Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich Bases
KYNAs, a compound with endogenous neuroprotective functions and an indole that is a building block of many biologically active compounds, such as a variety of neurotransmitters, are reacted in a transformation building upon Mannich bases. The reaction yields triarylmethane derivatives containing two...
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MDPI AG
2022-06-01
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Series: | International Journal of Molecular Sciences |
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Online Access: | https://www.mdpi.com/1422-0067/23/13/7152 |
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author | Bálint Lőrinczi Péter Simon István Szatmári |
author_facet | Bálint Lőrinczi Péter Simon István Szatmári |
author_sort | Bálint Lőrinczi |
collection | DOAJ |
description | KYNAs, a compound with endogenous neuroprotective functions and an indole that is a building block of many biologically active compounds, such as a variety of neurotransmitters, are reacted in a transformation building upon Mannich bases. The reaction yields triarylmethane derivatives containing two biologically potent skeletons, and it may contribute to the synthesis of new, specialised neuroprotective compounds. The synthesis has been investigated via two procedures and the results were compared to those of previous studies. A possible alternative reaction route through acid catalysis has been established. |
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id | doaj.art-643419e630b643519c0df2e9b4a0f660 |
institution | Directory Open Access Journal |
issn | 1661-6596 1422-0067 |
language | English |
last_indexed | 2024-03-09T21:49:50Z |
publishDate | 2022-06-01 |
publisher | MDPI AG |
record_format | Article |
series | International Journal of Molecular Sciences |
spelling | doaj.art-643419e630b643519c0df2e9b4a0f6602023-11-23T20:08:58ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672022-06-012313715210.3390/ijms23137152Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich BasesBálint Lőrinczi0Péter Simon1István Szatmári2Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungaryInstitute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungaryInstitute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungaryKYNAs, a compound with endogenous neuroprotective functions and an indole that is a building block of many biologically active compounds, such as a variety of neurotransmitters, are reacted in a transformation building upon Mannich bases. The reaction yields triarylmethane derivatives containing two biologically potent skeletons, and it may contribute to the synthesis of new, specialised neuroprotective compounds. The synthesis has been investigated via two procedures and the results were compared to those of previous studies. A possible alternative reaction route through acid catalysis has been established.https://www.mdpi.com/1422-0067/23/13/7152kynurenic acidindoleMannich baseMannich reactiontriarylmethanesbioconjugates |
spellingShingle | Bálint Lőrinczi Péter Simon István Szatmári Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich Bases International Journal of Molecular Sciences kynurenic acid indole Mannich base Mannich reaction triarylmethanes bioconjugates |
title | Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich Bases |
title_full | Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich Bases |
title_fullStr | Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich Bases |
title_full_unstemmed | Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich Bases |
title_short | Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich Bases |
title_sort | synthesis of indole coupled kyna derivatives via c n bond cleavage of mannich bases |
topic | kynurenic acid indole Mannich base Mannich reaction triarylmethanes bioconjugates |
url | https://www.mdpi.com/1422-0067/23/13/7152 |
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