BAZI 4,5-DİHİDRO-1H-PİRAZOL VE ŞALKON TÜREVLERİNİN ANTİMİKROBİYAL VE ANTİTÜBERKÜLER ETKİLERİ ÜZERİNE ARAŞTIRMALAR

Year 2021, , 227 - 237, 31.05.2021

Begüm Evranos Aksöz , Fatma Kaynak Kaynak Onurdağ , Erkan Aksöz , Selda Özgen

https://doi.org/10.33483/jfpau.870815

Abstract

Amaç: Bu çalışmada öncelikle şalkonlar ve bu şalkon türevlerinin hidrazitler ile reaksiyonu sonucu halka kapanması ile oluşan 4,5-dihidro-1H-pirazol yapısındaki bileşikler sentez edilmiş ve sentezlenen tüm bileşiklerin antimikrobiyal ve antitüberküler etkileri araştırılmıştır.

Gereç ve Yöntem: Benzaldehit ve asetofenon türevlerinin alkali ortamda metanol içindeki reaksiyonuyla elde edilen şalkonların, hidrazit türevleri ile etanol içindeki reaksiyonu sonucu 4,5-dihidro-1H-pirazol türevleri elde edilmiştir. Sentezlenen bu bileşiklerin antimikrobiyal etkileri mikrodilüsyon yöntemiyle, antitüberküler etkileri ise mikroplaka alamar mavisi deneyi ile saptanmıştır.

Sonuç ve Tartışma: Comparing E. coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, Pseudomonas aeruginosa izolat (gentamisine dirençli) ve Candida albicans’a karşı 4,5-dihidro-1H-pirazol yapısındaki bileşiklerin şalkonlardan daha etkili olduğu bulunmuştur. Staphylococcus aureus’a karşı ise şalkonlar 4,5-dihidro-1H-pirazol türevlerinden daha etkili bulunmuştur. Staphylococcus aureus izolat (MRSA) ve Mycobacterium tuberculosis’e karşı hem şalkonlar hem de 4,5-dihidro-1H-pirazol türevleri aynı etkiyi göstermiştir. B21 bileşiği Candida krusei üzerinde flukonazolle aynı etkiyi göstermiştir. B20 bileşiği ise Candida krusei üzerine flukonazolden daha etkili bulunmuştur.

Keywords

Antimikrobiyal etki, antitüberküler etki, 4.5-dihidro-1H-pirazol, şalkon

INVESTIGATIONS ON ANTIMICROBIAL AND ANTITUBERCULAR ACTIVITY OF SOME 4,5-DIHYDRO-1H-PYRAZOLE AND CHALCONE DERIVATIVES

Abstract

Objective: In this study, first of all, chalcones and the compounds in the structure of 4,5-dihydro-1H-pyrazole, which are formed by ring closure as a result of the reaction of the chalcones with hydrazides were synthesized and the antimicrobial and antitubercular effects of all synthesized compounds were investigated.

Material and Method: 4,5-Dihydro-1H-pyrazole derivatives were obtained as a result of the reaction of chalcones acquired by the reaction of benzaldehyde and acetophenone derivatives in methanol in alkaline medium, with hydrazide derivatives in methanol. The antimicrobial effects of these synthesized compounds were determined by microdilution method and their antitubercular effects were determined by microplate alamar blue assay.

Result and Discussion: Compounds in the structure of 4,5-dihydro-1H-pyrazole were found to be more effective than chalcones against E. coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, Pseudomonas aeruginosa isolate (gentamicin resistant) and Candida albicans. Against the strain of Staphylococcus aureus, chalcones were found to be more effective than 4,5-dihydro-1H-pyrazole derivatives. Both chalcones and 4,5-dihydro-1H-pyrazole derivatives showed similar effect against Staphylococcus aureus isolate (MRSA) and Mycobacterium tuberculosis. Compound B21 had the same activity with fluconazole against Candida krusei. Compound B20 was found to be more effective than fluconazole against Candida krusei.

Keywords

Antimicrobial activity, antitubercular activity, chalcone, 4.5-dihydro-1H-pyrazole

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