Synthesis of novel tetrazole tetrahydrobenzo[b] thiophene via Ugi-MCR: As new antileishmanial prototype

A new series of tetrazole series of tetrazole tetrahydrobenzo[b]thiophene (10a-l) were synthesized and evaluated as antileishmanial activity and cytotoxicity of in vitro. The results showed that compound 10k has been most potent in vitro studies, which is threefold significant active with IC50 values of 2.48 lM and it is highly selective than that of miltifosine. Compound 10k antipromastigote activity is 100 +/- 0 which is comparative to miltifosine. Tetrazole tetrahydrobenzo[b]thiophene has synthesized by Gewald synthesis followed by Ugi multicomponent reaction in presence of aldehyde, isocyanide and azide. The yield is quantitative. The identity of newly synthesized tetrazole compounds has been achieved via spectroscopic analysis like 1H NMR, 13C NMR, and mass spectra. (c) 2021 The Author(s). Published by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

Automated summary

A new series of tetrazole tetrahydrobenzo[b]thiophene compounds were synthesized through Gewald synthesis followed by Ugi multicomponent reaction, with compound 10k showing the most potent in vitro activity and high selectivity compared to miltifosine. The identity of newly synthesized compounds was confirmed through spectroscopic analysis, highlighting the potential of these compounds as antileishmanial agents.