Design and synthesis of novel L-tyrosine derivatives containing phenoxyacetyl structural unit and and PPAR agonist activities was written by Zhou, Li-jiang;Yan, Ju-fang;Zhang, Kun;Fan, Li;Chen, Xin;Yang, Da-cheng. And the article was included in Yaoxue Xuebao in 2013.Electric Literature of C4H5NO2S This article mentions the following:
The design, synthesis and bioevaluation of a series of novel L-tyrosine derivatives as peroxisome proliferator-activated receptor(PPAR) agonists are reported. Four intermediates and twenty L-tyrosine derivatives containing phenoxyacetyl structural unit TM1 were synthesized starting from L-tyrosine via four step reactions including esterification of carboxyl group, phenoxyacetylation of α-amino group, bromoalkylation of phenolic hydroxyl group and then nucleophilic substitution reaction with various heterocyclic amines in 21%-75% overall yield. L-tyrosine derivatives TM1 were hydrolyzed to give sixteen corresponding target compounds TM2 in 77%-99% yield. The chem. structures of the thirty-nine new compounds were identified using 1H NMR, 13C NMR techniques and thirty-five compounds were confirmed by HR-MS techniques. Screening results in vitro show that the PPAR relative activation activities of the target mols. are weak overall, while compound TM2i reaches 50.01%, which indicates that the mol. structures of these obtained compounds need to be modified further. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Electric Literature of C4H5NO2S).
3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) belongs to thiazolidine derivatives. Thiazolidines undergo hydrolysis to aldehyde and amino thiol under acid or basic aqueous conditions. Open-chain compounds are obtained when thiazolidines are treated with tris(trimethylsilyl)silane in a reaction in which the thiazolidine derivatives act as a source of α-aminoalkyl radicals.Electric Literature of C4H5NO2S
Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com