Chemical constituents of propolis from Myanmar and their preferential cytotoxicity against a human pancreatic cancer cell line

J Nat Prod. 2009 Jul;72(7):1283-7. doi: 10.1021/np9002433.

Abstract

A methanolic extract of propolis obtained in Myanmar was found to inhibit PANC-1 human pancreatic cancer cells preferentially under nutrient-deprived conditions (NDM), with a PC(50) value of 9.3 microg/mL. Bioactivity-guided fractionation of the extract led to the isolation of two new cycloartane-type triterpenes, (22Z,24E)-3-oxocycloart-22,24-dien-26-oic acid (1) and (24E)-3-oxo-27,28-dihydroxycycloart-24-en-26-oic acid (2), together with 13 cycloartanes (3-13) and four known prenylated flavanones (14-17). Among these, compound 1 exhibited the most potent preferential cytotoxicity (PC(50) 4.3 microM) in a concentration- and time-dependent manner. Furthermore, 1 induced apoptosis-like morphological changes of PANC-1 cells within 24 h of treatment.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Apoptosis / drug effects
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Structure
  • Myanmar
  • Pancreatic Neoplasms
  • Propolis / chemistry*
  • Stereoisomerism
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology*

Substances

  • 3-oxo-27,28-dihydroxycycloart-24-en-26-oic acid
  • 3-oxocycloart-22,24-dien-26-oic acid
  • Antineoplastic Agents, Phytogenic
  • Triterpenes
  • Propolis