Curcuminoid analogues with substituted naphthyl ring and their transition metal chelates- Antibacterial and Antitumor studies

Abstract

Curcumin and its analogues have been extensively studied for their biological activities including antimicrobial, anti-inflammatory, antioxidant, anticarcinogenic etc. Recently compounds structurally related to curcuminoids were synthesized and their chemotherapeutic potential has been revealed. In the present study, the synthesis and characterization of the curcuminoid analogues namely 1, 7-dinaphthyl-1, 6-heptadiene-3, 5-dione(L1);1, 7-Bis(2-hydroxynaphthyl)-1, 6-heptadiene-3, 5-dione(L2) and 1, 7-Bis(2-methoxy naphthyl)-1, 6-heptadiene-3, 5-dione (L3) and their metal chelates with Cu(II), Zn(II) and Oxovanadium (IV) using UV, IR, 1H NMR and mass spectral data. In vitro cytotoxic studies were done with ligands and metal complexes against EAC cells using Trypan blue exclusion method and antibacterial study of the compounds were done using agar well diffusion method. The in vivo antitumour activity of the ligand and complexes were determined by using DLA cells in mice and compared with standard anticancer drug cyclophosphamide. The life spans of the treated animals were increased. The present investigation revealed that the Cu (II) complexes show enhanced cytotoxic activity and antibacterial activity than the curcuminoid analogues, Zn (II) and Oxovanadium (IV) complex.