Abstract
2,3-Dialkynylthiophene derivatives were synthesized by using regio- and stereocontrolled Pd-catalyzed Sonogashira coupling and desilylation reactions. The synthesized compounds were analyzed in silico for their pharmacokinetic parameters, general toxicity, and drug scores. In particular, 3-ethynyl-2-(phenylethynyl)thiophene and 3-ethynyl-2-[(4-methylphenyl)ethynyl]thiophene were found to have relatively high drug scores and low toxicities. The antioxidant activity of the title compounds were evaluated by five different assays. 3-Ethynyl-2-(naphthalen-1-ylethynyl)thiophene displayed significant reducing and free radical scavenging activities.
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ACKNOWLEDGMENTS
The authors thank The Scientific and Technological Research Council of Turkey (project no. 114Z042) for providing microwave reactor and chemicals and Van Yüzüncü Yıl University (FYL-2016-5243; synthesis of compounds; FYL-2018-7439, financial support). A. Kivrak, C. Yılmaz, and M. Konus would like to acknowledge networking contribution by the COST Action CM1407 “Challenging Organic Syntheses Inspired by Nature from Natural Products Chemistry to Drug Discovery.” A. Kivrak also would like to acknowledge networking contribution by the COST Action CA17104 “New Diagnostic and Therapeutic Tools Against Multidrug Resistant Tumors.”
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Kavak, E., Algso, M., Konus, M. et al. Synthesis, Optimization, ADME Analysis, and Antioxidant Activity of 2-(Arylethynyl)-3-ethynylthiophenes. Russ J Org Chem 57, 91–99 (2021). https://doi.org/10.1134/S1070428021010139
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DOI: https://doi.org/10.1134/S1070428021010139