A newly synthesized compound, 4'-geranyloxyferulic acid-N(omega)-nitro-L-arginine methyl ester suppresses inflammation-associated colorectal carcinogenesis in male mice

Int J Cancer. 2014 Aug 15;135(4):774-84. doi: 10.1002/ijc.28718. Epub 2014 Jan 28.

Abstract

We previously reported the cancer chemopreventive activity of 4'-geranyloxyferulic acid (GOFA, Miyamoto et al., Nutr Cancer 2008; 60:675-84) and a β-cyclodextrin inclusion compound of GOFA (Tanaka et al., Int J Cancer 2010; 126:830-40) in colitis-related colorectal carcinogenesis. In our study, the chemopreventive effects of a newly synthesized GOFA-containing compound, GOFA-N(omega)-nitro-L-arginine methyl ester (L-NAME), which inhibits inducible nitric oxide (iNOS) and cyclooxygenase-2 (COX) enzymes, were investigated using a colitis-associated mouse colorectal carcinogenesis model with azoxymethane (AOM) and dextran sodium sulfate (DSS). The dietary administration of GOFA-L-NAME after the AOM and DSS treatments significantly reduced the multiplicity of adenocarcinomas (inhibition rates: 100 ppm, 84%, p < 0.001; 500 ppm, 94%, p < 0.001) compared with the AOM + DSS group. Dietary GOFA-L-NAME significantly decreased the proliferation (p < 0.001) and increased the apoptosis (p < 0.001) of colonic adenocarcinoma cells. A subsequent short-term experiment revealed that dietary GOFA-L-NAME decreased the mRNA expression of inflammatory enzymes, such as iNOS and COX-2, and proinflammatory cytokines, such as tumor necrosis factor-α, interleukin (IL)-1β, IL-6 and macrophage inflammatory protein (MIP)-2 in the colonic mucosa of mice that received 1.5% DSS in their drinking water for 7 days. Our findings indicate that GOFA-L-NAME is able to inhibit colitis-associated colon carcinogenesis by modulating inflammation, proliferation, apoptosis and the expression of proinflammatory cytokines in mice.

Keywords: GOFA-L-NAME; MIP-2; PDCD4; azoxymethane; chemoprevention; colitis; colorectal cancer; cytokines; dextran sodium sulfate; mice.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenocarcinoma / drug therapy
  • Adenoma / drug therapy
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Apoptosis
  • Apoptosis Regulatory Proteins / metabolism
  • Carcinogenesis / drug effects
  • Cell Proliferation
  • Colorectal Neoplasms / drug therapy*
  • Coumaric Acids / chemistry
  • Coumaric Acids / pharmacology*
  • Cyclooxygenase 2 / metabolism
  • Cytokines / metabolism
  • Disease Models, Animal
  • Gene Expression Regulation, Neoplastic
  • Inflammation
  • Intestinal Mucosa / drug effects
  • Male
  • Mice
  • Mice, Inbred ICR
  • NG-Nitroarginine Methyl Ester / chemistry
  • NG-Nitroarginine Methyl Ester / pharmacology*
  • Nitric Oxide Synthase Type II / metabolism
  • Nitroarginine / analogs & derivatives*
  • Nitroarginine / chemistry
  • Nitroarginine / pharmacology
  • RNA-Binding Proteins / metabolism

Substances

  • 4'-geranyloxyferulic acid
  • 4'-geranyloxyferulic acid-N(omega)-nitroarginine methyl ester
  • Antineoplastic Agents
  • Apoptosis Regulatory Proteins
  • Coumaric Acids
  • Cytokines
  • Pdcd4 protein, mouse
  • RNA-Binding Proteins
  • Nitroarginine
  • Nitric Oxide Synthase Type II
  • Cyclooxygenase 2
  • NG-Nitroarginine Methyl Ester