4'-Nitrobiphenyl thioglucoside as the Smallest, fluorescent photosensitizer with cancer targeting ligand.


Journal

Bioorganic & medicinal chemistry
ISSN: 1464-3391
Titre abrégé: Bioorg Med Chem
Pays: England
ID NLM: 9413298

Informations de publication

Date de publication:
01 05 2022
Historique:
received: 14 02 2022
revised: 28 03 2022
accepted: 28 03 2022
pubmed: 7 4 2022
medline: 3 5 2022
entrez: 6 4 2022
Statut: ppublish

Résumé

We have previously developed a glucose-linked biphenyl photosensitizer that can pass through glucose transporters, aiming for cancer-selective photodynamic therapy (PDT). Its small size (MW: 435) will allow oral administration and a fast clearance avoiding photosensitivity. However, its fluorescence efficiency was quite low, causing difficulty in monitoring cellular uptake. We thus synthesized a series of monosaccharide-linked biphenyl derivatives with a sulfur atom replacing an oxygen atom, in search of a photosensitizer with a brighter fluorescence. Among them, 4'-nitrobiphenyl thioglucoside showed a fluorescence emission extending to near infra-red region with a strength three times greater than that of the previous compound. This compound was found to have a higher

Identifiants

pubmed: 35382968
pii: S0968-0896(22)00129-8
doi: 10.1016/j.bmc.2022.116737
pii:
doi:

Substances chimiques

Coloring Agents 0
Ligands 0
Photosensitizing Agents 0
Thioglucosides 0
Glucose IY9XDZ35W2

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

116737

Informations de copyright

Copyright © 2022 Elsevier Ltd. All rights reserved.

Auteurs

Takashi Kanamori (T)

School of Life Science and Technology, Tokyo Institute of Technology, J2-10 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan.

Yuto Miki (Y)

School of Life Science and Technology, Tokyo Institute of Technology, J2-10 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan.

Masataka Katou (M)

School of Life Science and Technology, Tokyo Institute of Technology, J2-10 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan.

Shun-Ichiro Ogura (SI)

School of Life Science and Technology, Tokyo Institute of Technology, J2-10 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan.

Hideya Yuasa (H)

School of Life Science and Technology, Tokyo Institute of Technology, J2-10 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan. Electronic address: yuasa.h.ac@m.titech.ac.jp.

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Classifications MeSH