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Carbohydr Res. 2018 Jun 30;463:6-13. doi: 10.1016/j.carres.2018.04.007. Epub 2018 Apr 13.

Cytotoxic and glycosaminoglycan priming activities of novel 4-anilinequinazoline β-D-xylosides.

Author information

1
Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, 266003, PR China.
2
Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, 266003, PR China; Systems Biology & Medicine Center for Complex Diseases, Qingdao, 266071, PR China.
3
Systems Biology & Medicine Center for Complex Diseases, Qingdao, 266071, PR China.
4
Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, 266003, PR China; Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao, 266237, PR China.
5
Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, 266003, PR China; Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao, 266237, PR China. Electronic address: jiangtao@ouc.edu.cn.
6
Systems Biology & Medicine Center for Complex Diseases, Qingdao, 266071, PR China. Electronic address: zhanglj@qduhospital.cn.

Abstract

β-D-xylosides with cytotoxic aglycones have augmented cytotoxicity towards animal cells because β-D-xyloside-primed glycosaminoglycans further enhance the aglycone's cytotoxicity. In this study, we designed and synthesized different 4-anilinequinazoline β-D-xylosides and found that compounds 7-10 possessing 3-chloro-4-((3-fluorobenzyl)oxy)aniline group as in anticancer drug lapatinib also primed glycosaminoglycans and were highly cytotoxic to cancer cells.

KEYWORDS:

4-Anilinequinazolines; Cytotoxicity; Glycosaminoglycans; β-D-xylosides

PMID:
29689449
DOI:
10.1016/j.carres.2018.04.007
[Indexed for MEDLINE]

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