Synthesis and Antitumor Activity Evaluation of C-3 (Rhodanine Unsaturated Ketone) Amides as Ofloxacin Derivatives / 中国药学杂志

ABSTRACT

OBJECTIVE: To explore an efficient strategy for converting the antibacterial activity of fluoroquinolones to antitumor activity. METHODS: An amide group as an isostere modified by rhodanine unsaturated ketone moiety corresponding to the C-3 carboxylic acid group resulted in 12 new title C-3 (5-arylidene-2-thioxo-1, 3-thiozolidin-2, 4 -dione-3-yl) amides (6a - 6l) from ofloxacin 1. Their structures were characterized by elemental analysis and spectral data, and the in vitro antitumor activity of the title compounds against three tested cell lines was evaluated by MTT assay. RESULTS: Twelve new title compounds were synthesized from ofloxacin and exhibited significantly higher potency than the parent compound ofloxacin. CONCLUSION: Using a rhodanine unsaturated ketone hybrided amide group as the C-3 bioisostere is favorable to improve antitumor activity.