Synthesis and investigation of inhibition effect of fluorinated sulfonamide derivatives on carbonic anhydrase

被引：19

作者：

Benfodda, Zohra ^{[1
]}

Guillen, Franck ^{[2
]}

Romestand, Bernard ^{[3
]}

Dahmani, Abdelkader ^{[1
]}

Blancou, Hubert ^{[1
]}

机构：

[1] Univ Montpellier I & Montpellier II, Inst Biomol Max Mousseron IBMM, CNRS, UMR 5247, F-34095 Montpellier 05, France

[2] Univ Montpellier 2, Chim S3F, F-34095 Montpellier 05, France

[3] Univ Montpellier 2, Lab Ecosyst Lagunaires, UMR 5554, F-34095 Montpellier 05, France

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 45卷 / 03期

关键词：

Perfluoroalkanesulfonamides; Sodium salt of perfluoroalkanesulfonamides; Carbonic anhydrase; Cellular toxicity;

D O I：

10.1016/j.ejmech.2009.11.052

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Series of perfluoroalkanesulfonamides 1, sodium salt of perfluoroalkanesulfonamides 2 and poly-fluoroalkanesulfonamides 3 derivatives were synthesized and characterized by H-1 NMR, C-13 NMR, F-19 NMR, IR and HRMS. Inhibition effects of these compounds on bovine carbonic anhydrase (bCA) and human carbonic anhydrase isoenzyme II (hCA) have been investigated. Comparing IC50 values of the synthesized molecules 1, 2 and 3, it has been found that compound 2b is a more potent inhibitor than acetazolamide on hCA. Moreover 2b does not present cellular toxicity on sheep red globules. (C) 2009 Elsevier Masson SAS. All rights reserved.

引用

页码：1225 / 1229

页数：5

共 50 条

[1] Inhibition of carbonic anhydrase II by sulfonamide derivatives
Xuan, G. S.
Zhan, J. H.
Zhang, A. M.
LI, W.
Zheng, K.
PHARMAZIE, 2021, 76 (09): : 412 - 415
[2] Sulfonamide derivatives with benzothiazole scaffold: Synthesis and carbonic anhydrase I-II inhibition properties
Ozturk, Cansu
Kalay, Erbay
Gerni, Serpil
Balci, Neslihan
Tokali, Feyzi Sinan
Aslan, Osman Nuri
Polat, Emrah
BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, 2024, 71 (01) : 223 - 231
[3] Synthesis, carbonic anhydrase inhibition and cytotoxic activity of novel chromone-based sulfonamide derivatives
Awadallah, Fadi M.
El-Waei, Tamer A.
Hanna, Mona M.
Abbas, Safinaz E.
Ceruso, Mariangela
Oz, Beyza Ecem
Guler, Ozen Ozensoy
Supuran, Claudiu T.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 96 : 425 - 435
[4] Chemometric descriptors in modeling the carbonic anhydrase inhibition activity of sulfonamide and sulfamate derivatives
Brij Kishore Sharma
Pradeep Pilania
Kirti Sarbhai
Prithvi Singh
Yenamandra S. Prabhakar
Molecular Diversity, 2010, 14 : 371 - 384
[5] Chemometric descriptors in modeling the carbonic anhydrase inhibition activity of sulfonamide and sulfamate derivatives
Sharma, Brij Kishore
Pilania, Pradeep
Sarbhai, Kirti
Singh, Prithvi
Prabhakar, Yenamandra S.
MOLECULAR DIVERSITY, 2010, 14 (02) : 371 - 384
[6] Synthesis of new sulfonamide derivatives: Investigation of their interactions with carbonic anhydrase and cholinesterase enzymes by in vitro and in silico evaluations
Kurban, Muhammet Gurkan
Cakmak, Resit
Basaran, Eyup
Turkmenoglu, Burcin
Senturk, Murat
JOURNAL OF MOLECULAR STRUCTURE, 2024, 1314
[7] Synthesis and Carbonic Anhydrase Inhibition of Tetrabromo Chalcone Derivatives
Kocyigit, Umit M.
Budak, Yakup
Eliguzel, Fikret
Taslimi, Parham
Kilic, Deryanur
Gulcin, Ilhami
Ceylan, Mustafa
ARCHIV DER PHARMAZIE, 2017, 350 (12)
[8] Synthesis of new sulfonamide inhibitors of carbonic anhydrase
Arslan, O
Çakir, Ü
Ugras, HI
BIOCHEMISTRY-MOSCOW, 2002, 67 (09) : 1055 - 1057
[9] Synthesis and characterization of novel dioxoacridine sulfonamide derivatives as new carbonic anhydrase inhibitors
Kaya, Muharrem
Basar, Erhan
Cakir, Emrah
Tunca, Ekrem
Bulbul, Metin
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2012, 27 (04) : 509 - 514
[10] Synthesis of New Sulfonamide Inhibitors of Carbonic Anhydrase
O. Arslan
Ü. Çakir
H. I. Uğraş
Biochemistry (Moscow), 2002, 67 : 1055 - 1057

← 1 2 3 4 5 →