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Miscellaneous

Sulfonamide derivatives with protease inhibitory action as anticancer, anti-inflammatory and antiviral agents

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Pages 1307-1327 | Published online: 25 Feb 2005

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Wardha Zafar, Sajjad Hussain Sumrra, Abrar Ul Hassan & Zahid Hussain Chohan. (2023) A review on ‘sulfonamides’: their chemistry and pharmacological potentials for designing therapeutic drugs in medical science. Journal of Coordination Chemistry 76:5-6, pages 546-580.
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Aiten M. Soliman, Ali S. Alqahtani & Mostafa M. Ghorab. (2019) Novel sulfonamide benzoquinazolinones as dual EGFR/HER2 inhibitors, apoptosis inducers and radiosensitizers. Journal of Enzyme Inhibition and Medicinal Chemistry 34:1, pages 1030-1040.
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Claudiu T. Supuran. (2016) CA IX stratification based on cancer treatment: a patent evaluation of US2016/0002350. Expert Opinion on Therapeutic Patents 26:10, pages 1105-1109.
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Maryam Khashi, Abolghasem Davoodnia & Jamshidkhan Chamani. (2014) Dmap-Catalyzed Synthesis of Novel Pyrrolo[2,3-D]Pyrimidine Derivatives Bearing an Aromatic Sulfonamide Moiety. Phosphorus, Sulfur, and Silicon and the Related Elements 189:6, pages 839-848.
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Fabrizio Carta, Andrea Scozzafava & Claudiu T Supuran. (2012) Sulfonamides: a patent review (2008 – 2012). Expert Opinion on Therapeutic Patents 22:7, pages 747-758.
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Claudiu T Supuran. (2011) Therapeutic compounds: patent evaluation of WO2011011652A1. Expert Opinion on Therapeutic Patents 21:9, pages 1491-1495.
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Antonio Mastrolorenzo, Stefano Rusconi, Andrea Scozzafava & Claudiu T Supuran. (2006) Inhibitors of HIV-1 protease: 10 years after. Expert Opinion on Therapeutic Patents 16:8, pages 1067-1091.
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Jean-Yves Winum, Andrea Scozzafava, Jean-Louis Montero & Claudiu T Supuran. (2006) The sulfamide motif in the design of enzyme inhibitors. Expert Opinion on Therapeutic Patents 16:1, pages 27-47.
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. (2003) 2-Amino-benzoxazole sulfonamides as HIV protease inhibitors. Expert Opinion on Therapeutic Patents 13:5, pages 717-720.
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M. Amélia Santos, Sérgio Marques, Marco Gil, Matteo Tegoni, Andrea Scozzafava & Claudiu T. Supuran. (2003) Protease Inhibitors: Synthesis of Bacterial Collagenase and Matrix Metalloproteinase Inhibitors Incorporating Succinyl Hydroxamate and Iminodiacetic Acid Hydroxamate Moieties. Journal of Enzyme Inhibition and Medicinal Chemistry 18:3, pages 233-242.
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Abdel Wahab Aqeel, Mahmoud A. Al-Sha'er, Rami Ayoub, Qais Jarrar & Mahmoud A. Alelaimat. (2023) Novel hydantoin derivatives: Synthesis and biological activity evaluation. Results in Chemistry 6, pages 101118.
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Truong Giang Luu & Hee-Kwon Kim. (2023) Visible-light-driven reactions for the synthesis of sulfur dioxide-inserted compounds: generation of S–F, S–O, and S–N bonds. RSC Advances 13:21, pages 14412-14434.
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Reham A. Mohamed-Ezzat, Benson M. Kariuki & Rasha A. Azzam. (2023) Synthesis and crystal structure of N -(5-acetyl-4-methylpyrimidin-2-yl)benzenesulfonamide . Acta Crystallographica Section E Crystallographic Communications 79:4, pages 331-334.
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Mostafa M Ghorab, Ali S Alqahtani, Aiten M Soliman & Ahmed A Askar. (2023) Antimicrobial, anticancer and immunomodulatory potential of new quinazolines bearing benzenesulfonamide moiety. Future Medicinal Chemistry 15:3, pages 275-290.
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Pedro Gonçalves Esquezaro, Carlos Marrote Manzano, Douglas Hideki Nakahata, Igor Andrade Santos, Uriel Enrique Aquino Ruiz, Mariana Brentini Santiago, Nagela Bernadelli Souza Silva, Carlos Henrique Gomes Martins, Douglas Henrique Pereira, Fernando Rodrigues Goulart Bergamini, Ana Carolina Gomes Jardim & Pedro Paulo Corbi. (2021) Synthesis, spectroscopic characterization and in vitro antibacterial and antiviral activities of novel silver(I) complexes with mafenide and ethyl-mafenide. Journal of Molecular Structure 1246, pages 131261.
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Vaha Akbary Moghaddam, Vesal Kasmaeifar, Zainab Mahmoodi, Hossein Ghafouri, Omid Saberi & Asadollah Mohammadi. (2021) A novel sulfamethoxazole derivative as an inhibitory agent against HSP70: A combination of computational with in vitro studies. International Journal of Biological Macromolecules 189, pages 194-205.
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V. Shyni, D. R. Leenaraj, Reena Ittyachan, Lynnette Joseph & D. Sajan. (2021) Anticancer activity of indapamide adsorbed on gold nanoparticles: DFT , in‐silico, and in‐vitro analysis . Journal of Molecular Recognition 34:10.
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Alberto Lanfranco, Riccardo Moro, Emanuele Azzi, Annamaria Deagostino & Polyssena Renzi. (2021) Unconventional approaches for the introduction of sulfur-based functional groups. Organic & Biomolecular Chemistry 19:32, pages 6926-6957.
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Xingming Zhao, Zhuo Han, Jiahui Ma, Shiqing Jiang & Xia Li. (2021) A Novel N-Sulfonylamidine-Based Derivative Inhibits Proliferation, Migration, and Invasion in Human Colorectal Cancer Cells by Suppressing Wnt/β-Catenin Signaling Pathway. Pharmaceutics 13:5, pages 651.
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Xinfen Zhang & Yanshu Jia. (2020) Recent Advances in β-lactam Derivatives as Potential Anticancer Agents. Current Topics in Medicinal Chemistry 20:16, pages 1468-1480.
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Essam M. Hussein, Munirah M. Al-Rooqi, Amal A. Elkhawaga & Saleh A. Ahmed. (2020) Tailoring of novel biologically active molecules based on N-substituted sulfonamides bearing thiazole moiety exhibiting unique multi-addressable biological potentials. Arabian Journal of Chemistry 13:5, pages 5345-5362.
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Bahar Yilmaz, Abdullah Tahir Bayrac & Mevlut Bayrakci. (2019) Evaluation of Anticancer Activities of Novel Facile Synthesized Calix[n]arene Sulfonamide Analogs. Applied Biochemistry and Biotechnology 190:4, pages 1484-1497.
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Neha Batra, Vinoth Rajendran, Ishan Wadi, Ankit Lathwal, Roshan Kumar Dutta, Prahlad C. Ghosh, Rinkoo D. Gupta & Mahendra Nath. (2020) Synthesis, characterization, and antiplasmodial efficacy of sulfonamide‐appended [1,2,3]‐triazoles. Journal of Heterocyclic Chemistry 57:4, pages 1625-1636.
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Essam M. Hussein, Munirah M. Al-Rooqi, Shimaa M. Abd El-Galil & Saleh A. Ahmed. (2019) Design, synthesis, and biological evaluation of novel N4-substituted sulfonamides: acetamides derivatives as dihydrofolate reductase (DHFR) inhibitors. BMC Chemistry 13:1.
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Jeong‐Yu Son, Gi Uk Han, Gi Hoon Ko, Chanyoung Maeng, Seohyun Shin & Phil Ho Lee. (2019) Copper(I)‐catalyzed Cyclization Reactions of Ethyl ( E )‐α‐Ethynyl‐β‐Aryl‐α,β‐Unsaturated Esters with N ‐Sulfonyl Azides: Synthesis of 1‐Aminonaphthalene, 3‐Aminobenzofuran, and 3‐Aminothiobenzofuran Derivatives . Bulletin of the Korean Chemical Society 40:7, pages 696-703.
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Z. Ettehadi, A. Davoodnia, M. Khashi & S. Ali Beyramabadi. (2018) Tautomerism in the Sulfonamide Moiety: Synthesis, Experimental and Theoretical Characterizations. Journal of Structural Chemistry 59:7, pages 1596-1609.
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Mostafa M. Ghorab, Fatma A. Ragab, Helmy I. Heiba, Mohamed S.A. Elsayed & Walid M. Ghorab. (2018) Design, synthesis and molecular modeling study of certain 4-Methylbenzenesulfonamides with CDK2 inhibitory activity as anticancer and radio-sensitizing agents. Bioorganic Chemistry 80, pages 276-287.
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Khaled O. Mohamed, Yassin M. Nissan, Afaf A. El-Malah, Wafaa A. Ahmed, Dina M. Ibrahim, Tamer M. Sakr & Mohamed A. Motaleb. (2017) Design, synthesis and biological evaluation of some novel sulfonamide derivatives as apoptosis inducers. European Journal of Medicinal Chemistry 135, pages 424-433.
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Maryam Khashi, S. Ali Beyramabadi, Abolghasem Davoodnia & Zohreh Ettehadi. (2017) Synthesis, experimental and theoretical characterizations of some new pyrrolo[2,3-d]pyrimidine derivatives bearing an aromatic sulfonamide moiety. Journal of Molecular Structure 1134, pages 789-796.
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R. N. Jadeja, K. M. Vyas, K. K. Upadhyay & R. V. Devkar. (2017) In vitro apoptosis-inducing effect and gene expression profiles of mixed ligand Cu( ii ) complexes derived from 4-acyl pyrazolones on human lung cancer cells . RSC Advances 7:28, pages 17107-17116.
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Damien Hazelard, Pierre-Antoine Nocquet & Philippe Compain. (2017) Catalytic C–H amination at its limits: challenges and solutions. Organic Chemistry Frontiers 4:12, pages 2500-2521.
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Mostafa M. Ghorab, Mansour S. Alsaid, Mohamed S. Al-Dosary, Yassin M. Nissan & Sabry M. Attia. (2016) Design, synthesis and anticancer activity of some novel thioureido-benzenesulfonamides incorporated biologically active moieties. Chemistry Central Journal 10:1.
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Chinyere Benardette Chinaka Ikpa, U.C. Okoro, Collins I. Ubochi, Kieran O. Nwanorh & Samuel O. Onoja. (2016) Preliminary Screening for Anti-Inflammatory, Anti-Nociceptive and Antioxidant Activities of Five New Synthesized Paratoluene Sulphonamide Derivatives of Amino Acids. International Journal of Pharmacology, Phytochemistry and Ethnomedicine 5, pages 74-78.
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Nagwa M. Abdel Gawad, Noha H. Amin, Mohammed T. Elsaadi, Fatma M.M. Mohamed, Andrea Angeli, Viviana De Luca, Clemente Capasso & Claudiu T. Supuran. (2016) Synthesis of 4-(thiazol-2-ylamino)-benzenesulfonamides with carbonic anhydrase I, II and IX inhibitory activity and cytotoxic effects against breast cancer cell lines. Bioorganic & Medicinal Chemistry 24:13, pages 3043-3051.
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G O Casas K, L G Oliveira M, D de F aacute tima Silva G, J Viasus C & E Burgos A. (2015) Synthesis of Cu(II) complex with schiff bases derived from aryl-S-benzyildithiocarbazate: Antimicrobial activity and in silico biological properties evaluations. African Journal of Pharmacy and Pharmacology 9:42, pages 1009-1019.
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Christiana Nonye Igwe & Uchechukwu Chris Okoro. (2014) Synthesis, Characterization, and Evaluation for Antibacterial and Antifungal Activities of N -Heteroaryl Substituted Benzene Sulphonamides . Organic Chemistry International 2014, pages 1-5.
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Yalla Kiran Kumar, Gadi Ranjith Kumar & Maddi Sridhar Reddy. (2013) Cu-Catalyzed Conversion of Propargyl Acetates to E -α,β-Unsaturated Amides via Ketenimine Formation with Sulfonyl Azides . The Journal of Organic Chemistry 79:2, pages 823-828.
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Ahmed M. Alafeefy, Hatem A. Abdel-Aziz, Daniela Vullo, Abdul-Malek S. Al-Tamimi, Nabila A. Al-Jaber, Clemente Capasso & Claudiu T. Supuran. (2014) Inhibition of carbonic anhydrases from the extremophilic bacteria Sulfurihydrogenibium yellostonense (SspCA) and S. azorense (SazCA) with a new series of sulfonamides incorporating aroylhydrazone-, [1,2,4]triazolo[3,4-b][1,3,4]thiadiazinyl- or 2-(cyanophenylmethylene)-1,3,4-thiadiazol-3(2H)-yl moieties. Bioorganic & Medicinal Chemistry 22:1, pages 141-147.
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Guolin Cheng & Xiuling Cui. (2013) Efficient Approach to 4-Sulfonamidoquinolines via Copper(I)-Catalyzed Cascade Reaction of Sulfonyl Azides with Alkynyl Imines. Organic Letters 15:7, pages 1480-1483.
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Mostafa M. Ghorab, Fatma A. Ragab, Helmy I. Heiba, Hebaallah M. Agha & Yassin M. Nissan. (2012) Novel 4-(4-substituted-thiazol-2-ylamino)-N-(pyridin-2-yl)-benzenesulfonamides as cytotoxic and radiosensitizing agents. Archives of Pharmacal Research 35:1, pages 59-68.
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Vaishali M. Patil & Satya P. Gupta. 2012. Matrix Metalloproteinase Inhibitors. Matrix Metalloproteinase Inhibitors 177 208 .
Afshin Sarvary, Shabnam Shaabani, Ahmad Shaabani & SeikWeng Ng. (2011) A two-step synthesis of 1,5-disubstituted tetrazoles containing a siloxy or sulfonamide group. Tetrahedron Letters 52:45, pages 5930-5933.
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Sébastien Fortin, Lianhu Wei, Emmanuel Moreau, Jacques Lacroix, Marie-France Côté, Éric Petitclerc, Lakshmi P. Kotra & René C. Gaudreault. (2011) Substituted phenyl 4-(2-oxoimidazolidin-1-yl)benzenesulfonamides as antimitotics. Antiproliferative, antiangiogenic and antitumoral activity, and quantitative structure-activity relationships. European Journal of Medicinal Chemistry 46:11, pages 5327-5342.
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Jean-Yves Winum, Andrea Scozzafava, Jean-Louis Montero & Claudiu T. Supuran. (2006) Therapeutic potential of sulfamides as enzyme inhibitors. Medicinal Research Reviews 26:6, pages 767-792.
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Daniel P. Becker, Clara I. Villamil, Thomas E. Barta, Louis J. Bedell, Terri L. Boehm, Gary A. DeCrescenzo, John N. Freskos, Daniel P. Getman, Susan Hockerman, Robert Heintz, Susan Carol Howard, Madeleine H. Li, Joseph J. McDonald, Chris P. Carron, Chris L. Funckes-Shippy, Pramod P. Mehta, Grace E. Munie & Craig A. Swearingen. (2005) Synthesis and Structure−Activity Relationships of β- and α-Piperidine Sulfone Hydroxamic Acid Matrix Metalloproteinase Inhibitors with Oral Antitumor Efficacy. Journal of Medicinal Chemistry 48:21, pages 6713-6730.
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George Burton, Ping Cao, Gang Li & Ralph Rivero. (2003) Palladium-Catalyzed Intermolecular Coupling of Aryl Chlorides and Sulfonamides under Microwave Irradiation. Organic Letters 5:23, pages 4373-4376.
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Claudiu T. Supuran, Angela Casini & Andrea Scozzafava. (2003) Protease inhibitors of the sulfonamide type: Anticancer, antiinflammatory, and antiviral agents. Medicinal Research Reviews 23:5, pages 535-558.
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Monica Ilies, Mircea D Banciu, Andrea Scozzafava, Marc A Ilies, Miron T Caproiu & Claudiu T Supuran. (2003) Protease inhibitors: synthesis of bacterial collagenase and matrix metalloproteinase inhibitors incorporating arylsulfonylureido and 5-dibenzo-suberenyl/suberyl moieties. Bioorganic & Medicinal Chemistry 11:10, pages 2227-2239.
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