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Norlignans from Sequoia sempervirens.

Yu-Mei Zhang1, Ning-Hua Tan, Ya-Bin Yang

  • 1State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, 650204 Kunming, Yunnan, People's Republic of China.

Chemistry & Biodiversity
|December 29, 2006
PubMed
Summary

Six new norlignan compounds were discovered in Sequoia sempervirens. One compound showed anticancer activity, while extracts exhibited antifungal and cathepsin B inhibitory effects.

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Area of Science:

  • Natural Product Chemistry
  • Phytochemistry
  • Medicinal Chemistry

Background:

  • Sequoia sempervirens, a conifer species, is a potential source of bioactive natural products.
  • Norlignans are a class of phenolic compounds with diverse biological activities.

Purpose of the Study:

  • To isolate and characterize novel norlignans from Sequoia sempervirens.
  • To evaluate the anticancer, antifungal, and enzyme inhibitory activities of isolated compounds and extracts.

Main Methods:

  • Isolation of compounds using chromatographic techniques.
  • Structure elucidation via high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy.
  • X-ray diffraction analysis for absolute configuration determination.
  • In vitro bioassays for anticancer, antifungal, and enzyme inhibition.

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Main Results:

  • Six new norlignans (sequosempervirins B-G) and three known norlignans were identified.
  • Agatharesinol acetonide demonstrated anticancer activity against A549 lung cancer cells (IC50 = 27.1 µM).
  • Sequoia sempervirens extracts showed antifungal activity against Candida glabrata and inhibited cathepsin B activity.

Conclusions:

  • Sequoia sempervirens is a rich source of structurally diverse norlignans.
  • Agatharesinol acetonide represents a potential lead compound for non-small cell lung cancer therapy.
  • The extracts possess significant antifungal and protease inhibitory properties, warranting further investigation.