Synthesis,Crystal Structure and Anti-ischemic Activity of(E)-1-(4-(Bis(4-methoxyphenyl)methyl)pipera

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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. 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) 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 ), V = 2773.3 (10) 3 3, Z = 4, Dc = 1.271 g / cm3, F (000) = 1128 and μ = 0.088 mm- = 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) 22) -H (22A) ··· O (3) interactions as well as intermolecular C (27) -H (27A) ··· (3) hydrogen bonds help to stabilize the crystal structure.The title compound was evaluated for the anti-ischemic activity in vitro and in viv o.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.
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