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Design, synthesis, and cytotoxic evaluation of novel furo[2,3‐b]quinoline derivatives
Author(s) -
Wang Bing,
Li Qiangqiang,
Shi Wei,
Chen Li,
Sun Jianbo
Publication year - 2018
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/cbdd.13154
Subject(s) - quinoline , chemistry , cytotoxicity , stereochemistry , ether , mtt assay , cytotoxic t cell , a549 cell , in vitro , cell culture , biochemistry , organic chemistry , biology , genetics
A number of novel furo[2,3‐b]quinoline derivatives were designed and synthesized by introducing benzyl ether, benzoate, and benzenesulfonate to 6‐position of furo[2,3‐b]quinoline and their chemical structures were confirmed by ESI ‐ MS , 1 H NMR , and 13 C NMR spectra. All target compounds were evaluated in vitro against four human cancer cell lines ( HCT ‐116, MCF ‐7, U2 OS , and A549) by MTT method. Cytotoxic assay showed that compounds 8a , 8e , 10a , 10b, and 10c exhibited more potent cytotoxicities compared to 2‐bromine‐6‐hydroxy‐furo‐[2,3‐b]quinoline ( 7 ). Compound 10c exhibited higher antiproliferative activity ( IC 50 values ranging from 4.32 to 24.96 μ m ) against four human cancer cell lines ( HCT ‐116, MCF ‐7, U2 OS , and A549) and weak cytotoxicity on normal cell HL ‐7702, which suggested that 10c might be an ideal anticancer candidate. Compounds 8a , 10a , 10b showed good selectivities to MCF ‐7 and HCT ‐116, which could be considered as ideal selective candidates for further study. The SAR s showed that the introduction of the benzyl ether and benzenesulfonate could significantly improve cytotoxicities, while the benzoate failed to enhance potency obviously.