کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1363475 981513 2005 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis and cytotoxic activity of N-[(alkylamino)alkyl]carboxamide derivatives of 7-oxo-7H-benz[de]anthracene, 7-oxo-7H-naphtho[1,2,3-de]quinoline, and 7-oxo-7H-benzo[e]perimidine
کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis and cytotoxic activity of N-[(alkylamino)alkyl]carboxamide derivatives of 7-oxo-7H-benz[de]anthracene, 7-oxo-7H-naphtho[1,2,3-de]quinoline, and 7-oxo-7H-benzo[e]perimidine
چکیده انگلیسی

7-Oxo-7H-naphtho[1,2,3-de]quinoline-11-carboxamides and analogues were prepared and evaluated for in vitro and in vivo antitumor activity. Chromophore variations included ‘deaza’ (7-oxo-7H-benz[de]anthracene) and ‘diaza’ (7-oxo-7H-benzo[e]perimidine) analogues, and side chain variations included chiral α-methyl compounds. The naphthoquinolines were the most cytotoxic, with IC50 values of 5–20 nM, and showed the strongest DNA binding, with high selectivity for G-C rich DNA. The chiral α-methyl analogues were 10–20-fold more cytotoxic than the parent des-methyl compound. Both enantiomers provided substantial growth delays against s.c. colon 38 tumors in mice, with the R-enantiomer more active than the S (tumor growth delays of >35 and 12 days, respectively).

We discuss the synthesis and structure–cytotoxicity relationships of GC-selective naphthoquinoline-11-carboxamides and analogues. Examples showed high activity in the mouse colon 38 tumor model.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry - Volume 13, Issue 11, 1 June 2005, Pages 3657–3665
نویسندگان
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