{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T02:38:54Z","timestamp":1760150334724,"version":"build-2065373602"},"reference-count":31,"publisher":"MDPI AG","issue":"22","license":[{"start":{"date-parts":[[2023,11,8]],"date-time":"2023-11-08T00:00:00Z","timestamp":1699401600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Foundation for Science and Technology","award":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"],"award-info":[{"award-number":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"]}]},{"name":"Coimbra Chemistry Centre","award":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"],"award-info":[{"award-number":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"]}]},{"name":"CIBB","award":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"],"award-info":[{"award-number":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"]}]},{"name":"FEDER","award":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"],"award-info":[{"award-number":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"]}]},{"name":"Rede Nacional de Resson\u00e2ncia Magn\u00e9tica Nuclear","award":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"],"award-info":[{"award-number":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"]}]},{"name":"ChemMat Programme","award":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"],"award-info":[{"award-number":["UIDB\/00313\/2020","UIDP\/QUI\/00313\/2020","UID\/NEU\/04539\/2019","UIDB\/04539\/2020","UIDP\/04539\/2020","POCI-01-0145-FEDER-007440","RECI\/QEQ-QFI\/0168\/2012","CENTRO-07-CT62-FEDER-002012","PD\/BD\/150440\/2019"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Materials"],"abstract":"<jats:p>BODIPYs are bicyclic aromatic compounds with unique spectroscopic, photophysical, and chemical properties. This study aimed to find BODIPYs with characteristics biocompatible with human cell lines for possible use as imaging agents. Six BODIPY derivatives were synthesised with groups linked to boron, fluorine, phenol, or catechol, resulting in compounds with different physicochemical characteristics. NMR, absorption, and emission spectroscopy and mass spectrometry were subsequently used to characterise them. Afterwards, the biocompatibility of these compounds was evaluated using MTT, SRB, and cellular uptake assays in A549 and H1299 cell lines. Furthermore, a haemolysis assay was performed on human blood cells. To summarise the main results, BODIPYs 1 to 4 showed considerable fluorescence. In contrast, BODIPYs 5 and 6 showed very weak fluorescence, which could be related to the presence of the catechol group and its quenching properties. Regarding biocompatibility, all compounds had metabolic activity and viability above 80% and 70%, respectively. BODIPYs 3 and 6 presented the most consistent data, demonstrating good uptake and, in general, haemolytic activity below 25%. In conclusion, the cytotoxic effects of the compounds were not considerable, and the presence of cyclic alkoxides in BODIPYs 3 and 6 may introduce exciting features that should be highlighted for dual imaging for BODIPY 3 due to its fluorescence or for radioactive labelling in the case of both BODIPYs.<\/jats:p>","DOI":"10.3390\/ma16227085","type":"journal-article","created":{"date-parts":[[2023,11,9]],"date-time":"2023-11-09T03:42:40Z","timestamp":1699501360000},"page":"7085","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Synthesis and In Vitro Biocompatibility Studies of Novel Alkoxy 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacenes"],"prefix":"10.3390","volume":"16","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5741-5093","authenticated-orcid":false,"given":"Margarida G.","family":"Santos","sequence":"first","affiliation":[{"name":"Department of Physics, University of Coimbra, 3004-516 Coimbra, Portugal"}]},{"given":"Juliana","family":"Ara\u00fajo","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9930-5282","authenticated-orcid":false,"given":"Chrislaura","family":"Carmo","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal"}]},{"given":"Leonardo","family":"Santos","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7202-1650","authenticated-orcid":false,"given":"Maria Filomena","family":"Botelho","sequence":"additional","affiliation":[{"name":"Coimbra Institute for Clinical and Biomedical Research (iCBR), Area of Environment, Genetics and Oncobiology (CIMAGO), and Institute of Biophysics, Faculty of Medicine, University of Coimbra, 3000-354 Coimbra, Portugal"},{"name":"Center for Innovative Biomedicine and Biotechnology (CIBB), University of Coimbra, 3000-548 Coimbra, Portugal"},{"name":"Clinical Academic Centre of Coimbra (CACC), 3000-354 Coimbra, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0689-6007","authenticated-orcid":false,"given":"Mafalda","family":"Laranjo","sequence":"additional","affiliation":[{"name":"Coimbra Institute for Clinical and Biomedical Research (iCBR), Area of Environment, Genetics and Oncobiology (CIMAGO), and Institute of Biophysics, Faculty of Medicine, University of Coimbra, 3000-354 Coimbra, Portugal"},{"name":"Center for Innovative Biomedicine and Biotechnology (CIBB), University of Coimbra, 3000-548 Coimbra, Portugal"},{"name":"Clinical Academic Centre of Coimbra (CACC), 3000-354 Coimbra, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6367-027X","authenticated-orcid":false,"given":"Ab\u00edlio J. F. N.","family":"Sobral","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2023,11,8]]},"reference":[{"key":"ref_1","unstructured":"Aguiar, A.L.G.d. (2019). New Boron-Dipyrromethene (BODIPY) Molecules As Suitable Electron-Donors for Organic Photovoltaic Cells. [Ph.D. Thesis, University of Coimbra]."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"109517","DOI":"10.1016\/j.dyepig.2021.109517","article-title":"New series of BODIPY dyes: Synthesis, characterisation and applications in photovoltaic cells and light-emitting diodes","volume":"193","author":"Aguiar","year":"2021","journal-title":"Dye. 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