Four cyclic diarylheptanoids-carpinontriols A () and B (), giffonin X () and 3,12,17-trihydroxytricyclo [12.3.1.1]nonadeca-1(18),2(19),3,5,14,16-hexaene-8,11-dione ()-were isolated from (Betulaceae). Chemical stability of the isolated diarylheptanoids was evaluated as a function of storage temperature (-15, 5, 22 °C) and time (12 and 23 weeks). The effect of the solvent and the pH (1.2, 6.8, 7.4) on the stability of these diarylheptanoids was also investigated. Compounds and showed good stability both in aqueous and methanolic solutions at all investigated temperatures. Only was stable at all three studied biorelevant pH values. Degradation products of and were formed by the elimination of a water molecule from the parent compounds, as confirmed by ultrahigh-performance liquid chromatography-high-resolution tandem mass spectrometry (UHPLC-HR-MS). The permeability of the compounds across biological membranes was evaluated by the parallel artificial membrane permeability assay (PAMPA). Compound possesses a log value of -5.92 ± 0.04 in the blood-brain barrier-specific PAMPA-BBB study, indicating that it may be able to cross the blood-brain barrier via passive diffusion. The in vitro antiproliferative activity of the compounds was investigated against five human cancer cell lines, confirming that inhibits cell proliferation in A2058 human metastatic melanoma cells.
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| http://dx.doi.org/10.3390/ijms241713489 | DOI Listing |
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