Synthesis of pyrrolo[3,2-c]carbazole-2-carbohydrazides and pyrrolo[3,2-c]carbazol-2-yl-1,3,4-oxadiazoles and their in vitro antibacterial evaluation
Yükleniyor...
Dosyalar
Tarih
2021
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Taylor and Francis Ltd.
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
A number of novel pyrrolo[3,2-c]carbazole-2-carbohydrazides 5a–d was prepared from readily available 6-methyl-1,6-dihydropyrrolo[3,2-c]carbazole-2-carboxylate 3 and underwent cyclodehydration to produce the corresponding 2-(6-ethyl-1,6-dihydropyrrolo[3,2-c]carbazol-2-yl)-1,3,4-oxadiazoles 6a–d with p-toluenesulfonyl chloride (p-TsCl) and N,N-diisopropylethylamine (DIPEA) as dehydrative reagents. The structures of the targeted compounds were confirmed through 1H NMR, 13C NMR, IR, mass spectrometry and single crystal X-ray diffraction techniques. Moreover, the antibacterial properties of the synthesized compounds were evaluated against colistin resistant (ColR) Klebsiella pneumoniae, ColR Acinetobacter baumannii, Pseudomonas aeruginosa, Escherichia coli and Staphylococcus aureus. Among the synthesized compounds, 5d was found to be active on ColR K. pneumoniae (MIC = 64 µg/mL) while compounds 4 (MIC= <64 µg/mL) and 6a (MIC==<64 µg/mL) were active on E. coli. Preliminary assay showed that the pyrrolo[3,2-c]carbazole-2-carbohydrazides and 2-(6-methyl-1,6-dihydropyrrolo[3,2-c]carbazol-2-yl)-1,3,4-oxadiazoles showed promising antibacterial activity on important nosocomial multi drug resistant (MDR) pathogens. © 2021 Taylor & Francis Group, LLC.
Açıklama
Anahtar Kelimeler
1,3,4-oxadiazole, colistin, MDR pathogens, Pyrrolo-carbazole, 2 (6 ethyl 1,6 dihydropyrrolo[3,2 c]carbazol 2 yl) 1,3,4 oxadiazole derivative, antiinfective agent, colistin, ethylamine, n,n diisopropylethylamine, pyrrolo[3,2 c]carbazol 2 yl 1,3,4 oxadiazole derivative, pyrrolo[3,2 c]carbazole 2 carbohydrazide derivative, toluene derivative, unclassified drug, Acinetobacter baumannii, antibacterial activity, Article, carbon nuclear magnetic resonance, colistin resistance, controlled study, drug structure, drug synthesis, Escherichia coli, in vitro study, infrared radiation, Klebsiella pneumoniae, mass spectrometry, minimum inhibitory concentration, nonhuman, proton nuclear magnetic resonance, Pseudomonas aeruginosa, Staphylococcus aureus, X ray diffraction
Kaynak
Synthetic Communications
WoS Q Değeri
Q3
Scopus Q Değeri
Q3
Cilt
51
Sayı
20
