Norlignans from Sequoia sempervirens

Chem Biodivers. 2005 Apr;2(4):497-505. doi: 10.1002/cbdv.200590030.

Abstract

Six new norlignans, named sequosempervirins B-G (1-6), together with three known norlignans, agatharesinol (7), agatharesinol acetonide (8), and sugiresinol (9), were isolated from the branches and leaves of Sequoia sempervirens. Their structures were determined mainly by high-resolution mass spectroscopy (HR-MS), and various 1D- and 2D-NMR methods, as well as, in the case of 1, by means of X-ray diffraction. Compound 8 showed anticancer activity towards the A549 non-small-cell lung-cancer cell line (IC50 = 27.1 microM). The acetone extract of S. sempervirens was found to be antifungal towards Candida glabrata (IC50 = 15.98 microg/ml), and both the acetone and MeOH extracts inhibited the proteolytic activity of cathepsin B (IC50 = 4.58 and 5.49 microg/ml, resp.).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line, Tumor
  • Humans
  • Lignans / chemistry*
  • Lignans / pharmacology
  • Models, Molecular
  • Molecular Structure
  • Sequoia / chemistry*

Substances

  • Antifungal Agents
  • Antineoplastic Agents, Phytogenic
  • Lignans