Design, synthesis, cytotoxicities and DNA cleavage activities of dibenzoxepine and isoquinoline derivatives starting from dehydroabietylamine

J Asian Nat Prod Res. 2016 Dec;18(12):1169-1177. doi: 10.1080/10286020.2016.1232251. Epub 2016 Sep 26.

Abstract

A series of novel hexahydrodibenzoxepine and quinazoline derivatives were designed and synthesized starting from dehydroabietylamine. The cytotoxicities of the compounds against L02 and HepG2 cell lines were investigated. Meanwhile, the plasmid DNA (Escherichia coli) cleavage of several heterocyclic derivatives was studied. These compounds exhibit remarkable activities on plasmid DNA pBR322. Our study provides useful information for developing new and more potent antitumor agents.

Keywords: DNA cleavage activity; Dehydroabietylamine; O-heterocyclic; cytotoxicity.

MeSH terms

  • Abietanes / chemistry*
  • Abietanes / pharmacology*
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Benzoxepins / chemical synthesis*
  • Benzoxepins / chemistry
  • Benzoxepins / pharmacology*
  • Cell Proliferation / drug effects
  • DNA Cleavage*
  • Drug Design
  • Drug Screening Assays, Antitumor
  • Hep G2 Cells
  • Humans
  • Isoquinolines / chemical synthesis*
  • Isoquinolines / chemistry
  • Isoquinolines / pharmacology
  • Molecular Structure
  • Plasmids / chemistry
  • Structure-Activity Relationship

Substances

  • Abietanes
  • Antineoplastic Agents
  • Benzoxepins
  • Isoquinolines
  • dehydroabietylamine