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Natural Product Research
Formerly Natural Product Letters
Volume 34, 2020 - Issue 9
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Research Articles

A new methylene bisflavan-3-ol from the branches and leaves of Potentilla fruticosa

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Pages 1238-1245 | Received 19 Jun 2018, Accepted 05 Dec 2018, Published online: 19 Jan 2019
 

Abstract

Dasiphora fruticosa L. (Rosaceae), also known as Potentilla fruticosa L. (syn.), is a hardy deciduous shrub widely distributed in the north temperate regions of the world. Three methylene bisflavan-3-ols (1-3), together with a procyanidin dimer, (-)-afzelechin-(4α→8)-(-)-afzelechin (4) were isolated for the first time from the branches and leaves of the titled plant, in addition to 11 known compounds (5-15). Their structures were elucidated by means of extensive spectroscopic analysis and by comparison with data reported in the literatures. Methylene 6,8-bis(7-O-glucosyl) catechin (1) was determined to be a new dimeric flavan-3-ol glycoside through a methylene linkage between C-8 and C-8 of two units. At a concentration of 128 μg/mL, the known compounds 913 exhibited antibacterial activities on Escherichia coli, Staphylococcus aureus subsp. aureus, Salmonella enterica subsp. enterica, and Pseudomonas aeruginosa. Compound 12 also showed certain glucose uptake stimulating activity.

Graphical Abstract

Acknowledgments

This work was supported by the Key R & D and Achievement Transformation Program of Qinghai Province (2018-SF-144), the National Natural Science Foundation of China (31470429, 81460652), and project funded by the Key Lab of Medicinal Animal & Plant Resources of Qinghai-Tibet Plateau in Qinghai Province (No. 2017-z-y25). The authors are grateful to the analytical and bioactivity screening groups at State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, for measuring the spectroscopic data and bioactivities.

Appendix A: Supplementary data

General of experiment, the anti-bacterial and glucose uptake stimulating activities of 115, the 1D, 2D NMR, HRESIMS, IR, UV, and OR spectra of compound 1 are available.

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