Bioorganic and Medicinal Chemistry Letters p. 729 - 732 (2017)
Update date:2022-08-02
Topics:
Zhang, Ting-jian
Li, Song-ye
Yuan, Wei-yan
Wu, Qing-xia
Wang, Lin
Yang, Su
Sun, Qi
Meng, Fan-hao
A series of (1H-1,2,3-triazol-4-yl)methoxybenzaldehyde derivatives containing an anthraquinone moiety were synthesized and identified as novel xanthine oxidase inhibitors. Among them, the most promising compounds 1h and 1k were obtained with IC50values of 0.6?μM and 0.8?μM, respectively, which were more than 10-fold potent compared with allopurinol. The Lineweaver-Burk plot revealed that compound 1h acted as a mixed-type xanthine oxidase inhibitor. SAR analysis showed that the benzaldehyde moiety played a more important role than the anthraquinone moiety for inhibition potency. The basis of significant inhibition of xanthine oxidase by 1h was rationalized by molecular modeling studies.
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