Fluorescent styrylpyrylium probes for the imaging of mitochondria in live cells
View/ Open
Impact
Scholar |
Other documents of the author: Muñoz Resta, Ignacio; Lucantoni, Federico; Apostolova, Nadezda; Galindo, Francisco
Metadata
Show full item recordcomunitat-uji-handle:10234/9
comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
comunitat-uji-handle4:
INVESTIGACIONMetadata
Title
Fluorescent styrylpyrylium probes for the imaging of mitochondria in live cellsDate
2021-10-07ISSN
1477-0520; 1477-0539Bibliographic citation
Resta, I. M., Lucantoni, F., Apostolova, N., & Galindo, F. (2021). Fluorescent styrylpyrylium probes for the imaging of mitochondria in live cells. Organic & Biomolecular Chemistry, 19(41), 9043-9057.Type
info:eu-repo/semantics/articleVersion
info:eu-repo/semantics/acceptedVersionAbstract
Eight styrylpyrylium tetrafluoroborate salts have been synthesized and fully optically characterized by UV-vis absorption and fluorescence steady-state / time-resolved spectroscopies. The new dyes display strong ... [+]
Eight styrylpyrylium tetrafluoroborate salts have been synthesized and fully optically characterized by UV-vis absorption and fluorescence steady-state / time-resolved spectroscopies. The new dyes display strong emission bands with yellow-orange colours, depending on the substituents present in the structure. Notably, the Stokes shift recorded for some of them exceeds 100 nm, a very valuable feature for biological imaging. Four of them have been assayed as biological imaging agents by confocal laser scanning microscopy (CLSM) in the human hepatoma cell line Hep3B. It has been found that all the compounds stain efficiently intracellular structures which have been identified as mitochondria through colocalization assays with MitoView (a well-known mitochondrial marker) and by using carbonyl cyanide m-chlorophenyl hydrazone (CCCP) as mitochondrial membrane potential uncoupler. Additionally, the potential ability of the studied dyes as cytotoxic drugs has been explored. Inhibitory concentration (IC50) against Hep3B was found to be in the range of 4.2 μM - 11.5 μM, similar to other described anticancer drugs for the same hepatoma cell line. The combined features of a good imaging agent and potential anticancer drug make the family of studied pyrylium salts good candidates for further theranostic studies. Remarkably, despite the extensive use of pyrylium dyes in several scientific areas (from photocatalysis to optics), there is no precedent description of a styrylpyrylium salt with potential theranostic applications. [-]
Is part of
Organic and Biomolecular Chemistry, Issue 41 (2021)Funder Name
Generalitat Valenciana
Project code
AICO/2020/322 | GRISOLIAP/2018/071
Rights
http://rightsstatements.org/vocab/InC/1.0/
info:eu-repo/semantics/openAccess
info:eu-repo/semantics/openAccess
This item appears in the folowing collection(s)
- QUIO_Articles [701]