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Bark extractives of Catalpa bungei: isolation, purification and structural elucidation of triterpene, phytosterol and flavonoid derivatives

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Abstract

Extractives of tree barks have long been considered as a rich source of novel bioactive secondary metabolites, which are by far not well-explored. In the current work, bark extracts of Catalpa bungei were investigated for the first time and five extractives were isolated and purified, including a new triterpene saponin derivative, namely 3-O-β-D-glucuronopyranosyl-6′-methyl-21-O-cis-caffeoyl machaerinic acid (4), two known flavonoids [(+)-gallocatechin (1) and isoquercitrin-6″-gallate (2)], a known oleanane-type triterpene [machaerinic acid (3)] and a known phytosterol [stigmasterol (5)]. Chemical structural elucidation of extractives 15 was carried out mainly on the basis of their physicochemical and spectroscopic (IR, NMR, MS) evidences and analysis, as well as by detailed comparison of the analytical evidence with those in the literature. To the best of the authors' knowledge, this is the first time to find the occurrence of extractives 15 in the tree of C. bungei. It is noteworthy that the five constituents have never previously been reported in any species of Catalpa genus. Compound 4, a previously undescribed triterpene saponin derivative, was isolated and elucidated in this work for the first time.

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Acknowledgements

This work was kindly supported by National Key Research and Development Program of China (2017YFD0600604), Key Technology Research and Development Program of Tianjin (19YFZCSN00950), and Tianjin Enterprise Technology Commissioner Project (19JCTPJC52800). The plant samples were authenticated by Professor J.H. Wang from Research Institute of Forestry, Chinese Academy of Forestry, Beijing, P.R. China.

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The funder had no role in the design of the study; in the collection, analyses or interpretation of data; in the writing of the manuscript; or in the decision to publish the results.

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Correspondence to Chuan-Ling Si or Junhui Wang.

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Xu, J., Lu, N., Liu, K. et al. Bark extractives of Catalpa bungei: isolation, purification and structural elucidation of triterpene, phytosterol and flavonoid derivatives. Wood Sci Technol 55, 231–241 (2021). https://doi.org/10.1007/s00226-020-01239-5

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  • DOI: https://doi.org/10.1007/s00226-020-01239-5

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