Synthesis and Antitumor Activity of Novel Nitrogen Mustard‐Linked Chalcones. Issue 4 (20th March 2013)

• Record Type: Journal Article
• Authors: Fang, Xianwen; Yang, Bingqin; Cheng, Zhao; Yang, Meipan; Su, Na; Zhou, Lizhen; Zhou, Jia
• Is Part Of: Archiv der Pharmazie. Volume 346:Issue 4(2013:Apr.)
• Page Start: 292
• Page End: 299
• Publication Date: 2013-03-20
• Subjects: Pharmaceutical chemistry -- Periodicals; Pharmacology -- Periodicals; 615.19
• DOI: 10.1002/ardp.201200443
• Languages: English
• ISSNs: 0365-6233

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A series of nitrogen mustard‐linked chalcones were synthesized and evaluated for their antitumor activity <italic>in vitro</italic> against the K562 and HepG2 cell lines. The aldol condensation of [<italic>N</italic>, <italic>N</italic>‐bis(chloroethyl)‐3‐amino]‐acetophenone (<bold>2</bold>) with aromatic aldehydes afforded the nitrogen mustard‐linked chalcones. Among the analogs tested, compounds <bold>5e</bold> and <bold>5k</bold> exhibited significant anti‐proliferation activities against K562 cells with IC₅₀ values of 2.55 and 0.61 µM, respectively, which revealed higher cell toxicity than the standard drugs cisplatin (IC₅₀ &gt; 200 µM) and adriamycin (IC₅₀ = 14.88 µM). The methoxyl and <italic>N</italic>, <italic>N</italic>‐dimethyl groups on the B‐ring of the chalcone frame enhanced the inhibitory activities against both the K562 and HepG2 cell lines. The structure–activity relationship study indicated that the inhibitory activities significantly varied with the position(s) and species of the substituted group(s).</p> </abstract>