Document Type : Review Article

Authors

1 Department of Pharmaceutical Chemistry, Himalayan Institute of Pharmacy and Reseach, Dehradun, 248007, India

2 Department of Basic sciences, Faculty of Pharmacy, Al-Rafidain University College, Baghdad, Iraq

Abstract

Tuberculosis (TB) has been one of the main causes of morbidity, and the emergence of multi-drug resistant (MDR) Mycobacterium tuberculosis strains has become a major concern. The decrease in activity of the major anti-TB drugsincluding, isoniazid, and rifampicin is an important threat that requires an urgent therapy. Anti-TB activity of the fluoroquinolones (FQs) has been under investigation. Many FQs are active in vitro; however, only a few such as ofloxacin, ciprofloxacin, sparfloxacin, levofloxacin, Moxifloxacin, and gatifloxacin have been clinically tested. The FQs can be used in co-therapy with the available anti-TB drugs. Molecular hybridization is a concept of drug design and development based on combination of pharmacophoric moieties of various bioactive compounds to produce a new hybrid compound with improved affinity and efficacy compared with the present drugs.

Graphical Abstract

An overview on antitubercular activity profile of fluoroquinolone derivatives and their molecular hybridization

Keywords

[1]. Ziganshina L.E., Titarenko A.F., Davies G.R. Cochrane Database Syst Rev. 2013, 6:CD004795
[2]. Asif M., Siddiqui A.A., Husain A. Med. Chem. Res., 2013, 22:1029
[3]. Asif M. Orient. Pharm Exp. Med., 2012, 12:15
[4]. Asif M. Indian drugs., 2012, 49: 5
[5]. Asif M. Mini Rev. Med. Chem., 2012, 12: 1404
[6]. Bryskier A., Lowther J. Expert Opin. Inv. Drug., 2002, 11:233
[7]. Iseman M.D. Eur. Respir. J., 2002, 36:S87
[8]. Manika K., Kioumis I. Pneumon., 2008, 21:395
[9]. Karande S.C., Kshirsagar N.A. Indian. Pediatr., 1992, 29: 181
[10]. Dolui S.K., Das M., Hazra A. J. Postgrad Med., 2007, 53: 144
[11]. Drlica K., Zhao X. Microbiol Mol. Biol. Rev., 1997, 61: 377
[12]. Alffenaar J. W. C, van Altena R., Bökkerink H. Clin. Infec. Dis., 2009, 49: 1080
[13]. Peterson U. Quinolone Antibiotics: The Development of Moxifloxacin. In IUPAC. Analogue-based Drug Discovery. John Wiley & Sons. pp. 2006, 338–342
[14]. Gosling R.D., Uiso L.O., Sam N.E., et al. Am. J. Respir. Crit. Care. Med., 2003, 168:1342
[15]. Von Keutz E., Schluter G. J. Antimicrob Chemother., 1999, 43:91
[16]. Johnson J.L., Hadad D.J., Boom W.H., et al. Int. J. Tuberc Lung. Dis., 2006, 10:605
[17]. Burka J.M., Bower K.S., Vanroekel R.C., Stutzman R.D., Kuzmowych C.P., Howard R.S. Am. J. Ophthalmol., 2005, 140: 83
[18]. Park-Wyllie L.Y., Laura Y., Juurlink D.N., Kopp A., Shah B.R., Stukel T.A., Stumpo C., Dresser L,. Low D.E., Mamdani M.M.  The New Eng. J. Med., 2006, 354: 1352
[19]. Jerry H. G. The New Eng. J. Med., 2006, 354: 1413
[20]. Nuermberger E.L., Yoshimatsu T., Tyagi S., et al. Am. J. Respir. Crit. Care Med., 2004, 169:421
[21]. Burman W.J., Goldberg S., Johnson J.L. Am. J. Respir. Crit. Care. Med., 2006, 174: 331
[22]. Alvirez-Freites E.J., Carter J.L., Cynamon M.H. Antimicrob. Agents Chemother, 2002, 46:1022
[23]. Okumura R., Hirata T., Onodera Y., Hoshino K., Otani T., Yamamoto T. J. Antimicrob. Chemother., 2008, 62: 98
[24]. Hoshino K., Inoue K., Murakami Y., Kurosaka Y., Namba K., Kashimoto Y., Uoyama S., Okumura R., Higuchi S., Otani T. Antimicrob. Agents Chemother., 2008, 52: 65
[25]. Disratthakit A., Doi N. Antimicrob. Agents Chemother., 2010, 54: 2684
[26]. Ahmad Z., Minkowski A., Peloquin Williams K.N., Mdluli K.E., Grosset J.H., Nuermberger E.L. Antimicrob. Agents Chemother., 2011, 1781
[27]. Kocsis B., Domokos J., Szabo D. Ann. Clin. Microbiol. Antimicrob., 2016, 15:34
[28]. Hoover R., Hunt T., Benedict M., Paulson S.K., Lawrence L., Cammarata S., Sun E. Clin. Ther., 2016, 38: 53
[29]. Van Bambeke F. Future. Microbiol., 2015, 10:1111
[30]. Psaty B.M. Clin. Infect. Dis., 2008, 47 Suppl 3: S176
[31]. Shimada J., Nogita T., Ishibashi Y. Clin. Pharmacokinetics., 1993, 25: 358
[32]. Rubinstein E. J. Antimicrob. Chemother., 1996, 37 Suppl A: 145
[33]. Stein G.E., Havlichek D.H. Pharmacother, 1997, 17: 1139
[34]. Zhanel G.G., Ennis K., Vercaigne L., Walkty A., Gin A.S., Embil J., Smith H., Hoban D.J. Drugs, 2002, 62: 13
[35]. Rubinstein E.  The J. antimicrobchemother, 1996, 37 Suppl A: 145
[36]. Noel G.J., Bradley J.S., Kauffman R.E. Pediatr. Infect. Dis. J., 2007, 26: 879
[37]. Carbon C. Chemother., 2001, 47:9
[38]. Liu H.H. Drug. Saf., 2010, 33: 353
[39]. Stahlmann R., Lode H.M., Expert. Opin. Drug. Saf., 2013, 12: 497
[40]. Bosso J.A. J. Infec. Dis. Pharmacother., 1998, 2: 61 
[41]. Morphy R., Kay C., Rankovic Z. Drug. Discov. Today., 2004, 9: 641
[42]. Bosquesi P.L., Melo T.R.F, Vizioli E.O., Santos J.L., Chung M.C. Pharmaceuticals., 2011, 4: 1450
[43]. Viegas-Jr C., Danuello A., Bolzani S.V., Barreiro E.J., Fraga C.A.M. Curr. Med. Chem., 2007, 14: 1829
[44]. Borges L.G., Froehlich P.E. Rev. Assoc. Med. Bras., 2003, 49: 96
[45]. Ugale V.G., Patel H.M., Wadodkar S.G., Bari S.B., Shirkhedkar A.A., Surana S.J. Eur. J. Med. Chem., 2012, 53: 107
[46]. Shi L., Hu R., Wei Y., Liang Y., Yang Z., Ke S. Eur. J. Med. Chem., 2012, 53: 107
[47]. Du L., Li M., Yang Q., Tang Y., You Q., Xia L. Bioorg. Med. Chem. Lett., 2009, 19:1477
[48]. Ranjeet B., Manoj K., Nilesh R.T., Jaya L., Ray M.K., Rajan M.G.R., Degani M.S. Bioorg. Med. Chem. Lett., 2010, 20: 1623
[49]. Reck F., Alm R.A., Brassil P., Newman J.V., Ciaccio P., Mc Nulty J., Barthlow H., Goteti K., Breen J., Comita-Prevoir J., Cronin M., Ehmann D.E., Geng B., Godfrey A.A., Fisher S.L. J. Med. Chem., 2012, 55: 6916
[50]. Chai Y., Liu M.-L., Lv K., Feng L.-S., Li S.-J., Sun L.-Y., Wang S., Guo H.-Y. Eur. J. Med. Chem., 2011, 46: 4267
[51]. Plech T., Wujec M., Kosikowska U., Malm A., Rajtar B., Polz-Dacewicz M. Eur. J. Med. Chem., 2013, 60: 128
[52]. Qi Q.R., Pan J., Guo X.-, Weng L.-, Liang Y.-F. Bioorg. Med. Chem. Lett., 2012, 22: 7688.
[53]. Manjashetty T.H., Yogeeswari P., Sriram D. Bioorg. Med. Chem. Lett., 2011, 21: 2125.
[54]. Torres E., Moreno E., Ancizu S., Barea C., Galiano S., Aldana I., Monge A., Pérez-Silanes S. Bioorg. Med. Chem. Lett., 2011, 21: 3699
[55]. Ramani A.V., Monika A., Indira V.L., Karyavardhi G., Venkatesh J., Jeankumar V.U., Manjashetty T.H., Yogeeswari P., Sriram D. Bioorg. Med. Chem. Lett., 2012, 22: 2764
[56]. Almeida da Silva P.E., Ramos D.F., Bonacorso H.G., de la Iglesia A.I., Oliveira M.R., Coelho T., Navarini J., Morbidoni H.R., Zanatta N., Martins M.A.P. Int. J. Antimicrob. Agents., 2008, 32: 139
[57]. Myangar K.N., Raval J.P. Med. Chem. Res., 2012, 21: 2762
[58]. Hardik H.J., Patel M.P. Eur. J. Med. Chem., 2013, 65: 348
[59]. Romeo R., Baraldi P.G, Salvador M.K., Camacho M.E., Balzarini J., Bermejo J., Francisco E. Eur. J. Med. Chem., 2013, 63: 544