2. Academic Validation
  3. Unusual acetylated flavonol glucuronides, oxyphyllvonides A-H with renoprotective activities from the fruits of Alpinae oxyphylla

Unusual acetylated flavonol glucuronides, oxyphyllvonides A-H with renoprotective activities from the fruits of Alpinae oxyphylla

  • Phytochemistry. 2023 Sep 8;215:113849. doi: 10.1016/j.phytochem.2023.113849.
Yue-Tong Zhu 1,  Hong-Bin Fang 1,  Xiao-Ning Liu 1,  Yong-Ming Yan 2,  Wei-Sheng Feng 3,  Yong-Xian Cheng 4,  Yan-Zhi Wang 5
Affiliations

Affiliations

  • 1 School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou, 450046, China.
  • 2 Institute for Inheritance-Based Innovation of Chinese Medicine, School of Pharmaceutical Sciences, Health Science Center, Shenzhen University, Shenzhen, 518060, China.
  • 3 School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou, 450046, China; Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases Co-construction by Henan Province & Education Ministry of PR China, Zhengzhou, 450046, China.
  • 4 Institute for Inheritance-Based Innovation of Chinese Medicine, School of Pharmaceutical Sciences, Health Science Center, Shenzhen University, Shenzhen, 518060, China. Electronic address: yxcheng@szu.edu.cn.
  • 5 School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou, 450046, China; Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases Co-construction by Henan Province & Education Ministry of PR China, Zhengzhou, 450046, China. Electronic address: wangyz@hactcm.edu.cn.
PMID: 37673290 DOI: 10.1016/j.phytochem.2023.113849
Abstract

As a widely consumed spice and Traditional Chinese Medicine, Alpinae oxyphylla has been used to treat conditions such as diarrhea, ulcers, dementia, and enuresis. Fruits of A. oxyphylla were phytochemically studied and the bioactive constituents against renal fibrosis were identified. Eight previously undescribed acetylated flavonol glucuronides named oxyphyllvonides A-H (1-7 and 10), two known acetylated flavonol glucuronides (8 and 9), together with seven known flavone glycosides (11-17) were isolated from the fruits of A. oxyphylla. Among them, flavonol glucuronides were discovered in Zingiberaceae for the first time. The planar structures of 1-7 and 10 were determined using HRESIMS and extensive spectroscopic techniques (UV, IR, 1D-NMR, and 2D-NMR). The absolute configurations of the sugar moiety in these compounds were determined by using LC-MS analysis of acid-hydrolyzed derivatized Monosaccharides. Biological evaluation showed that 7-10, 13, 14, 16 and 17 inhibit renal fibrosis in TGF-β1-induced kidney proximal tubular cells. In addition, 7, 8 and 14 were superior to nootkatone in inhibiting Fibronectin expression. The finding has significant relevance to our ongoing research on the anti-renal fibrosis activity of A. oxyphylla.

Keywords

Alpinia oxyphylla Miq.; Chronic kidney disease; Flavone glycosides; Flavonol glucuronides; Renal fibrosis.

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