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Synthesis and biological evaluation of ambradiolic acid as an inhibitor of glycogen phosphorylase

  • Jie Liu
  • , Hengyuan Zhang
  • , Peiqing Zhu
  • , Xiaoming Wu
  • , Hequan Yao
  • , Wencai Ye
  • , Jieyun Jiang
  • , Jinyi Xu

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

Ambradiolic acid (3) with oleanane skeleton is a natural pentacyclictriterpene. The first synthesis of 3 starting from 23-hydroxybetulinic acid (2) has been accomplished in 12-steps with a total yield of 18.1% in our study. Compound 3 was further biologically evaluated and found to exhibit significant inhibitory activity against rabbit muscle glycogen phosphorylase (GP) with an IC50 value of 12.4 μM, suggesting it could be a potential lead compound for the development of hypoglycemic drugs.

Original languageEnglish
Pages (from-to)50-55
Number of pages6
JournalFitoterapia
Volume100
DOIs
StatePublished - Jan 2015

Bibliographical note

Publisher Copyright:
© 2014 Elsevier B.V. All rights reserved.

Funding

The project was funded by the National Natural Science Foundation of China (No. 81273377 ), Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University), Ministry of Education of China (No. CMEMR2013-B05 ) and the Project Program of State Key Laboratory of Natural Medicines, China Pharmaceutical University (No. SKLNMZZCX201404 ).

FundersFunder number
National Natural Science Foundation of China (NSFC)81273377
Ministry of Education of the People's Republic of ChinaCMEMR2013-B05
Guangxi Normal University
State Key Laboratory of Natural Medicines, China Pharmaceutical UniversitySKLNMZZCX201404
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources

    Keywords

    • 23-Hydroxybetulinic acid
    • Ambradiolic acid
    • First synthesis
    • Glycogen phosphorylase (GP)

    ASJC Scopus subject areas

    • Pharmacology
    • Drug Discovery

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