A range of bis-triazolylchalcogenium-BTD 3 was synthesized
by a copper-catalyzed azide–alkyne cycloaddition of azido arylchalcogenides 1 and 4,7-diethynylbenzo[c][1,2,5]thiadiazole 2. Eight new compounds were obtained in moderate to good yields
using 1 mol % of copper(II) acetate monohydrate under mild reaction
conditions. In addition, the synthesized bis-triazolylchalcogenium-BTD 3a–3h were investigated regarding their
photophysical, electrochemical, and biomolecule binding properties
in solution. In general, compounds presented strong absorption bands
at the 250–450 nm region and cyan to green emission properties.
The redox process attributed to the chalcogen atom was observed by
electrochemical analysis (CV techniques). In addition, spectroscopic
studies by UV–vis, steady-state emission fluorescence, and
molecular docking calculations evidenced the ability of each derivative
to establish interactions with calf-thymus DNA (CT-DNA) and bovine
serum albumin (BSA). The behavior presented for this new class of
compounds makes them a promising tool as optical sensors for biomolecules.
Transition metal catalysed direct sulfanylations of unreactive C-H bonds have become a unique and straightforward synthetic strategy in late-stage C-S bond formation of relevant complex molecules. Such transformations have represented...
In this work, we present a simple way to achieve 4-arylselanyl-1H-1,2,3-triazoles from selenium-containing carbinols in a one-pot strategy. The selenium-containing carbinols were used as starting materials to produce a range of selanyl-triazoles in moderate to good yields, including a quinoline and Zidovudine derivatives. One-pot protocols are crucial to the current concerns about waste production and solvent consumption, avoiding the isolation and purification steps of the reactive terminal selanylalkynes. We could also isolate an interesting and unprecedented by-product with one alkynylselenium moiety connected to the triazole.
We describe herein the organocatalyzed synthesis and preliminary results of antioxidant activities of a range of 1,2,3-triazoylzidovudine derivatives. These hybrid compounds were synthesized in moderate to excellent yields by reacting zidovudine 1 with a variety of functionalized keto compounds 2, such as βketo-esters, β-diketones, β-keto-amides, α-keto-nitriles, and βketo-sulfones, in the presence of a catalytic amount of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (10 mol %). Furthermore, the synthesized compounds were screened for their in vitro antioxidant activity. Compounds 3 a, 3 d, 3 g, and 3 l inhibited the formation of reactive oxygen species (ROS) and lipid peroxidation in the prefrontal cortex and hippocampus of mice with similar potency and efficacy.
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