Quinoxaline and quinoxaline-1,4-di-N-oxides: An emerging class of antimycobacterials.

作者: Rangappa S. Keri , Sudam S. Pandule , Srinivasa Budagumpi , Bhari M. Nagaraja

DOI: 10.1002/ARDP.201700325

关键词:

摘要: Tuberculosis (TB) is a highly dreaded, infectious, chronic, airborne disease affecting more than two million people all around the world, with eight cases every calendar year. TB second leading infectious cause of death after HIV/AIDS. Over past few decades, numerous efforts have been undertaken to develop new anti-TB agents. The current frontline therapy for consists administering three or different drugs (usually isoniazid, rifampin, pyrazinamide, and ethambutol) over an extended period time. But these will take 6-12 months cure TB, along many side effects; hence, there urgent need explore Quinoxaline derivatives are class compounds that show spectrum biological properties interest in exponentially growing within field medicinal chemistry. Quinoxaline-1,4-di-N-oxide shown improve results endowed anti-viral, anti-cancer, anti-bacterial, anti-protozoal activities application other therapeutic areas. Since quinoxaline regarded as effective candidates, their 1,4-di-N-oxide analogues may promising vitro vivo might be able prevent drug resistance certain extent. Therefore, main aim this review focus on important quinoxaline-1,4-di-N-oxide activities, structure-activity relationships designing agents better efficacies. present helpful providing insights rational designs active less toxic quinoxaline-based prodrugs.

参考文章(81)
Ramalingam Peraman, Raghu Veer Varma, Y. Padmanabha Reddy, Re-engineering nalidixic acid’s chemical scaffold: A step towards the development of novel anti-tubercular and anti-bacterial leads for resistant pathogens Bioorganic & Medicinal Chemistry Letters. ,vol. 25, pp. 4314- 4319 ,(2015) , 10.1016/J.BMCL.2015.07.071
David Pitt, Peter Werner, Cedric S. Raine, Glutamate excitotoxicity in a model of multiple sclerosis Nature Medicine. ,vol. 6, pp. 67- 70 ,(2000) , 10.1038/71555
Elsa Moreno-Viguri, Antonio Monge, Mery Santivañez-Veliz, Silvia Pérez-Silanes, Quinoxalinas como potenciales agentes Antimycobacterium tuberculosis: una revisión Revista de la Sociedad Química del Perú. ,vol. 79, pp. 272- 285 ,(2013)
Ayarivan Puratchikody, Ramalakshmi Natarajan, Mohanapriya Jayapal, Mukesh Doble, Synthesis, in vitro antitubercular activity and 3D-QSAR of novel quinoxaline derivatives. Chemical Biology & Drug Design. ,vol. 78, pp. 988- 998 ,(2011) , 10.1111/J.1747-0285.2011.01246.X
Lainne E. Seitz, William J. Suling, Robert C. Reynolds, Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives. Journal of Medicinal Chemistry. ,vol. 45, pp. 5604- 5606 ,(2002) , 10.1021/JM020310N
Gecioni Loch-Neckel, Maíra Assunção Bicca, Paulo César Leal, Alessandra Mascarello, Jarbas Mota Siqueira, João B. Calixto, In vitro and in vivo anti-glioma activity of a chalcone-quinoxaline hybrid. European Journal of Medicinal Chemistry. ,vol. 90, pp. 93- 100 ,(2015) , 10.1016/J.EJMECH.2014.11.014
P. Ramalingam, S. Ganapaty, Ch. Babu Rao, In vitro antitubercular and antimicrobial activities of 1-substituted quinoxaline-2,3(1H,4H)-diones Bioorganic & Medicinal Chemistry Letters. ,vol. 20, pp. 406- 408 ,(2010) , 10.1016/J.BMCL.2009.10.026
Carole Pissot-Soldermann, Marc Gerspacher, Pascal Furet, Christoph Gaul, Philipp Holzer, Clive McCarthy, Thomas Radimerski, Catherine H. Regnier, Fabienne Baffert, Peter Drueckes, Gisele A. Tavares, Eric Vangrevelinghe, Francesca Blasco, Giorgio Ottaviani, Flavio Ossola, Julien Scesa, Janitha Reetz, Discovery and SAR of potent, orally available 2,8-diaryl-quinoxalines as a new class of JAK2 inhibitors Bioorganic & Medicinal Chemistry Letters. ,vol. 20, pp. 2609- 2613 ,(2010) , 10.1016/J.BMCL.2010.02.056
Jean Guillon, Robert C. Reynolds, Jean-Michel Leger, Marie-Aude Guie, Stephane Massip, Patrick Dallemagne, Christian Jarry, Synthesis and PreliminaryIn Vitro Evaluation of Antimycobacterial Activity of New Pyrrolo[1,2-a]quinoxaline-carboxylic Acid Hydrazide Derivatives Journal of Enzyme Inhibition and Medicinal Chemistry. ,vol. 19, pp. 489- 495 ,(2004) , 10.1080/14756360412331280464
A.A. Abu-Hashem, M.A. Gouda, F.A. Badria, Synthesis of some new pyrimido[2',1':2,3]thiazolo[4,5-b]quinoxaline derivatives as anti-inflammatory and analgesic agents. European Journal of Medicinal Chemistry. ,vol. 45, pp. 1976- 1981 ,(2010) , 10.1016/J.EJMECH.2010.01.042