Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis

Sharnelle S. Phifer, Dongho Lee, Eun Kyoung Seo, Nam Cheol Kim, Tyler N. Graf, David J. Kroll, Hernán A. Navarro, Robert A. Izydore, Francisco Jiménez, Ricardo Garcia, William C. Rose, Craig R. Fairchild, Robert Wild, Djaja D. Soejarto, Norman R. Farnsworth, A. Douglas Kinghorn, Nicholas H. Oberlies, Monroe E. Wall, Mansukh C. Wani

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18 Citations (Scopus)

Abstract

Bioactivity-directed fractionation of an extract of the leaves of Alvaradoa haitiensis, using the KB (human oral epidermoid carcinoma) cell line, led to the isolation and identification of 10 new anthracenone C-glycosides, alvaradoins E-N (1-10), along with the known compound chrysophanol (11). The cytotoxicity of all compounds was evaluated, and preliminary structure - activity relationships are suggested. The most potent compounds in the in vitro assays (1 and 2) were evaluated in vivo versus the P388 (murine lymphocytic leukemia) model, and alvaradoin E (1) showed antileukemic activity (125% T/C) at a dose of 0.2 mg kg-1 per injection when administered intraperitoneally.

Original languageEnglish
Pages (from-to)954-961
Number of pages8
JournalJournal of Natural Products
Volume70
Issue number6
DOIs
Publication statusPublished - 2007 Jun

ASJC Scopus subject areas

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

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    Phifer, S. S., Lee, D., Seo, E. K., Kim, N. C., Graf, T. N., Kroll, D. J., Navarro, H. A., Izydore, R. A., Jiménez, F., Garcia, R., Rose, W. C., Fairchild, C. R., Wild, R., Soejarto, D. D., Farnsworth, N. R., Kinghorn, A. D., Oberlies, N. H., Wall, M. E., & Wani, M. C. (2007). Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis. Journal of Natural Products, 70(6), 954-961. https://doi.org/10.1021/np070005a