Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (8): 2109-2114.DOI: 10.6023/cjoc201705039 Previous Articles     Next Articles

Notes

新型奥克梯隆型皂苷元荧光探针的设计、合成与活性评价

杨刚强, 杨延婷, 杨青, 李阳, 姜永涛, 傅风华, 王洪波   

  1. 烟台大学 新型制剂与生物技术药物研究山东省高校协同创新中心 分子药理和药物评价教育部重点实验室烟台 264005
  • 收稿日期:2017-05-27 修回日期:2017-05-27 出版日期:2017-08-25 发布日期:2017-07-18
  • 通讯作者: 杨刚强, 王洪波 E-mail:oceanygq@hotmail.com;hongbowangyt@gmail.com
  • 基金资助:

    国家自然科学基金(No.21502164)、山东省优秀中青年科学家科研奖励基金(No.BS2015YY039)、烟台大学博士科研基金(No.YX14B17)资助项目.

Novel Fluorescent Pyxinol-Based Probes: Design, Synthesis and Biological Evaluation

Yang Gangqiang, Yang Yanting, Yang Qing, Li Yang, Jiang Yongtao, Fu Fenghua, Wang Hongbo   

  1. Key Laboratory of Molecular Pharmacology and Drug Evaluation, Ministry of Education, Collaborative Innovation Center of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, School of Pharmacy, Yantai University, Yantai 264005
  • Received:2017-05-27 Revised:2017-05-27 Online:2017-08-25 Published:2017-07-18
  • Contact: 10.6023/cjoc201705039 E-mail:oceanygq@hotmail.com;hongbowangyt@gmail.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21502164), the Research Fund for Excellent Young and Middle-Age Scientists of Shandong Province (No. BS2015YY039), and the Startup Project of Doctor Scientific Research in Yantai University (No. YX14B17).

Pyxinol ((20S,24R)-epoxydammarane-3β,12β,25-diol), the 24R-ocotillol type sapogenin, shows the well protective activity against myocardial ischemia-reperfusion injury (MIRI) and is the main metabolite of 20(S)-protopanoxadiol. To build up the pyxinol fluorescent probes retaining the original biological activity, the linkers with different physical properties were designed to connect the fluorescein isothiocyanate (FITC, the common fluorescent dyes) to pyxinol to reduce the steric interference of bulky fluorescent group and pyxinol. The synthesized fluorescent probes were evaluated the in vitro anti-MIRI activity using H9C2 cardiac myocytes. The results showed that the molecular fluorescent probe with hydrophilic flexible polyethylene glycol (PEG) linker retained the anti-MIRI activity of pyxinol. The first synthesis of active molecular fluorescent probe will provide the key molecular tool for studying biological activity mechanism of pyxinol and other ginsenosides.

Key words: ginsenoside, fluorescent probe, chemical synthesis, myocardial ischemia-reperfusion injury