A class of sulfonamides as carbonic anhydrase I and II inhibitors

Gökçen, Taner; Gülçın, İlhami; Öztürk, Turan; Goren, Ahmet C.

doi:10.1080/14756366.2016.1198900

Cited by 49 publications

(32 citation statements)

References 63 publications

(77 reference statements)

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“…CAs have a variety of functions, including carbon dioxide (CO 2 ) transport, pH adjustment, ion transport, gastric acid formation, bone resorption, calcification and genesis, development, and tumor invasion (27,28). As one isoenzyme of CA, CA2 is widely distributed in vivo and has the highest activity.…”

Section: Expression Of Ca2 N (%)mentioning

confidence: 99%

Association between the expression of carbonic anhydrase�II and clinicopathological features of hepatocellular carcinoma

et al. 2019

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The present study aimed to examine the molecular marker associated with the therapy and prognosis of hepatocellular carcinoma (HCC), and further investigate the association between its expression and the clinicopathological features of HCC. To select the core genes closely associated with HCC, differentially expressed genes (DEGs) were analyzed and screened from Gene Expression Omnibus datasets (GSE 36376) using a bioinformatics approach. Tumor and adjacent tissues were collected form 112 patients of HCC who were treated by radical resection. The expression levels of carbonic anhydrase II (CA2) in the tumor and adjacent tissues were determined using reverse transcription-quantitative polymerase chain reaction analysis and immunohistochemistry. The χ 2 test was applied for observing the association between the expression of CA2 and clinicopathological features of patients with HCC. The effects of the expression of CA2 on the patients' overall survival (OS) and disease-free survival (DFS) were examined via Kaplan-Meier analysis. A total of 83 DEGs were screened and analyzed using gene network analysis, among which CA2 had direct interactions with more than one disease gene of HCC. The results of immunohistochemistry showed that CA2 was expressed at a lower level in the tumor tissues compared with the adjacent tissues (t=3.012, P=0.010). Single factor analysis revealed that the mRNA expression of CA2 was able to predict the recurrence of HCC, and was significantly associated with α-fetoprotein (AFP), microvascular invasion, tumor-node-metastasis (TNM) staging, and recurrence (P<0.05). The expression levels of AFP, CA2 and TNM staging were confirmed to be independent prognostic factors of HCC (P<0.05). Kaplan-Meier analysis demonstrated that the group with a high expression of CA2 showed increased DFS and OS, compared with the low expression group (P<0.05). These findings indicated that elevated CA2 increased DFS and OS of HCC, which suggested that CA2 may be a potential target for HCC therapy.

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Section: Expression Of Ca2 N (%)mentioning

confidence: 99%

Association between the expression of carbonic anhydrase�II and clinicopathological features of hepatocellular carcinoma

et al. 2019

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“…They interfere with PABA (p‐aminobenzoic acid) in the biosynthesis of tetrahydrofolic acid, which is a basic growth factor essential for the metabolic process of bacteria. Therefore, sulfonamides are an important class of medicinally active compounds, and they are used as preventive and chemotherapeutic agents against various diseases . Sulfonamides possess many types of biological activities such as antibacterial, anti‐carbonic anhydrase, hypoglycemic, diuretic, antithyroid, anti‐hypertensive, antiviral, antiprotozoal, antifungal, anti‐inflammatory, and antitumor activity .…”

Section: Introductionmentioning

confidence: 99%

Assessment of the inhibitory effects and molecular docking of some sulfonamides on human serum paraoxonase 1

Alım

Kılıç

Köksal

et al. 2017

J Biochem & Molecular Tox

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Paraoxonase-1 (PON1) is an organophosphate hydrolyzer and antiatherogenic enzyme. Due to the PON1's crucial functions, inhibitors and activators of PON1 must be known for pharmacological applications. In this study, we investigated the in vitro effects of some sulfonamides compounds on human serum PON1 (hPON1). For this aim, we purified the hPON1 from human serum with high specific activity by using simple chromatographic methods, and after the purification processes, we investigated in vitro interactions between the enzyme and some sulfonamides (2-amino-5-methyl-1,3-benzenedisulfonamide, 2-chloro-4-sülfamoilaniline, 4-amino-3-methylbenzenesulfanilamide, sulfisoxazole, sulfisomidine, and 5-amino-2-methylbenzenesulfonamide). IC , K values, and inhibition types were calculated for each sulfonamide. 2-amino-5-methyl-1,3-benzenedisulfonamide and 2-chloro-4-sülfamoilaniline exhibited noncompetitive inhibition effect, whereas 4-amino-3-methylbenzenesulfanilamide, sulfisoxazole, and sulfisomidine exhibited mixed type inhibition. On the other hand, 5-amino-2-methylbenzenesulfonamide showed competitive inhibition and so molecular docking studies were performed for this compound in order to assess the probable binding mechanism into the active site of hPON1.

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“…Carbonic anhydrase functions in many physiological and pathological processes, such as transport, bone resorption, calcification, and tumorigenesis are demonstrated. Thus, 16 different isozymes that differ from each other with tissue distribution, cell localization, catalytic activity, and resistance to inhibitors have been described . CAI and CAII antibodies have been identified in various autoimmune and idiopathic diseases; Grave's disease, metabolic syndrome, polycystic ovary syndrome, acute anterior uveitis, and Behcet's disease .…”

Section: Discussionmentioning

confidence: 99%

Triosephosphate isomerase, carbonic anhydrase, and creatinine kinase‐brain isoform are possible antigen targets in patients with achalasia

Hernández‐Ramírez

Olivares-Martínez

Núñez‐Álvarez

et al. 2020

Neurogastroenterology Motil

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Background: Idiopathic achalasia is an uncommon esophageal motor disorder. The disease involves interaction between inflammatory and autoimmune responses. However, the antigens related to the disease are still unknown. Aim: To identify the possible antigen targets in muscle biopsies from lower esophageal sphincter (LES) of achalasia patients. Methods: Esophageal biopsies of patients with type I and type II achalasia and esophagogastric junction outflow obstruction (EGJOO) were analyzed. Lower esophageal sphincter muscle biopsy from a Healthy organ Donor (HD) was included as control for two-dimensional gel electrophoresis. Immunoblotting of muscle from LES lysate with sera of type I, type II achalasia, or type III achalasia, sera of EGJOO and sera of healthy subjects (HS) was performed. The target proteins of the serum were identified by mass spectrometry Matrix-assited laser desorption/ionization time-of-flight (MALDI-TOF).Key Results: The proteomic map of muscle from LES tissue lysates of type I, and type II achalasia, EGJOO, and HD were analyzed and divided into three important regions.We found a difference in the concentration of certain spots. Further, we observed the serum reactivity of type I achalasia and type II achalasia against 45 and 25 kDa bands of type I achalasia tissue. Serum of type III achalasia and EGJOO mainly recognized 25 kDa band. Bands correspond to triosephosphate isomerase (TPI) (25 kDa), carbonic anhydrase (CA) (25 kDa) and creatinine kinase-brain (CKB) isoform (45 kDa). Conclusions and Inferences:We identify three antigen targets, TPI, CA, and CKB isoform, which are recognized by sera from patients with achalasia. K E Y W O R D Sachalasia, carbonic anhydrase, creatinine kinase-brain, lower esophageal sphincter muscle, mass spectrometry MALDI-TOF, proteomic, triosephosphate isomerase

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A class of sulfonamides as carbonic anhydrase I and II inhibitors

Cited by 49 publications

References 63 publications

Association between the expression of carbonic anhydrase�II and clinicopathological features of hepatocellular carcinoma

Association between the expression of carbonic anhydrase�II and clinicopathological features of hepatocellular carcinoma

Assessment of the inhibitory effects and molecular docking of some sulfonamides on human serum paraoxonase 1

Triosephosphate isomerase, carbonic anhydrase, and creatinine kinase‐brain isoform are possible antigen targets in patients with achalasia

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