Synthesis of novel fluoro 1,2,3-triazole tagged amino bis(benzothiazole) derivatives, their antimicrobial and anticancer activity
Ravindra M. KumbhareTulshiram L. DadmalRajesh PamanjiUmesh B. KosurkarLoka Reddy VelatooruK. AppalanaiduY. Khageswara RaoJ. Venkateswara Rao
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Benzothiazole
Cancer cell lines
1,2,4-Triazole
Triazole
Optically active polybinaphthyls incorporating triazole moieties were obtained by polymerization of (R)-6,6′-dibutyl-3,3′-diethynyl-2,2′-bisoctoxy-1,1′-binaphthyl and 1,4-diazidobenzene through click reactions. This is the first example of click-generated polybinaphthyls. The responsive optical properties of the polymer upon addition of various metal ions were investigated by fluorescence and UV/Vis spectral studies. The results indicate that the triazole moiety is a receptor that shows excellent fluorescence response for Hg²+ recognition without interference from other metal ions.
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Abstract The aim of this study is to synthesize new triazole derivatives and investigate their antimicrobial activities. 4-Amino-5-(2-cyclohexylethyl)-3-[N-(benzothiazole-2-yl)acetamido]thio-4H-1,2,4-triazole and 4-amino-5-[2-(4-hydroxyphenyl)ethyl]-3-[N-(benzothiazole-2-yl)acetamido]thio-4H-1,2,4-triazole derivatives were prepared by the reaction of 2-chloro-N-(benzothiazole-2-yl)acetamides with 4-amino-5-(2-cyclohexylethyl)-2,4-dihydro-3H-1,2,4-triazol-3-thione and 4-amino-5-[2-(4-hydroxyphenyl)ethyl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, respectively. The structures of these compounds were elucidated by infrared, 1H NMR, 13C NMR, mass spectra, and elemental analysis. The synthesized compounds were screened for their antimicrobial activities against various Candida species and pathogenic bacteria. Compound IIIg and compound IIIi were found to be the most potent derivatives against Candida species and tested bacteria, respectively.
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In the title compound, C14H9N3S, the triazole and benzothiazole moieties are coplanar. The dihedral angle between the fused triazole–benzothiazole fragment and the phenyl ring is 39.20 (5)°. The structure is stabilized by C—H⋯N intermolecular interactions.
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1,2,3‐Triazole‐based ligands obtained through copper(I)‐catalyzed azide‐alkyne cycloaddition (CuAAC) have been exploited in vast array of research domains owing to the stitching of simpler molecules through a needle of Cu(I) catalyst. The numerous reports on ion(s) detection capabilities of synthesized 1,4‐disubstituted 1,2,3‐triazole ligands using absorption and fluorescence spectroscopy are accessible. This review enlists substituted 1,2,3‐triazole‐based sensor probes, since 2010, synthesized selectively by CuAAC, having the ability to sense either a single ion or multiple ions under specific set of conditions along with their detection limits. The review also apprehends the different techniques and sensing mechanisms involved in the detection of ions by chemosensor probes.
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Aglycone
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Novel ferrocenyl dendrimers with ferrocene as a surface group and with triazole as a bridging unit have been synthesised through click chemistry. The increasing numbers of triazole and ferrocenyl units at the antenna increase the light absorbing ability. The electrochemical behaviour changes with increasing ferrocenyl and triazole units.
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Abstract Herein, we report the electro‐click (e‐CLICK) reaction via electrochemically generated copper(I) catalytic species. The reaction worked under constant potential electrolysis (−0.25 V) with copper(II) nitrate and 2,2′‐bipyridine serving as pre‐catalyst and ligand respectively. The reaction accommodates electronically different organic azides and terminal alkynes to afford 1,2,3‐triazoles in good synthetic yields with excellent 1,4‐regioselectivity. Compared to traditional click chemistry, the developed e‐CLICK methodology avoids the use of external reducing agents such as sodium ascorbate. Absorptive properties of selected triazole products were assessed by UV‐visible electronic spectra. Triazole ( 3 e ) was further applied for the spectrophotometric detection of Co 2+ and Cu 2+ species.
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Abstract A novel and ef?cient synthetic route to α ‐aminophosphonates containing benzothiazole moiety via a cascade three‐component reaction from conveniently available starting materials has been developed. The target compounds 3a – 3g , 7 and 8a , 8b were evaluated for their anticancer activities against the cancer cell line HL‐60 in vitro by the MTT method. Compound 3g showed good cancer inhibitory activity against the tested cell line. Further study is necessary to find out the potential antitumor activities.
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Cancer cell lines
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Molecular switch
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