Methyl ethers of podophyllotoxin-related cyclolignans

J Nat Prod. 1995 Jun;58(6):870-7. doi: 10.1021/np50120a008.

Abstract

Methyl ethers of podophyllotoxin [1] and its epimers at positions 7 and 8' were obtained through the corresponding chlorinated or brominated derivatives at position 7. Additionally, the corresponding diol methyl ethers were obtained by reducing the lactone with LiAlH4. 7-O-Methylepipicropodophyllotoxin [12], 7-O-methylpicropodophyllotoxin [13], the diol methyl ethers 15-18 and the corresponding diacetates are described here for the first time. Most of the cyclolignans obtained were evaluated for their cytotoxic activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemical synthesis*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mice
  • Podophyllotoxin / analogs & derivatives*
  • Podophyllotoxin / chemical synthesis*
  • Podophyllotoxin / pharmacology
  • Stereoisomerism
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Podophyllotoxin