Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (04): 595-600. Previous Articles     Next Articles

Original Articles


唐雪梅 ; 范 莉; 于红霞; 廖玉华 ; 杨大成*   

  1. (西南大学化学化工学院 重庆 400715)
  • 收稿日期:2008-06-26 修回日期:2008-10-30 发布日期:2009-04-20
  • 通讯作者: 杨大成

Facile Synthesis of Dipeptidomimetics of p-Aminobenzoic Acid and Their Antidiabetic Activity

Tang, Xuemei; Fan, Li ; Yu, Hongxia; Liao, Yuhua ; Yang, Dacheng*   

  1. (School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715)
  • Received:2008-06-26 Revised:2008-10-30 Published:2009-04-20
  • Contact: Yang, Dacheng

Nine new amino acid derivatives of p-aminobenzoic acid (dipeptidomimetics of p-aminobenzoic acid) were synthesized straightly through unprotecting p-aminobenzoic acid with some amino acid esters aided by coupling agengts N,N’-diisopropylcarbodiimide (DIC) or N,N’-dicyclohexylcarbodiimide (DCC). This method avoids the multi-step procedure which protects the amino group previously and then removes the protecting group of p-aminobenzoic acid or reduces the nitro group, and thus has the advantages of mild reaction conditions, low cost, and high yields (78%~91%). The structures of these compounds were certi-fied by IR, 1H NMR, 13C NMR, MS and HRMS techniques. Preliminary bioassay test demonstrated that all of these compounds had low antidiabetic activity.

Key words: p-aminobenzoic acid, dipeptidomimetic, amino acid derivative, diabetes mellitus, peroxisome proliferator-activated receptor response element (PPRE)