Design, Synthesis, and Structure–Activity Relationship of 7‑Propanamide Benzoxaboroles as Potent Anticancer Agents

Benzoxaboroles, as a novel class of bioactive molecules with unique physicochemical properties, have been shown to possess excellent antimicrobial activities with tavaborole approved in 2014 as an antifungal drug. Although urgently needed, the investigation of benzoxaboroles as anticancer agents has...

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Bibliographic Details
Published in:Journal of medicinal chemistry 2019-07, Vol.62 (14), p.6765-6784
Main Authors: Zhang, Jiong, Zhang, Jinyi, Hao, Guiyun, Xin, Weixiang, Yang, Fei, Zhu, Mingyan, Zhou, Huchen
Format: Article
Language:English
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Summary:Benzoxaboroles, as a novel class of bioactive molecules with unique physicochemical properties, have been shown to possess excellent antimicrobial activities with tavaborole approved in 2014 as an antifungal drug. Although urgently needed, the investigation of benzoxaboroles as anticancer agents has been lacking so far. In this study, we report the design, synthesis, and anticancer structure–activity relationship of a series of 7-propanamide benzoxaboroles. Compounds 103 and 115 showed potent activity against ovarian cancer cells with IC50 values of 33 and 21 nM, respectively. Apoptosis was induced by these compounds and colony formation was effectively inhibited. Furthermore, they also showed excellent efficacy in ovarian tumor xenograft mouse model.
ISSN:0022-2623
1520-4804
DOI:10.1021/acs.jmedchem.9b00736