Synthesis and application of the fluorescent furan and imidazole probes for selective in vivo and in vitro cancer cell imaging.

Cancer cell Fluorescence imaging Furan derivatives Imidazole derivatives In vitro imaging In vivo imaging Tumor

Journal

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy
ISSN: 1873-3557
Titre abrégé: Spectrochim Acta A Mol Biomol Spectrosc
Pays: England
ID NLM: 9602533

Informations de publication

Date de publication:
15 Oct 2022
Historique:
received: 09 04 2022
revised: 25 05 2022
accepted: 29 05 2022
pubmed: 10 6 2022
medline: 28 6 2022
entrez: 9 6 2022
Statut: ppublish

Résumé

Development of imaging probes for identification of tumors in the early stages of growth can significantly reduce the tumor-related health hazards and improve our capacity for treatment of cancer. In this work, three different furan and imidazole fluorescent derivatives abbreviated as Cyclo X, SAC and SNO are introduced for in vivo and in vitro imaging of cancer cells. The fluorescence quantum yield values were 0.226, 0.400 and 0.479 for Cyclo X, SAC and SNO, respectively. The excitation and emission wavelengths of maximum intensity were (360, 452), (350, 428) and (350, 432) nm for Cyclo X, SAC and SNO, respectively. The MTT reduction assay was used to estimate the cytotoxic activity of the proposed derivatives against HT-29 (cancer) and Vero (normal) cell lines. Cyclo X showed no cytotoxic effect, while SAC and SNO showed significantly higher cytotoxicity against the tested cell lines than cisplatin as a well-known anticancer drug. In vitro fluorescence microscopic images obtained using HT-29 cells showed that Cyclo X produced very bright images. The in vivo cancer cell imaging using 4T1 tumor-bearing mice revealed that Cyclo X is selectively accumulated in the tumor without distribution in the mice body organs. The spectral and structural stability, large Stokes shift, non-cytotoxicity and high level of selectivity for in vivo imaging are properties that make Cyclo X a suitable candidate to be used for long-term monitoring of cancer cells.

Identifiants

pubmed: 35679740
pii: S1386-1425(22)00604-7
doi: 10.1016/j.saa.2022.121455
pii:
doi:

Substances chimiques

Antineoplastic Agents 0
Fluorescent Dyes 0
Furans 0
Imidazoles 0
Cisplatin Q20Q21Q62J

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

121455

Informations de copyright

Copyright © 2022 Elsevier B.V. All rights reserved.

Auteurs

Parisa Mehdizadeh Naderi (P)

Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, Islamic Republic of Iran.

Kiomars Zargoosh (K)

Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, Islamic Republic of Iran. Electronic address: kiomarszargoosh@iut.ac.ir.

Mohammad Qandalee (M)

Department of Basic Sciences, Garmsar Branch, Islamic Azad University, Garmsar, Iran.

Omidreza Firuzi (O)

Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran.

Hossein Behmadi (H)

Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran.

Saman Hossienkhani (S)

Department of Biochemistry, Faculty of Biological Science, Tarbiat Modares University, Tehran, Iran.

Sorous Moasses Ghafary (S)

Department of Nanobiotechnology, Faculty of Biological Science, Tarbiat Modares University, Tehran, Iran.

Carlos J Durán-Valle (CJ)

IACYS, Faculty of Science, University of Extremadura, 06006 Badajoz, Spain.

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Classifications MeSH