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Synthesis of some novel Carbazole derivatives and evaluation of their antimicrobial activity

Year 2011, Volume: 15 Issue: 3, 105 - 109, 07.03.2014

Zafer Kaplancıklı

Abstract

Keywords

-

References

  • Tenover FC, McDonald LC. Vancomycin-resistant sta- phylococci and enterococci: epidemiology and control. Curr Opin Infect Dis 2005; 18: 300-305.
  • Pfeltz RF, Wilkinson BJ. The escalating challenge of van- comycin resistance in Staphylococcus aureus. Curr Drug Targets Infect Disord 2004; 4: 273-294.
  • Roberts MC. Distribution of Macrolide, Lincosamide, Streptogramin, Ketolide and Oxazolidinone (MLSKO) Resistance Genes in Gram-negative Bacteria. Curr Drug Targets Infect Disord 2004; 4(3): 207-215.
  • McDonald LC. Trends in Antimicrobial Resistance in Health Care-Associated Pathogens and Effect on Treat- ment. Clin Infect Dis 2006; 42: 65-71.
  • Sanglard D, Odds FC. Resistance of Candida species to antifungal agents: molecular mechanisms and clinical consequences. Lancet Infect Dis 2002; 2: 73–85.
  • Cuenca-Estrella M, Rodriguez-Tudela JL. Present status of the detection of antifungal resistance: the perspective from both sides of the ocean. Clin Microbiol Infect 2001; 7(2): 46-53.
  • Poeta D, Schell WA, Dykstra CC, Jones SK, Tidwell RR, Kumar A, Boykin DW, Perfect JR. In Vitro Antifungal Activities of a Series of Dication-Substituted Carbazoles, Furans, and Benzimidazoles. Antimicrob Agents Ch 1998; 42(10): 2503-2510.
  • Silverman RB. Organic Chemistry of Drug Design and Drug Action, Academic Press, San Diego, 1992.
  • Zhang FF, Gan LL, Cheng-He Zho CH. Synthesis, anti- bacterial and antifungal activities of some carbazole de- rivatives. Bioorg Med Chem Lett 2010; 20(6): 1881-1884.
  • Knolker HJ, Reddy KR. Isolation and synthesis of biolog- ically active carbazole alkaloids. Chem Rev 2002; 102(11): 4303-4427.
  • Knolker HJ; Frohner W, Reddy KR. Iron-mediated syn- thesis of carbazomycin G and carbazomycin H, the first carbazole-1,4-quinol alkaloids from Streptoverticillium ehimense. Eur J Org Chem 2003; 4: 740-746.
  • Hagiwara H, Choshi T, Fujimoto H, Sugino E, Hibino SA. Novel Total Synthesis of Antibiotic Carbazole Al- kaloid Carbazomycin G. Tetrahedron 2000; 56(32): 5807- 5811.
  • Cuong NM, Wilhelm H, Porzel A, Arnold N, Wessjo- hann L. 1-O-Substituted derivatives of murrayafoline A and their antifungal properties. Nat Prod Res 2008; 22(16): 1428-1432.
  • Jungheim LN, Sigmund SK, Fisher JW. Bicyclic pyrazo- lidinones, a new class of antibacterial agent based on the β-lactam model. Tetrahedron Lett 1987; 28(3): 285-288.
  • Jungheim LN, Sigmund SK, Jones ND, Swartz-Endruber JK. Bicyclic pyrazolidinones, steric and electronic effects on antibacterial activity. Tetrahedron Lett 1987; 28(3): 289-292.
  • Canuto MM, Rodero GF. Antifungal drug resistance to azoles and polyenes. Lancet Infect Dis 2002; 2(9): 550- 563.
  • Elnima EI, Zubair MU, Al-Badr AA. Antibacterial and Antifungal Activities of Benzimidazole and Benzoxazole Derivatives. Antimicrob Agents Ch 1981; 19(1): 29-32.
  • Gupta RR, Kumar M, Gupta V. In Heterocyclic Chem- istry of Five membered Heterocycles. Springer-Verlag Berlin, Heidelber, New York, 1999.
  • Ashtekar DR, Fernandes F, Khadse BG, Shirodkar MVA. A rapid method for the evaluation of new antituberculo- sis agents. Chemotherapy 1987; 33: 22-27.
  • Maass G, Immendoerfer U, Koenig B, Leser U, Mueller B, Goody R, Pfatt B. Viral resistance to the thiazolo-iso- indolinones, a new class of nonnucleoside inhibitors of HIV virus type 1 reverse transcriptase. Antimicrob Agents Ch 1993; 37; 2612-2617.
  • Torrens A, Mas J, Port A, Castrillo JA, Sanfeliu O, Guitart X, Dordal A, Romero A, Fisas MA, Sanchez E, Hernan- dez E, Perez P, Perez R, Buschmann H. Synthesis of New Benzoxazinone Derivatives as Neuropeptide Y5 Antago- nists for the Treatment of Obesity. J Med Chem 2005; 48: 2080-2092.
  • Koneman EW, Allen SD, Winn WC. Colour Atlas and Textbook of Diagnostic Microbiology. Lippincott Raven Publishers, Philadelphia, 1997.
  • NCCLS, Reference Method for Broth Dilution Antifun- gal Susceptibility Testing of Yeasts; (2002), Approved Standard, second ed., NCCLS document M27-A2 [ISBN 1-56238-469-4].

Bazı yeni karbazol türevlerinin sentezleri ve antimikrobiyal aktivitelerinin araştılılması

Year 2011, Volume: 15 Issue: 3, 105 - 109, 07.03.2014

Zafer Kaplancıklı

Abstract

Karbazol ve türevleri, antimikrobiyal aktiviteleri nedeniyle medisinal kimyacıların ilgisini çeken azotlu heterosiklik bileşiklerdir. Bu amaçla yeni karbazol türevleri sentezlendi ve antimikrobiyal aktiviteleri araştırıldı. Başlangıç maddesi olarak 2-kloro-N-(9-etil-9H-karbazol-3-il)asetamid, 3-amino-9-etil-9H-karbazol ile kloroasetil klorürün reaksiyonuyla hazırlandı. 2-Kloro-N-(9-etil-9H-karbazol-3-il)asetamid ile merkapto-heterosikliklerin reaksiyonu ile sonuç bileşikleri elde edildi. Bileşiklerin kimyasal yapıları IR, 1H-NMR, FAB-MS spektroskopik verileri ve elemental analiz ile aydınlatıldı. Bileşiklerin antimikrobiyal aktiviteleri Candida albicans (iki suş), Candida glabrata, Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa’a karşı araştırıldı

Keywords

Karbazol antimikrobiyal aktivite

References

  • Tenover FC, McDonald LC. Vancomycin-resistant sta- phylococci and enterococci: epidemiology and control. Curr Opin Infect Dis 2005; 18: 300-305.
  • Pfeltz RF, Wilkinson BJ. The escalating challenge of van- comycin resistance in Staphylococcus aureus. Curr Drug Targets Infect Disord 2004; 4: 273-294.
  • Roberts MC. Distribution of Macrolide, Lincosamide, Streptogramin, Ketolide and Oxazolidinone (MLSKO) Resistance Genes in Gram-negative Bacteria. Curr Drug Targets Infect Disord 2004; 4(3): 207-215.
  • McDonald LC. Trends in Antimicrobial Resistance in Health Care-Associated Pathogens and Effect on Treat- ment. Clin Infect Dis 2006; 42: 65-71.
  • Sanglard D, Odds FC. Resistance of Candida species to antifungal agents: molecular mechanisms and clinical consequences. Lancet Infect Dis 2002; 2: 73–85.
  • Cuenca-Estrella M, Rodriguez-Tudela JL. Present status of the detection of antifungal resistance: the perspective from both sides of the ocean. Clin Microbiol Infect 2001; 7(2): 46-53.
  • Poeta D, Schell WA, Dykstra CC, Jones SK, Tidwell RR, Kumar A, Boykin DW, Perfect JR. In Vitro Antifungal Activities of a Series of Dication-Substituted Carbazoles, Furans, and Benzimidazoles. Antimicrob Agents Ch 1998; 42(10): 2503-2510.
  • Silverman RB. Organic Chemistry of Drug Design and Drug Action, Academic Press, San Diego, 1992.
  • Zhang FF, Gan LL, Cheng-He Zho CH. Synthesis, anti- bacterial and antifungal activities of some carbazole de- rivatives. Bioorg Med Chem Lett 2010; 20(6): 1881-1884.
  • Knolker HJ, Reddy KR. Isolation and synthesis of biolog- ically active carbazole alkaloids. Chem Rev 2002; 102(11): 4303-4427.
  • Knolker HJ; Frohner W, Reddy KR. Iron-mediated syn- thesis of carbazomycin G and carbazomycin H, the first carbazole-1,4-quinol alkaloids from Streptoverticillium ehimense. Eur J Org Chem 2003; 4: 740-746.
  • Hagiwara H, Choshi T, Fujimoto H, Sugino E, Hibino SA. Novel Total Synthesis of Antibiotic Carbazole Al- kaloid Carbazomycin G. Tetrahedron 2000; 56(32): 5807- 5811.
  • Cuong NM, Wilhelm H, Porzel A, Arnold N, Wessjo- hann L. 1-O-Substituted derivatives of murrayafoline A and their antifungal properties. Nat Prod Res 2008; 22(16): 1428-1432.
  • Jungheim LN, Sigmund SK, Fisher JW. Bicyclic pyrazo- lidinones, a new class of antibacterial agent based on the β-lactam model. Tetrahedron Lett 1987; 28(3): 285-288.
  • Jungheim LN, Sigmund SK, Jones ND, Swartz-Endruber JK. Bicyclic pyrazolidinones, steric and electronic effects on antibacterial activity. Tetrahedron Lett 1987; 28(3): 289-292.
  • Canuto MM, Rodero GF. Antifungal drug resistance to azoles and polyenes. Lancet Infect Dis 2002; 2(9): 550- 563.
  • Elnima EI, Zubair MU, Al-Badr AA. Antibacterial and Antifungal Activities of Benzimidazole and Benzoxazole Derivatives. Antimicrob Agents Ch 1981; 19(1): 29-32.
  • Gupta RR, Kumar M, Gupta V. In Heterocyclic Chem- istry of Five membered Heterocycles. Springer-Verlag Berlin, Heidelber, New York, 1999.
  • Ashtekar DR, Fernandes F, Khadse BG, Shirodkar MVA. A rapid method for the evaluation of new antituberculo- sis agents. Chemotherapy 1987; 33: 22-27.
  • Maass G, Immendoerfer U, Koenig B, Leser U, Mueller B, Goody R, Pfatt B. Viral resistance to the thiazolo-iso- indolinones, a new class of nonnucleoside inhibitors of HIV virus type 1 reverse transcriptase. Antimicrob Agents Ch 1993; 37; 2612-2617.
  • Torrens A, Mas J, Port A, Castrillo JA, Sanfeliu O, Guitart X, Dordal A, Romero A, Fisas MA, Sanchez E, Hernan- dez E, Perez P, Perez R, Buschmann H. Synthesis of New Benzoxazinone Derivatives as Neuropeptide Y5 Antago- nists for the Treatment of Obesity. J Med Chem 2005; 48: 2080-2092.
  • Koneman EW, Allen SD, Winn WC. Colour Atlas and Textbook of Diagnostic Microbiology. Lippincott Raven Publishers, Philadelphia, 1997.
  • NCCLS, Reference Method for Broth Dilution Antifun- gal Susceptibility Testing of Yeasts; (2002), Approved Standard, second ed., NCCLS document M27-A2 [ISBN 1-56238-469-4].
There are 23 citations in total.

Details

Primary Language English
Journal Section Articles
Authors

Zafer Kaplancıklı

Publication Date March 7, 2014
Published in Issue Year 2011 Volume: 15 Issue: 3

Cite

APA Kaplancıklı, Z. (2014). Synthesis of some novel Carbazole derivatives and evaluation of their antimicrobial activity. Marmara Pharmaceutical Journal, 15(3), 105-109. https://doi.org/10.12991/mpj.57879
AMA Kaplancıklı Z. Synthesis of some novel Carbazole derivatives and evaluation of their antimicrobial activity. Marmara Pharm J. March 2014;15(3):105-109. doi:10.12991/mpj.57879
Chicago Kaplancıklı, Zafer. “Synthesis of Some Novel Carbazole Derivatives and Evaluation of Their Antimicrobial Activity”. Marmara Pharmaceutical Journal 15, no. 3 (March 2014): 105-9. https://doi.org/10.12991/mpj.57879.
EndNote Kaplancıklı Z (March 1, 2014) Synthesis of some novel Carbazole derivatives and evaluation of their antimicrobial activity. Marmara Pharmaceutical Journal 15 3 105–109.
IEEE Z. Kaplancıklı, “Synthesis of some novel Carbazole derivatives and evaluation of their antimicrobial activity”, Marmara Pharm J, vol. 15, no. 3, pp. 105–109, 2014, doi: 10.12991/mpj.57879.
ISNAD Kaplancıklı, Zafer. “Synthesis of Some Novel Carbazole Derivatives and Evaluation of Their Antimicrobial Activity”. Marmara Pharmaceutical Journal 15/3 (March 2014), 105-109. https://doi.org/10.12991/mpj.57879.
JAMA Kaplancıklı Z. Synthesis of some novel Carbazole derivatives and evaluation of their antimicrobial activity. Marmara Pharm J. 2014;15:105–109.
MLA Kaplancıklı, Zafer. “Synthesis of Some Novel Carbazole Derivatives and Evaluation of Their Antimicrobial Activity”. Marmara Pharmaceutical Journal, vol. 15, no. 3, 2014, pp. 105-9, doi:10.12991/mpj.57879.
Vancouver Kaplancıklı Z. Synthesis of some novel Carbazole derivatives and evaluation of their antimicrobial activity. Marmara Pharm J. 2014;15(3):105-9.