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Alkyl sulfonic acide hydrazides Synthesis characterization computational studies and anticancer antibacterial anticarbonic anhydrase II hCA II activities      
Yazarlar
Ümmühan Özdemir Özmen
Gazi Üniversitesi, Türkiye
Firdevs İlbiz
Ayla Balaban Gündüzalp
Gazi Üniversitesi, Türkiye
Neslihan ÖZBEK Neslihan ÖZBEK
Ahi Evran Üniversitesi, Türkiye
Suat Tekin
İnönü Üniversitesi, Türkiye
Fatma Hamurcu
Bartın Üniversitesi, Türkiye
Zuhal Karagöz Genç
Adıyaman Üniversitesi, Türkiye
Özet
Abstract Methane sulfonic acide hydrazide, CH3SO2NHNH2 (1), ethane sulfonic acide hydrazide, CH3CH2SO2NHNH2 (2), propane sulfonic acide hydrazide, CH3CH2CH2SO2NHNH2 (3) and butane sulfonic acide hydrazide, CH3CH2CH2CH2SO2NHNH2 (4) have been synthesized as homologous series and characterized by using elemental analysis, spectrophotometric methods (1H-13C NMR, FT-IR, LC-MS). In order to gain insight into the structure of the compounds, we have performed computational studies by using 6-311G(d, p) functional in which B3LYP functional were implemented. The geometry of the sulfonic acide hydrazides were optimized at the DFT method with Gaussian 09 program package. A conformational analysis of compounds were performed by using NMR theoretical calculations with DFT/B3LYP/6-311++G(2d, 2p) level of theory by applying the (GIAO) approach. The anticancer activities of these compounds on MCF-7 human breast cancer cell line investigated by comparing IC50 values. The antibacterial activities of synthesized compounds were studied against Gram positive bacteria; Staphylococcus aureus ATCC 6538, Bacillus subtilis ATCC 6633, Bacillus cereus NRRL-B-3711, Enterococcus faecalis ATCC 29212 and Gram negative bacteria; Escherichia coli ATCC 11230, Pseudomonas aeruginosa ATCC 15442, Klebsiella pneumonia ATCC 70063 by using the disc diffusion method. The inhibition activities of these compounds on carbonic anhydrase II enzyme (hCA II) have been investigated by comparing IC50 and Ki values. The biological activity screening shows that butane sulfonic acide hydrazide (4) has more activity than the others against tested breast cancer cell lines MCF-7, Gram negative/Gram positive bacteria and carbonic anhydrase II (hCA II) isoenzyme.
Anahtar Kelimeler
Alkyl sulfonic acide hydrazide | Anti carbonic anhydrase II isoenzyme | Antibacterial | Anticancer | Computational studies | Sulfonamide
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı JOURNAL OF MOLECULAR STRUCTURE
Dergi ISSN 0022-2860
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce
Basım Tarihi 11-2015
Cilt No 1100
Sayı 1
Sayfalar 464 / 474
Doi Numarası 10.1016/j.molstruc.2015.07.054
Makale Linki http://linkinghub.elsevier.com/retrieve/pii/S0022286015301654
BM Sürdürülebilir Kalkınma Amaçları
Atıf Sayıları
WoS 25
SCOPUS 28
Google Scholar 36
Alkyl sulfonic acide hydrazides Synthesis characterization computational studies and anticancer antibacterial anticarbonic anhydrase II hCA II activities

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