Molecules (Jan 2014)

Synthesis, Crystal Structure and Anti-Fatigue Effects of Some Benzamide Derivatives

  • Xianglong Wu,
  • Wutu Fan,
  • Yalei Pan,
  • Yuankun Zhai,
  • Yinbo Niu,
  • Chenrui Li,
  • Qibing Mei

DOI
https://doi.org/10.3390/molecules19011034
Journal volume & issue
Vol. 19, no. 1
pp. 1034 – 1046

Abstract

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A series of benzamide derivatives such as 1-(1,3-benzodioxol-5-ylcarbonyl) piperidine (1-BCP) were synthesized by the reaction of substituted benzoic acids with piperidine, morpholine or pyrrolidine using a novel method. The crystals of these benzamide derivatives were obtained by recrystallization. Structures of target and intermediate compounds were determined via FT-IR, 1H-NMR and elemental analysis and X-ray crystallography of select examples. The crystal structures of these compounds have potential applications to identify the binding site for allosteric modulators of the α-amino-3-hydroxy-5-methylisoxazole-4-propionic acid (AMPA) receptor. The anti-fatigue effects of the benzamide derivatives in weight-loaded forced swimming mice were investigated in a swimming endurance capacity test used as an indicator of fatigue. The swimming times to exhaustion were longer in the b3, d3, and e3 groups than in the caffeine group (p < 0.05). In conclusion, b3, d3 and e3 enhanced the forced swimming capacity of mice. The mechanism of the anti-fatigue effects will be studied in the future.

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