56460-36-7Relevant articles and documents
Synthesis of MR-49, a deiodinated analog of tetraiodothyroacetic acid (tetrac), as a novel pro-angiogenesis modulator
Rajabi, Mehdi,Sudha, Thangirala,Darwish, Noureldien H.E.,Davis, Paul J.,Mousa, Shaker A.
supporting information, p. 4112 - 4116 (2016/08/01)
The tyrosine-based hormones 3,3′,5-triiodo-L-thyronine (L-T3) and L-thyroxine (L-T4) that are produced by the thyroid gland control metabolic functions. Iodothyronine deiodinase enzymes convert L-T4to L-T3, the form of thyroid hormone critical to genomic actions within cells and regulation of metabolism, and to reverse-L-T3, a hormone isoform that is largely inactive. We used tertiary amines in a study of deiodination based on derivatives of tetraiodothyroacetic acid (tetrac)—a naturally occurring derivative of L-T4—to mimic the action of the iodothyronine deiodinases and deiodination of the outer ring iodines. Deiodinated tetrac, MR-49, was found to be pro-angiogenic, with this activity exceeding that of L-T3and L-T4in a hemoglobin Matrigel plug assay of angiogenesis. Tetrac is anti-angiogenic via several nongenomic pathways, and the present studies of MR-49 reveal the critical contribution of outer ring iodines to the angiogenic properties of thyroid hormone analogues, which may have utility as pro-angiogenic pharmaceuticals.
