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Acridine/acridone: a simple scaffold with a wide range of application in oncology

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Pages 1211-1224 | Published online: 29 Oct 2008

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Gehan A. Abdel-Hafez, Abdel-Maaboud I. Mohamed, Adel F. Youssef, Claire Simons & Ahmed S. Aboraia. (2022) Synthesis, computational study and biological evaluation of 9-acridinyl and 1-coumarinyl-1,2,3-triazole-4-yl derivatives as topoisomerase II inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry 37:1, pages 502-513.
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Rajendran Satheeshkumar, Lincy Edatt, Aathi Muthusankar, V. B. Sameer Kumar & Karnam Jayarampillai Rajendra Prasad. (2021) Synthesis of Novel Quin[1,2-b]Acridines: In Vitro Cytotoxicity and Molecular Docking Studies. Polycyclic Aromatic Compounds 41:8, pages 1631-1645.
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Bin Zhang, Xi Li, Bin Li, Chunmei Gao & Yuyang Jiang. (2014) Acridine and its derivatives: a patent review (2009 – 2013). Expert Opinion on Therapeutic Patents 24:6, pages 647-664.
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Tanuja T. Yadav, Piyush D. Patil, Gulam Moin Shaikh, Maushmi S. Kumar, Meena Chintamaneni & Mayur YC. (2023) Evaluation of N10-substituted acridone-based derivatives as AKT inhibitors against breast cancer cells: in vitro and molecular docking studies. 3 Biotech 13:4.
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S. Sulthanudeen, Predhanekar Mohamed Imran, M. Selvakumaran & Attar Kubaib. (2023) Novel acridone derivatives probed using DFT, including design, synthesis, characterization with anti-oxidant and anti-mitotic screening. Results in Chemistry 5, pages 100753.
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Ana Belchior, Ana Fernandes, Maxime Lamotte, Andreia Filipa Ferreira Silva, Raquel S. G. R. Seixas, Artur M. S. Silva & Fernanda Marques. (2022) Exploring the Physical and Biological Aspects of BNCT with a Carboranylmethylbenzo[b]acridone Compound in U87 Glioblastoma Cells. International Journal of Molecular Sciences 23:23, pages 14929.
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Vivianne M. Mangueira, Tatyanna K. G. de Sousa, Tatianne M. Batista, Renata A. de Abrantes, Ana Paula G. Moura, Rafael C. Ferreira, Reinaldo N. de Almeida, Renan M. Braga, Fagner Carvalho Leite, Karina C. de P. Medeiros, Misael Azevedo T. Cavalcanti, Ricardo O. Moura, Geovana F. G. Silvestre, Leônia M. Batista & Marianna V. Sobral. (2022) A 9-aminoacridine derivative induces growth inhibition of Ehrlich ascites carcinoma cells and antinociceptive effect in mice. Frontiers in Pharmacology 13.
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Gehan A. Abdel-Hafez, Ahmed S. Aboraia, Abdel-Mabood I. Mohammad & Adel F. Youssef. (2022) Development and validation of a high-performance thin-layer chromatography densitometric method for the simultaneous determination of novel 1-acridinyl-1,2,3-triazole derivatives. JPC – Journal of Planar Chromatography – Modern TLC 35:4, pages 349-362.
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Ladislav Janovec, Eva Kovacova, Martina Semelakova, Monika Kvakova, Daniel Kupka, David Jager & Maria Kozurkova. (2021) Synthesis of Novel Biologically Active Proflavine Ureas Designed on the Basis of Predicted Entropy Changes. Molecules 26:16, pages 4860.
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Mabrouk Attia Abd Eldaim, Ehab Tousson, Ibrahim El Tantawy El Sayed, Asmaa Zakaria Abd Elmaksoud & Abdullah A. S. Ahmed. (2021) Ameliorative effects of 9-diaminoacridine derivative against Ehrlich ascites carcinoma–induced hepatorenal injury in mice. Environmental Science and Pollution Research 28:17, pages 21835-21850.
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Maria Kozurkova, Danica Sabolova & Pavol Kristian. (2020) A new look at 9‐substituted acridines with various biological activities. Journal of Applied Toxicology 41:1, pages 175-189.
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Antonios Georgakopoulos, Amalia D. Kalampaliki, Katerina Gioti, Sami Hamdoun, Aikaterini F. Giannopoulou, Thomas Efferth, Dimitrios J. Stravopodis, Roxane Tenta, Panagiotis Marakos, Nicole Pouli & Ioannis K. Kostakis. (2020) Synthesis of novel xanthone and acridone carboxamides with potent antiproliferative activities. Arabian Journal of Chemistry 13:11, pages 7953-7969.
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Weixin Ma, Luoqiang Zhang, Yang Shi, You Ran, Yang Liu & Jingsong You. (2020) Molecular Engineering to Access Fluorescent Trackers of Organelles by Cyclization: Chemical Environment of Nitrogen Atom‐Modulated Targets. Advanced Functional Materials 30:42, pages 2004511.
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B. Amritha & Suni Vasudevan. (2020) Synthesis, characterisation, and DNA interaction studies of novel Cu(II), Ni(II), and Co(II) mono and bisligand complexes of N-(1,10-phenanthrolin-5-yl)acridine-9-carboxamide. Chemical Papers 74:6, pages 1979-1996.
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Wen‐Ting Zhang, Jian Sun, Hong Zhu, Rui‐Xue Yue, Yi Zhang, Fu‐Xiang Niu & Liangce Rong. (2020) An efficient synthesis of spiroacridinone derivatives from the facile reaction of isatins, dimedone, and 5‐aminoindazole (6‐aminoindazole or 5‐aminoindole). Journal of Heterocyclic Chemistry 57:4, pages 1912-1924.
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Jun Chen & Fatima Rashid Sheykhahmad. (2019) Intramolecular cross‐dehydrogenative coupling of benzaldehyde derivatives: A novel and efficient route to benzocyclic ketones. Journal of the Chinese Chemical Society 67:4, pages 638-645.
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Jelena Rupar, Vladimir Dobričić, Jelena Grahovac, Siniša Radulović, Žiga Skok, Janez Ilaš, Mara Aleksić, Jasmina Brborić & Olivera Čudina. (2020) Synthesis and evaluation of anticancer activity of new 9-acridinyl amino acid derivatives. RSC Medicinal Chemistry 11:3, pages 378-386.
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Azam Askari, Amir Arsalan Entezari, Mehdi Pordel, Sima Beigoli, Zeinab Nezafat Yazdi, Arya Jahani Moghaddam & Jamshidkhan Chamani. (2019) Design, synthesis and investigation of the interaction behavior between two acridone derivatives, 8-chloro acridone and nitrile cyanide acridone with calf thymus DNA, by different spectroscopic techniques. Journal of the Iranian Chemical Society 17:1, pages 135-149.
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Assem Barakat, Saied M. Soliman, Ayman El-Faham, M. Ali, Abdullah Mohammed Al-Majid, Sammer Yousuf & M. Iqbal Choudhary. (2019) Three Multi-Components Reaction: Synthesis and X-Ray Single-Crystal of Hydroacridinone-Based Hydrazino-S-Triazine Derivative as a New Class of Urease Inhibitor. Crystals 10:1, pages 14.
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Chun-Liang Chen, Tsung-Chih Chen, Chia-Chung Lee, Liu-Chuan Shih, Chih-Yuan Lin, Ying-Yu Hsieh, Ahmed Atef Ahmed Ali & Hsu-Shan Huang. (2019) Synthesis and evaluation of new 3-substituted-4-chloro-thioxanthone derivatives as potent anti-breast cancer agents. Arabian Journal of Chemistry 12:8, pages 3503-3516.
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Rajendran Satheeshkumar, Ramar Rajamanikandan, Malaichamy Ilanchelian, Koray Sayin & Karnam Jayarampillai Rajendra Prasad. (2019) Synthesis of novel 1,10-phenanthroline derivatives and it used as probes for sensitive detection of Zn2+ and Cd2+ metal ions – Spectroscopic and theoretical approach. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 221, pages 117196.
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Sophie Janke, Sebastian Boldt, Karapet Ghazargan, Peter Ehlers, Alexander Villinger & Peter Langer. (2019) Synthesis of Benzoacridines and Benzophenanthridines by Regioselective Pd-Catalyzed Cross-Coupling Reactions Followed by Acid-Mediated Cycloisomerizations. European Journal of Organic Chemistry 2019:36, pages 6177-6197.
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Mohammed Aarjane, Siham Slassi, Bouchra Tazi, Mohamed Maouloua & Amina Amine. (2019) Novel series of acridone-1,2,3-triazole derivatives: microwave-assisted synthesis, DFT study and antibacterial activities. Journal of Chemical Sciences 131:8.
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Caitlin E. Miron, Olivier Fleischel & Anne Petitjean. (2018) To Loop or Not to Loop: Influence of Hinge Flexibility on Self-Assembly Outcomes for Acridine-Based Triazolylpyridine Chelates with Zinc(II), Iron(II), and Copper(II). Chemistry - A European Journal 24:65, pages 17318-17326.
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Mohammad Bayat & Zeinab Amiri. (2018) Catalyst‐free Synthesis of Tetrahydroacenaphtho[1,2‐ b ]indolone Derivatives via One‐pot Four‐component Reaction . Journal of Heterocyclic Chemistry 55:6, pages 1346-1351.
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Vera L.S. Freitas, Paulo J.O. Ferreira & Maria D.M.C. Ribeiro da Silva. (2018) Experimental and computational thermochemical studies of acridone and N-methylacridone. The Journal of Chemical Thermodynamics 118, pages 115-126.
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Rajesh Kumar, Sarita Sharma & Deonandan Prasad. 2018. Key Heterocycle Cores for Designing Multitargeting Molecules. Key Heterocycle Cores for Designing Multitargeting Molecules 53 132 .
Monika Kukowska. (2017) Amino acid or peptide conjugates of acridine/acridone and quinoline/quinolone-containing drugs. A critical examination of their clinical effectiveness within a twenty-year timeframe in antitumor chemotherapy and treatment of infectious diseases. European Journal of Pharmaceutical Sciences 109, pages 587-615.
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Diana Peña-Solórzano, Simone Alexandra Stark, Burkhard König, Cesar Augusto Sierra & Cristian Ochoa-Puentes. (2017) ABCG2/BCRP: Specific and Nonspecific Modulators. Medicinal Research Reviews 37:5, pages 987-1050.
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Bin Zhang, Ning Wang, Cunlong Zhang, Chunmei Gao, Wei Zhang, Kang Chen, Weibin Wu, Yuzong Chen, Chunyan Tan, Feng Liu & Yuyang Jiang. (2017) Novel multi-substituted benzyl acridone derivatives as survivin inhibitors for hepatocellular carcinoma treatment. European Journal of Medicinal Chemistry 129, pages 337-348.
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Rajesh Kumar, Ankita Sharma, Sarita Sharma, Om Silakari, Mandeep Singh & Manmeet Kaur. (2017) Synthesis, characterization and antitumor activity of 2-methyl-9-substituted acridines. Arabian Journal of Chemistry 10, pages S956-S963.
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Monika Gensicka-Kowalewska, Grzegorz Cholewiński & Krystyna Dzierzbicka. (2017) Recent developments in the synthesis and biological activity of acridine/acridone analogues. RSC Advances 7:26, pages 15776-15804.
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Rajendran Satheeshkumar, Koray Sayin, Werner Kaminsky & Karnam Jayarampillai Rajendra Prasad. (2017) Synthesis, spectral analysis and quantum chemical studies on molecular geometry, chemical reactivity of 7-chloro-9-(2′-chlorophenyl)-2,3-dihydroacridin-4(1H)-one and 7-chloro-9-(2′-fluorophenyl)-2,3-dihydroacridin-4(1H)-one. Journal of Molecular Structure 1128, pages 279-289.
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Wei Zhang, Bin Zhang, Wei Zhang, Ti Yang, Ning Wang, Chunmei Gao, Chunyan Tan, Hongxia Liu & Yuyang Jiang. (2016) Synthesis and antiproliferative activity of 9-benzylamino-6-chloro-2-methoxy-acridine derivatives as potent DNA-binding ligands and topoisomerase II inhibitors. European Journal of Medicinal Chemistry 116, pages 59-70.
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Rajendran Satheeshkumar, Ramasamy Shankar, Werner Kaminsky, Sivalingam Kalaiselvi, Viswanadha Vijaya Padma & Karnam Jayarampillai Rajendra Prasad. (2016) Theoretical and experimental investigations on molecular structure of 7-Chloro-9-phenyl-2,3-dihydroacridin-4(1H)-one with cytotoxic studies. Journal of Molecular Structure 1109, pages 247-257.
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Mohammad Ali Ghasemzadeh & Boshra Mirhosseini-Eshkevari. (2015) Fe 3 O 4 @silica Sulfonic Acid Nanocomposite as a Magnetically Separable Catalyst for the Synthesis of 2-Arylpyrrolo[2,3,4-kl]Acridin-1(2H)-Ones . Journal of Chemical Research 39:7, pages 380-386.
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Vassiliki Giannouli, Ioannis K. Kostakis, Nicole Pouli, Panagiotis Marakos, Pinelopi Samara & Ourania Tsitsilonis. (2015) Synthesis and antiproliferative activity of some novel benzo-fused imidazo[1,8]naphthyridinones. Bioorganic & Medicinal Chemistry Letters 25:13, pages 2621-2623.
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Chunmei Gao, Wei Zhang, Shengnan He, Shangfu Li, Feng Liu & Yuyang Jiang. (2015) Synthesis and antiproliferative activity of 2,7-diamino l0-(3,5-dimethoxy)benzyl-9(10H)-acridone derivatives as potent telomeric G-quadruplex DNA ligands. Bioorganic Chemistry 60, pages 30-36.
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Chunmei Gao, Bin Li, Bin Zhang, Qinsheng Sun, Lulu Li, Xi Li, Changjun Chen, Chunyan Tan, Hongxia Liu & Yuyang Jiang. (2015) Synthesis and biological evaluation of benzimidazole acridine derivatives as potential DNA-binding and apoptosis-inducing agents. Bioorganic & Medicinal Chemistry 23:8, pages 1800-1807.
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Bin Zhang, Kang Chen, Ning Wang, Chunmei Gao, Qinsheng Sun, Lulu Li, Yuzong Chen, Chunyan Tan, Hongxia Liu & Yuyang Jiang. (2015) Molecular design, synthesis and biological research of novel pyridyl acridones as potent DNA-binding and apoptosis-inducing agents. European Journal of Medicinal Chemistry 93, pages 214-226.
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