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Τύπος: Άρθρο σε επιστημονικό περιοδικό
Τίτλος: Conjugation of triphenylantimony(V) with carvacrol against human breast cancer cells
Συγγραφέας: [EL] Καπετανά, Μαριάνθη[EN] Kapetana, Marianthisemantics logo
[EL] Μπαντή, Χριστίνα[EN] Banti, Christinasemantics logo
[EL] Παπαχριστοδούλου, Χριστίνα[EN] Papachristodoulou, Christinasemantics logo
[EL] Ψυχάρης, Βασίλειος[EN] Psycharis, Vassilissemantics logo
[EL] Ραπτοπούλου, Αικατερίνη[EN] Raptopoulou, Catherinesemantics logo
[EL] Χατζηκακού, Σωτήρης[EN] Hadjikakou, Sotiriossemantics logo
Ημερομηνία: 17/03/2022
Περίληψη: The organoantimony derivative of formula trans-O,O-[Ph3SbV(Carv)2] (TPAC) (CarvH = carvacrol) is obtained by the oxidation of triphenylstibine ( Ph3SbIII) with hydrogen peroxide in the presence of carvacrol (CarvH). Physical methods such as X-ray Fluorescence (XRF) spectroscopy, single crystal and powder X-ray diffraction analysis (XRD and PXRD), Attenuated Total Reflection Fourier Transform Infra-red (ATR-FTIR) spectroscopy, Thermogravimetric Differential Thermal Analysis (TG–DTA) and Differential Scanning Calorimetry (DTG/DSC), confirm the retention of the formula of TPAC throughout the sample mass in solid state, while UV–Vis spectroscopy in the solution. TPAC is the first example of carvacrol (the main ingredient of oregano) covalently bonded to any metal ion. Only the trans-O,O-[Ph3Sb(Carv)2] isomer was isolated suggesting stereo-selectivity of the preparation route. TPAC inhibits in vitro both human breast adenocarcinoma cell lines: MCF-7 (positive to hormones receptor (HR +)), MDA-MB-231 (negative to hormones receptor (HR-)) stronger than normal human fetal lung fibroblast cells (MRC-5). The MCF-7 cells morphology, DNA fragmentation, Acridine Orange/Ethidium Bromide (AO/EB) Staining, cell cycle arrest and mitochondrial membrane permeabilization tests suggest an apoptotic pathway for cell death, especially, through the mitochondrion damage. The binding type of TPAC toward the calf thymus CT-DNA was initially deduced ex vivo from the differentiation of the DNA solution viscosity. Fluorescence spectroscopy confirms the interaction mode suggested. Spectroscopic evidence (FTIR, UV–Vis) suggest that glutathione (GSH) (a tripeptide overexpressed in tumor cells) induces conversion of non-active pentavalent antimony, which is contained in TPAC, to active trivalent one, providing a new strategy for the development of targeted chemotherapeutics.
Γλώσσα: Αγγλικά
Σελίδες: 17
DOI: 10.1007/s00775-022-01936-5
EISSN: 1432-1327
Θεματική κατηγορία: [EL] Ανόργανη και Πυρηνική χημεία[EN] Inorganic and Nuclear Chemistrysemantics logo
[EL] Φαρμακευτική χημεία[EN] Medicinal chemistrysemantics logo
Λέξεις-κλειδιά: βιοανόργανη χημείαBiological inorganic chemistryPentavalent antimony metallodrugsCarvacrolNatural productscytotoxicityapoptosis
Κάτοχος πνευματικών δικαιωμάτων: © Springer Nature B.V. 2022
Ηλεκτρονική διεύθυνση του τεκμηρίου στον εκδότη: https://link.springer.com/article/10.1007/s00775-022-01936-5
Ηλεκτρονική διεύθυνση περιοδικού: https://link.springer.com/journal/775
Τίτλος πηγής δημοσίευσης: Journal of Biological Inorganic Chemistry
Τεύχος: 27
Σελίδες τεκμηρίου (στην πηγή): 373–389
Σημειώσεις: C.N.B. has been fnancially supported by the State Scholarships Foundation (IKϒ) (Project No. 2019-050-0503-17816), through the Operational Programme “Human Resources Development, Education and Lifelong Learning” in the context of the project “Reinforcement of Postdoctoral Researchers—2nd Cycle” (MIS-5033021), which is co-fnanced by Greece and the European Union (European Social Fund- ESF)
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