A Novel Bromophenol Derivative BOS-102 Induces Cell Cycle Arrest and Apoptosis in Human A549 Lung Cancer Cells via ROS-Mediated PI3K/Akt and the MAPK Signaling Pathway

Mar Drugs. 2018 Jan 25;16(2):43. doi: 10.3390/md16020043.

Abstract

Bromophenol is a type of natural marine product. It has excellent biological activities, especially anticancer activities. In our study of searching for potent anticancer drugs, a novel bromophenol derivative containing indolin-2-one moiety, 3-(4-(3-([1,4'-bipiperidin]-1'-yl)propoxy)-3-bromo-5-methoxybenzylidene)-N-(4-bromophenyl)-2-oxoindoline-5-sulfonamide (BOS-102) was synthesized, which showed excellent anticancer activities on human lung cancer cell lines. A study of the mechanisms indicated that BOS-102 could significantly block cell proliferation in human A549 lung cancer cells and effectively induce G0/G1 cell cycle arrest via targeting cyclin D1 and cyclin-dependent kinase 4 (CDK4). BOS-102 could also induce apoptosis, including activating caspase-3 and poly (ADP-ribose) polymerase (PARP), increasing the Bax/Bcl-2 ratio, enhancing reactive oxygen species (ROS) generation, decreasing mitochondrial membrane potential (MMP, ΔΨm), and leading cytochrome c release from mitochondria. Further research revealed that BOS-102 deactivated the PI3K/Akt pathway and activated the mitogen-activated protein kinase (MAPK) signaling pathway resulting in apoptosis and cell cycle arrest, which indicated that BOS-102 has the potential to develop into an anticancer drug.

Keywords: PI3K/Akt; ROS; apoptosis; bromophenol; cell cycle; human lung cancer; molecular mechanisms; p38/ERK.

MeSH terms

  • A549 Cells
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects*
  • Apoptosis Regulatory Proteins / biosynthesis
  • Apoptosis Regulatory Proteins / drug effects
  • Benzyl Compounds / chemistry
  • Benzyl Compounds / pharmacology*
  • Cell Cycle Checkpoints / drug effects*
  • Cell Proliferation / drug effects
  • Humans
  • Indoles / chemistry
  • Indoles / pharmacology*
  • MAP Kinase Signaling System / drug effects*
  • Membrane Potential, Mitochondrial / drug effects
  • Oncogene Protein v-akt / metabolism
  • Phenols / chemistry
  • Phenols / pharmacology*
  • Phosphatidylinositol 3-Kinases / metabolism
  • Piperidines / chemistry
  • Piperidines / pharmacology*
  • Reactive Nitrogen Species / metabolism*
  • Tumor Stem Cell Assay

Substances

  • Antineoplastic Agents
  • Apoptosis Regulatory Proteins
  • BOS-102
  • Benzyl Compounds
  • Indoles
  • Phenols
  • Piperidines
  • Reactive Nitrogen Species
  • Phosphatidylinositol 3-Kinases
  • Oncogene Protein v-akt