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

• Published in: Natural product research Vol. 34; no. 9; pp. 1238 - 1245
• Main Authors: Zeng, Yang, Sun, Yu-Xia, Meng, Xiu-Hua, Yu, Tao, Zhu, Hong-Tao, Zhang, Ying-Jun
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 02.05.2020; Taylor & Francis Ltd
• Subjects: anti-bacterial; Catechin; Dasiphora fruticosa; Dimers; E coli; flavan-3-ol dimers; Leaves; Methylene; methylene 6,8-bis(7-O-glucosyl)catechin; Potentilla fruticosa; Potentilla fruticosa (syn.); Pseudomonas aeruginosa; Rosaceae; Salmonella; anti-bacterial; Dasiphora fruticosa; Potentilla fruticosa (syn.); flavan-3-ol dimers; Rosaceae; methylene 6,8-bis(7-O-glucosyl)catechin
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2018.1557169

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 9 - 13 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.