. In this study, we have performed comprehensive SAR and molecular modeling studies based on lead compound 6. All of these efforts resulted in the identification of a novel series of FXR partial agonists. In this series, compound 41 revealed the best activity and strong interaction with binding pocket of FXR. Moreover, compound 41 protected mice against acetaminophen-induced hepatotoxicity by the regulation of FXR-related gene expression and improving antioxidant capacity. In summary, these results suggest that compound 41 is a promising FXR partial agonist suitable for further investigation.
Multichiral liquid crystals based on terphenyl core laterally substituted by chlorine atom
Cigl, Martin,Hamplová, Věra,Novotná, Vladimíra,Pociecha, Damian,Podoliak, Natalia
, (2021/05/17)
We designed a new type of antiferroelectric liquid crystalline structure with versatile properties. For this purpose, we modified the previously studied liquid crystalline compounds based on terphenyl molecular core laterally substituted with a chlorine atom. Two lactate units were attached to the chiral chain with the aim to support antiferroelectric structures. We studied the mesomorphic properties of new compounds by means of texture observations under a polarised light microscope, by dielectric spectroscopy and electro-optical measurements. To confirm the phase identification, x-ray measurements were performed. We found that the studied compounds revealed a SmA*-SmC* phase sequence in a broad temperature range. We proved an antiferroelectric phase with orthoconic properties for selected structural modifications. Such valuable optical properties with the tilt angle about 45° promise a big potential for applications.
