Zhang Xiaopo, Chen Changyu, Li Yonghui, Chen Deli, Dong Lin, Na Wei, Wu Chongming, Zhang Junqing, Li Youbin
School of Pharmaceutical Science, Hainan Medical University , Hainan 571199, People's Republic of China.
Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences , Beijing 100193, People's Republic of China.
J Nat Prod. 2016 May 27;79(5):1249-58. doi: 10.1021/acs.jnatprod.5b00820. Epub 2016 Apr 21.
Ten new phenylpropanoid glucosides, tadehaginosides A-J (1-10), and the known compound tadehaginoside (11) were obtained from Tadehagi triquetrum. These phenylpropanoid glucosides were structurally characterized through extensive physical and chemical analyses. Compounds 1 and 2 represent the first set of dimeric derivatives of tadehaginoside with an unusual bicyclo[2.2.2]octene skeleton, whereas compounds 3 and 4 contain a unique cyclobutane basic core in their carbon scaffolds. The effects of these compounds on glucose uptake in C2C12 myotubes were evaluated. Compounds 3-11, particularly 4, significantly increased the basal and insulin-elicited glucose uptake. The results from molecular docking, luciferase analyses, and ELISA indicated that the increased glucose uptake may be due to increases in peroxisome proliferator-activated receptor γ (PPARγ) activity and glucose transporter-4 (GLUT-4) expression. These results indicate that the isolated phenylpropanoid glucosides, particularly compound 4, have the potential to be developed into antidiabetic compounds.
从葫芦茶中获得了10种新的苯丙素苷，即葫芦茶苷A - J（1 - 10）以及已知化合物葫芦茶苷（11）。通过广泛的物理和化学分析对这些苯丙素苷进行了结构表征。化合物1和2是葫芦茶苷的第一组二聚体衍生物，具有不寻常的双环[2.2.2]辛烯骨架，而化合物3和4在其碳骨架中含有独特的环丁烷基本核心。评估了这些化合物对C2C12肌管中葡萄糖摄取的影响。化合物3 - 11，特别是4，显著增加了基础和胰岛素诱导的葡萄糖摄取。分子对接、荧光素酶分析和酶联免疫吸附测定的结果表明，葡萄糖摄取增加可能是由于过氧化物酶体增殖物激活受体γ（PPARγ）活性和葡萄糖转运蛋白4（GLUT - 4）表达增加所致。这些结果表明，分离得到的苯丙素苷，特别是化合物4，有潜力被开发成抗糖尿病化合物。
