Sulfa Drugs as Inhibitors of Carbonic Anhydrase: New Targets for the Old Drugs

被引：19

作者：

al-Rashida, Mariya ^{[1
]}

Hussain, Sajad ^{[1
]}

Hamayoun, Mehwish ^{[2
]}

Altaf, Aisha ^{[2
]}

Iqbal, Jamshed ^{[2
]}

机构：

[1] Chartered Univ, Forman Christian Coll, Dept Chem, Lahore 54600, Pakistan

[2] COMSATS Inst Informat Technol, Ctr Adv Drug Res, Abbottabad 22060, Pakistan

来源：

BIOMED RESEARCH INTERNATIONAL | 2014年 / 2014卷

关键词：

INCORPORATING 1,3,5-TRIAZINE MOIETIES; ISOZYME-II; SULFONAMIDES; IX; DESIGN; DERIVATIVES; EXPRESSION; TRANSPORT;

D O I：

10.1155/2014/162928

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Sulfa drugs are well-known antibacterial agents containing N-substituted sulfonamide group on para position of aniline ring (NH2 RSO2 NHR'). In this study 2,4-dichloro-1,3,5-triazine derivatives of sulfa drugs, sulfamerazine (1b), sulfaquinoxaline (2b), sulfadiazine (3b), sulfadimidine (4b), and sulfachloropyrazine (5b) (1a-5a) were synthesized and characterized. Their carbonic anhydrase inhibition activity was evaluated against bovine cytosolic carbonic anhydrase isozyme II (bCA II). For the sake of comparison the CA inhibition activity of the parent sulfa drugs (1b-5b) was also evaluated. A significant increase in CA inhibition activity of sulfa drugs was observed upon substitution with 2,4-dichloro-1,3,5-triazine moiety. Molecular docking studies were carried out to highlight binding site interactions. ADME properties were calculated to evaluate drug likeness of the compounds.

引用

页数：10

共 50 条

[31] Multicomponent chemistry in the synthesis of carbonic anhydrase inhibitors
Kalinin, Stanislav
Supuran, Claudiu T.
Krasavin, Mikhail
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2016, 31 : 185 - 199
[32] Structural optimization of new class of selective carbonic anhydrase inhibitors: QSAR approach
Pothen, Blessy
Singh, Vineet
Kumar, Surendra
Tiwari, Meena
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2010, 49 (02): : 224 - 233
[33] New hydroxypyrimidinone-containing sulfonamides as carbonic anhydrase inhibitors also acting as MMP inhibitors
Esteves, M. Alexandra
Ortet, Osvaldo
Capelo, Anabela
Supuran, Claudiu T.
Marques, Sergio M.
Santos, M. Amelia
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (12) : 3623 - 3627
[34] Synthesis and Evaluation of Amide and Thiourea Derivatives as Carbonic Anhydrase (CA) Inhibitors
Hussain, Zahid
Mahmood, Abid
Shah, Qasim
Imran, Aqeel
Mughal, Ehsan Ullah
Khan, Wajiha
Baig, Ayesha
Iqbal, Jamshed
Mumtaz, Amara
ACS OMEGA, 2022, 7 (50): : 47251 - 47264
[35] Quantitative Structure - Activity Relationships Study of Carbonic Anhydrase Inhibitors Using Logistic Regression Model
Sahebjamee, Hassan
Yaghmaei, Parichehre
Abdolmaleki, Parviz
Foroumadi, Ali Reza
IRANIAN JOURNAL OF CHEMISTRY & CHEMICAL ENGINEERING-INTERNATIONAL ENGLISH EDITION, 2013, 32 (02): : 19 - 29
[36] Salicylaldoxime derivatives as new leads for the development of carbonic anhydrase inhibitors
Tuccinardi, Tiziano
Bertini, Simone
Granchi, Carlotta
Ortore, Gabriella
Macchia, Marco
Minutolo, Filippo
Martinelli, Adriano
Supuran, Claudiu T.
BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (06) : 1511 - 1515
[37] Pharmacological Properties of Sulfonamide Derivatives, New Inhibitors of Carbonic Anhydrase
A. L. Khokhlov
A. A. Shetnev
M. K. Korsakov
V. N. Fedorov
A. N. Tyushina
N. N. Volkhin
V. P. Vdovichenko
Bulletin of Experimental Biology and Medicine, 2023, 175 : 205 - 209
[38] Aromatase Inhibitors as a Promising Direction for the Search for New Anticancer Drugs
Janowska, Sara
Holota, Serhii
Lesyk, Roman
Wujec, Monika
MOLECULES, 2024, 29 (02):
[39] Isosteviol - A new scaffold for the synthesis of carbonic anhydrase II inhibitors
Denner, Toni C.
Heise, Niels V.
Csuk, Rene
RESULTS IN CHEMISTRY, 2024, 7
[40] Sulfa drugs as model cocrystal formers
Caira, Mino R.
MOLECULAR PHARMACEUTICS, 2007, 4 (03) : 310 - 316

← 1 2 3 4 5 →