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Small-molecule inhibitors of histone deacetylase for the treatment of cancer and non-cancer diseases: a patent review (2011 – 2013)

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Tanveer Sharif, Emma Martell, Cathleen Dai, Mohammad Saleh Ghassemi-Rad, Mark Robert Hanes, Patrick J. Murphy, Nandini N. Margam, Hirendrasinh B. Parmar, Carman A. Giacomantonio, Roy Duncan, Patrick W.K. Lee & Shashi Gujar. (2019) HDAC6 differentially regulates autophagy in stem-like versus differentiated cancer cells. Autophagy 15:4, pages 686-706.
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Clemens Zwergel, Sergio Valente, Claus Jacob & Antonello Mai. (2015) Emerging approaches for histone deacetylase inhibitor drug discovery. Expert Opinion on Drug Discovery 10:6, pages 599-613.
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Articles from other publishers (37)

C. Mardones, C. Navarrete-Munoz, ME Armijo, K. Salgado, F. Rivas-Valdes, V. Gonzalez-Pecchi, C. Farkas, A. Villagra & MI Hepp. (2023) Role of HDAC6-STAT3 in immunomodulatory pathways in Colorectal cancer cells. Molecular Immunology 164, pages 98-111.
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Octavia-Laura Moldovan, Alexandra Sandulea, Ioana-Andreea Lungu, Șerban Andrei Gâz & Aura Rusu. (2023) Identification of Some Glutamic Acid Derivatives with Biological Potential by Computational Methods. Molecules 28:10, pages 4123.
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Doan Minh Sang, Ik Ho Na, Duong Tien Anh, Do Thi Mai Dung, Nguyen Thi Thu Hang, Nguyen T. Phuong‐Anh, Pham‐The Hai, Dao Thi Kim Oanh, Truong Thanh Tung, Soo Jung Lee, Joo Hee Kwon, Jong Soon Kang, Sang‐Bae Han, Dinh Thi Thanh Hai & Nguyen‐Hai Nam. (2023) Novel ( E )‐3‐(3‐Oxo‐4‐substituted‐3,4‐dihydro‐2 H ‐benzo[ b ][1,4]oxazin‐6‐yl)‐ N ‐hydroxypropenamides as Histone Deacetylase Inhibitors: Design, Synthesis and Bioevaluation . Chemistry & Biodiversity 20:5.
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Vittoria Borgonetti, Paolo Governa, Fabrizio Manetti & Nicoletta Galeotti. (2023) Zingiberene, a non-zinc-binding class I HDAC inhibitor: A novel strategy for the management of neuropathic pain. Phytomedicine 111, pages 154670.
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Minh Sang Doan, Eun Jae Park, Duong Tien Anh, Do Thi Mai Dung, Le Quang-Bao, Pham-The Hai, Dao Thi Kim Oanh, Truong Thanh Tung, Ik Ho Na, Joo Hee Kwon, Jong Soon Kang, Sang-Bae Han, Dinh Thi Thanh Hai & Nguyen-Hai Nam. (2023) Novel ( E )-3-(1-substituted-1 H -indazol-5-yl)- N -hydroxypropenamides as histone deacetylase inhibitors: design, synthesis and structure–activity relationships . New Journal of Chemistry 47:9, pages 4478-4490.
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Hualong Mo, Ruiqiang Zhang, Yajun Chen, ShuTing Li, Yao Wang, Wenbo Zou, Qiman Lin, Deng-Gao Zhao, Yarong Du, Kun Zhang & Yan-Yan Ma. (2022) Synthesis and anticancer activity of novel histone deacetylase inhibitors that inhibit autophagy and induce apoptosis. European Journal of Medicinal Chemistry 243, pages 114705.
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Negar Omidkhah, Farzin Hadizadeh, Khalil Abnous & Razieh Ghodsi. (2022) Synthesis, structure activity relationship and biological evaluation of a novel series of quinoline–based benzamide derivatives as anticancer agents and histone deacetylase (HDAC) inhibitors. Journal of Molecular Structure 1267, pages 133599.
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Maria Novella Romanelli, Vittoria Borgonetti & Nicoletta Galeotti. (2021) Dual BET/HDAC inhibition to relieve neuropathic pain: Recent advances, perspectives, and future opportunities. Pharmacological Research 173, pages 105901.
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Clemens Zwergel, Elisabetta Di Bello, Rossella Fioravanti, Mariarosaria Conte, Angela Nebbioso, Roberta Mazzone, Gerald Brosch, Ciro Mercurio, Mario Varasi, Lucia Altucci, Sergio Valente & Antonello Mai. (2020) Novel Pyridine‐Based Hydroxamates and 2′‐Aminoanilides as Histone Deacetylase Inhibitors: Biochemical Profile and Anticancer Activity. ChemMedChem 16:6, pages 989-999.
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Duong T. Anh, Pham-The Hai, Le D. Huy, Hoang B. Ngoc, Trinh T. M. Ngoc, Do T. M. Dung, Eun J. Park, In K. Song, Jong S. Kang, Joo-Hee Kwon, Truong T. Tung, Sang-Bae Han & Nguyen-Hai Nam. (2021) Novel 4-Oxoquinazoline-Based N -Hydroxypropenamides as Histone Deacetylase Inhibitors: Design, Synthesis, and Biological Evaluation . ACS Omega 6:7, pages 4907-4920.
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Duong Tien Anh, Pham-The Hai, Do Thi Mai Dung, Phan Thi Phuong Dung, Le-Thi-Thu Huong, Eun Jae Park, Hye Won Jun, Jong Soon Kang, Joo-Hee Kwon, Truong Thanh Tung, Sang-Bae Han & Nguyen-Hai Nam. (2020) Design, synthesis and evaluation of novel indirubin-based N-hydroxybenzamides, N-hydroxypropenamides and N-hydroxyheptanamides as histone deacetylase inhibitors and antitumor agents. Bioorganic & Medicinal Chemistry Letters 30:22, pages 127537.
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Duong Tien Anh, Pham-The Hai, Le-Thi-Thu Huong, Eun Jae Park, Hye Won Jun, Jong Soon Kang, Joo-Hee Kwon, Do Thi Mai Dung, Vu Tran Anh, Van Thi My Hue, Sang-Bae Han & Nguyen-Hai Nam. (2020) Exploration of certain 1,3-oxazole- and 1,3-thiazole-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents. Bioorganic Chemistry 101, pages 103988.
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Annabelle Friedrich, Ann-Sophie Assmann, Lena Schumacher, Jana v. Stuijvenberg, Matthias U. Kassack, Wolfgang A. Schulz, Wynand P. Roos, Finn K. Hansen, Marc Pflieger, Thomas Kurz & Gerhard Fritz. (2020) In Vitro Assessment of the Genotoxic Hazard of Novel Hydroxamic Acid- and Benzamide-Type Histone Deacetylase Inhibitors (HDACi). International Journal of Molecular Sciences 21:13, pages 4747.
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Xiangdong Bai, Hongchuan Jiang, Guohui Han & Qiang He. (2019) Chidamide suppresses the glycolysis of triple negative breast cancer cells partially by targeting the miR‑33a‑5p‑LDHA axis. Molecular Medicine Reports.
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Duong T. Anh, Nguyen T. Thuan, Pham-The Hai, Le-Thi-Thu Huong, Nguyen T.K. Yen, Byung W. Han, Eun J. Park, Yeo J. Choi, Jong S. Kang, Van T.M. Hue, Sang-Bae Han & Nguyen-Hai Nam. (2019) Design, Synthesis and Evaluation of Novel 3/4-((Substituted benzamidophenoxy) methyl)-N-hydroxybenzamides/propenamides as Histone Deacetylase Inhibitors and Antitumor Agents. Anti-Cancer Agents in Medicinal Chemistry 19:4, pages 546-556.
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Doan Thanh Hieu, Duong Tien Anh, Pham‐The Hai, Nguyen Thi Thuan, Le‐Thi‐Thu Huong, Eun Jae Park, A. Young Ji, Jong Soon Kang, Phan Thi Phuong Dung, Sang‐Bae Han & Nguyen‐Hai Nam. (2019) Quinazolin‐4(3 H )‐one‐Based Hydroxamic Acids: Design, Synthesis and Evaluation of Histone Deacetylase Inhibitory Effects and Cytotoxicity . Chemistry & Biodiversity 16:4.
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Nilanjan Adhikari, Sk Abdul Amin & Tarun Jha. (2018) Selective and nonselective HDAC8 inhibitors: a therapeutic patent review. Pharmaceutical Patent Analyst 7:6, pages 259-276.
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Akash Kumar Singh, Sarmistha Halder-Sinha, James P. Clement & Tapas K. Kundu. (2018) Epigenetic modulation by small molecule compounds for neurodegenerative disorders. Pharmacological Research 132, pages 135-148.
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Do Thi Mai Dung, Pham-The Hai, Duong Tien Anh, Le-Thi-Thu Huong, Nguyen Thi Kim Yen, Byung Woo Han, Eun Jae Park, Yeo Jin Choi, Jong Soon Kang, Van-Thi-My Hue, Sang-Bae Han & Nguyen-Hai Nam. (2018) Novel hydroxamic acids incorporating 1-((1H-1,2,3-Triazol-4-yl)methyl)-3-hydroxyimino-indolin-2-ones: synthesis, biological evaluation, and SAR analysis. Journal of Chemical Sciences 130:6.
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Doan Thanh Hieu, Duong Tien Anh, Pham-The Hai, Le-Thi-Thu Huong, Eun Jae Park, Jeong Eun Choi, Jong Soon Kang, Phan Thi Phuong Dung, Sang-Bae Han & Nguyen-Hai Nam. (2018) Quinazoline-Based Hydroxamic Acids: Design, Synthesis, and Evaluation of Histone Deacetylase Inhibitory Effects and Cytotoxicity. Chemistry & Biodiversity 15:6, pages e1800027.
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Jie-Fei Miao, Yan-Fu Peng, Shi Chen, Wei-Jie Gao, Qiu-Xing Yang, Peng Zhu, Jing Guo, Jinhua Tao, Lin Luo, Yanan Zhang & Yong Ling. (2018) A novel harmine derivative, N-(4-(hydroxycarbamoyl)benzyl)-1-(4- methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxamide (HBC), as histone deacetylase inhibitor: in vitro antiproliferation, apoptosis induction, cell cycle arrest, and antimetastatic effects. European Journal of Pharmacology 824, pages 78-88.
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Doan Thanh Hieu, Duong Tien Anh, Nguyen Minh Tuan, Pham-The Hai, Le-Thi-Thu Huong, Jisung Kim, Jong Soon Kang, Tran Khac Vu, Phan Thi Phuong Dung, Sang-Bae Han, Nguyen-Hai Nam & Nguyen-Dang Hoa. (2018) Design, synthesis and evaluation of novel N -hydroxybenzamides/ N -hydroxypropenamides incorporating quinazolin-4(3 H )-ones as histone deacetylase inhibitors and antitumor agents. Bioorganic Chemistry 76, pages 258-267.
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Ehren R. V. Moler, Abdulkadir Abakir, Maria Eleftheriou, Jeremy S. Johnson, Konstantin V. Krutovsky, Lara C. Lewis, Alexey Ruzov, Amy V. Whipple & Om P. Rajora. 2019. Population Genomics. Population Genomics 179 260 .
Tran Thi Lan Huong, Le Van Cuong, Pham Thu Huong, Tran Phuong Thao, Le-Thi-Thu Huong, Phan Thi Phuong Dung, Dao Thi Kim Oanh, Nguyen Thi Mai Huong, Hoang-Van Quan, Tran Khac Vu, Jisung Kim, Jae-Hee Lee, Sang-Bae Han, Pham-The Hai & Nguyen-Hai Nam. (2017) Exploration of some indole-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents. Chemical Papers 71:9, pages 1759-1769.
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Tomas Eckschlager, Johana Plch, Marie Stiborova & Jan Hrabeta. (2017) Histone Deacetylase Inhibitors as Anticancer Drugs. International Journal of Molecular Sciences 18:7, pages 1414.
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Sheng Dong, Xiang Ma, Zusen Wang, Bing Han, Hao Zou, Zehua Wu, Yunjin Zang & Likun Zhuang. (2017) YY1 promotes HDAC1 expression and decreases sensitivity of hepatocellular carcinoma cells to HDAC inhibitor. Oncotarget 8:25, pages 40583-40593.
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Tran-Thi-Lan Huong, Do-Thi-Mai Dung, Nguyen-Van Huan, Le-Van Cuong, Pham-The Hai, Le-Thi-Thu Huong, Jisung Kim, Yong-Guk Kim, Sang-Bae Han & Nguyen-Hai Nam. (2017) Novel N -hydroxybenzamides incorporating 2-oxoindoline with unexpected potent histone deacetylase inhibitory effects and antitumor cytotoxicity. Bioorganic Chemistry 71, pages 160-169.
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Maria Pinkerneil, Michèle J. Hoffmann, Hella Kohlhof, Wolfgang A. Schulz & Günter Niegisch. (2016) Evaluation of the Therapeutic Potential of the Novel Isotype Specific HDAC Inhibitor 4SC-202 in Urothelial Carcinoma Cell Lines. Targeted Oncology 11:6, pages 783-798.
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Wen-Cai Liu, Yi-Yu Wang, Jun-Hui Liu, Ai-Bing Ke, Zhi-Hui Zheng, Xin-Hua Lu, Yu-Shi Luan, Zhi-Long Xiu & Yue-Sheng Dong. (2016) Wortmannilactones I–L, new NADH-fumarate reductase inhibitors, induced by adding suberoylanilide hydroxamic acid to the culture medium of Talaromyces wortmannii. Bioorganic & Medicinal Chemistry Letters 26:21, pages 5328-5333.
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Elena Ceccacci & Saverio Minucci. (2016) Inhibition of histone deacetylases in cancer therapy: lessons from leukaemia. British Journal of Cancer 114:6, pages 605-611.
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Paul Butler, Michael Lawton, Robert E. Chapin, Brett D. Hollingshead, Karen Leach, Prashant R. Nambiar, Mathew Pletcher & Amy H. Yang. 2015. Epigenetics for Drug Discovery. Epigenetics for Drug Discovery 288 315 .
Tran Thi Lan Huong, Do Thi Mai Dung, Phan Thi Phuong Dung, Phung Thanh Huong, Tran Khac Vu, Hyunggu Hahn, Byung Woo Han, Jisung Kim, Minji Pyo, Sang-Bae Han & Nguyen-Hai Nam. (2015) Novel 2-oxoindoline-based hydroxamic acids: synthesis, cytotoxicity, and inhibition of histone deacetylation. Tetrahedron Letters 56:46, pages 6425-6429.
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Tao Yan-Fang, Li Zhi-Heng, Xu Li-Xiao, Fang Fang, Lu Jun, Li Gang, Cao Lan, Wang Na-Na, Du Xiao-Juan, Sun Li-Chao, Zhao Wen-Li, Xiao Pei-Fang, Zhao He, Su Guang-Hao, Li Yan-Hong, Li Yi-Ping, Xu Yun-Yun, Zhou Hui-Ting, Wu Yi, Jin Mei-Fang, Liu Lin, Ni Jian, Hu Shao-Yan, Zhu Xue-Ming, Feng Xing, Wang Jian & Pan Jian. (2015) Molecular Mechanism of the Cell Death Induced by the Histone Deacetylase Pan Inhibitor LBH589 (Panobinostat) in Wilms Tumor Cells. PLOS ONE 10:7, pages e0126566.
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Parinaz Mehdipour, Fabio Santoro & Saverio Minucci. (2015) Epigenetic alterations in acute myeloid leukemias. FEBS Journal 282:9, pages 1786-1800.
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Amit K. Halder, Sumana Mallick, Deep Shikha, Achintya Saha, Krishna D. Saha & Tarun Jha. (2015) Design of dual MMP-2/HDAC-8 inhibitors by pharmacophore mapping, molecular docking, synthesis and biological activity. RSC Advances 5:88, pages 72373-72386.
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Maria Lehmann, Michèle J Hoffmann, Annemarie Koch, Scott M Ulrich, Wolfgang A Schulz & Günter Niegisch. (2014) Histone deacetylase 8 is deregulated in urothelial cancer but not a target for efficient treatment. Journal of Experimental & Clinical Cancer Research 33:1.
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Giuseppe Giannini, Loredana Vesci, Gianfranco Battistuzzi, Davide Vignola, Ferdinando M. Milazzo, Mario Berardino Guglielmi, Marcella Barbarino, Mosè Santaniello, Nicola Fantò, Marco Mor, Silvia Rivara, Daniele Pala, Maurizio Taddei, Claudio Pisano & Walter Cabri. (2014) ST7612AA1, a Thioacetate-ω(γ-lactam carboxamide) Derivative Selected from a Novel Generation of Oral HDAC Inhibitors. Journal of Medicinal Chemistry 57:20, pages 8358-8377.
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