Synthesis,Crystal Structure and Anti-ischemic Activity of(E)-1-(4-(Bis(4-methoxyphenyl)methyl)piperazin-1-yl)-3-(4-acetoxy-3-methoxyphenyl)prop-2-en-1-one

A new cinnamide derivative,(E)-1-(4-(bis(4-methoxyphenyl)methyl)piperazin-1-yl)-3-(4-acetoxy-3-methoxyphenyl)prop-2-en-1-one(C31H34N2O6,Mr = 530.60),has been synthesized by the condensation of 1-(bis(4-methoxyphenyl)methyl)piperazine and(E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acid.The compound was characterized by 1H NMR,13 C NMR,H RMS and single-crystal X-ray diffraction.The crystal belongs to the orthorhombic system,space group P212121 with a = 24.946(5),b = 7.6380(15),c = 14.555(3) ?,V = 2773.3(10) ?3,Z = 4,Dc = 1.271 g/cm3,F(000) = 1128,μ = 0.088 mm-1,Mo Kα radiation(λ = 0.71073 ?),the final R = 0.0641 and w R = 0.1170.A total of 3009 unique reflections were collected,of which 1760 with I 2σ(I) were observed.Intramolecular C(17)–H(17B)···O(3) and C(22)–H(22A)···O(3) interactions as well as intermolecular C(27)–H(27A)···O(3) hydrogen bonds help to stabilize the crystal structure.The title compound was evaluated for the anti-ischemic activity in vitro and in vivo.The bioassay results indicated that the title compound displayed efficient activities against glutamine-induced neurotoxicity in PC12 cells and significantly prolonged the survival time of mice subjected to acute cerebral ischemia.     

Synthesis and Crystal Structure of 1-Phenyl-2-acetoxy-2-methyl-1-propanone

1-Phenyl-2-acetoxy-2-methyl-propanone, a new α-hydroxy ketone derivative, was synthesized by Friedel-Crafts acylation and characterized by FT-IR, 1H NMR, MS spectra and single-crystal X-ray diffraction measurements. The data are as follows: monoclinic, space group P21/c, Z = 4, C12H14O3, Mr = 206.24, a = 8.9430(2), b =15.2680(4), c = 8.2550(2) , β = 91.9650(5)o, V = 1126.60(5) 3, Dc = 1.216 g/cm3, μ(MoKα) = 0.087 mm1, F(000) = 440, R = 0.0725 and wR = 0.1379 for 1282 observed reflections with I > 2σ(I). The structure was solved by direct methods and refined by full-matrix least-squares refinement on F2 methods. The benzene ring in the structure is almost coplanar with the adjacent carbonyl groups and t-carbonyl atom. Meanwhile, the long chain is approximately perpendicular to the plane. X-ray analysis reveals that the crystal structure involves two weak intramolecular C–H···O hydrogen bonds.