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Enrichment of novel quinazoline derivatives with high antitumor activity in mitochondria tracked by its self-fluorescence.

Abstract：

:In novel synthetic 28 4-arylamino-6-fluoro quinazoline derivatives, compound 3a displayed the most remarkable inhibitory activities against tumor cells (IC50 values ranging between 0.71 and 2.30 μM) in vitro. Importantly, 3a obviously inhibited the proliferation and metastasis of A549 cells in a zebrafish xenograft model, while also mediated cell apoptosis and G0/G1-phase cell cycle arrest in A549 cells. Interestingly, 3a had excellent fluorescence at 439 nm (λex = 375 nm) in DMSO and at 428 nm (λex = 372 nm) in 0.5% DMSO-phosphate buffer, and the self-fluorescent characteristic revealed 3a itself accumulates in the mitochondria of A549 cells, which suggested the antitumor process of 3a may involve the mitochondrial apoptotic pathway. The hypothesis was verified by the increase of the intracellular reactive oxygen species, the decrease of mitochondrial membrane potential, the release of cytochrome C from the mitochondria into the cytoplasm, and the cascade activation of caspase-9 and caspase-3 when A549 cells were treated with 3a. This work has great implications for further development of anticancer agents that can be enriched in mitochondria and can be tracked in real-time in biological systems due to the ideal fluorescence.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Zhang Y,Hou Q,Li X,Zhu J,Wang W,Li B,Zhao L,Xia H

doi

10.1016/j.ejmech.2019.06.015

subject

Has Abstract

pub_date

2019-09-15 00:00:00

pages

417-432

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(19)30534-3

journal_volume

178

pub_type

杂志文章

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