Dao-Cai Wang

Synthesis, magnetism, aqueous-two phase formation and physical properties of novel guanidinium-based magnetic ionic liquids

Magnetic ionic liquids (MILs) are a new class of ionic liquids that reveal paramagnetic properties. In this study, a series of novel guanidinium-based organic magnetic ionic liquids were synthesized and characterized by FT-IR and ESI-MS. The magnetic properties of these MILs were investigated using a vibrating sample magnetometer. With decreasing length of the carbon chain of the MILs, magnetic susceptibility was observed to strengthen. MILs also showed extremely strong paramagnetism when the temperature dropped below 25 K. A new concept of a magnetic ionic liquid aqueous-two phase system (MILATPs) was proposed for the first time. Compared to the latest developments in separation systems, the advantages of magnetic separation, organic solvent free and rapid extraction were successfully combined together in the novel proposed MILATPs. Interestingly, all these novel compounds are capable of forming MILATPs and can respond to an external magnetic field to accelerate isolation of two phases. In addition, some physical properties such as density, electrical conductivity and acidity were further studied. These MILs are expected to show great potential for further application in the fields of catalysis, desulfurization, biotechnology, electrochemistry, and especially separation and pretreatment technology.

Synthesis and biological evaluation of novel benzamide derivatives as potent smoothened antagonists.

A series of novel benzamide derivatives were prepared and evaluated using cell-based measurements. Among these compounds, 10f significantly inhibited Hedgehog signaling and showed equivalent or more potency than GDC-0449 in different tests. Furthermore, compound 10f potently inhibited the proliferation of Daoy, a medulloblastoma cell line that is reported to be resistant to GDC-0449, which indicated a promising prospect in the treatment of Hedgehog signaling pathway related cancer in clinical trial.

Corrigendum to “Synthesis and biological evaluation of novel benzamide derivatives as potent smoothened antagonists” [Bioorg. Med. Chem. Lett. 24/5 (2014) 1426–1431]

http://dx.doi.org/10.1016/j.bmcl.2015.06.051 0960-894X/ 2016 Elsevier Ltd. All rights reserved. DOI of original article: http://dx.doi.org/10.1016/j.bmcl.2014.01.006 ⇑ Corresponding authors. Tel.: +86 28 85164063; fax: +86 28 85164060. E-mail addresses: zhaoyinglan@scu.edu.cn (Y.-L. Zhao), xieym@scu.edu.cn (Y.-M. Xie). These two authors contributed equally as first authors. Tian-Ming Wu a, , Dao-Cai Wang b, , Pu Xiang , Jian-Nan Zhang , Ya-Xiong Sang , Hong-Jun Lin , Jie Chen , Gang Xie , Hang Song , Ying-Lan Zhao a,⇑, Yong-Mei Xie a,⇑

DEVELOPMENT OF AN EFFICIENT HPLC METHOD WITH PRE-COLUMN DERIVATIZATION FOR DETERMINATION OF ENANTIOMERIC PURITY OF 2-(AMINOMETHYL)-1-ETHYLPYRROLIDINE

The development of a simple and efficient analytical method for determination of enantiomeric purity of 2-(aminomethyl)-1-ethylpyrrolidine was presented. The method was based on pre-column derivatization of 2-(aminomethyl)-1-ethylpyrrolidine with 4-nitrobenzoic acid completing separation of the enantiomers on high performance liquid chromatographic (HPLC) chiral stationary phase (CSP). After optimizing all the effective parameters, the best performances were achieved on a Chiralcel OD-H analytical column (250 × 4.6 mm) using n-hexane: ethanol (98:2, v/v) containing 0.2% triethylamine as mobile phase with a flow rate of 1.0 mL min-1 at 25°C. Online UV and optical rotation (OR) detection was performed at 254 nm. The parameters which have an effect on chiral separation were investigated, including mobile phase additive, organic modifier type and concentration, column temperature and flow rate. The method was tested for precision, accuracy, linearity, limit of detection (LOD), limit of quantification (LOQ) and robustness. The present method is expected to be accurate, stable, rapid and sensitive and can be used for the determination of the enantiomeric purity of 2-(aminomethyl)-1-ethylpyrrolidine in bulk samples.

6-Amino-2-methyl-8-phenyl-1,2,3,4-tetra-hydro-iso-quinoline-5,7-dicarbo-nitrile.

In the title compound, C18H16N4, the dihedral angle between the benzene and phenyl rings is 61.40 (4)°. In the crystal, molecules are linked by N—H⋯N(nitrile) hydrogen bonds, forming inversion dimers. The dimers are further linked by N—H⋯N(amine) hydrogen bonds, and both units are arranged almost perpendicular to each other [angle between dimer mean planes = 84.43 (12)°]. This arrangement is extended to form a ladder-like structure parallel to the c axis.

2-Chloro-N-(4-chloro-3-iodo­phen­yl)-4-(methyl­sulfon­yl)benzamide

In the title compound, C14H10Cl2INO3S, the dihedral angle between the benzene rings is 52.13 (10)°. In the crystal, the components are linked by pairs of N—H⋯O(sulfonyl) hydrogen bonds into centrosymmetric dimers.