A synthetic resveratrol-curcumin hybrid derivative exhibits chemopreventive effects on colon pre-neoplastic lesions by targeting Wnt/β-catenin signaling, anti-inflammatory and antioxidant pathways

J Pharm Pharmacol. 2024 May 3;76(5):479-488. doi: 10.1093/jpp/rgad077.

Abstract

Based on the effectiveness of resveratrol and curcumin in carcinogenesis, (E)-3-(4-hydroxy-3-methoxyphenyl)-N'-((E)-4-methoxybenzylidene) acrylohydrazide (PQM-162), curcumin-resveratrol hybrid derivative, was designed by molecular hybridization using a hydrazone functionality as a spacer moiety between pharmacophoric fragments inspired by the parent compounds.

Objectives: The present study aimed to evaluate the chemopreventive effects of the hybrid against pre-neoplastic lesions induced in the colon of rodents.

Methods: The doses were determined based on the reduction in DNA damage induced by doxorubicin [15 mg/kg body weight (b.w.)] in peripheral blood of Swiss mice. Doses of 8, 16, 32, and 64 mg/kg b.w. were antimutagenic. For the evaluation of pre-neoplastic lesions in the colon, Wistar rats were treated with PQM-162 at doses of 0.5, 1, and 2 mg/kg b.w. for 6 weeks using three approaches: simultaneous treatment, pre-treatment, and post-treatment. Pre-neoplastic lesions were induced with 1,2 dimethylhydrazine (160 mg/kg b.w.).

Key findings: PQM-162 reduced the formation of aberrant crypt foci in the simultaneous treatment and post-treatment. TNF-α and COX-2 mRNA levels decreased, while Nrf2 mRNA levels increased. PQM-162 also reduced the expression of COX-2, PCNA, and β-catenin protein markers and increased Nrf2 expression.

Conclusion: Our findings suggest a chemopreventive potential of PQM-162 in colorectal carcinogenesis, which acts on anti-inflammatory, antioxidant, and cell proliferation pathways.

Keywords: COX-2; Nrf2; PCNA; PQM-162; aberrant crypt foci; colorectal cancer.

MeSH terms

  • 1,2-Dimethylhydrazine / toxicity
  • Animals
  • Anti-Inflammatory Agents* / pharmacology
  • Anticarcinogenic Agents / pharmacology
  • Antioxidants* / pharmacology
  • Cell Proliferation / drug effects
  • Colon / drug effects
  • Colon / metabolism
  • Colon / pathology
  • Colonic Neoplasms / pathology
  • Colonic Neoplasms / prevention & control
  • Curcumin* / pharmacology
  • Cyclooxygenase 2 / metabolism
  • DNA Damage / drug effects
  • Dose-Response Relationship, Drug
  • Doxorubicin
  • Male
  • Mice
  • NF-E2-Related Factor 2 / metabolism
  • Precancerous Conditions / chemically induced
  • Precancerous Conditions / prevention & control
  • Rats
  • Rats, Wistar*
  • Resveratrol* / pharmacology
  • Stilbenes / pharmacology
  • Wnt Signaling Pathway* / drug effects
  • beta Catenin / metabolism

Substances

  • Curcumin
  • Resveratrol
  • Antioxidants
  • Anti-Inflammatory Agents
  • NF-E2-Related Factor 2
  • beta Catenin
  • Anticarcinogenic Agents
  • Cyclooxygenase 2
  • Stilbenes
  • 1,2-Dimethylhydrazine
  • Doxorubicin