Alkyl sulfonic acide hydrazides: Synthesis, characterization, computational studies and anticancer, antibacterial, anticarbonic anhydrase II (hCA II) activities

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dc.authoridTekin, Suat/0000-0002-2757-1802
dc.authoridOzdemir Ozmen, ummuhan/0000-0001-9161-9367
dc.authorwosidTekin, Suat/KEI-2266-2024
dc.authorwosidTekin, Suat/AAG-1440-2021
dc.authorwosidTekin, Suat/IZD-9868-2023
dc.authorwosidÖzbek, Neslihan/AAC-6521-2019
dc.contributor.authorOzdemir, Ummuhan O.
dc.contributor.authorIlbiz, Firdevs
dc.contributor.authorGunduzalp, Ayla Balaban
dc.contributor.authorOzbek, Neslihan
dc.contributor.authorGenc, Zuhal Karagoz
dc.contributor.authorHamurcu, Fatma
dc.contributor.authorTekin, Suat
dc.date.accessioned2024-08-04T20:41:07Z
dc.date.available2024-08-04T20:41:07Z
dc.date.issued2015
dc.departmentİnönü Üniversitesien_US
dc.description.abstractMethane 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 (H-1-C-13 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; Estherichia 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. (C) 2015 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipGazi University [05/2010-92]en_US
dc.description.sponsorshipThis research was supported by Gazi University Research Fund under Project No 05/2010-92. We thank Ankara University, Faculty of Pharmacy. Central Labs, for allocation of time at the Mass Spectra and Elemental Analyses.en_US
dc.identifier.doi10.1016/j.molstruc.2015.07.054
dc.identifier.endpage474en_US
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-84939209591en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage464en_US
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2015.07.054
dc.identifier.urihttps://hdl.handle.net/11616/96923
dc.identifier.volume1100en_US
dc.identifier.wosWOS:000365361600056en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.relation.ispartofJournal of Molecular Structureen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAlkyl sulfonic acide hydrazideen_US
dc.subjectSulfonamideen_US
dc.subjectAnticanceren_US
dc.subjectAntibacterialen_US
dc.subjectAnti carbonic anhydrase II isoenzymeen_US
dc.subjectComputational studiesen_US
dc.titleAlkyl sulfonic acide hydrazides: Synthesis, characterization, computational studies and anticancer, antibacterial, anticarbonic anhydrase II (hCA II) activitiesen_US
dc.typeArticleen_US

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