Total Synthesis of Antiproliferative Parvifloron F

Org Lett. 2018 Feb 2;20(3):628-631. doi: 10.1021/acs.orglett.7b03763. Epub 2018 Jan 18.

Abstract

The first total synthesis of parvifloron F, a bioactive highly oxidized abietane diterpene, was achieved. The abietane skeleton was constructed by Lewis acid promoted cyclization. Preliminary structure-activity relationship correlations were established for the synthetic intermediates against human tumor cell lines. Certain compounds showed unique selective antiproliferative activity against triple-negative breast cancer. The oxidation level of the abietane ring affected the selectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benz(a)Anthracenes
  • Cell Line, Tumor
  • Cell Proliferation / drug effects*
  • Humans
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Benz(a)Anthracenes