Back
New cytotoxic 6,7-cis and 6,7-trans configured guaianolides from Warionia saharae.
Journal article

New cytotoxic 6,7-cis and 6,7-trans configured guaianolides from Warionia saharae.

  • Hilmi F Department of Applied BioSciences, Institute of Pharmaceutical Sciences, Swiss Federal Institute of Technology (ETH) Zurich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland.
  • Sticher O
  • Heilmann J
  • 2002-04-27
Published in:
  • Journal of natural products. - 2002
Antineoplastic Agents, Phytogenic
Asteraceae
Female
HeLa Cells
Humans
Inhibitory Concentration 50
KB Cells
Lactones
Models, Chemical
Molecular Conformation
Molecular Structure
Morocco
Nuclear Magnetic Resonance, Biomolecular
Plant Leaves
Plants, Medicinal
Sesquiterpenes
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Stereoisomerism
Tumor Cells, Cultured
Uterine Cervical Neoplasms
English Using cytotoxicity against the KB cancer cell line (ATCC CCL17) as a lead, bioactivity-guided fractionation of the MeOH-soluble part of the DCM extract of Warionia saharae leaves led to the isolation of six new cytotoxic guaianolide type sesquiterpene lactones (1-6). Besides two guaianolides showing the common 6,7-trans fused lactone ring (3 and 4), four compounds exhibiting the more rare 6,7-cis configuration (1,2 and 5,6) were also isolated. Compounds 1, 2, 5, and 6 showed an unprecedented ether bridge between C-2 and C-4. The structures were deduced from extensive 1D and 2D NMR spectroscopy ((1)H, (13)C, DQF-COSY, HSQC, HMBC, ROESY), as well as mass spectrometry (EI and HR-MALDI). Cytotoxicity testing against the KB cancer cell line revealed IC(50) values of 1.0 (1), 4.5 (2), 1.7 (3), 2.0 (4), 3.3 (5), and 5.5 (6) microg/mL.
Language
  • English
Open access status
closed
Identifiers
Persistent URL
https://sonar.ch/global/documents/47043
Statistics
Document views: 11 File downloads: