TY - JOUR AU - Felegyi-Tóth, Csenge Anna AU - Heilmann, Tímea AU - Buda, Eszter AU - Stipsicz, Bence András AU - Simon, Alexandra AU - Boldizsár, Imre AU - Bősze, Szilvia AU - Riethmüller, Eszter AU - Alberti, Ágnes TI - Evaluation of the Chemical Stability, Membrane Permeability and Antiproliferative Activity of Cyclic Diarylheptanoids from European Hornbeam (Carpinus betulus L.) JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 24 PY - 2023 IS - 17 PG - 17 SN - 1661-6596 DO - 10.3390/ijms241713489 UR - https://m2.mtmt.hu/api/publication/34122547 ID - 34122547 N1 - Department of Pharmacognosy, Semmelweis University, Üllői út 26, Budapest, 1085, Hungary Institute of Biology, Doctoral School of Biology, Eötvös Loránd University, Pázmány Péter sétány 1/C, Budapest, H-1117, Hungary ELKH-ELTE Research Group of Peptide Chemistry, Eötvös Loránd Research Network, Eötvös Loránd University, Pázmány Péter sétány 1/A, Budapest, H-1117, Hungary Department of Plant Anatomy, Institute of Biology, Eötvös Loránd University, Pázmány Péter sétány 1/C, Budapest, 1117, Hungary National Public Health Center, Albert Flórián út 2-6, Budapest, 1097, Hungary Export Date: 25 April 2024 Correspondence Address: Alberti, Á.; Department of Pharmacognosy, Üllői út 26, Hungary; email: alberti.agnes@semmelweis.hu AB - Four cyclic diarylheptanoids—carpinontriols A (1) and B (2), giffonin X (3) and 3,12,17-trihydroxytricyclo [12.3.1.12,6]nonadeca-1(18),2(19),3,5,14,16-hexaene-8,11-dione (4)—were isolated from Carpinus betulus (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 2 and 4 showed good stability both in aqueous and methanolic solutions at all investigated temperatures. Only 2 was stable at all three studied biorelevant pH values. Degradation products of 1 and 3 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 3 possesses a logPe 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 1 inhibits cell proliferation in A2058 human metastatic melanoma cells. LA - English DB - MTMT ER - TY - JOUR AU - Simon, Alexandra AU - Nghiem, Kim Szofi AU - Gampe, Nóra AU - Garádi, Zsófia AU - Boldizsár, Imre AU - Backlund, Anders AU - Darcsi, András AU - Nagyné Nedves, Andrea AU - Riethmüller, Eszter TI - Stability Study of Alpinia galanga Constituents and Investigation of Their Membrane Permeability by ChemGPS-NP and the Parallel Artificial Membrane Permeability Assay JF - PHARMACEUTICS J2 - PHARMACEUTICS VL - 14 PY - 2022 IS - 9 PG - 17 SN - 1999-4923 DO - 10.3390/pharmaceutics14091967 UR - https://m2.mtmt.hu/api/publication/33100596 ID - 33100596 N1 - Department of Pharmacognosy, Semmelweis University, Budapest, 1085, Hungary Department of Plant Anatomy, Eötvös Loránd University, Budapest, 1117, Hungary Department of Pharmaceutical Biosciences, Uppsala University, Uppsala, 752 37, Sweden National Institute of Pharmacy and Nutrition, Budapest, 1135, Hungary Export Date: 28 October 2022 Correspondence Address: Simon, A.; Department of Pharmacognosy, Hungary; email: simon.alexandra@pharma.semmelweis-univ.hu Correspondence Address: Riethmüller, E.; Department of Pharmacognosy, Hungary; email: eszter.riethmuller@gmail.com LA - English DB - MTMT ER - TY - JOUR AU - Felegyi-Tóth, Csenge Anna AU - Tóth, Zsófia AU - Garádi, Zsófia AU - Boldizsár, Imre AU - Nagyné Nedves, Andrea AU - Simon, Alexandra AU - Felegyi, Kristóf AU - Alberti, Ágnes AU - Riethmüller, Eszter TI - Membrane Permeability and Aqueous Stability Study of Linear and Cyclic Diarylheptanoids from Corylus maxima JF - PHARMACEUTICS J2 - PHARMACEUTICS VL - 14 PY - 2022 IS - 6 PG - 16 SN - 1999-4923 DO - 10.3390/pharmaceutics14061250 UR - https://m2.mtmt.hu/api/publication/32873552 ID - 32873552 N1 - Department of Pharmacognosy, Semmelweis University, Budapest, 1085, Hungary Department of Plant Anatomy, Eötvös Loránd University, Budapest, 1117, Hungary Cited By :2 Export Date: 11 October 2023 Correspondence Address: Riethmüller, E.; Department of Pharmacognosy, Hungary; email: eszter.riethmuller@gmail.com LA - English DB - MTMT ER - TY - JOUR AU - Dmitry, Olegovicsh Bokov AU - Riethmüller, Eszter TI - Anthocyanins profile characterization of common grape hyacinth (Muscari neglectum Guss. ex Ten.) flowers growing in Hungary by high-performance liquid chromatography coupled to diode array detector and mass spectrometry using the electrospray ionization interface JF - International Journal of Pharmaceutical Quality Assurance J2 - International Journal of Pharmaceutical Quality Assurance VL - 11 PY - 2020 IS - 1 SP - 15 EP - 19 PG - 5 SN - 0975-9506 DO - 10.25258/ijpqa.11.1.2 UR - https://m2.mtmt.hu/api/publication/32498823 ID - 32498823 LA - English DB - MTMT ER - TY - JOUR AU - Ayanlowo, Abisola Grace AU - Garádi, Zsófia AU - Boldizsár, Imre AU - Darcsi, András AU - Nagyné Nedves, Andrea AU - Varjas, Bence AU - Simon, Alexandra AU - Alberti, Ágnes AU - Riethmüller, Eszter TI - UHPLC-DPPH method reveals antioxidant tyramine and octopamine derivatives in Celtis occidentalis JF - JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS J2 - J PHARMACEUT BIOMED ANAL VL - 191 PY - 2020 PG - 7 SN - 0731-7085 DO - 10.1016/j.jpba.2020.113612 UR - https://m2.mtmt.hu/api/publication/31597921 ID - 31597921 LA - English DB - MTMT ER - TY - JOUR AU - Simon, Alexandra AU - Darcsi, András AU - Kéry, Ágnes AU - Riethmüller, Eszter TI - Blood-brain barrier permeability study of ginger constituents JF - JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS J2 - J PHARMACEUT BIOMED ANAL VL - 177 PY - 2020 PG - 5 SN - 0731-7085 DO - 10.1016/j.jpba.2019.112820 UR - https://m2.mtmt.hu/api/publication/30783582 ID - 30783582 N1 - Export Date: 29 September 2020 CODEN: JPBAD Correspondence Address: Riethmüller, E.; Department of Pharmacognosy, Semmelweis University, Üllői street 26, Hungary; email: eszter.riethmuller@gmail.com LA - English DB - MTMT ER - TY - JOUR AU - Tóth, Anita AU - Riethmüller, Eszter AU - Végh, Krisztina Emese AU - Alberti, Ágnes AU - Béni, Szabolcs AU - Kéry, Ágnes TI - Lysimachia fajok flavonoid összetételének és antioxidáns aktivitásának összehasonlító vizsgálata. [Comparative study of the flavonoid composition and antioxidant activity in lysimachia species] TS - [Comparative study of the flavonoid composition and antioxidant activity in lysimachia species] JF - ACTA PHARMACEUTICA HUNGARICA J2 - ACTA PHARM HUNG VL - 88 PY - 2018 IS - 2 SP - 75 EP - 83 PG - 10 SN - 0001-6659 UR - https://m2.mtmt.hu/api/publication/3398400 ID - 3398400 N1 - Export Date: 29 September 2020 CODEN: APHGA Export Date: 14 August 2021 CODEN: APHGA LA - Hungarian DB - MTMT ER - TY - CHAP AU - Végh, Krisztina Emese AU - Riethmüller, Eszter AU - Balogh, Gy T AU - Béni, Szabolcs AU - Kéry, Ágnes ED - Kmecz, Ildikó TI - Newly identified flavonoids in Tanacetum parthenium supercritical fluid extract and their LC-MS/NMR profiling using blood-brain barrier permeability assay T2 - Application of supercritical fluids 2018 conference. [Szuperkritikus oldószerek analitikai és műveleti alkalmazása konferencia] PB - BME Kémiai és Környezeti Folyamatmérnöki Tanszék CY - Budapest SN - 9789633132876 PY - 2018 SP - 12 EP - 12 PG - 1 UR - https://m2.mtmt.hu/api/publication/3376599 ID - 3376599 LA - English DB - MTMT ER - TY - JOUR AU - Végh, Krisztina Emese AU - Riethmüller, Eszter AU - Levente, Hosszú AU - Darcsi, András AU - Judit, Müller AU - Alberti, Ágnes AU - Tóth, Anita AU - Béni, Szabolcs AU - Könczöl, Árpád AU - Balogh, György Tibor AU - Kéry, Ágnes TI - Three newly identified lipophilic flavonoids in Tanacetum parthenium supercritical fluid extract penetrating the Blood-Brain Barrier JF - JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS J2 - J PHARMACEUT BIOMED ANAL VL - 149 PY - 2018 SP - 488 EP - 493 PG - 6 SN - 0731-7085 DO - 10.1016/j.jpba.2017.11.029 UR - https://m2.mtmt.hu/api/publication/3293443 ID - 3293443 LA - English DB - MTMT ER - TY - JOUR AU - Alberti, Ágnes AU - Riethmüller, Eszter AU - Béni, Szabolcs TI - Characterization of diarylheptanoids: An emerging class of bioactive natural products JF - JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS J2 - J PHARMACEUT BIOMED ANAL VL - 147 PY - 2018 SP - 13 EP - 34 PG - 22 SN - 0731-7085 DO - 10.1016/j.jpba.2017.08.051 UR - https://m2.mtmt.hu/api/publication/3273388 ID - 3273388 N1 - Cited By :12 Export Date: 29 September 2020 CODEN: JPBAD Correspondence Address: Alberti, Á.; Semmelweis University, Department of Pharmacognosy, Üllői út, 26., Hungary; email: alberti.agnes@pharma.semmelweis-univ.hu Cited By :22 Export Date: 4 June 2021 CODEN: JPBAD Correspondence Address: Alberti, Á.; Semmelweis University, Üllői út, 26., Hungary; email: alberti.agnes@pharma.semmelweis-univ.hu LA - English DB - MTMT ER -