2. Academic Validation
  3. Cytotoxic cardiac glycosides and coumarins from Antiaris toxicaria

Cytotoxic cardiac glycosides and coumarins from Antiaris toxicaria

  • Bioorg Med Chem. 2014 Mar 15;22(6):1889-98. doi: 10.1016/j.bmc.2014.01.052.
Li-Shian Shi 1,  Sheng-Chu Kuo 2,  Han-Dong Sun 3,  Susan L Morris-Natschke 4,  Kuo-Hsiung Lee 5,  Tian-Shung Wu 6
Affiliations

Affiliations

  • 1 Department of Biotechnology, National Formosa University, Yunlin 632, Taiwan; Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan.
  • 2 Graduate Institute of Pharmaceutical Chemistry, China Medical University, Taichung 401, Taiwan.
  • 3 Kunming Institute of Botany, Chinese Academy of Science, Kunming 650204, Yunnan, China.
  • 4 Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599-7568, USA.
  • 5 Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599-7568, USA; Department of Pharmacy and Chinese Medicine Research and Development Center, China Medical University, Taichung 401, Taiwan.
  • 6 Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan; Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599-7568, USA. Electronic address: tswu@mail.ncku.edu.tw.
PMID: 24582402 DOI: 10.1016/j.bmc.2014.01.052
Abstract

Eight new cardiac glycosides/aglycones (antiaritoxiosides A-G, 1-7, and antiarotoxinin B, 8), two new Coumarins (anticarins A-B, 41-42), and two new flavanones (antiarones L-K, 43-44) were isolated from trunk bark of Antiaris toxicaria together with 53 known compounds. The new structures were established by extensive analysis of spectroscopic data. Compound 1 (10-carboxy and 3α-hydroxy) and compounds 3-6 (10-hydroxy) contain unique substituents that are rarely found in cardiac glycosides. The cytotoxic effects of isolated compounds against ten human Cancer cell lines, KB, KB-VIN, A549, MCF-7, U-87-MG, PC-3, 1A9, CAKI-1, HCT-9 and S-KMEL-2, were tested using the sulforhodamine B assay. Five compounds (12, 16, 20, 22, and 31) showed significant cytotoxicity against all ten Cancer cell lines, with notable potency at the ng/mL level against some cell lines, which merits further development as clinical trial candidates.

Keywords

Antiaris toxicaria; Cardiac glycosides; Coumarins; Cytotoxicity.

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