Resorcin [4]arenes functionalized amide based supramolecular derivatives (E 1 -E 9 ) were produced in high yield using microwave irradiation (MWI) and characterized using spectroscopic techniques such as 1 H-NMR, IR spectroscopy, and Mass spectrometry. Antimicrobial, anti-malarial, anti-tuberculosis, and anti-oxidant properties of amide-based supramolecular hosts were investigated. The majority of the compounds showed exceptional antibacterial activity. Some compounds showed promising antifungal, antimalarial, antituberculosis, and antioxidant properties. Additions to this, few selected derivatives were further tested for their mesomorphic study with formation of columnar type self-assembly. The liquid crystalline properties were studied by using polarizing optical microscope (POM), differential scanning calorimetry (DSC) and further confirmed by PXRD techniques. All the synthesized supramolecules showed good thermal properties with respect to liquid crystalline mesophase range.