Scutione, a new bioactive norquinonemethide triterpene from Maytenus scutioides (Celastraceae)

Bioorg Med Chem. 1996 Jun;4(6):815-20. doi: 10.1016/0968-0896(96)00078-8.

Abstract

Scutione (1), a new norquinonemethide triterpene with a netzahualcoyene type skeleton, has been isolated from the root bark of Maytenus scutioides (Celastraceae) by bioactivity-directed fractionation. The structure of 1 has been elucidated by means of 1H and 13C NMR spectroscopic studies, including 1H-13C heteronuclear correlation (HETCOR), a long-range correlation spectrum with inverse detection (HMBC) and ROESY experiments. Compound 1 showed antibiotic activity against Gram-positive bacteria and modest cytotoxic activity against HeLa, Hep-2 and Vero cell lines. Fluoride derivatives 2-4 were prepared and assayed for bioactivity, where 2 showed slight improvement of the cytotoxic potency.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Chlorocebus aethiops
  • HeLa Cells
  • Humans
  • Microbial Sensitivity Tests
  • Plants / chemistry
  • Spectrum Analysis
  • Triterpenes / chemistry
  • Triterpenes / pharmacology*
  • Tumor Cells, Cultured
  • Vero Cells

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents, Phytogenic
  • Triterpenes
  • scutione