Tellurides Bearing Sulfonamides as Novel Inhibitors of Leishmanial Carbonic Anhydrase with Potent Antileishmanial Activity

被引：28

作者：

Angeli, Andrea ^{[1
,2
]}

Etxebeste-Mitxeltorena, Mikel ^{[3
]}

Sanmartin, Carmen ^{[3
]}

Espuelas, Socorro ^{[3
]}

Moreno, Esther ^{[3
]}

Azqueta, Amaya ^{[3
]}

Parkkila, Seppo ^{[4
,5
]}

Carta, Fabrizio ^{[1
]}

Supuran, Claudiu T. ^{[1
]}

机构：

[1] Univ Florence, NEUROFARBA Dept, Sez Sci Farmaceut & Nutraceut, I-50019 Florence, Italy

[2] Petru Poni Inst Macromol Chem, Ctr Adv Res Bionanoconjugates & Biopolymers Dept, Iasi 700487, Romania

[3] Univ Navarra, Sch Pharm & Nutr, Dept Pharmaceut Technol & Chem, Pamplona 31008, Spain

[4] Univ Tampere, Fac Med & Life Sci, Tampere 33100, Finland

[5] Tampere Univ Hosp, Fimlab Ltd, Tampere 33100, Finland

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2020年 / 63卷 / 08期

关键词：

ACTIVATION;

D O I：

10.1021/acs.jmedchem.0c00211

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

We report for the first time a novel series of tellurides bearing sulfonamide as selective and potent inhibitors of the beta-class carbonic anhydrase (CA; EC 4.2.1.1) enzyme expressed in Leishmania donovani protozoa. Such derivatives showed high activity against axenic amastigotes, and among them, compound 5g (4-(((3,4,5-trimethoxyphenyl)tellanyl)methyl)benzenesulfonamide) showed an IC50 of 0.02 mu M being highly selective for the parasites over THP-1 cells with a selectivity index of 300. The in vitro and in vivo toxicity experiments showed compound 5g to possess a safe profile and thus paving the way for tellurium-containing compounds as novel drug entities.

引用

页码：4306 / 4314

页数：9

共 50 条

[41] TOPICALLY ACTIVE OCULAR CARBONIC-ANHYDRASE INHIBITORS - NOVEL BISCARBONYLAMIDOTHIADIAZOLE SULFONAMIDES AS OCULAR HYPOTENSIVE AGENTS
PIERCE, WM
SHARIR, M
WAITE, KJ
CHEN, D
KAYSINGER, KK
PROCEEDINGS OF THE SOCIETY FOR EXPERIMENTAL BIOLOGY AND MEDICINE, 1993, 203 (03): : 360 - 365
[42] THIENOTHIOPYRAN-2-SULFONAMIDES - NOVEL TOPICALLY ACTIVE CARBONIC-ANHYDRASE INHIBITORS FOR THE TREATMENT OF GLAUCOMA
BALDWIN, JJ
PONTICELLO, GS
ANDERSON, PS
CHRISTY, ME
MURCKO, MA
RANDALL, WC
SCHWAM, H
SUGRUE, MF
SPRINGER, JP
GAUTHERON, P
GROVE, J
MALLORGA, P
VIADER, MP
MCKEEVER, BM
NAVIA, MA
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (12) : 2510 - 2513
[43] Novel aromatic/heterocyclic sulfonamides and their metal complexes as inhibitors of carbonic anhydrase isozymes I, II and IV
Supuran, CT
Scozzafava, A
JOURNAL OF ENZYME INHIBITION, 1997, 12 (01): : 37 - 51
[44] Carbonic anhydrase inhibitors .25. Thienothiopyran sulfonamides - A novel class of complexing agents for the preparation of dual enzyme inhibitors
Supuran, CT
REVUE ROUMAINE DE CHIMIE, 1996, 41 (5-6) : 495 - 499
[45] THIENOTHIOPYRAN-2-SULFONAMIDES - A NOVEL CLASS OF WATER-SOLUBLE CARBONIC-ANHYDRASE INHIBITORS
PONTICELLO, GS
FREEDMAN, MB
HABECKER, CN
LYLE, PA
SCHWAM, H
VARGA, SL
CHRISTY, ME
RANDALL, WC
BALDWIN, JJ
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (04) : 591 - 597
[46] Novel azoles with potent antileishmanial activity
Mathur, Tarun
Kumar, Manoj
Barman, Tarani K.
Raj, V. Samuel
Upadhyay, Dilip J.
Verma, Ashwani K.
FUTURE MICROBIOLOGY, 2021, 16 (12) : 871 - 877
[47] Carbonic anhydrase inhibitors: Design of thioureido sulfonamides with potent isozyme II and XII inhibitory properties and intraocular pressure lowering activity in a rabbit model of glaucoma
Mincione, F
Starnotti, M
Masini, E
Bacciottini, L
Scrivanti, C
Casini, A
Vullo, D
Scozzafava, A
Supuran, CT
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (17) : 3821 - 3827
[48] An overview of novel antimicrobial carbonic anhydrase inhibitors
Supuran, Claudiu T.
EXPERT OPINION ON THERAPEUTIC TARGETS, 2023, 27 (10) : 897 - 910
[49] Benzoselenoates: A novel class of carbonic anhydrase inhibitors
Tanini, Damiano
Capperucci, Antonella
Locuoco, Maria
Ferraroni, Marta
Costantino, Gabriele
Angeli, Andrea
Supuran, Claudiu T.
BIOORGANIC CHEMISTRY, 2022, 122
[50] Carbonic anhydrase inhibitors: Novel sulfonamides incorporating 1,3,5-triazine moieties as inhibitors of the cytosolic and tumour-associated carbonic anhydrase isozymes I, II and IX
Garaj, V
Puccetti, L
Fasolis, G
Winum, JY
Montero, JL
Scozzafava, A
Vullo, D
Innocenti, A
Supuran, CT
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (12) : 3102 - 3108

← 1 2 3 4 5 →