Synthesis, Optimization, ADME Analysis, and Antioxidant Activity of 2-(Arylethynyl)-3-ethynylthiophenes
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, vol.57, no.1, pp.91-99, 2021 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 57 Issue: 1
- Publication Date: 2021
- Doi Number: 10.1134/s1070428021010139
- Journal Name: RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Index Chemicus (IC)
- Page Numbers: pp.91-99
- Keywords: thiophene, coupling reactions, heteroaromatic compounds, ADME, antioxidants
- Van Yüzüncü Yıl University Affiliated: Yes
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.