Abstract
Tuberculosis is one of most pervasive, respiratory transmitted diseases and has spread to every corner of the globe. According World Health Organization report, as much as one-third of the world’s population is currently infected by tuberculosis. There has been considerable interest in the currently used antimycotubercular compounds to inhibit or prevent mycobacterium species. These mycobacterium species have developed resistant against currently used drugs and produced toxic effect on long duration of therapy. These agents have different structure and almost all compounds having heterocyclic ring having one and more than one heteroatoms. These observations have been guiding for the currently used and newly developed antitubercular agents that possess potent antimicrobial activity and their side effects, activity against multi drug resistance MDR, XDR mycobacterium, and also in patient co-infected with HIV/AIDS.
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References
Alangaden GJ, Lerner SA (1997) The clinical use of fluoroquinolones for the treatment of mycobacterial diseases. Clin Infect Dis 25:1213–1221
Alangaden GJ, Manavathu EK, Vakulenko SB, Zvonok NM, Lerner SA (1995) Characterization of fluoroquinolone-resistant mutant strains of mycobacterium tuberculosis selected in the laboratory and isolated from patients. Antimicrob Agents Chemother 39:1700–1703
Alvirez-Freites EJ, Carter JL, Cynamon MH (2002) In vitro and in vivo activities of gatifloxacin against mycobacterium tuberculosis. Antimicrob Agents Chemother 46:1022–1025
Amalio T, Michael I (2000) Drug-resistant tuberculosis: what do we do now? Drugs 59:171–179
Amaral L, Viveiros M, Molnar J (2004) Antimicrobial activity of phenothiazines. In Vivo 18:725–731
Banerjee A, Dubnau E, Quemard A, Balasubramanian V, Um KS, Wilson T, Collins D, de Lisle G, Jacobs WR Jr (1994) inhA, a gene encoding a target for isoniazid and ethionamide in mycobacterium tuberculosis. Science 263:227–230
Barry CE, Slayden RA, Sampson AE, Lee RE (2000) Use of genomics and combinatorial chemistry in the development of new antimycobacterial drugs. Biochem Pharmacol 59:221–231
Bartlett JG, Dowell SF, Mandell LA, File TM Jr, Musher DM, Fine MJ (2000) Practice guidelines for the management of community-acquired pneumonia in adults. Infectious diseases society of America. Clin Infect Dis 31:347–382
Berning SE (2001) The role of fluoroquinolones in tuberculosis today. Drugs 61:9–18
Bozeman L, Burman W, Metchock B, Welch L, Weiner M (2005) Fluoroquinolone Susceptibility among Mycobacterium tuberculosis Isolates from the United States and Canada. Clin Infect Dis 40: 386–391
Burman WJ, Goldberg S, Johnson JL, Muzanye G, Engle M, Mosher AW, Choudhri S, Daley CL, Munsiff SS, Zhao Z et al (2006) Moxifloxacin versus ethambutol in the first 2 months of treatment for pulmonary tuberculosis. Am J Respir Crit Care Med 174:331–338
Center for Disease Control (2006) “Emergence of Mycobacterium tuberculosis with Extensive Resistance to Second-Line Drugs—Worldwide, 2000–2004”, 55: 301–305
Cynamon MH, Alvirez-Freites E, Yeo AE (2004) BB-3497, a peptide deformylase inhibitor, is active against mycobacterium tuberculosis. J Antimicrob Chemother 53:403–405
Cynamon MH, Sklaney M (2003) Gatifloxacin and ethionamide as the foundation for therapy of tuberculosis. Antimicrob Agents Chemother 47:2442–2444
Cynamon MH, Klemens SP, Sharpe CA, Chase S (1999) Activities of several novel oxazolidinones against mycobacterium tuberculosis in a murine model. Antimicrob Agents Chemother 43:1189–1191
Da Silva AD, De Almeida MV, De Souza MVN, Couri MRC (2003) Biological activity and synthetic methodologies for the preparation of fluoroquinolones, a class of potent antibacterial agents. Curr Med Chem 10:21–39
Deidda D, Lampis G, Fioravanti R, Biava M, Porretta GC, Zanetti S, Pompei R (1998) Bactericidal activities of the pyrrole derivative BM212 against multidrug-resistant and intramacrophagic mycobacterium tuberculosis strains. Antimicrob Agents Chemother 42:3035–3037
Deniz SD, Tijen O, Semiha O, Selda OM, Fethi S (2008) Synthesis and antimicrobial activity of Some 3(2H)-pyridazinone and 1(2H)-phthalazinone derivatives. Turk J Chem 32:469–479
Dolezal M, Jampilek J, Osicka Z, Kunes J, Buchta V, Vichova P (2003) Substituted 5- aroylpyrazine-2-carboxylic acid derivatives: synthesis and biological activity. Il Farmaco 58:1105–1111
Dony JF, Ahmad J, Khen TY (2004) Epidemiology of tuberculosis and leprosy, Sabah, Malaysia. Tuberculosis 84:8–18
Douglas JD, Senior SJ, Morehouse C, Phetsukiri B, Campbell IB, Besra GS, Minnikin DE (2002) Analogues of thiolactomycin: potential drugs with enhanced anti-mycobacterial activity. Microbiology 148:3101–3109
Elsayed KA, Bartyzel P, Shen XY, Perry TL, Zjawiony JK, Hamann MT (2000) Marine natural products as antituberculosis agents. Tetrahedron 56:949–953
Espinal MA (2003) The global situation of MDR-TB. Tuberculosis 83:44–51
Eustice DC, Feldman PA, Zajac I, Slee AM (1998) Mechanism of action of DuP 721: inhibition of an early event during initiation of protein synthesis. Antimicrob Agents Chemother 32:1218–1222
Field SK, Cowie RL (2003) Treatment of mycobacterium avium-intracellulare complex lung disease with a macrolide, ethambutol, and clofazimine. Chest 124:1482–1486
Flamm RK, Vojtko C, Chu DT, Li Q, Beyer J, Hensey D, Ramer N, Clement JJ, Tanaka SK (1995) In vitro evaluation of ABT-719, a novel DNA gyrase inhibitor. Antimicrob Agents Chemother 39:964–970
Ginsburg AS, Grosset JH, Bishai WR (2003a) Fluoroquinolones, tuberculosis, and resistance. Lancet Infect Dis 3:432–442
Ginsburg AS, Hooper N, Parrish N, Dooley KE, Dorman SE, Booth J, Diener-West M, Merz WG, Bishai WR, Sterling TR (2003b) Fluoroquinolone resistance in patients with newly diagnosed tuberculosis. Clin Infect Dis 37:1448–1452
Ginsburg AS, Sun R, Calamita H, Scott CP, Bishai WR, Grosset JH (2005) Emergence of fluoroquinolone resistance in mycobacterium tuberculosis during continuously dosed moxifloxacin monotherapy in a mouse model. Antimicrob Agents Chemother 49:3977–3979
Global TB Alliance Annual report (2004–2005) http://www.tballiance.org/downloads/2005%20annual%20008_6b.pdf
Global Tuberculosis Control (2008) Surveillance, Planning, Financing WHO Report, 51–54
Grosset JH (1992) Treatment of tuberculosis in HIV infection. Tuber Lung Dis 73:378–383
Grosset J, Truffot-Pernot C, Lacroix C, Ji B (1992) Antagonism between isoniazid and the combination pyrazinamide-rifampin against tuberculosis infection in mice. Antimicrob Agents Chemother 36:548–551
Gundersen LL, Meyer JN, Spilsberg B (2002) Synthesis and antimycobacterial activity of 6-arylpurines: the requirements for the N-9 substituent in active antimycobacterial purines. J Med Chem 45:1383–1386
Heath RJ, Rock CO (2004) Fatty acid biosynthesis as a target for novel antibacterials. Curr Opin Investig Drugs 5:146–153
Hirata T, Saito H, Tomioka H, Sato K, Jidoi J, Hosoe K, Hidaka T (1995) In vitro and in vivo activities of the benzoxazinorifamycin KRM-1648 against mycobacterium tuberculosis. Antimicrob Agents Chemother 39:2295–2303
Hu Y, Coates AR, Mitchison DA (2003) Sterilizing activities of fluoroquinolones against rifampin-tolerant populations of mycobacterium tuberculosis. Antimicrob Agents Chemother 47:653–657
Islam M, Siddiqui AA, Rajesh R (2008) Synthesis, antitubercular, antifungal and antibacterial activities of 6-substituted phenyl-2-(3í-substituted phenyl pyridazin-6í-yl)-2,3,4,5-tetrahydropyridazin-3-one. Acta Pol Pharm Drug Res 65(4):441–447
Jain R, Chen D, White RJ, Patel DV, Yuan Z (2005) Bacterial peptide deformylase inhibitors: a new class of antibacterial agents. Curr Med Chem 12:1607–1621
Jaso A, Zarrana B, Aldana I, Monge A (2005) Synthesis of new quinoxaline-2-carboxylate 1,4- dioxide derivatives as anti-mycobacterium tuberculosis agents. J Med Chem 48:2019–2025
Jones PB, Parrish NM, Houston TA, Stapon A, Bansal NP, Dick JD, Townsend CA (2000) A new class of antituberculosis agents. J Med Chem 43:3304–3314
Kamal A, Ahmed SK, Reddy KS, Khan MNA, Shetty RVCRNC, Siddhardha B, Murthy USN, Khan IA, Kumar M, Sharma S, Ram AB (2007) Antitubercular agents. Part IV: synthesis and antimycobacterial evaluation of nitroheterocyclic-based 1,2,4-benzothiadiazines. Bioorg Med Chem Lett 17:5419–5422
Kamal A, Azeeza S, Shaheer MM, Shaik AA, Rao MV (2008) Efforts towards the development of new antitubercular agents: potential for thiolactomycin based compounds. J Pharm Pharm Sci 11(2):56s–80s
Kamal A, Babu AH, Ramana AV, Sinha R, Yadav JS, Arora SK (2005) Antitubercular agents. Part 1: synthesis of phthalimido- and naphthalimidolinked phenazines as new prototypeantitubercular agents. Bioorg Med Chem Lett 15:1923–1926
Kamal A, Reddy KS, Ahmed SK, Khan MNA, Sinha RK, Yadav JS, Arora SK (2006) Anti-tubercular agents. Part 3: benzothiadiazines as a novel scaffold for anti-mycobacterim activity. Bioorg Med Chem 14:650–658
Kelly BP, Furney SK, Jessen MT, Orme IM (1996) Low-dose aerosol infection model for testing drugs for efficacy against mycobacterium tuberculosis. Antimicrob Agents Chemother 40:2809–2812
Lenaerts AJ, Gruppo V, Marietta KS, Johnson CM, Driscoll DK, Tompkins NM, Rose JD, Reynolds RC, Orme IM (2005) Preclinical testing of the nitroimidazopyran PA-824 for activity against mycobacterium tuberculosis in a series of in vitro and in vivo models. Antimicrob Agents Chemother 49:2294–2301
Long KS, Poehlsgaard J, Kehrenberg C, Schwarz S, Vester B (2006) The Cfr Rrna methyltransferase confers resistance to phenicols, lincosamides, oxazolidinones, pleuromutilins, and streptogramin A antibiotics. Antimicrob Agents Chemother 50:2500–2505
Malinka W (2001) Synthesis of some pyrrolo[3,4-d]pyridazinones and their preliminary anticancer, antimycobacterial and CNS screening. Pharmazie 56(5):384–389
Management of MDR-TB (2009) A field guide A companion document to Guidelines for the programmatic management of drug-resistant tuberculosis. WHO/HTM/TB/2008.402, WHO Library Cataloguing-in-Publication Data: World Health Organization
Mayekar NA, Yathirajan SH, Narayana B, Sarojini BK, Suchetha KN (2010) Synthesis and antimicrobial studies on new substituted 1,3,4-oxadiazole derivatives bearing 6-bromonaphthalene moiety. Int J Chem 2(1):38–54
McKinney JD, Honer zu Bentrup K, Munoz-Elias EJ, Miczak A, Chen B, Chan WT, Swenson D, Sacchettini JC, Jacobs WR Jr, Russell DG (2000) Persistence of mycobacterium tuberculosis in macrophages and mice requires the glyoxylate shunt enzyme isocitrate lyase. Nature 406:735–738
Mitscher LA, Baker W (1998) Tuberculosis: a search for novel therapy starting with natural products. Med Res Rev 18:363–374
Miyazaki E, Miyazaki M, Chen JM, Chaisson RE, Bishai WR (1999) Moxifloxacin (BAY12-8039), a new 8-methoxyquinolone, is active in a mouse model of tuberculosis. Antimicrob Agents Chemother 43:85–89
Moghazeh SL, Pan XS, Arain TM, Stover CK, Musser JM (1996) Comparative antimycrobial activities of rifampin, rifapentine, and KRM-1648 against a collection of rifampin-resistant mycobacterium tuberculosis isolates with known rpoB mutations. Antimicrob Agents Chemother 40:2655–2657
Murugasu-Oei B, Dick T (2000) Bactericidal activity of nitrofurans against growing and dormant mycobacterium bovis BCG. J Antimicrob Chemother 46:917–919
Nagarajan K, Mazumder A, Ghosh LK (2008) Evaluation of antitubercular activity directly from versa trek myco bottles using Wrightia tomentosa alcoholic extracts. Pharmacologyonline 1:486–496
Neu HC (1987) Clinical use of the quinolones. Lancet 2:1319–1322
Nikonenko BV, Samala R, Einck L, Nacy CA (2004) Rapid, simple in vivo screen for new drugs active against mycobacterium tuberculosis. Antimicrob Agents Chemother 48:4550–4555
NITD Symposium on Tuberculosis, October 17–20 (2005) http://www.nitd.novartis.com/includes/teasers/teaser_attaches/tb_program_final.pdf
Nuermberger EL, Yoshimatsu T, Tyagi S, O'Brien RJ, Vernon AN, Chaisson RE, Bishai WR, Grosset JH (2004a) Moxifloxacin-containing regimen greatly reduces time to culture conversion in murine tuberculosis. Am J Respir Crit Care Med 169:421–426
Nuermberger EL, Yoshimatsu T, Tyagi S, Williams K, Rosenthal I, O'Brien RJ, Vernon AA, Chaisson RE, Bishai WR, Grosset JH (2004b) Moxifloxacin-containing regimens of reduced duration produce a stable cure in murine tuberculosis. Am J Respir Crit Care Med 170:1131–1134
Oishi H, Noto T, Sasaki H, Suzuki K, Hayashi T, Okazaki H, Ando K, Sawada M (1982) Thiolactomycin, a new antibiotic. I. Taxonomy of the producing organism, fermentation and biological properties. J Antibiot (Tokyo) 35:391–395
Okada M, Kobayashi K (2000) Recent progress in mycobacteriology. Kekkaku (Japanese Journal) 82(10):783–799
Oleksijew A, Meulbroek J, Ewing P, Jarvis K, Mitten M, Paige L, Tovcimak A, Nukkula M, Chu D, Alder JD (1998) In vivo efficacy of ABT-255 against drug-sensitive and -resistant mycobacterium tuberculosis strains. Antimicrob Agents Chemother 42:2674–2677
Omar A, Ahmed MA (2008) Synthesis of some new 3H-quinazolin-4-one derivatives as potential antitubercular agents. World Appl Sci J 5(1):94–99
Paramasivan CN, Sulochana S, Kubendiran G, Venkatesan P, Mitchison DA (2005) Bactericidal action of gatifloxacin, rifampin, and isoniazid on logarithmic- and stationary-phase cultures of mycobacterium tuberculosis. Antimicrob Agents Chemother 49:627–631
Paris (2005) Lupin Limited, personal communication; Dr Federico Gomez de las Heras, GSK at TB Alliance stakeholder meeting
Parrish NM, Ko CG, Hughes MA, Townsend CA, Dick JD (2004) Effect of noctanesulphonylacetamide (OSA) on ATP and protein expression in Mycobacterium bovis BCG. J Antimicrob Chemother 54: 722–729
Pasquato KFM, Ferreira EI (2001) An approach for the rational design of new antitubercular agents. Current Drug Targets 2:427–437
Protopopova M, Hanrahan C, Nikonenko B, Samala R, Chen P, Gearhart J, Einck L, Nacy CA (2005) Identification of a new antitubercular drug candidate, SQ109, from a combinatorial library of 1,2-ethylenediamines. J Antimicrob Chemother 56:968–974
Ragno R, Marshall GR, Di Santo R, Costi R, Massa S, Rompei R, Artico M (2000) Antimycobacterial pyrroles: synthesis, anti- mycobacterium tuberculosis activity and QSAR studies. Bioorg Med Chem 8:1423–1432
Rieder HL, Arnadottir T, Trebucq A, Enarson DA (2001) Tuberculosis treatment: dangerous regimens? Int J Tubercul Lung Dis 5:1–3
Rodriguez JC, Ruiz M, Climent A, Royo G (2001) In vitro activity of four fluoroquinolones against mycobacterium tuberculosis. Int J Antimicrob Agents 17:229–231
Ruiz-Serrano MJ, Alcala L, Martinez L, Diaz M, Marin M, Gonzalez-Abad MJ, Bouza E (2000) In vitro activities of six fluoroquinolones against 250 clinical isolates of mycobacterium tuberculosis susceptible or resistant to first-line antituberculosis drugs. Antimicrob Agents Chemother 44:2567–2568
Schlunzen F, Pyetan E, Fucini P, Yonath A, Harms JM (2004) Inhibition of peptide bond formation by pleuromutilins: the structure of the 50S ribosomal subunit from Deinococcus radiodurans in complex with tiamulin. Mol Microbiol 54:1287–1294
Scozzafava A, Mastrolorenzo A, Supuran CT (2001) Antimycobacterial activity of 9-sulfonylated sulfenylated-6-mercaptopurine derivatives. Bioorg Med Chem Lett 11:1675–1678
Shafii B, Amini M, Akbarzadeh T, Shafiee A (2008) Synthesis and antitubercular activity of N3, N5-diaryl-4-(5-arylisoxazol-3-yl)–1,4-dihydropyridine–3,5-dicarboxamide. J Sci 19(4):323–328
Sharma V, Sharma S, Hoener zu Bentrup K, McKinney JD, Russell DG, Jacobs WR Jr, Sacchettini JC (2000) Structure of isocitrate lyase, a persistence factor of mycobacterium tuberculosis. Nat Struct Biol 7:663–668
Shi S, Ehrt S (2006) Dihydrolipoamide acyltransferase is critical for mycobacterium tuberculosis pathogenesis. Infect Immun 74:56–63
Shindikar AV, Viswanathan CL (2005) Novel fluoroquinolones: design, synthesis, and in vivo activity in mice against mycobacterium tuberculosis H37Rv. Bioorg Med Chem Lett 15:1803–1806
Shoen CM, DeStefano MS, Cynamon MH (2000) Durable cure for tuberculosis: rifalazil in combination with isoniazid in a murine model of mycobacterium tuberculosis infection. Clin Infect Dis 30(Suppl 3):S288–S290
Slayden RA, Barry CE (2002) The role of KasA andKasB in the biosynthesis of meromycolic acids and isoniazid resistance in mycobacterium tuberculosis. Tuberculosis 82:149–160
Slayden RA, Lee RE, Armour JW, Cooper AM, Orme IM, Brennan PJ, Besra GS (1996) Antimycobacterial action of thiolactomycin: an inhibitor of fatty acid and mycolic acid synthesis. Antimicrob Agents Chemother 40:2813–2819
Stover CK, Warrener P, Vandevanter DR, Sherman DR, Arain TM, Langhorne MH, Anderson SW, Towell JA, Yuan Y, Mcmurray DN, Kreiswirth BN, Barry CE, Baker WR (2000) A small-molecule nitroimidazopyran drug candidate for the treatment of tuberculosis. Nature 405:962–966
Sulochana S, Rahman F, Paramasivan CN (2005) In vitro activity of fluoroquinolones against mycobacterium tuberculosis. J Chemother 17:169–173
Sun Z, Zhang Y (1999) Antituberculosis activity of certain antifungal and antihelmintic drugs. Tuber Lung Dis 79:319–320
Surendra SB, Arya A, Sudhir KS, Vinita C, Rama PT (2010) Synthesis and antitubercular activity of 5-benzyl-3-phenyl dihydroisoxazole. Int J Drug Des Discov 1(1):11–18
Tangalapally RP, Yendapally R, Lee RE, Lenaerts AJM, Lee RE (2005) Synthesis and evaluation of cyclic secondary amine substituted phenyl and benzyl Nitrofuranyl amides as novel antituberculosis agents. J Med Chem 48:8261–8269
Tangallapally RP, Yendapally R, Lee RE, Hevener K, Jones VC, Lenaerts AJ, McNeil MR, Wang Y, Franzblau S, Lee RE (2004) Synthesis and evaluation of nitrofuranylamides as novel antituberculosis agents. J Med Chem 47:5276–5283
Tian J, Bryk R, Shi S, Erdjument-Bromage H, Tempst P, Nathan C (2005) Mycobacterium tuberculosis appears to lack alpha-ketoglutarate dehydrogenase and encodes pyruvate dehydrogenase in widely separated genes. Mol Microbiol 57:859–868
Tomioka H, Namba K (2006) Development of antitubercular drugs: current status and future prospects. Kekkaku (Japanese Journal) 81(12):753–774
Tripathi RP, Tewari N, Dwivedi N, Tiwari VK (2005) Fighting tuberculosis: an old disease with new challenges. Med Res Rev 25:93–131
Tsukamura M, Nakamura E, Yoshii S, Amano H (1985) Therapeutic effect of a new antibacterial substance ofloxacin (DL8280) on pulmonary tuberculosis. Am Rev Respir Dis 131:352–356
Tucker JA, Allwine DA, Grega KC, Barbachyn MR, Klock JL, Adamski I, Brickner SJ, Hutchinson DK, Ford CW, Zurenko GE, Conradi A, Buston PS, Jensen RM (1998) Piperazinyl oxazolidinone antibacterial agents containing pyridine, diazene, or triazene heteroaromatic ring. J Med Chem 41:3727–3735
World Health Organisation, Tuberculosis, Fact Sheet No. 104, 2007. http://www.who.int/mediacentre/factsheets/who104/en/index.html/
World Health Organization. Strategic framework to decrease the burden of TB/HIV documents WHO/CDS/TB. 2002, 296, WHO/HIVAIDS/2002, 2. Geneva, Switzerland: World Health Organization
Yew WW, Kwan SY, Ma WK, Lui KS, Suen HC (1990) Ofloxacin therapy of mycobacterium fortuitum infection: further experience. J Antimicrob Chemother 25:880–881
Zanetti S, Sechi LA, Molicotti P, Cannas S, Bua A, Deriu A, Carta A, Paglietti G (2005) In vitro activity of new quinoxalin 1,4-dioxide derivatives against strains of mycobacterium tuberculosis and other mycobacteria. Int J Antimicrob Agents 25:179–181
Zurenko GE, Yagi BH, Schaadt RD, Allison JW, Kilburn JO, Glickman SE, Hutchinson DK, Barbachyn MR, Brickner SJ (1996) In vitro activities of U-100592 and U-100766, novel oxazolidinone antibacterial agents. Antimicrob Agents Chemother 40:839–845
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Asif, M. Study of clinically used and recently developed antimycobacterial agents. Orient Pharm Exp Med 12, 15–34 (2012). https://doi.org/10.1007/s13596-011-0020-8
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DOI: https://doi.org/10.1007/s13596-011-0020-8