2. Academic Validation
  3. Bioactive triterpene glycosides from the fruit of Stauntonia hexaphylla and insights into the molecular mechanism of its inflammatory effects

Bioactive triterpene glycosides from the fruit of Stauntonia hexaphylla and insights into the molecular mechanism of its inflammatory effects

  • Bioorg Med Chem Lett. 2019 Aug 15;29(16):2085-2089. doi: 10.1016/j.bmcl.2019.07.010.
Le Ba Vinh 1,  Hyun-Jae Jang 2,  Nguyen Viet Phong 3,  Gao Dan 4,  Kyoung Won Cho 5,  Young Ho Kim 6,  Seo Young Yang 7
Affiliations

Affiliations

  • 1 Natural Products Laboratory, College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea; Department of Marine Medicinal Materials, Institute of Marine Biochemistry (IMBC), Vietnam Academy of Science and Technology, Hanoi, Viet Nam.
  • 2 Natural Medicine Research Center, Korea Research Institute of Bioscience and Biotechnology, Chungbuk, Republic of Korea.
  • 3 Department of Marine Medicinal Materials, Institute of Marine Biochemistry (IMBC), Vietnam Academy of Science and Technology, Hanoi, Viet Nam.
  • 4 Natural Products Laboratory, College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea.
  • 5 Chong Kun Dang Healthcare Corporation, 47, Beodeunaru-ro, Yeongdeungpo-gu, Seoul, Republic of Korea.
  • 6 Natural Products Laboratory, College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea. Electronic address: yhk@cnu.ac.kr.
  • 7 Natural Products Laboratory, College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea. Electronic address: syyang@cnu.ac.kr.
PMID: 31301930 DOI: 10.1016/j.bmcl.2019.07.010
Abstract

Chromatography of the ethanol extract of the medicinal fruit Stauntonia hexaphylla resulted in the purification of 26 compounds (1-26), including two undescribed triterpene saponins 1 and 2 (hexaphylosides A and B). Their structures were confirmed by spectroscopic data, including IR, HR QTOF MS, 1H, 13C NMR, COSY, HMQC, HMBC, and TOCSY, and HPLC sugar analysis after acid hydrolysis. The anti-inflammatory effects of the high-purity constituents (1-26) on lipopolysaccharide (LPS)-induced RAW264.7 macrophage cells were investigated by screening nitric oxide production. The NO inhibitory activity of compounds 6 and 10 with the IC50 values of 1.33 and 1.10 µM, respectively. The structure-activity relationships (SAR) of the isolated compounds were also analyzed. Furthermore, compounds 6 and 10 inhibited the protein expression inducible nitric oxide synthase (iNOS), and cyclooxygenase (COX)-2 via Western blotting analysis. This showed that compounds 6 and 10 contributed to the anti-inflammatory effects of S. hexaphylla fruit, which could be developed as a natural nutraceutical and functional food ingredient.

Keywords

Hexaphyloside A; Hexaphyloside B; Inflammation; Stauntonia hexaphylla fruits; Triterpene saponins.

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