Cleistanthane diterpenes from the seed of Caesalpinia sappan and their antiausterity activity against PANC-1 human pancreatic cancer cell line

Fitoterapia. 2013 Dec:91:148-153. doi: 10.1016/j.fitote.2013.08.018. Epub 2013 Aug 31.

Abstract

Three new cleistanthane diterpenes named tomocinon (1), tomocinol A (2), and tomocinol B (3), were isolated from the EtOAc extract of the seed of Caesalpinia sappan. Their structures were determined by extensive NMR spectroscopic analysis. The absolute stereochemistry of tomocinon (1) has been established by CD spectroscopic analysis. Cleistanthane diterpenes (1-3) represents the novel class of antiausterity agents having preferential cytotoxicity against PANC-1 human pancreatic cancer cell line under nutrient deprived condition with PC50 value of 34.7 μM, 42.4 μM and 39.4 μM, respectively.

Keywords: Antiausterity strategy; Anticancer drug discovery; Caesalpinia sappan; Cleistanthane diterpene; Nutrient starvation; PANC-1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antineoplastic Agents, Phytogenic / therapeutic use
  • Caesalpinia / chemistry*
  • Cell Line, Tumor
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Diterpenes / therapeutic use*
  • Humans
  • Molecular Structure
  • Pancreatic Neoplasms / drug therapy*
  • Phytotherapy*
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use*
  • Seeds / chemistry

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes
  • Plant Extracts
  • tomocinon