Cytotoxic withanolide constituents of Physalis longifolia

Huaping Zhang, Abbas K. Samadi, Robert J. Gallagher, Juan J. Araya, Xiaoqin Tong, Victor W. Day, Mark S. Cohen, Kelly Kindscher, Rao Gollapudi, Barbara N. Timmermann

Research output: Contribution to journalArticlepeer-review

Abstract

Fourteen new withanolides, 1-14, named withalongolides A-N, respectively, were isolated from the aerial parts of Physalis longifolia together with eight known compounds (15-22). The structures of compounds 1-14 were elucidated through spectroscopic techniques and chemical methods. In addition, the structures of withanolides 1, 2, 3, and 6 were confirmed by X-ray crystallographic analysis. Using a MTS viability assay, eight withanolides (1, 2, 3, 7, 8, 15, 16, and 19) and four acetylated derivatives (1a, 1b, 2a, and 2b) showed potent cytotoxicity against human head and neck squamous cell carcinoma (JMAR and MDA-1986), melanoma (B16F10 and SKMEL-28), and normal fetal fibroblast (MRC-5) cells with IC50 values in the range between 0.067 and 9.3 μM.

Original languageEnglish (US)
Pages (from-to)2532-2544
Number of pages13
JournalJournal of Natural Products
Volume74
Issue number12
DOIs
StatePublished - 2011
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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