Research Article
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Bazı Benzotiyazol Türevlerinin Antifungal Aktivitesinin Değerlendirilmesi

Year 2019, Volume 12, Issue 4, 407 - 412, 31.12.2019
https://doi.org/10.30607/kvj.595819

Abstract

Hayvanlarda oluşan candida kaynaklı hastalıklara çözüm üretmek amacıyla daha önceden sentezi yapılmış bileşikler benzer metot kullanarak tekrar sentezlenmiş ve antifungal etkinlikleri değerlendirilmiştir. Mevcut çalışmada, 10 tane benzotiyazol türevi bileşik (4a-4j), antifungal aktivitelerini değerlendirmek üzere yeniden sentezlenmiştir. Sentezlenen bileşiklerin yapı tanımlamaları IR, 1HNMR, 13C-NMR ve HRMS (Kızılötesi Spektroskopi, 1H Nükleer Manyetik Rezonans Spektroskopisi, 13C Nükleer Manyetik Rezonans Spektroskopisi, Yüksek Çözünürlüklü Kütle Spektrometresi) spektroskopik yöntemleri kullanılarak gerçekleştirilmiştir. Yeniden sentezlenmiş bileşiklerin Candida türlerine karşı MIC50 (Minimum İnhibitör Konsantrasyon) değerleri in vitro deneyler yapılarak değerlendirilmiştir. Yapılan aktivite çalışmaları sonucunda 4c ve 4d bileşikleri önemli aktivite göstermiştir. 4d bileşiğinin Candida krusei’ye karşı 1.95 µg / mL MIC50 değeri ile güçlü bir türev olduğu bulunmuştur. 

References

  • Álvarez-Pérez S, García ME, Cutuli MT, Fermín ML, Daza MÁ, Peláez T, Blanco JL. Acquired multi-azole resistance in Candida tropicalis during persistent urinary tract infection in a dog. Med Mycol Case Rep. 2016; 11: 9-12.
  • Arda M, Minbay A, Leloğlu N, Aydın N, Kahraman M, Akay Ö, Ilgaz A, İzgür M, Diker KS. Özel Mikrobiyoloji, Medisan Yayın, Ankara. 1999; pp. 309-341.
  • Edelmann A, Krüger M, Schmid J. Genetic relationship between human and animal isolates of Candida albicans. J Clin Microbiol. 2005; 43(12): 6164-6166.
  • Fidel PL, Vazquez JA, Sobel JD. Candida glabrata: review of epidemiology, pathogenesis, and clinical disease with comparison to C. albicans. Clin Microbiol Rev. 1999; 12(1): 80-96.
  • Jin Y, Lin D. Fungal urinary tract infections in the dog and cat: a retrospective study (2001–2004). J Am Anim Hosp Assoc. 2005; 41(6): 373-381.
  • Karaburun AC, Acar Çevik U, Osmaniye D, Sağlık BN, Kaya Çavuşoğlu B, Levent S, Özkay Y, Koparal AS, Behçet M, Kaplancıklı ZA. Synthesis and Evaluation of New 1,3,4-Thiadiazole Derivatives as Potent Antifungal Agents. Molecules. 2018; 23(12): 3129.
  • Karaburun AC, Kaya Çavuşoğlu B, Acar Çevik U, Osmaniye D, Sağlık BN, Levent S, Özkay Y, Atlı Ö, Koparal AS, Kaplancıklı ZA. Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds. Molecules. 2019; 24(1): 191.
  • McEwan NA. Malassezia and Candida infections in bull terriers with lethal acrodermatitis. J Small Anim Pract. 2001; 42: 291–297.
  • Osmaniye D, Levent S, Karaduman AB, Ilgın S, Ozkay Y, Kaplancıklı ZA. Synthesis of New Benzothiazole Acylhydrazones as Anticancer Agents. Molecules. 2018; 23: 1054.
  • Pappas PG, Lionakis MS, Arendrup MC, Ostrosky-Zeichner L, Kullberg BJ. Invasive candidiasis. Nat Rev Dis Primers. 2018; 4: 18026.
  • Perlin DS. Echinocandin resistance in Candida. Clin Infect Dis. 2015; 61: 612-617.
  • Pressler BM, Vaden SL, Lane IF, Cowgill LD, Dye JA. Candida spp. urinary tract infections Assoc. 2003; 39: 263–270.
  • Reilly LK, Palmer JE. Systemic candidiasis in four foals. J Am Vet Med Assoc. 1994; 205(3): 464-466.
  • Rothenburg LS, Snider TA, Wilson A, Confer AW, Ramachandran A, Mani R, Nafe L. Disseminated phaeohyphomycosis in a dog. Med Mycol Case Rep. 2017; 15: 28-32.
  • Sanguinetti M, Posteraro B, Lass‐Flörl C. Antifungal drug resistance among Candida species: mechanisms and clinical impact. Mycoses. 2015; 58: 2-13.
  • Wilson D. Candida albicans. Trends in Microbiology. 2019; 27(2): https://doi.org/10.1016/j.tim.2018.10.010

Evaluation of Antifungal Activity of Some Benzothiazole Derivatives

Year 2019, Volume 12, Issue 4, 407 - 412, 31.12.2019
https://doi.org/10.30607/kvj.595819

Abstract

The antifungal activity of the previously synthesized compounds was evaluated in order to provide solutions to the candida-induced diseases in animals. In the present study, 10 benzothiazole derivatives (4a-4j) were re-synthesized to evaluate their antifungal activity. IR, 1HNMR, 13C-NMR and HRMS (Infrared Spectroscopy, 1H Nuclear Magnetic Resonance Spectroscopy, 13C Nuclear Magnetic Resonance Spectroscopy, High Resolution Mass Spectrometry) spectroscopic methods, determined the structure of the synthesized compounds. MIC50(Minimum Inhibitory Concentration) values of the re-synthesized compounds against Candida species were evaluated by in vitro experiments. As a result of activity studies, it was found that compounds 4c and 4d showed significant activity. Compound 4d was found to be the most potent derivative against Candida krusei with a MIC50 value of 1.95 µg / mL.

References

  • Álvarez-Pérez S, García ME, Cutuli MT, Fermín ML, Daza MÁ, Peláez T, Blanco JL. Acquired multi-azole resistance in Candida tropicalis during persistent urinary tract infection in a dog. Med Mycol Case Rep. 2016; 11: 9-12.
  • Arda M, Minbay A, Leloğlu N, Aydın N, Kahraman M, Akay Ö, Ilgaz A, İzgür M, Diker KS. Özel Mikrobiyoloji, Medisan Yayın, Ankara. 1999; pp. 309-341.
  • Edelmann A, Krüger M, Schmid J. Genetic relationship between human and animal isolates of Candida albicans. J Clin Microbiol. 2005; 43(12): 6164-6166.
  • Fidel PL, Vazquez JA, Sobel JD. Candida glabrata: review of epidemiology, pathogenesis, and clinical disease with comparison to C. albicans. Clin Microbiol Rev. 1999; 12(1): 80-96.
  • Jin Y, Lin D. Fungal urinary tract infections in the dog and cat: a retrospective study (2001–2004). J Am Anim Hosp Assoc. 2005; 41(6): 373-381.
  • Karaburun AC, Acar Çevik U, Osmaniye D, Sağlık BN, Kaya Çavuşoğlu B, Levent S, Özkay Y, Koparal AS, Behçet M, Kaplancıklı ZA. Synthesis and Evaluation of New 1,3,4-Thiadiazole Derivatives as Potent Antifungal Agents. Molecules. 2018; 23(12): 3129.
  • Karaburun AC, Kaya Çavuşoğlu B, Acar Çevik U, Osmaniye D, Sağlık BN, Levent S, Özkay Y, Atlı Ö, Koparal AS, Kaplancıklı ZA. Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds. Molecules. 2019; 24(1): 191.
  • McEwan NA. Malassezia and Candida infections in bull terriers with lethal acrodermatitis. J Small Anim Pract. 2001; 42: 291–297.
  • Osmaniye D, Levent S, Karaduman AB, Ilgın S, Ozkay Y, Kaplancıklı ZA. Synthesis of New Benzothiazole Acylhydrazones as Anticancer Agents. Molecules. 2018; 23: 1054.
  • Pappas PG, Lionakis MS, Arendrup MC, Ostrosky-Zeichner L, Kullberg BJ. Invasive candidiasis. Nat Rev Dis Primers. 2018; 4: 18026.
  • Perlin DS. Echinocandin resistance in Candida. Clin Infect Dis. 2015; 61: 612-617.
  • Pressler BM, Vaden SL, Lane IF, Cowgill LD, Dye JA. Candida spp. urinary tract infections Assoc. 2003; 39: 263–270.
  • Reilly LK, Palmer JE. Systemic candidiasis in four foals. J Am Vet Med Assoc. 1994; 205(3): 464-466.
  • Rothenburg LS, Snider TA, Wilson A, Confer AW, Ramachandran A, Mani R, Nafe L. Disseminated phaeohyphomycosis in a dog. Med Mycol Case Rep. 2017; 15: 28-32.
  • Sanguinetti M, Posteraro B, Lass‐Flörl C. Antifungal drug resistance among Candida species: mechanisms and clinical impact. Mycoses. 2015; 58: 2-13.
  • Wilson D. Candida albicans. Trends in Microbiology. 2019; 27(2): https://doi.org/10.1016/j.tim.2018.10.010

Details

Primary Language English
Subjects Veterinary
Journal Section RESEARCH ARTICLE
Authors

Derya OSMANİYE>
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University ; Doping and Narcotic Compounds Analysis Laboratory, Faculty of Pharmacy, Anadolu University, Eskişehir, 26470
0000-0002-0499-436X
Türkiye


Begüm Nurpelin SAĞLIK>
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University; Doping and Narcotic Compounds Analysis Laboratory, Faculty of Pharmacy, Anadolu University, Eskişehir, 26470
0000-0002-0151-6266
Türkiye


Ulviye ACAR ÇEVİK>
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University; Doping and Narcotic Compounds Analysis Laboratory, Faculty of Pharmacy, Anadolu University, Eskişehir, 26470
0000-0003-1879-1034
Türkiye


Mustafa ESER> (Primary Author)
Open Education Faculty, Anadolu University, Eskişehir 26470
0000-0003-1542-2989
Türkiye

Publication Date December 31, 2019
Published in Issue Year 2019, Volume 12, Issue 4

Cite

Bibtex @research article { kvj595819, journal = {Kocatepe Veterinary Journal}, issn = {1308-1594}, eissn = {2147-6853}, address = {}, publisher = {Afyon Kocatepe University}, year = {2019}, volume = {12}, number = {4}, pages = {407 - 412}, doi = {10.30607/kvj.595819}, title = {Evaluation of Antifungal Activity of Some Benzothiazole Derivatives}, key = {cite}, author = {Osmaniye, Derya and Sağlık, Begüm Nurpelin and Acar Çevik, Ulviye and Eser, Mustafa} }
APA Osmaniye, D. , Sağlık, B. N. , Acar Çevik, U. & Eser, M. (2019). Evaluation of Antifungal Activity of Some Benzothiazole Derivatives . Kocatepe Veterinary Journal , 12 (4) , 407-412 . DOI: 10.30607/kvj.595819
MLA Osmaniye, D. , Sağlık, B. N. , Acar Çevik, U. , Eser, M. "Evaluation of Antifungal Activity of Some Benzothiazole Derivatives" . Kocatepe Veterinary Journal 12 (2019 ): 407-412 <https://dergipark.org.tr/en/pub/kvj/issue/48417/595819>
Chicago Osmaniye, D. , Sağlık, B. N. , Acar Çevik, U. , Eser, M. "Evaluation of Antifungal Activity of Some Benzothiazole Derivatives". Kocatepe Veterinary Journal 12 (2019 ): 407-412
RIS TY - JOUR T1 - Evaluation of Antifungal Activity of Some Benzothiazole Derivatives AU - DeryaOsmaniye, Begüm NurpelinSağlık, UlviyeAcar Çevik, MustafaEser Y1 - 2019 PY - 2019 N1 - doi: 10.30607/kvj.595819 DO - 10.30607/kvj.595819 T2 - Kocatepe Veterinary Journal JF - Journal JO - JOR SP - 407 EP - 412 VL - 12 IS - 4 SN - 1308-1594-2147-6853 M3 - doi: 10.30607/kvj.595819 UR - https://doi.org/10.30607/kvj.595819 Y2 - 2019 ER -
EndNote %0 Kocatepe Veterinary Journal Evaluation of Antifungal Activity of Some Benzothiazole Derivatives %A Derya Osmaniye , Begüm Nurpelin Sağlık , Ulviye Acar Çevik , Mustafa Eser %T Evaluation of Antifungal Activity of Some Benzothiazole Derivatives %D 2019 %J Kocatepe Veterinary Journal %P 1308-1594-2147-6853 %V 12 %N 4 %R doi: 10.30607/kvj.595819 %U 10.30607/kvj.595819
ISNAD Osmaniye, Derya , Sağlık, Begüm Nurpelin , Acar Çevik, Ulviye , Eser, Mustafa . "Evaluation of Antifungal Activity of Some Benzothiazole Derivatives". Kocatepe Veterinary Journal 12 / 4 (December 2019): 407-412 . https://doi.org/10.30607/kvj.595819
AMA Osmaniye D. , Sağlık B. N. , Acar Çevik U. , Eser M. Evaluation of Antifungal Activity of Some Benzothiazole Derivatives. Kocatepe Veterinary Journal. 2019; 12(4): 407-412.
Vancouver Osmaniye D. , Sağlık B. N. , Acar Çevik U. , Eser M. Evaluation of Antifungal Activity of Some Benzothiazole Derivatives. Kocatepe Veterinary Journal. 2019; 12(4): 407-412.
IEEE D. Osmaniye , B. N. Sağlık , U. Acar Çevik and M. Eser , "Evaluation of Antifungal Activity of Some Benzothiazole Derivatives", Kocatepe Veterinary Journal, vol. 12, no. 4, pp. 407-412, Dec. 2019, doi:10.30607/kvj.595819

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