Journal of Natural Medicines

, Volume 71, Issue 1, pp 321–328 | Cite as

Chodatiionosides A and B: two new megastigmane glycosides from Chorisia chodatii leaves

  • Mamdouh Nabil Samy
  • John Refaat Fahim
  • Sachiko Sugimoto
  • Hideaki Otsuka
  • Katsuyoshi Matsunami
  • Mohamed Salah Kamel
Note

Abstract

Phytochemical investigation of Chorisia chodatii Hassl. leaves led to the isolation of an unusual rearranged megastigmane glycoside; chodatiionoside A (1) and another new megastigmane glycoside; chodatiionoside B (2), together with three known megastigmane glycosides (35) and one known flavonoid glycoside (6). Their structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments (1H, 13C, DEPT, COSY, HSQC and HMBC) in combination with HR-ESI–MS, CD and modified Mosher’s method. As a result, chodatiionoside A has been elucidated as a first example of an unusual rearranged form of megastigmane.

Keywords

Chorisia chodatii Bombacaceae Chodatiionoside Megastigmane glycoside 

Notes

Acknowledgments

This work was supported by the Japan Society for the Promotion of Science KAKENHI program. It was also supported by the Ministry of Higher Education, Egypt, through the Scientific Mission System. The authors are grateful for access to the superconducting NMR instrument, UV and ESI–MS at the Analytical Center of Molecular Medicine, the Analysis Center of Life Science and the Natural Science Center for Basic Research and Development of the Graduate School of Biomedical and Health Sciences, Hiroshima University.

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Copyright information

© The Japanese Society of Pharmacognosy and Springer Japan 2016

Authors and Affiliations

  • Mamdouh Nabil Samy
    • 1
    • 2
  • John Refaat Fahim
    • 2
  • Sachiko Sugimoto
    • 1
  • Hideaki Otsuka
    • 1
    • 3
  • Katsuyoshi Matsunami
    • 1
  • Mohamed Salah Kamel
    • 2
  1. 1.Department of Pharmacognosy, Graduate School of Biomedical and Health SciencesHiroshima UniversityMinami-kuJapan
  2. 2.Department of Pharmacognosy, Faculty of PharmacyMinia UniversityMiniaEgypt
  3. 3.Department of Natural Products Chemistry, Faculty of PharmacyYasuda Women’s UniversityAsaminami-kuJapan

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