4.4 Article

Selacyclicbiflavone A, an unusual macrocyclic biflavone from Selaginella uncinata (Desv.) Spring

Journal

TETRAHEDRON LETTERS
Volume 57, Issue 8, Pages 892-894

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.01.038

Keywords

Selaginella uncinata; Selacyclicbiflavone A; Selaginella; Biflavone; Biosynthetic pathway

Funding

  1. National Natural Science Foundation of China [31370370]
  2. Key Project of Science and Technology of Hunan Province, China [2014SK2002]
  3. Science and Technology Planning Project of Hunan Province, China [2013SK5077]
  4. Construct Program of the Key Discipline of Basic Medicine in Hunan Province
  5. Social development and technology specific Program of Hainan Province [SF201419]

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An unusual macrocyclic biflavone, selacyclicbiflavone A (1), have been isolated from Selaginella uncinata. The structure was elucidated on the basis of rigorous spectroscopic analysis including 1D and 2D NMR experiments as well as HRESIMS techniques. The absolute stereochemistry of compound 1 was further confirmed by comparing experimental data with calculated electronic circular dichroism (ECD) spectra. This is the first report of the macrocyclic biflavone with an unprecedented methylene bridge. A possible biosynthetic pathway was also postulated. (C) 2016 Elsevier Ltd. All rights reserved.

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