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Carbonic anhydrase 3

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https://www.readbyqxmd.com/read/28238511/comparison-of-the-anion-inhibition-profiles-of-the-%C3%AE-and-%C3%AE-carbonic-anhydrases-from-the-pathogenic-bacterium-burkholderia-pseudomallei
#1
Sonia Del Prete, Daniela Vullo, Pietro di Fonzo, Vincenzo Carginale, Claudiu T Supuran, Clemente Capasso
We report the cloning, purification and characterization of BpsβCA, a β-class carbonic anhydrase (CA, EC 4.2.1.1) from the pathogenic bacterium Burkholderia pseudomallei, the etiological agent of melioidosis, and compare its activity and inhibition with those of the γ-CA from the same organism, BpsγCA, recently investigated by our groups. BpsβCA showed a significant catalytic activity for the physiologic, CO2 hydration reaction, with the following kinetic parameters, kcat of 1.6×10(5)s(-1) and kcat/Km of 3...
February 16, 2017: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28237553/human-carbonic-anhydrase-inhibitory-profile-of-mono-and-bis-sulfonamides-synthesized-via-a-direct-sulfochlorination-of-3-and-4-hetero-arylisoxazol-5-amine-scaffolds
#2
Mikhail Krasavin, Mikhail Korsakov, Zhanna Zvonaryova, Evgenii Semyonychev, Tiziano Tuccinardi, Stanislav Kalinin, Muhammet Tanç, Claudiu T Supuran
Three distinct series of isoxazole-based primary mono- and bis-sulfonamides have been synthesized via direct sulfochlorination, each of them delivering nanomolar inhibitors of human carbonic anhydrase. Certain pronounced SAR trends have been established and rationalized by in silico docking. These findings expand the structure-activity knowledge base for heterocycle-containing sulfonamide carbonic anhydrase inhibitors and further validate the power of direct electrophilic sulfochlorination as a means of introducing the pharmacophoric primary sulfonamide group into structurally diverse aromatic precursors...
February 13, 2017: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28234904/biotransformation-of-a-potent-anabolic-steroid-mibolerone-with-cunninghamella-blakesleeana-c-echinulata-and-macrophomina-phaseolina-and-biological-activity-evaluation-of-its-metabolites
#3
Mahwish Siddiqui, Malik Shoaib Ahmad, Atia-Tul- Wahab, Sammer Yousuf, Narjis Fatima, Nimra Naveed Shaikh, Atta-Ur- Rahman, M Iqbal Choudhary
Seven metabolites were obtained from the microbial transformation of anabolic-androgenic steroid mibolerone (1) with Cunninghamella blakesleeana, C. echinulata, and Macrophomina phaseolina. Their structures were determined as 10β,17β-dihydroxy-7α,17α-dimethylestr-4-en-3-one (2), 6β,17β-dihydroxy-7α,17α-dimethylestr-4-en-3-one (3), 6β,10β,17β-trihydroxy-7α,17α-dimethylestr-4-en-3-one (4), 11β,17β-dihydroxy-(20-hydroxymethyl)-7α,17α-dimethylestr-4-en-3-one (5), 1α,17β-dihydroxy-7α,17α-dimethylestr-4-en-3-one (6), 1α,11β,17β-trihydroxy-7α,17α-dimethylestr-4-en-3-one (7), and 11β,17β-dihydroxy-7α,17α-dimethylestr-4-en-3-one (8), on the basis of spectroscopic studies...
2017: PloS One
https://www.readbyqxmd.com/read/28233447/carbonic-anhydrase-ii-a-novel-biomarker-for-pseudomyxoma-peritonei
#4
Petrus Järvinen, Antti J Kivelä, Pirjo Nummela, Anna Lepistö, Ari Ristimäki, Seppo Parkkila
Altered expression of carbonic anhydrase (CA) II is associated with human carcinogenesis. We analysed CA II protein expression in 89 patients with pseudomyxoma peritonei (PMP) and correlated its association against survival. We determined the expression of CA II by immunohistochemistry and then scored the staining results. The correlations of CA II expression with Peritoneal Cancer Index (PCI) and tumour grade were examined. The effect of CA II and tumour grade on survival was investigated. Positive CA II expression was found in 58 patients (65%) and absent in 31 patients (35%)...
March 2017: APMIS: Acta Pathologica, Microbiologica, et Immunologica Scandinavica
https://www.readbyqxmd.com/read/28231799/mechanistic-added-value-of-a-trans-sulfonamide-platinum-complex-in-human-melanoma-cell-lines-and-synergism-with-cis-platin
#5
Alba Agudo-López, Elena Prieto-García, José Alemán, Carlos Pérez, C Vanesa Díaz-García, Lucía Parrilla-Rubio, Silvia Cabrera, Carmen Navarro-Ranninger, Hernán Cortés-Funes, José A López-Martín, M Teresa Agulló-Ortuño
BACKGROUND: Cisplatin is a potent antitumor agent. However, toxicity and primary and secondary resistance are major limitations of cisplatin-based chemotherapy, leading to therapeutic failure. We have previously reported that mono-sulfonamide platinum complexes have good antitumor activity against different tumoral cell lines and with a different and better cytotoxic profile than cisplatin. Besides, N-sulfonamides have been used extensively in medicinal chemistry as bactericides, anticonvulsant, inhibitors of the carbonic anhydrase, inhibitors of histone deacetylases, and inhibitors of microtubule polymerization, among others...
February 23, 2017: Molecular Cancer
https://www.readbyqxmd.com/read/28229634/biochemical-characterization-of-the-native-%C3%AE-carbonic-anhydrase-purified-from-the-mantle-of-the-mediterranean-mussel-mytilus-galloprovincialis
#6
Rosa Perfetto, Sonia Del Prete, Daniela Vullo, Giovanni Sansone, Carmela Barone, Mosè Rossi, Claudiu T Supuran, Clemente Capasso
A α-carbonic anhydrase (CA, EC 4.2.1.1) has been purified and characterized biochemically from the mollusk Mytilus galloprovincialis. As in most mollusks, this α-CA is involved in the biomineralization processes leading to the precipitation of calcium carbonate in the mussel shell. The new enzyme had a molecular weight of 50 kDa, which is roughly two times higher than that of a monomeric α-class enzyme. Thus, Mytilus galloprovincialis α-CA is either a dimer, or similar to the Tridacna gigas CA described earlier, may have two different CA domains in its polypeptide chain...
December 2017: Journal of Enzyme Inhibition and Medicinal Chemistry
https://www.readbyqxmd.com/read/28212997/differential-expression-and-prognostic-significance-of-glut1-according-to-histologic-type-of-non-small-cell-lung-cancer-and-its-association-with-volume-dependent-parameters
#7
Young Wha Koh, Su Jin Lee, Seong Yong Park
BACKGROUND: We evaluated glucose transporter type 1 (GLUT1) and carbonic anhydrase IX (CAIX) expression, together with volume-based(18)F-fluorodeoxyglucose positron emission tomography (FDG-PET) parameters, in non-small cell lung cancer (NSCLC) patients, and examined the prognostic significance of those parameters according to its histologic subtype. METHOD: A total of 269 patients, who underwent surgical resection for NSCLC, were reviewed retrospectively. Metabolic tumor volume (MTV) and total lesion glycolysis (TLG) values were measured by preoperative (18)F-fluorodeoxyglucose positron emission tomography computed tomography...
February 2017: Lung Cancer: Journal of the International Association for the Study of Lung Cancer
https://www.readbyqxmd.com/read/28207990/carbonic-anhydrase-and-urease-inhibitory-potential-of-various-plant-phenolics-using-in-vitro-and-in-silico-methods
#8
Abdur Rauf, Muslim Raza, Muhammad Saleem, Ufuk Ozgen, Esen Sezen Karaoglan, Gulin Renda, Erhan Palaska, Ilkay Erdogan Orhan
Plant phenolics are known to display many pharmacological activities. In the current study, eight phenolic compounds [e.g. luteolin 5-O-β-glucoside (1), methyl rosmarinate (2), apigenin (3), vicenin 2 (4), lithospermic acid (5), soyasaponin II (6), rubiadin 3-O-β-primeveroside (7), 4(3,4dihydroxybenzoyloxymethyl)phenyl-O-β-D-glucopyranoside (8)] isolated from various plant species were tested at 0.2 mM against carbonic anhydrase-II (CA-II) and urease using microtiter assays. Urease inhibition rate for compounds 1-8 ranged between 5...
February 16, 2017: Chemistry & Biodiversity
https://www.readbyqxmd.com/read/28204987/the-effects-of-topical-carbonic-anhydrase-inhibitor-in-treatment-of-nystagmus
#9
Ebru Demet Aygit, Osman Bulut Ocak, Aslı İnal, Korhan Fazıl, Serpil Akar, Birsen Gokyigit
OBJECTIVE: To evaluate the effects of topical carbonic anhydrase inhibitor (CAI), brinzolamide (Azopt), for treatment of nystagmus patients. MATERIALS AND METHODS: Patients who used Brinzolamide for treatment of nystagmus were retrospectively analyzed. 23 patients were included in this study. The patients' diagnosis were idiopathic infantile nystagmus 18 (78.2%) and oculocutaneous albinism in 5 (21.8%). Azopt eye drop was used in both eyes, 3 times a day. Detailed eye examination in all of the patients before treatment and repeated at the end of the first week after treatment...
February 15, 2017: International Ophthalmology
https://www.readbyqxmd.com/read/28204970/a-carbonic-anhydrase-serves-as-an-important-acid-base-regulator-in-pacific-oyster-crassostrea-gigas-exposed-to-elevated-co2-implication-for-physiological-responses-of-mollusk-to-ocean-acidification
#10
Xiudan Wang, Mengqiang Wang, Zhihao Jia, Limei Qiu, Lingling Wang, Anguo Zhang, Linsheng Song
Carbonic anhydrases (CAs) have been demonstrated to play an important role in acid-base regulation in vertebrates. However, the classification and modulatory function of CAs in marine invertebrates, especially their responses to ocean acidification remain largely unknown. Here, a cytosolic α-CA (designated as CgCAII-1) was characterized from Pacific oyster Crassostrea gigas and its molecular activities against CO2 exposure were investigated. CgCAII-1 possessed a conserved CA catalytic domain, with high similarity to invertebrate cytoplasmic or mitochondrial α-CAs...
February 2017: Marine Biotechnology
https://www.readbyqxmd.com/read/28173805/serum-proteomic-profiles-in-ckcs-with-mitral-valve-disease
#11
Chiara Locatelli, Cristian Piras, Giulia Riscazzi, Isabella Alloggio, Ilaria Spalla, Alessio Soggiu, Viviana Greco, Luigi Bonizzi, Paola Roncada, Paola G Brambilla
BACKGROUND: Myxomatous mitral valve disease (MVD) is the most common acquired heart disease in dogs, and the Cavalier King Charles Spaniel (CKCS) is the most studied breed because of the high prevalence, early onset and hereditary component evidenced in the breed. MVD has different severity levels, and there are many practical limitations in identifying its asymptomatic stages. Proteomic techniques are valuable for studying the proteins and peptides involved in cardiovascular diseases, including the period prior to the clinical onset of the disease...
February 7, 2017: BMC Veterinary Research
https://www.readbyqxmd.com/read/28170240/self-assembled-protein-aromatic-foldamer-complexes-with-2-3-and-2-2-1-stoichiometries
#12
Michal Jewginski, Thierry Granier, Béatrice Langlois d'Estaintot, Lucile Fischer, Cameron D Mackereth, Ivan Huc
The promotion of protein dimerization using the aggregation properties of a protein ligand was explored and shown to produce complexes with unusual stoichiometries. Helical foldamer 2 was synthesized and bound to human carbonic anhydrase (HCA) using a nanomolar active site ligand. Crystal structures show that the hydrophobicity of 2 and interactions of its side chains lead to the formation of an HCA2-23 complex in which three helices of 2 are stacked, two of them being linked to an HCA molecule. The middle foldamer in the stack can be replaced by alternate sequences 3 or 5...
February 14, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28161252/synthesis-and-biological-evaluation-of-cyclic-imides-incorporating-benzenesulfonamide-moieties-as-carbonic-anhydrase-i-ii-iv-and-ix-inhibitors
#13
Alaa A-M Abdel-Aziz, Andrea Angeli, Adel S El-Azab, Mohamed A Abu El-Enin, Claudiu T Supuran
A group of cyclic imides was synthesized by reaction of amino-substituted benzenesulfonamides with a series of acid anhydrides such as succinic, maleic, tetrahydrophthalic, pyrazine-2,3-dicarboxylic acid anhydride, and substituted phthalic anhydrides. The synthesized sulfonamides were evaluated as carbonic anhydrase (CA, EC 4.2.1.1) inhibitors against the human (h) isoforms hCA I, II, IV and IX, involved in a variety of diseases among which glaucoma, retinitis pigmentosa, etc. Some of these sulfonamides showed effective inhibitory action (in the nanomolar range) against the cytosolic isoform hCA II and the transmembrane, tumor-associated one hCA IX, making them interesting candidates for preclinical evaluation in glaucoma or various tumors in which the two enzymes are involved...
March 1, 2017: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28161251/carbonic-anhydrases-activation-with-3-amino-1h-1-2-4-triazole-1-carboxamides-discovery-of-subnanomolar-isoform-ii-activators
#14
Yann Le Duc, Erol Licsandru, Daniela Vullo, Mihail Barboiu, Claudiu T Supuran
A series of ureas was prepared by reacting mono- or di- isocyanates with 3-amino-1H-1,2,4-triazole derivatives. The new carboxamides were investigated as activators of two human (h) carbonic anhydrases (CAs, EC 4.2.1.1), the physiologically relevant isoforms hCA I and II, considering the fact that they have structural resemblance to histamine, a well-known CA activator. Highly effective activators were detected in the series, with potency in the low nanomolar and subnanomolar range, depending on the substitution pattern at the 1,2,4-triazole ring and the nature of the linker between the two heterocyclic rings, in the case of the diureas...
March 1, 2017: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28148492/rest-interval-duration-does-not-influence-adaptations-in-acid-base-transport-proteins-following-10-weeks-of-sprint-interval-training-in-active-women
#15
Cian McGinley, David John Bishop
The removal of protons (H(+)) produced during intense exercise is important for skeletal muscle function, yet it remains unclear how best to structure exercise training to improve muscle pH regulation. We investigated whether 4 weeks of work-matched, sprint-interval training (SIT), performed 3 days per week, with either 1 min (Rest-1; n = 7) or 5 min (Rest-5; n = 7) of rest between sprints, influenced adaptations in acid/base transport protein content, non-bicarbonate muscle buffer capacity (βmin vitro), and exercise capacity in active women...
February 1, 2017: American Journal of Physiology. Regulatory, Integrative and Comparative Physiology
https://www.readbyqxmd.com/read/28130181/differential-response-of-bone-and-kidney-to-acei-in-db-db-mice-a-potential-effect-of-captopril-on-accelerating-bone-loss
#16
Yan Zhang, Xiao-Li Li, Nan-Nan Sha, Bing Shu, Yong-Jian Zhao, Xin-Luan Wang, Hui-Hui Xiao, Qi Shi, Man-Sau Wong, Yong-Jun Wang
The components of renin-angiotensin system (RAS) are expressed in the kidney and bone. Kidney disease and bone injury are common complications associated with diabetes. This study aimed to investigate the effects of an angiotensin-converting enzyme inhibitor, captopril, on the kidney and bone of db/db mice. The db/db mice were orally administered by gavage with captopril for 8weeks with db/+ mice as the non-diabetic control. Serum and urine biochemistries were determined by standard colorimetric methods or ELISA...
January 24, 2017: Bone
https://www.readbyqxmd.com/read/28114829/synthesis-characterization-and-in-vitro-inhibition-of-metal-complexes-of-pyrazole-based-sulfonamide-on-human-erythrocyte-carbonic-anhydrase-isozymes-i-and-ii
#17
Nurgün Büyükkıdan, Bülent Büyükkıdan, Metin Bülbül, Rahmi Kasımoğulları, Samet Mert
Sulfonamides represent an important class of biologically active compounds. A sulfonamide possessing carbonic anhydrase (CA) inhibitory properties obtained from a pyrazole based sulfonamide, ethyl 1-(3-nitrophenyl)-5-phenyl-3-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)carbamoyl)-1H-pyrazole-4-carboxylate (1), and its metal complexes with the Ni(II) for (2), Cu(II) for (3) and Zn(II) for (4) have been synthesized. The structures of metal complexes (2-4) were established on the basis of their elemental analysis, (1)H NMR, IR, UV-Vis and MS spectral data...
December 2017: Journal of Enzyme Inhibition and Medicinal Chemistry
https://www.readbyqxmd.com/read/28111158/synthesis-of-isoxazole-containing-sulfonamides-with-potent-carbonic-anhydrase-ii-and-vii-inhibitory-properties
#18
Cevher Altug, Hanife Güneş, Alessio Nocentini, Simona Maria Monti, Martina Buonanno, Claudiu T Supuran
Two series of benzenesulfonamide containing isoxazole compounds were prepared by using conventional and microwave (MW) methods. 5-Amino-3-aryl-N-(4-sulfamoylphenyl)isoxazole-4-carboxamide derivatives were synthesized by the reaction of hydroxymoyl chlorides with 2-cyano-N-(4-sulfamoylphenyl)acetamide in the presence of triethylamine. The synthesized 5-amino isoxazoles were reacted with various benzoyl chlorides in order to obtain 5-amidoisoxazoles. The novel compounds were screened in vitro as inhibitors of four human (h) isoforms of the metalloenzyme carbonic anhydrase (CA, EC 4...
January 11, 2017: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28101358/novel-predictive-biomarkers-for-cervical-cancer-prognosis
#19
Pablo Moreno-Acosta, Schyrly Carrillo, Oscar Gamboa, Alfredo Romero-Rojas, Jinneth Acosta, Monica Molano, Joseph Balart-Serra, Martha Cotes, Chloé Rancoule, Nicolas Magné
High hypoxic, glycolytic and acidosis metabolisms characterize cervical cancer tumors and have been described to be involved in chemoradioresistance mechanisms. Based on these observations, the present study assessed four selected novel biomarkers on the prognosis of locally advanced cervical carcinoma. A total of 66 patients with stage IIB/IIIB cervical cancer were retrospectively included. The protein expression levels of glucose transporter 1 (GLUT1), carbonic anhydrase 9 (CAIX) and hexokinase 1 (HKII) were investigated by immunohistochemistry on tumor biopsies, hemoglobin was measured and the disease outcome was monitored...
December 2016: Molecular and Clinical Oncology
https://www.readbyqxmd.com/read/28100082/synthesis-and-bioactivity-of-several-new-hetaryl-sulfonamides
#20
Parham Taslimi, Afsun Sujayev, Sevgi Mamedova, Pınar Kalın, İlhami Gulçin, Nastaran Sadeghian, Sukru Beydemir, O Irfan Kufrevioglu, Saleh H Alwasel, Vagif Farzaliyev, Sabir Mamedov
1-(4-Methylsulfonyl)-2-thione-4-aryl-5-Z-6-methyl and oxyalkyl-imidazoles were synthesized from different tetrahydropyrimidinethiones and aryl sulfonyl chloride. These compunds were tested for metal chelating effects and to determine the phrase in which inhibition occured between two physiologically pertinent compunds and carbonic anhydrase (CA) isozymes I and II (hCA I and II), butyrylcholinesterase (BChE) and acetylcholinesterase (AChE). AChE was detected in high concentrations in the brain and red blood cells...
December 2017: Journal of Enzyme Inhibition and Medicinal Chemistry
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