Two new terpenoids from the leaves of callicarpa macrophylla

Nat Prod Res. 2021 Apr;35(7):1107-1114. doi: 10.1080/14786419.2019.1639180. Epub 2019 Jul 13.

Abstract

Two new terpenoids (1-2) and seven known compounds (3-9) were isolated from methanol extract of Callicarpa macrophylla leaves. Their structures were determined to be ent-7α,16β,17,18-tetrahydroxykaur-15-one (1), 3β-acetoxy-urs-12-ene-11-one-12-ol (2), ent-1β-acetoxy-7α,14β-dihydroxykaur-16-en-15-one (3), 3β-acetoxy-11α,13β-dihydroxyolean-12-one (4), β-amyrin (5), spinasterol (6), ursolic acid (7), β-sitosterol (8), and daucosterol (9) by analyses of their MS, NMR spectroscopic data and by comparison with those reported in the literature. Compounds 1 - 4, and 7 displayed potential cytotoxic activity towards HepG-2, LU-1, and MCF-7 human cancer cell lines with IC50 values ranging from 0.46 ± 0.21 to 18.14 ± 0.33 μM. Compound 6 showed IC50 values of 14.17 ± 0.21 and 5.72 ± 0.42 μM against Hep-G2 and MCF-7 cell lines, respectively.

Keywords: Callicarpa macrophylla; Verbenaceae; callimacrophylla A; callimacrophylla B.

MeSH terms

  • Callicarpa / chemistry*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Cell Line, Tumor
  • Humans
  • Inhibitory Concentration 50
  • Oleanolic Acid / analogs & derivatives
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / pharmacology
  • Plant Extracts / analysis
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Proton Magnetic Resonance Spectroscopy
  • Terpenes / analysis
  • Terpenes / chemistry
  • Terpenes / isolation & purification*
  • Terpenes / pharmacology
  • Triterpenes / chemistry
  • Triterpenes / pharmacology
  • Ursolic Acid

Substances

  • Plant Extracts
  • Terpenes
  • Triterpenes
  • Oleanolic Acid
  • beta-amyrin