A newly designed homologues series: 3-(3-(4-(Dimethylamino) phenyl) acrylonyl) phenyl 3-(4-n-alkoxyphenyl) acrylate has been synthesized and studied through chalconyl ester linking group at (meta) position. The series consists of 13 compounds, in which C-1 to C-4 homologue are nonliquid crystal, while C-5 to C-18 exhibit nematic phase, and C-12 to C-18 shows smectic and nematic phase with enantiotropically manner. Mesophase image of present compounds are rod like, needle and threaded type textures investigated by POM. All this compounds were characterized by elemental analysis, FT-IR and H-1 NMR. The mesomorphism is measured by POM, DSC, and molecular packing is determined by XRD technique. The following synthesized chalconyl ester-based compounds C-5 to C-12 shows antibacterial as well as antifungal activity compared with corresponding standard drugs. Analytical and spectral data confirmed the molecular structures of homologous series. [GRAPHICS]