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Micellar systems have received great attention due to their ability to protect the payload molecules from degradation and to increase their availability at the target site. In this study, we have employed a new type of micellar system containing a water-soluble block copolymer, poly(ethylene glycol) (PEG)-b-poly(ε-caprolactone) (PEG-PCL), and a newly synthesized chromone derivative, N-(5-(1,2-dihydroxybenzylidene)-2-pyridyl)-3-chloro-2-nitrobenzamide (NC), as the anticancer drug. The synthesis of NC was accomplished by the reaction of 5-(1,2-dihydroxybenzylidene)-2-pyridyl-2H-1,2- benzoxazine with chloroacetic acid to yield (6-chloro-2-cyano-1-oxo-2,3-dihydro-1H-inden-5-yl)acetic acid (6-Cl-10G), followed by the preparation of 6-Cl-10G-NC by reacting 6-Cl-10G with 2-cyanoacetic acid in the presence of N,N-diisopropylethylamine (DIEA) as the catalyst. Six-Cl-10G-NC interacted with PEG-PCL to form the micelle, which had a mean diameter of approximately 33nm. Fluorescence microscopy results indicated that the micelle could be targeted to the nucleus of HeLa cells. Furthermore, results of in vitro cytotoxicity studies showed a pronounced increase in cytotoxicity against HeLa cells after the treatment with 0b46394aab