AbstractA new series of organic‐inorganic‐hybrid‐systems (OIHS) was synthesized with the aim of developing metallogels that might display ‘drug‐like’ function. Reaction of two dicarboxylate ligands namely 3‐carboxycinnamic acid (3‐cca) and 4‐carboxycinnamic acid (4‐cca) with various bivalent metal ions (Cu(II), Zn(II), Co(II), Cd(II), Mn(II)) produced a new series of OIHS which were crystallographically characterized; five of which were coordination polymers (CP1‐CP5) and one metal‐organic polyhedra (MOP‐1). Reaction of 3‐cca with various metal ions in presence of DMSO/water produced five metallogels (MG1‐MG5) of which the Zn(II)‐metallogel namely MG1 was evaluated for both anti‐cancer and anti‐bacterial properties against murine tumor cell line B16‐F10 (human skin cancer model) and gram positive bacterium S. aureus. While MTT and cell migration assays established the anti‐cancer activity of MG1 against B16‐F10, flow cytometry and laser scanning confocal microscopy (LSCM) images under various staining conditions supported apoptotic pathway of cancer cell death. Anti‐bacterial ability of MG1 was also established against S. aureus by zone inhibition, and flow cytometry and LSCM studies under various staining conditions. MG1 was also demonstrated to be effective in killing the intracellular bacterial cells when B16‐F10 cells were infected with S. aureus thereby suggesting its potential in treating post‐operative cancer surgery model system.