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.

引用

页码：3043 / 3051

页数：9

共 43 条

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