The Triterpenoids from Munronia pinnata and Their Anti-Proliferative Effects

Molecules. 2023 Sep 28;28(19):6839. doi: 10.3390/molecules28196839.

Abstract

Six new tirucallane-type triterpenoids, named munropenes A-F (1-6), were extracted from the whole plants of Munronia pinnata using a water extraction method. Their chemical structures were determined based on detailed spectroscopic data. The relative configurations of the acyclic structures at C-17 of munropenes A-F (1-6) were established using carbon-proton spin-coupling constants (2,3JC,H) and inter-proton spin-coupling constants (3JH,H). Furthermore, the absolute configurations of munropenes A-F (1-6) were determined through high-performance liquid chromatography (HPLC), single-crystal X-ray diffraction, and electronic circular dichroism (ECD) analyses. The antiproliferative effects of munropenes A-F were evaluated in five tumor cell lines: HCT116, A549, HepG2, MCF7, and MDAMB. Munropenes A, B, D, and F (1, 2, 4, and 6) inhibited proliferation in the HCT116 cell line with IC50 values of 40.90, 19.13, 17.66, and 32.62 µM, respectively.

Keywords: Meliaceae; Munronia pinnata; cytotoxic activity; munropenes A–F; tirucallane.

MeSH terms

  • Cell Line, Tumor
  • Crystallography, X-Ray
  • HCT116 Cells
  • Humans
  • Molecular Structure
  • Protons*
  • Triterpenes* / chemistry
  • Triterpenes* / pharmacology

Substances

  • Protons
  • Triterpenes

Grants and funding

This research was funded by the National Natural Science Foundation of China (U20A2004), the Guangxi Science and Technology Base and Talent Project (Guike AA21196009), the Basic Research Fund of Guangxi Academy of Sciences (CQZ-C-1901), the Guilin Innovation Platform and Talent Plan (20210102-3), and the Key Area Research and Development Program of Guangdong Province (2020B1111110003).