Planta Med 2013; 79 - PN24
DOI: 10.1055/s-0033-1348705

Antiproliferative Withanolides from Datura wrightii

H Zhang 1, J Bazzill 2, RJ Gallagher 1, C Subramanian 2, PT Grogan 2, 3, VW Day 4, K Kindscher 5, MS Cohen 2, BN Timmermann 1
  • 1Department of Medicinal Chemistry, University of Kansas, Lawrence, KS 66045, USA
  • 2Department of Surgery, University of Michigan Hospital and Health Systems, Ann Arbor, MI 48109
  • 3Department of Pharmacology, University of Kansas Medical Center, Kansas City, KS 66160
  • 4The Small-Molecule X-ray Crystallography Laboratory, University of Kansas, Lawrence, KS 66047
  • 5Kansas Biological Survey, University of Kansas, Lawrence, KS 66047

A new withanolide 1 named withawrightolide, and four known withanolides 2-5 were isolated from the aerial parts of Datura wrightii Regel (Solanaceae). The structure of compound 1 was elucidated through 2D NMR and other spectroscopic techniques. In addition, the structure of withametelin L 2 was confirmed by X-ray crystallographic analysis. Using MTS viability assays, withanolides 1-5 showed antiproliferative activities against human glioblastoma (U251 and U87), head and neck squamous cell carcinoma (MDA-1986), and normal fetal lung fibroblast (MRC-5) cells with IC50 values in the range between 0.56 and 5.6 µM.