Benzoyltyramine Alkaloids Atalantums A-G from the Peels of Atalantia monophylla and Their Cytotoxicity against Cholangiocarcinoma Cell Lines

J Nat Prod. 2017 Feb 24;80(2):403-408. doi: 10.1021/acs.jnatprod.6b00908. Epub 2017 Jan 31.

Abstract

Seven new benzoyltyramines, atalantums A-G (1-7), and five known compounds were isolated from the peels of Atalantia monophylla. All compounds were examined for cytotoxicity against the cholangiocarcinoma cell lines KKU-M214, KKU-M213, and KKU-M156. Compound 5 exhibited the strongest cytotoxicity against KKU-M156 cells, with an IC50 value of 1.97 ± 0.73 μM, an approximately 4.7-fold higher activity than that of the ellipticine standard. Compound 1 displayed strong cytotoxicity against KKU-M214 cells, with an IC50 value of 3.06 ± 0.51 μM, nearly equal to that of the 5-fluorouracil standard. In the case of the KKU-M213 cell line, compounds 2, 4, and 11 exhibited stronger cytotoxicity than the ellipticine standard, with IC50 values of 2.36 ± 0.20, 5.63 ± 0.22, and 2.71 ± 0.23 μM, respectively. Compounds 1, 5, and 7 displayed cytotoxicity against KKU-M214 cells, with IC50 values of 3.06 ± 0.51, 8.44 ± 0.47, and 7.37 ± 1.29 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Bile Duct Neoplasms / drug therapy
  • Bile Ducts, Intrahepatic
  • Cholangiocarcinoma / drug therapy*
  • Drug Screening Assays, Antitumor
  • Fluorouracil / pharmacology
  • Fruit / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Rutaceae / chemistry*
  • Thailand
  • Tyramine / analogs & derivatives
  • Tyramine / chemistry
  • Tyramine / isolation & purification*
  • Tyramine / pharmacology*

Substances

  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Fluorouracil
  • Tyramine