Academic Journal

Novel luminescent benzopyranothiophene- and BODIPY-derived aroylhydrazonic ligands and their dicopper(II) complexes: syntheses, antiproliferative activity and cellular uptake studies

التفاصيل البيبلوغرافية
العنوان: Novel luminescent benzopyranothiophene- and BODIPY-derived aroylhydrazonic ligands and their dicopper(II) complexes: syntheses, antiproliferative activity and cellular uptake studies
المؤلفون: Rada, Jesica Paola, Forté, Jérémy, Gontard, Geoffrey, Bachelet, Claude-Marie, Rey, Nicolás, Salmain, Michèle, Corcé, Vincent
المساهمون: Institut Parisien de Chimie Moléculaire (IPCM), Chimie Moléculaire de Paris Centre (FR 2769), École normale supérieure - Paris (ENS-PSL), Université Paris Sciences et Lettres (PSL)-Université Paris Sciences et Lettres (PSL)-Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL (ENSCP), Université Paris Sciences et Lettres (PSL)-Ecole Superieure de Physique et de Chimie Industrielles de la Ville de Paris (ESPCI Paris), Université Paris Sciences et Lettres (PSL)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-École normale supérieure - Paris (ENS-PSL), Université Paris Sciences et Lettres (PSL)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Pontifícia Universidade Católica do Rio de Janeiro Brasil = Pontifical Catholic University of Rio de Janeiro Brazil = Université catholique pontificale de Rio de Janeiro Brésil (PUC-Rio), Institut du Cerveau = Paris Brain Institute (ICM), Assistance publique - Hôpitaux de Paris (AP-HP) (AP-HP)-Institut National de la Santé et de la Recherche Médicale (INSERM)-CHU Pitié-Salpêtrière AP-HP, Assistance publique - Hôpitaux de Paris (AP-HP) (AP-HP)-Sorbonne Université (SU)-Sorbonne Université (SU)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS), Chemical Biology (CHEMBIO), Université Paris Sciences et Lettres (PSL)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS)-Chimie Moléculaire de Paris Centre (FR 2769)
المصدر: ISSN: 0949-8257.
بيانات النشر: HAL CCSD
Springer Verlag
سنة النشر: 2021
مصطلحات موضوعية: aroylhydrazones, copper complexes, anticancer agents, cytotoxicity, cellular uptake, [CHIM.COOR]Chemical Sciences/Coordination chemistry, [CHIM.THER]Chemical Sciences/Medicinal Chemistry, [SDV.CAN]Life Sciences [q-bio]/Cancer
الوصف: International audience ; Two novel unsymmetrical binucleating aroylhydrazonic ligands and four dicopper(II) complexes carrying fluorescent benzopyranothiophene (BPT) or boron dipyrromethene (BODIPY) entities were synthesized and fully characterized. Complex 1, derived from the BPT-containing ligand H3L1, had its crystal structure elucidated through X-ray diffraction measurements. The absorption and fluorescence profiles of all the compounds obtained were discussed. Additionally, the stability of the ligands and complexes was monitored by UV–vis spectroscopy in DMSO and biologically relevant media. All the compounds showed moderate to high cytotoxicity towards the triple negative human breast cancer cell line MDA-MB-231. BPT derivatives were the most cytotoxic, specially H3L1, reaching an IC50 value up to the nanomolar range. Finally, fluorescence microscopy imaging studies employing mitochondria- and nucleus-staining dyes showed that the BODIPY-carrying ligand H3L2 was highly cell permeant and suggested that the compound preferentially accumulates in the mitochondria.
نوع الوثيقة: article in journal/newspaper
اللغة: English
Relation: hal-03351012; https://hal.science/hal-03351012; https://hal.science/hal-03351012/document; https://hal.science/hal-03351012/file/Manuscript%20Rada_FINAL.pdf
DOI: 10.1007/s00775-021-01885-5
الاتاحة: https://hal.science/hal-03351012
https://hal.science/hal-03351012/document
https://hal.science/hal-03351012/file/Manuscript%20Rada_FINAL.pdf
https://doi.org/10.1007/s00775-021-01885-5
Rights: info:eu-repo/semantics/OpenAccess
رقم الانضمام: edsbas.26CD2280
قاعدة البيانات: BASE
الوصف
DOI:10.1007/s00775-021-01885-5