15N-labelled pyrazines of triterpenic acids

Abstract

Triterpenoid pyrazines from our research group were found selectively cytotoxic on several cancer cell lines with IC 50 in low micromolar range. This sparked our interest in preparing their labeled analogs for metabolic studies. In this work, we prepared a set of non-labeled pyrazines from seven triterpenoid skeletal types along with their 15 N labelled analogs. In this work, we present the synthesis and characterization of the target 15 N labelled pyrazines. Currently, these compounds are being studied in complex metabolic studies.

Synthesis and Cytotoxic Activity of Triterpenoid Thiazoles Derived from Allobetulin, Methyl Betulonate, Methyl Oleanonate, and Oleanonic Acid

“…[13] Recently,m any cytotoxic derivatives were found among triterpenes that contain ah eterocycle fused to the A-ring of the triterpenoid skeleton. The mosta ctive compounds were indoles, [14,15] pyrazoles, [14,[16][17][18][19][20][21][22] isoxazoles, [23,24] triazoles, [25] pyrazines, [14,20,[26][27][28][29][30] quinoxalines, [14] pyrimidines, [23] and triazines. [31,32] Previously,w es ynthesized as et of triterpenes modified with five membered heterocycles and among them aminothiazole derivative 1 was the most active on multiple cancer cell lines, [19] which sparked our interest in such compounds.…”