Abstract
Kynurenic acid (KYNA) is an endogenous neuroprotective agent of increasing importance. Several derivatives have already been synthesized, bearing an abundance of functional groups attached to the main skeleton in different positions. Several of these compounds have already been tested in biological evaluations, with several of them targeting the same receptors and biological effects as KYNA. However, these modified compounds build upon the unmodified KYNA skeleton leaving a possible route for the synthesis of new, potentially neuroprotective derivatives with heteroatom-containing ring systems. The aim of this review is to summarize the syntheses of KYNA derivatives with altered skeletons and to pinpoint an appealing transformation for future medicinal lead molecules.
Highlights
Kynurenic acid (KYNA) is an endogenous product of the tryptophan (TRP) metabolism, a pathway known to be responsible for the production of nicotinamide adenine dinucleotide (NAD) and NAD phosphate [1,2]
The aim of this review is to summarize the syntheses of KYNA derivatives modified at the B ring that either contain a heteroatom in the B ring and/or have a different ring size (Figure 1)
Kynurenic acid derivatives with a modified B-ring skeleton represent an interesting alternative for the synthesis of new KYNA analogs
Summary
KYNA (kynurenic acid) is an endogenous product of the tryptophan (TRP) metabolism, a pathway known to be responsible for the production of nicotinamide adenine dinucleotide (NAD) and NAD phosphate [1,2]. The aim of this review is to summarize the syntheses of KYNA derivatives modified at the B ring that either contain a heteroatom in the B ring and/or have a different ring size (Figure 1) In the future, these compounds may provide a basis for the synthesis of new KYNA derivatives and a variety of candidates for medicinal use. These compounds may provide a basis for the synthesis of new KYNA derivatives and a variety of candidates for medicinal use With this in mind, the secondary aim of this review is to collect new substitution reactions carried out on the kynurenic acid skeleton. From this aspect, differ only in a few cases, they have been categorized on the basis of the type and position of the heteroatom in the modified skeletons
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