Synthesis of 4-(thiazol-2-ylamino)-benzenesulfonamides with carbonic anhydrase I, II and IX inhibitory activity and cytotoxic effects against breast cancer cell lines

被引：52
|
作者：
Gawad, Nagwa M. Abdel [1 ]
Amin, Noha H. [2 ]
Elsaadi, Mohammed T. [2 ]
Mohamed, Fatma M. M. [2 ]
Angeli, Andrea [3 ]
De Luca, Viviana [4 ]
Capasso, Clemente [4 ]
Supuran, Claudiu T. [3 ]
机构：
[1] Cairo Univ, Fac Pharm, Dept Pharmaceut Chem, Cairo 11562, Egypt
[2] Beni Suef Univ, Dept Med Chem, Fac Pharm, Bani Suwayf 62514, Egypt
[3] Univ Florence, Dipartimento Neurofarba, Sez Sci Farmaceut & Nutraceut, Via U Schiff 6, I-50019 Florence, Italy
[4] CNR, Ist Biosci & Biorisorse, Via Pietro Castellino 81, I-80125 Naples, Italy
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2016年 / 24卷 / 13期
关键词：
Carbonic anhydrase; Inhibitor; Sulfonamide; Antitumor; Cytotoxic agent; RAY CRYSTAL-STRUCTURE; HUMAN ISOFORM-II; ISOZYME-II; SELECTIVE INHIBITORS; THERAPEUTIC APPLICATIONS; SULFONAMIDE DERIVATIVES; XII INHIBITORS; BINDING; ANTICANCER; HYPOXIA;
D O I：
10.1016/j.bmc.2016.05.016
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A series of 4-(thiazol-2-ylamino)-benzenesulfonamides was synthesized and screened for their carbonic anhydrase (CA, EC 4.2.1.1) inhibitory and cytotoxic activity on human breast cancer cell line MCF-7. Human (h) CA isoforms I, II and IX were included in the study. The new sulfonamides showed excellent inhibition of all three isoforms, with K(I)s in the range of 0.84-702 nM against hCA I, of 0.41-288 nM against hCA II and of 5.6-29.2 against the tumor-associated hCA IX, a validated anti-tumor target, with a sulfonamide (SLC-0111) in Phase I clinical trials for the treatment of hypoxic, metastatic solid tumors overexpressing CA IX. The new compounds showed micromolar inhibition of growth efficacy against breast cancer MCF-7 cell lines. (C) 2016 Elsevier Ltd. All rights reserved.
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收藏
页码：3043 / 3051
页数：9
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