The spectrums of biological activities of aurone and its derivatives have strongly attracted biologists and chemists these days. The therapeutic profile of aurone is leading to an emerging paradigm and tremendous growth in the contemporary drug discovery regime, and also the existing data on the bioactivity of natural and synthetic aurones is very promising. The exploration of hybrid molecules for targeting various diseases represents a highly promising approach that has showcased significant momentum worldwide in the last two decades. Pyrazole, chloroquinoline, coumarin, and chromone nuclei are well known for their potency in various biological activities and are part of many existing drugs. The hybrids of these heterocycles are the center of interest for chemists for the latest drug discovery. Therefore we have synthesized and characterized some novel hybrid aurones bearing pyrazole or quinolone nucleus along with benzofuran in a single chemical unit. These hybrid aurones have been evaluated as potent cytotoxic and anti-biofilm agents.