13610-02-1Relevant articles and documents
Prototropic rearrangement of 2-propynyl(methyl)amino, 2-propynyloxy, and 2-propynylsulfanyl derivatives of hetarenes under conditions of phase-transfer catalysis: Mechanism and limitations
Rubina,Fleisher,Abele,Popelis,Lukevits
, p. 963 - 967 (2003)
2-Propynyl derivatives of N-methylaniline, phenol, benzenethiol, 2-pyridinethiol, 2-pyrimidinethiol, and 1,3-benzoxazole-2-thiol were synthesized. Under conditions of phase-transfer catalysis, phenyl 2-propynyl sulfide is converted into allenyl phenyl sul
Uniform copper nanoparticles as an inexpensive and efficient catalyst for synthesis of novel β-carbonyl-1, 2, 3-triazoles in water medium
Esmaeili-Shahri, Hadi,Eshghi, Hossein,Lari, Jalil,Rounaghi, Seyyed Amin,Esmaeili-Shahri, Effat
, p. 2963 - 2979 (2019)
Copper nanoparticles as an efficient, inexpensive catalyst were prepared via ball milling for synthesis of β-carbonyl 1, 2, 3-triazoles from azido alcohol by click reaction in water. An extensive range of raw materials such as sodium azide, phenacyl bromi
Defining the potential of aglycone modifications for affinity/selectivity enhancement against medically relevant lectins: Synthesis, activity screening, and HSQC-Based NMR Analysis
Rauthu, Subhash R.,Shiao, Tze Chieh,André, Sabine,Miller, Michelle C.,Madej, élodie,Mayo, Kevin H.,Gabius, Hans-Joachim,Roy, René
, p. 126 - 139 (2015)
The emerging significance of lectins for pathophysiological processes provides incentive for the design of potent inhibitors. To this end, systematic assessment of contributions to affinity and selectivity by distinct types of synthetic tailoring of glyco
Synthesis, characterization and evaluation of optical band gap of new semiconductor polymers with N-aryl- 2,5-diphenyl-pyrrole units
Alexandrova, Larissa,Fomina, Lioudmila,Gavi?o, Ruben,Monroy, Olivia,Rumsh, Lev,Sánchez-Vergara, María-Elena,Salcedo, Roberto,Vázquez-Hernández, Giovanna Angélica,Zolotukhin, Mikhail G.
, (2021)
We used chemical modification to obtain new polymers that contain pyrrole units in the main chain, with electron-withdrawing groups acting as potential organic semiconductors, by means of chemical modification of the diacetylene-containing precursors. The
Affinity Enhancement of Protein Ligands by Reversible Covalent Modification of Neighboring Lysine Residues
Dal Corso, Alberto,Catalano, Marco,Schmid, Anja,Scheuermann, J?rg,Neri, Dario
, p. 17178 - 17182 (2018)
The discovery of protein ligands, capable of forming a reversible covalent bond with amino acid residues on a protein target of interest, may represent a general strategy for the discovery of potent small-molecule inhibitors. We analyzed the ability of di
Benzenesulfonamides Incorporating Flexible Triazole Moieties Are Highly Effective Carbonic Anhydrase Inhibitors: Synthesis and Kinetic, Crystallographic, Computational, and Intraocular Pressure Lowering Investigations
Nocentini, Alessio,Ferraroni, Marta,Carta, Fabrizio,Ceruso, Mariangela,Gratteri, Paola,Lanzi, Cecilia,Masini, Emanuela,Supuran, Claudiu T.
, p. 10692 - 10704 (2016)
Herein we report the synthesis of two series of benzenesulfonamide containing compounds that incorporate the phenyl-1,2,3-triazole moieties. We explored the insertion of appropriate linkers, such as ether, thioether, and amino type, into the inner section
Unusual absence of FRET in triazole bridged coumarin-hydroxyquinoline, an active sensor forHg2+detection
Chatterjee, Soumit,Dey, Swapan,Hira, Sumit K.,Mondal, Surajit,Nayek, Hari Pada,Patra, Niladri
, p. 1211 - 1221 (2020)
A triazole-bridged coumarin conjugated quinoline sensor has been ‘click’-synthesized by Cu(i) catalyzed Huisgen cycloaddition, and it exhibited high selectivity for toxicHg2+. Surprisingly, no evidence of energy transfer from the quinoline moiety to coumarin has been found, substantiated by time-resolved fluorescence study. The possible binding mode of this sensor toHg2+has been establishedviaNMR study, steady-state and time-resolved fluorescence spectroscopy, which is further supported by TDDFT calculations. The sensor has been found to be cell membrane permeable and non-toxic, and hence is suitable for intracellularHg2+detection.
Design and synthesis of 1,2,3-triazole-etodolac hybrids as potent anticancer molecules
Kummari, Bhaskar,Polkam, Naveen,Ramesh, Perla,Anantaraju, Hasithashilpa,Yogeeswari, Perumal,Anireddy, Jaya Shree,Guggilapu, Sravanthi Devi,Babu, Bathini Nagendra
, p. 23680 - 23686 (2017)
A series of novel 1,2,3-triazole-etodolac hybrids (6a-l) were designed and synthesized as potent anti-cancer molecules. The synthesis strongly relied on Huisgen's 1,3-dipolar cycloaddition between etodolac azide 3 and substituted terminal alkynes 5a-l. Th
Synthesis and application of a fluorescent ?turn-off? triazolyl-coumarin-based fluorescent chemosensor for the sensing of fe3+ ions in aqueous solutions
Mama, Neliswa,Battison, Aidan
, p. 59 - 84 (2020)
Two coumarin derivatives containing triazole moieties have been synthesized using “click chemistry” protocol and investigated as chemosensors for the detection of metal ions. These compounds displayed a strong preference for Fe3+ ions with comp
Glucosyl-1,2,3-triazoles derived from eugenol and analogues: Synthesis, anti-Candida activity, and molecular modeling studies in CYP-51
Magalh?es, Lorena Severiano de,Reis, Adriana Cotta Cardoso,Nakao, Izadora Amaral,Péret, Vinícius Augusto Campos,Reis, Rúbia Castro Fernandes Melo,Silva, Naiara Chaves,Dias, Amanda Latércia Tranches,Carvalho, Diogo Teixeira,Dias, Danielle Ferreira,Brand?o, Geraldo Célio,Braga, Saulo Fehelberg Pinto,Souza, Thiago Belarmino de
, p. 903 - 913 (2021/09/15)
This work describes the synthesis, anti-Candida, and molecular modeling studies of eighteen new glucosyl-1,2,3-triazoles derived from eugenol and correlated phenols. The new compounds were characterized by combined Fourier Transform Infrared, 1H and 13C nuclear magnetic resonance and spectroscopy of high-resolution mass spectrometry. The synthesized compounds did not show significant cytotoxicity against healthy fibroblast human cells (MCR-5) providing interesting selectivity indexes (SI) to active compounds. Considering the antifungal activity, nine compounds showed anti-Candida potential and the peracetylated triazoles 17 and 18 were the most promising ones. Eugenol derivative 17 was active against three species of Candida at 26.1–52.1?μM. This compound was four times more potent than fluconazole against Candida krusei and less toxic (SI?>?6.6) against the MCR-5 cells than fluconazole (SI?>?3.3) considering this strain. Dihydroeugenol derivative 18?showed similar activity to 17 and was four times more potent and less toxic than fluconazole against C.?krusei. The deacetylated glucosides and non-glucosylated corresponding derivatives did not show considerable antifungal action, suggesting that the acetyl groups are essential for their anti-Candida activity. Molecular docking coupled with molecular dynamics showed that 14α-lanosterol demethylase is a feasible molecular target, since 17 and 18 could bind to this enzyme once deacetylated in vivo, thereby acting as prodrugs. Also, these studies demonstrated the importance of hydrophobic substituents at the phenyl ring.
