Synthesis and Preliminary Biological Evaluation of 1,3,5-Triazine Amino Acid Derivatives to Study Their MAO Inhibitors

Abstract

Three series of 4,6-dimethoxy-, 4,6-dipiperidino-and 4,6-dimorpholino-1,3,5-triazin-2-yl) amino acid derivatives were synthesized and characterized. A preliminary study for their monoamine oxidase inhibitory activity showed that compounds 7, 18, and 25 had MAO-A inhibition activity comparable to that of the standard clorgyline, with apparently more selective inhibitory activity toward MAO-A than MAO-B and no significant acute toxicity.

1,3,5‐Triazino Peptide Derivatives: Synthesis, Characterization, and Preliminary Antileishmanial Activity

“…All solvents and reagents were purchased from Sigma–Aldrich. The 1,3,5‐triazinyl l ‐amino acid derivatives 1 a – g , 2 a , b , d , e , g and 3 a , b , d , e , g were prepared previously in our laboratory . Unless otherwise stated, normal workup from organic solvents involved drying over Na 2 SO 4 and rotary evaporation.…”

“…The 1,3,5-triazinyl l-amino acid derivatives 1a-g, 2a,b,d,e,g and 3a,b,d,e,g were prepared previously in our laboratory. [38] Unless otherwise stated, normal workup from organic solvents involved drying over Na 2 SO 4 and rotary evaporation. TLC was performed General procedure for the synthesis of N-(4,6-dipiperidino-1,3, 5-triazin-2-yl) dipeptide ethyl esters (5 a,b,d,e,g):H ATU( 0.19 g, 0.5 mmol) was added to an ice-cold solution of the N a -(4,6-dipiperidino-1,3,5-triazin-2-yl)amino acid (0.5 mmol) and DIEA (0.17 mL, 1mmol) in DMF (2 mL) with stirring.…”

Nucleobase deaminases: a potential enzyme system for new therapies

“…5 These compounds belong to the 1,3,5-triazine class of compounds, which are being exploited as anticancer and antimicrobial agents in their derivatized forms. 54,55 Upon analysing the chemical nature of the substrates, it was concluded that all the compounds which underwent deamination by Msd exhibit a typical azapyrimidine-like scaffold; isoguanine, a purine substrate of Msd, also displays similar conjugation chemistry to s-triazines (Fig. 6B).…”

s-Triazine: A Privileged Structure for Drug Discovery and Bioconjugation

“…[4,12,19,20]. Taking advantage of the unique reactivity shown by TCT, we have synthesized several s-triazine derivatives and evaluated their activity for several biological targets, which will be discussed in subsequent sections [13,14,[21][22][23][24][25][26][27][28]. TCT has been further explored as a linker that encompasses two key chemical concepts, namely orthogonality and chemoselectivity [8,16,29].…”