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. Author manuscript; available in PMC: 2016 Sep 24.
Published in final edited form as: J Med Chem. 2015 Sep 11;58(18):7419–7430. doi: 10.1021/acs.jmedchem.5b00930

Figure 3.

Figure 3

Analytical HPLC analyses of 10 mM DMSO stocks of 1. (A) Fresh stock solutions of 1 are >99% pure as determined by HPLC (See SI: Section III). (B) After 21 days of gentle shaking in ambient atmosphere at 25 °C, HPLC analysis shows evidence of decomposition through the appearance of multiple new peaks. (C) Compounds 6, 7a-b, and 8 can be assigned to the three prominent peaks in the decomposition mixutre. These compounds were isolated by HPLC and characterized by LC-MS, 1H NMR, HRMS, and co-injection of the isolated standards with aged samples of 1 (t = 21 d) (See SI: Sections II, V-VII, and IX for characterization data). (D) DMSO stocks of 1 aged under inert conditions (N2) exhibit drastically reduced decomposition. (E, F) DMSO stocks of 1 aged in the dark or in the presence of NaN3 exhibit no decomposition.