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Author:

Wei, Zhenzhen (Wei, Zhenzhen.) | Zhou, Tiqiang (Zhou, Tiqiang.) | Xia, Ziming (Xia, Ziming.) | Liu, Sifan (Liu, Sifan.) | Li, Min (Li, Min.) | Zhang, Guangjie (Zhang, Guangjie.) | Tian, Ying (Tian, Ying.) | Li, Bin (Li, Bin.) | Wang, Lin (Wang, Lin.) | Liu, Shuchen (Liu, Shuchen.)

Indexed by:

Scopus SCIE

Abstract:

Two new compounds, ardisiapunine B (1) and ardisiapunine C (2), were isolated from Ardisia lindleyana D. Dietr. Their structures were examined using HR-ESI-MS, IR, (1D, 2D) NMR spectroscopic analyses, single-crystal X-ray diffraction, and ECD calculation. It was found that the two new compounds belong to unusual oleanane-type triterpenes, with compound 1 bearing an acetal unit and a C-13-C-18 double bond, and compound 2 bearing a C-28 aldehyde group and a C-18-C-19 double bond. The anti-inflammatory properties of compounds 1 and 2 were tested on NO production and cellular morphology using RAW264.7 cells, and their anti-tumor properties were tested on cytotoxic activities, cellular morphology, cell apoptosis, and cell cycle. The results showed that compound 1 exhibited a potent cytotoxicity against HepG2 cell lines with an IC50 of 12.40 mu M. Furthermore, it is possible that compound 1 inhibits cell proliferation by blocking the cell G2/M phase and promoting cell apoptosis. Compound 2 exhibited a potential anti-inflammatory activity by decreasing the production of NO in LPS-stimulated RAW264.7 cells. Comparative analysis of the structures of compounds 1 and 2 revealed that the acetal structure and double bond positions were the main differences between them, and these are presumed to be the main reasons for the extreme differences in their cytotoxicity and anti-inflammatory activities. From these new findings, two promising lead compounds were identified for the future development of potential anti-inflammatory or anti-tumor agents.

Keyword:

single-crystal X-ray diffraction ardisiapunine B biological activity ardisiapunine C triterpene Ardisia lindleyana D absolute configurations Dietr

Author Community:

  • [ 1 ] [Wei, Zhenzhen]Beijing Univ Technol, Fac Environm & Life, Beijing 100022, Peoples R China
  • [ 2 ] [Zhou, Tiqiang]Beijing Univ Technol, Fac Environm & Life, Beijing 100022, Peoples R China
  • [ 3 ] [Wei, Zhenzhen]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 4 ] [Zhou, Tiqiang]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 5 ] [Xia, Ziming]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 6 ] [Liu, Sifan]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 7 ] [Li, Min]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 8 ] [Zhang, Guangjie]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 9 ] [Tian, Ying]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 10 ] [Li, Bin]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 11 ] [Wang, Lin]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 12 ] [Liu, Shuchen]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 13 ] [Zhou, Tiqiang]Beijing Inst Technol, Sch Life Sci, Beijing 100081, Peoples R China

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Source :

MOLECULES

Year: 2022

Issue: 19

Volume: 27

4 . 6

JCR@2022

4 . 6 0 0

JCR@2022

ESI Discipline: CHEMISTRY;

ESI HC Threshold:53

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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