Identification of furo[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazole derivatives as novel FLT3-ITD inhibitors

被引:0
作者
Moradi, Mahfam [1 ,2 ]
Mousavi, Alireza [1 ,2 ]
Reznickova, Eva [3 ]
Peytam, Fariba [4 ]
Perina, Miroslav [3 ]
Vojackova, Veronika [3 ]
Firoozpour, Loghman [4 ]
Jorda, Radek [3 ]
Gruz, Jiri [3 ]
Emamgholipour, Zahra [2 ]
Sadat-Ebrahimi, Seyed Esmaeil [2 ]
Krystof, Vladimir [3 ,5 ]
Foroumadi, Alireza [2 ,4 ]
机构
[1] Univ Tehran Med Sci, Sch Pharm, Int Campus, Tehran, Iran
[2] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran
[3] Palacky Univ Olomouc, Fac Sci, Dept Expt Biol, Slechtitelu 27, Olomouc 78371, Czech Republic
[4] Univ Tehran Med Sci, Inst Pharmaceut Sci, Drug Design & Dev Res Ctr, Tehran, Iran
[5] Palacky Univ, Inst Mol & Translat Med, Fac Med & Dent, Olomouc, Czech Republic
关键词
AML; FLT3-ITD inhibitors; furo[2; d ]pyrimidine; 4-thiadiazole; urea; IN-VITRO; KINASE; AML; RESISTANCE; DISCOVERY; DESIGN; POTENT;
D O I
10.1016/j.ejmech.2024.116962
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Given the significant prevalence of FLT3 receptor and its mutations in acute myeloid leukemia (AML) pathogenesis, we present a novel series of furo[2,3-d]pyrimidin-1,3,4-thiadiazole-urea derivatives, designed to exhibit FLT3-ITD inhibitory activity. These compounds demonstrated cytotoxicity in FLT3-ITD expressing AML cell lines MOLM-13 and MV4-11 in the nanomolar range, with significant selectivity over the K562 cell line. In-depth evaluations of example compound 49 revealed its efficacy in suppressing FLT3 phosphorylation and the downstream signaling molecules, including STAT5 and ERK1/2. Notably, compound 49 demonstrated cytotoxic effects in Ba/F3 cells expressing FLT3-ITD or FLT3-ITD-F691L mutant, exceeding the potency of both sorafenib and quizartinib. Molecular docking studies suggest that this compound binds to the active site of FLT3 in a type II manner. The study suggests that substituted furo[2,3-d]pyrimidines could be useful additions to the growing field of FLT3-targeted therapy for AML. These compounds have the potential to serve as novel FLT3-ITD inhibitors and may offer insights for developing future therapeutic strategies in AML.
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页数:15
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