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Original Article

Synthesis and evaluation of the antiproliferative activity of novel isoindolo[2,1-a]quinoxaline and indolo[1,2-a]quinoxaline derivatives

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Pages 657-667 | Received 05 Jan 2010, Accepted 12 Dec 2010, Published online: 21 Jan 2011

Keep up to date with the latest research on this topic with citation updates for this article.

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Suresh Kumar Suthar, Narendra Singh Chundawat, Girdhar Pal Singh, José M. Padrón, Pavan V. Payghan & Yuvraj Kunwar Jhala. (2022) Evaluation of anti-bacterial activity of novel 2, 3-diaminoquinoxaline derivatives: design, synthesis, biological screening, and molecular modeling studies. Egyptian Journal of Basic and Applied Sciences 9:1, pages 162-179.
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Jean Guillon, Anita Cohen, Nassima Meriem Gueddouda, Rabindra Nath Das, Stéphane Moreau, Luisa Ronga, Solène Savrimoutou, Louise Basmaciyan, Alix Monnier, Myriam Monget, Sandra Rubio, Timothée Garnerin, Nadine Azas, Jean-Louis Mergny, Catherine Mullié & Pascal Sonnet. (2017) Design, synthesis and antimalarial activity of novel bis{N-[(pyrrolo[1,2-a]quinoxalin-4-yl)benzyl]-3-aminopropyl}amine derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry 32:1, pages 547-563.
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Articles from other publishers (27)

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M. Bharathi, S. Mathivathani, S. Indira, G. Vinoth, Denzil Britto Christopher Leslee & K. Shanmuga Bharathi. (2023) Anchoring of a nickel Schiff base complex with mixed ligands on MCM-41 as a heterogeneous catalyst for the synthesis of quinoxaline derivatives by various energies. Polyhedron 229, pages 116188.
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Gangireddy Sujeevan Reddy, Jetta Sandeep Kumar, B. Thirupataiah, Harshavardhan Bhuktar, Sharda Shukla & Manojit Pal. (2022) Recent advances in transition metal-catalyzed reactions of chloroquinoxalines: Applications in bioorganic chemistry. Bioorganic Chemistry 129, pages 106195.
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Meiqi Geng, Minzhao Huang, Jinqiang Kuang, Weiwei Fang, MaoZhong Miao & Yongmin Ma. (2022) Application of N , N -Dimethylethanolamine as a One-Carbon Synthon for the Synthesis of Pyrrolo[1,2- a ]quinoxalines, Quinazolin-4-ones, and Benzo[4,5]imidazoquinazolines via [5 + 1] Annulation . The Journal of Organic Chemistry 87:21, pages 14753-14762.
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Meryem Fıstıkçı & Selçuk Eşsiz. (2022) Revisiting the pyrolysis of 1,5‐diaryl‐1,2,5‐triazapentadienes: A computational reaction mechanism study. ChemistrySelect 7:35.
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Suresh Kumar Suthar, Narendra Singh Chundawat, Girdhar Pal Singh, José M. Padrón & Yuvraj Kunwar Jhala. (2022) Quinoxaline: A comprehension of current pharmacological advancement in medicinal chemistry. European Journal of Medicinal Chemistry Reports 5, pages 100040.
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Tanu Kaushal, Sana Khan, Kaneez Fatima, Suaib Luqman, Feroz Khan & Arvind Singh Negi. (2022) Synthesis, Molecular Docking, and 2D-QSAR Modeling of Quinoxaline Derivatives as Potent Anticancer Agents against Triple-negative Breast Cancer. Current Topics in Medicinal Chemistry 22:10, pages 855-867.
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Raviteja Chemboli, K.R.S. Prasad, Paritala Raghava Rao, A.V. D. Nagendra Kumar, Mandava Bhuvan Tej, Ravikumar Kapavarapu, M. V. Basaveswara Rao & Manojit Pal. (2022) Sonochemical synthesis of indolo[1,2-a]quinoxaline derivatives in the presence of Amberlyst-15: Their evaluation as potential cytotoxic agents. Journal of Molecular Structure 1250, pages 131803.
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Muhammad Idham Darussalam Mardjan. 2022. Comprehensive Heterocyclic Chemistry IV. Comprehensive Heterocyclic Chemistry IV 622 658 .
Ling Li, Zhen‐Ting Liu & Xiang‐Ping Hu. (2021) Copper‐Catalyzed One‐Pot Cascade Cyclization for the Synthesis of Isoindolo[2,1‐ a ]quinoxalines . Advanced Synthesis & Catalysis 363:17, pages 4272-4276.
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Jiwon Ahn, Seok Beom Lee, Injae Song, Simin Chun, Dong-Chan Oh & Suckchang Hong. (2021) Synthesis of 4-Aryl Pyrrolo[1,2-α]quinoxalines via Iron-Catalyzed Oxidative Coupling from an Unactivated Methyl Arene . The Journal of Organic Chemistry 86:11, pages 7390-7402.
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Zeinab Ahmadvand & Mehdi Bayat. (2021) Competition between the Hiyama and Suzuki–Miyaura Pd-catalyzed cross-coupling reaction mechanisms for the formation of some regioselective derivatives of quinoxaline and benzofuran; Which reaction mechanism is more favorable?. Journal of Molecular Liquids 325, pages 115174.
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Qian Gao, Jia-Ming Lu, Lingyun Yao, Siqi Wang, Jun Ying & Xiao-Feng Wu. (2020) Cobalt-Catalyzed Direct C–H Carbonylative Synthesis of Free ( NH )-Indolo[1,2- a ]quinoxalin-6(5 H )-ones . Organic Letters 23:1, pages 178-182.
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Amol D. Sonawane, Atsushi Shimozuma, Taro Udagawa, Masayuki Ninomiya & Mamoru Koketsu. (2020) Synthesis and photophysical properties of selenopheno[2,3- b ]quinoxaline and selenopheno[2,3- b ]pyrazine heteroacenes . Organic & Biomolecular Chemistry 18:21, pages 4063-4070.
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Jean Guillon, Stéphane Moreau, Vanessa Desplat, Marian Vincenzi, Noël Pinaud, Solène Savrimoutou, Sandra Rubio, Luisa Ronga, Filomena Rossi & Mathieu Marchivie. (2018) Synthesis, Crystal Structure and Anti-leukemic Activity of 4-{4-[(4-(2-Oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl)benzyl]}-3-phenyl-3H-pyrrolo[2,3-c]quinoline. Journal of Chemical Crystallography 49:2, pages 106-112.
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Guangbin Jiang, Shoucai Wang, Jun Zhang, Jianwen Yu, Ziang Zhang & Fanghua Ji. (2019) Palladium‐Catalyzed Primary Amine‐Directed Decarboxylative Annulation of α ‐Oxocarboxylic Acids: Access to Indolo[1,2‐ a ]quinazolines . Advanced Synthesis & Catalysis 361:8, pages 1798-1802.
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Tanu Kaushal, Gaurava Srivastava, Ashok Sharma & Arvind Singh Negi. (2019) An insight into medicinal chemistry of anticancer quinoxalines. Bioorganic & Medicinal Chemistry 27:1, pages 16-35.
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Vanessa Desplat, Marian Vincenzi, Romain Lucas, Stéphane Moreau, Solène Savrimoutou, Sandra Rubio, Noël Pinaud, David Bigat, Elodie Enriquez, Mathieu Marchivie, Sylvain Routier, Pascal Sonnet, Filomena Rossi, Luisa Ronga & Jean Guillon. (2017) Synthesis and Antiproliferative Effect of Ethyl 4-[4-(4-Substituted Piperidin-1-yl)]benzylpyrrolo[1,2- a ]quinoxalinecarboxylate Derivatives on Human Leukemia Cells . ChemMedChem 12:12, pages 940-953.
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Vanessa Desplat, Marian Vincenzi, Romain Lucas, Stéphane Moreau, Solène Savrimoutou, Noël Pinaud, Jordi Lesbordes, Elodie Peyrilles, Mathieu Marchivie, Sylvain Routier, Pascal Sonnet, Filomena Rossi, Luisa Ronga & Jean Guillon. (2016) Synthesis and evaluation of the cytotoxic activity of novel ethyl 4-[4-(4-substitutedpiperidin-1-yl)]benzyl-phenylpyrrolo[1,2-a]quinoxaline-carboxylate derivatives in myeloid and lymphoid leukemia cell lines. European Journal of Medicinal Chemistry 113, pages 214-227.
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Ekaterina A. Sokolova & Alexey A. Festa. (2016) Synthesis of pyrazino[1,2-a]indoles and indolo-[1,2-a]quinoxalines (microreview). Chemistry of Heterocyclic Compounds 52:4, pages 219-221.
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Zhiguo Zhang, Junlong Li, Guisheng Zhang, Nana Ma, Qingfeng Liu & Tongxin Liu. (2015) Iron-Catalyzed Intramolecular C( sp 2 )–N Cyclization of 1-( N -Arylpyrrol-2-yl)ethanone O -Acetyl Oximes toward Pyrrolo[1,2- a ]quinoxaline Derivatives . The Journal of Organic Chemistry 80:13, pages 6875-6884.
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Luisa Ronga, Marco Del Favero, Anita Cohen, Claire Soum, Patrice Le Pape, Solène Savrimoutou, Noël Pinaud, Catherine Mullié, Sylvie Daulouede, Philippe Vincendeau, Natacha Farvacques, Patrice Agnamey, Fabrice Pagniez, Sébastien Hutter, Nadine Azas, Pascal Sonnet & Jean Guillon. (2014) Design, synthesis and biological evaluation of novel 4-alkapolyenylpyrrolo[1,2-a]quinoxalines as antileishmanial agents – Part III. European Journal of Medicinal Chemistry 81, pages 378-393.
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Debasish Bandyopadhyay, Jessica Cruz, Liza D Morales, Hadi D Arman, Erica Cuate, Young S Lee, Bimal K BanikDae J Kim. (2013) A green approach toward quinoxalines and bis -quinoxalines and their biological evaluation against A431, human skin cancer cell lines . Future Medicinal Chemistry 5:12, pages 1377-1390.
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Subhasish Biswas & Sanjay Batra. (2013) Retracted: Copper-Catalyzed Synthesis of Substituted Isoindolo[2,1- a ]quinoxalines and Isoindolo[2,1- a ]quinoxalin-6(5 H )-ones . European Journal of Organic Chemistry 2013:22, pages 4895-4902.
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Jean Guillon, Marc Le Borgne, Charlotte Rimbault, Stéphane Moreau, Solène Savrimoutou, Noël Pinaud, Sophie Baratin, Mathieu Marchivie, Séverine Roche, Andre Bollacke, Adali Pecci, Lautaro Alvarez, Vanessa Desplat & Joachim Jose. (2013) Synthesis and biological evaluation of novel substituted pyrrolo[1,2-a]quinoxaline derivatives as inhibitors of the human protein kinase CK2. European Journal of Medicinal Chemistry 65, pages 205-222.
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Stéphane Moreau, Vanessa Desplat, Solène Savrimoutou, Stéphane Massip, Gérard Déléris & Jean Guillon. (2012) Crystal structure of [2]benzopyrano[3,4-b]quinoxalin-5-one through spontaneous air oxidation rearrangement of 6-Chloro-isoindolo[2,1-a]quinoxaline. Comptes Rendus Chimie 15:9, pages 753-757.
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