biostudies-literatureFelegyi-Toth CANational Research, Development and Innovation Office13489https://www.ebi.ac.uk/biostudies/studies/S-EPMC10488193biostudies-literatureUnknown24(17)Four cyclic diarylheptanoids-carpinontriols A (<b>1</b>) and B (<b>2</b>), giffonin X (<b>3</b>) and 3,12,17-trihydroxytricyclo [12.3.1.1^2,6]nonadeca-1(18),2(19),3,5,14,16-hexaene-8,11-dione (<b>4</b>)-were isolated from <i>Carpinus betulus</i> (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 <b>2</b> and <b>4</b> showed good stability both in aqueous and methanolic solutions at all investigated temperatures. Only <b>2</b> was stable at all three studied biorelevant pH values. Degradation products of <b>1</b> and <b>3</b> were formed by the eInternational journal of molecular sciencesEvaluation of the Chemical Stability, Membrane Permeability and Antiproliferative Activity of Cyclic Diarylheptanoids from European Hornbeam (<i>Carpinus betulus</i> L.).PMC10488193FK 125302EFOP-1.8.0-VEKOP-17-2017-0000K-142904VEKOP-2.3.3-15-2017-00020K 120342TKP2020-IKA-052018-1.2.1-NKP-2018-00005K 135712Simon AAlberti AFelegyi-Toth CABoldizsar IRiethmuller EHeilmann TBosze SBuda EStipsicz BfalseEvaluation of the Chemical Stability, Membrane Permeability and Antiproliferative Activity of Cyclic Diarylheptanoids from European Hornbeam (<i>Carpinus betulus</i> L.).Four cyclic diarylheptanoids-carpinontriols A (<b>1</b>) and B (<b>2</b>), giffonin X (<b>3</b>) and 3,12,17-trihydroxytricyclo [12.3.1.1^2,6]nonadeca-1(18),2(19),3,5,14,16-hexaene-8,11-dione (<b>4</b>)-were isolated from <i>Carpinus betulus</i> (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 <b>2</b> and <b>4</b> showed good stability both in aqueous and methanolic solutions at all investigated temperatures. Only <b>2</b> was stable at all three studied biorelevant pH values. Degradation products of <b>1</b> and <b>3</b> were formed by the e2023-01-01T00:00:00Z2023 Aug2025-05-29T19:51:19.957Z2025-04-05T20:54:57.833ZS-EPMC104881933768629710.3390/ijms241713489