Acrocalyenes A and B, Two New Diterpenoids from Sinomenium acutum Associated Fungus Acrocalymma sp

Chem Biodivers. 2022 Apr;19(4):e202100946. doi: 10.1002/cbdv.202100946. Epub 2022 Mar 21.

Abstract

We identified two new diterpenoidal acrocalyenes A (1) and B (2) through chemical investigation on Acrocalymma sp., a plant-associated fungus from the tender stem isolates of Sinomenium acutum collected from the Qinling Mountains, along with seven already-recognized compounds (3-9). The HR-ESI-TOF-MS and 1D/2D NMR data were utilized for structural elucidation of these compounds, and the single-crystal X-ray diffraction was employed for absolute configuration clarification of the novel acrocalyenes 1 and 2. Bioassays revealed that the cytotoxicities of compounds 2, 4, 6, 7, and 8 against three human carcinoma cells (RKO, HeLa and HCC-1806) were moderate to strong, with IC50 between 6.70-38.82 μM. These isolates were also evaluated for their fungal resistant potentials against Botrytis cinerea, Fusarium culmorum and Fusarium solani, in which 3 displayed significant inhibitory effects on all three phytopathogenic fungi, showing respective MIC of 50, 25 and 25 μM.

Keywords: Acrocalymma; antifungal activity; chemical constituents; cytotoxicity; diterpenoid.

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Ascomycota* / chemistry
  • Carcinoma, Hepatocellular*
  • Diterpenes* / chemistry
  • Diterpenes* / pharmacology
  • Humans
  • Liver Neoplasms*
  • Sinomenium

Substances

  • Antifungal Agents
  • Diterpenes