Study on the constituents of Mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells

J Nat Prod. 2010 Apr 23;73(4):623-7. doi: 10.1021/np900772m.

Abstract

Three new flavonoids, (2R,3R)-3,5-dihydroxy-7-methoxyflavanone 3-(2-methyl)butyrate (1), (7''R)-8-[1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl]chrysin (2), and (7''R)-8-[1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl]galangin (3), together with 41 known compounds (4-44) were isolated from a methanolic extract of Mexican propolis. Compounds 2 and 3 are unique natural flavones containing a 1-phenylallyl moiety. The in vitro preferential cytotoxicity of all the isolates was evaluated against a PANC-1 human pancreatic cell line. Compound 3 displayed the most potent preferential cytotoxicity (PC(50) 4.6 microM) in the nutrient-deprived medium (NDM) and triggered apoptosis-like morphological changes in PANC-1 cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / physiology
  • Bees
  • Drug Screening Assays, Antitumor
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology*
  • Humans
  • Mexico
  • Molecular Structure
  • Pancreatic Neoplasms / drug therapy
  • Propolis / chemistry*
  • Propolis / pharmacology*
  • Stereoisomerism

Substances

  • (2R,3R)-3,5-dihydroxy-7-methoxyflavanone 3-(2-methyl)butyrate
  • (7''R)-8-(1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl)chrysin
  • (7''R)-8-(1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl)galangin
  • Antineoplastic Agents
  • Flavonoids
  • Propolis