The aim of the recent study is creating and development more novel effectively and eco-friendly synthesis cyanine dyes based on extracted curcumin as a natural product compound (1) using as a primary essential intermediate through the preparation of some novel pentamethine (2a-d), (4a-d) respectively. Pentamethine cyanines with altered methine bridges were created by substituting curcumin connectors. Optical properties of the prepared dyes including, hydrophobic behavior in polar buffer solution, acidochromic manner, and molar absorptivity were measured. Cytotoxic activity results showed clearly that compounds (1, 2c and 2d) had encouraging antitumor effect in vitro against two different anticancer cell lines of (prostate PC-3 & breast MCF-7), so, (1), (2c), (2d), showed variable cytotoxic effectively at IC50 (17.76±1.4, 24.86±1.7, 51.67±2.8) µM, respectively, against (PC-3), and at IC50 (5.81±0.4, 9.12±0.7, 19.67±1.6) µM respectively, against (MCF-7). The objective of the anticancer study of the prepared pentamethine cyanine dyes for application as an in vivo study in the future. Using elemental analysis and spectral investigations like (UV/Visible, IR, 1H-NMR, and MS), the structure of new dyes was verified.