Exploiting fluorescein based drug conjugates for fluorescent monitoring in drug delivery

Bazylevich, Andrii; Patsenker, L. D.; Gellerman, Gary

doi:10.1016/j.dyepig.2016.11.057

Cited by 30 publications

(21 citation statements)

References 32 publications

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“…Thus, due to the presence of esterases in CM, the drug‐release kinetics for both XCy‐CLB and OCTA‐G‐XCy‐CLB in CM is much faster compared with that in PB. The obtained half‐lives of ester bond cleavage in these media were found to be in good agreement with recently reported data . Linkage of OCTA to the conjugate accelerates drug release by a factor of 6 in PB, but only 1.3 in CM.…”

Section: Resultssupporting

confidence: 91%

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Peptide‐Driven Targeted Drug‐Delivery System Comprising Turn‐On Near‐Infrared Fluorescent Xanthene–Cyanine Reporter for Real‐Time Monitoring of Drug Release

et al. 2019

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Targeted drug delivery (TDD) is an efficient strategy for cancer treatment. However, the real‐time monitoring of drug delivery is still challenging because of a pronounced lack of TDD systems capable of providing a near‐infrared (NIR) fluorescence signal for the detection of drug‐release events. Herein, a new TDD system, comprising a turn‐on NIR fluorescent reporter attached to an anticancer drug and targeting peptide, is reported. This system provides both TDD and NIR fluorescence monitoring of drug‐release events in target tissue. In this TDD system, a new carboxy‐derivatized xanthene–cyanine (XCy) dye is attached to an anticancer drug, chlorambucil (CLB), through a hydrolytically cleavable ester linker and coupled to a targeting peptide, octreotide amide (OCTA), which is specific to somatostatin receptors SSTR‐2 and STTR‐5 overexpressed on many tumor cells. This OCTA‐G‐XCy‐CLB (G: γ‐aminobutyric acid) conjugate exhibits no detectable fluorescence, whereas, upon the hydrolytic cleavage of the ester linker, a bright NIR fluorescence appears at λ≈710 nm; this signals release of the drug. Real‐time TDD monitoring is demonstrated for the example of the human pancreatic cancer cell line overexpressing SSTR‐2 and STTR‐5, in comparison with the noncancerous Chinese hamster ovary cell line, which contains a reduced number of these receptors.

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Section: Resultssupporting

confidence: 91%

“…The obtainedh alf-lives of ester bond cleavage in these media were found to be in good agreement with recently reportedd ata. [35] Linkage of OCTAt ot he conjugate accelerates drug release by af actor of 6i nP B, but only 1.3 in CM.…”

Section: Spectralproperties and Drug-release Kineticsmentioning

confidence: 99%

Peptide‐Driven Targeted Drug‐Delivery System Comprising Turn‐On Near‐Infrared Fluorescent Xanthene–Cyanine Reporter for Real‐Time Monitoring of Drug Release

et al. 2019

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“…There are some other classes of fluorescent reporters such as squaraines (a subclass of cyanines), fluoresceins, coumarins, 1,8‐naphthalimides, and BODIPY dyes that have also been proposed for drug delivery monitoring and other imaging applications.…”

Section: Non‐switchable Fluorescent Reportersmentioning

confidence: 99%

“…Later, a bifunctional, “Off‐On” switchable fluorescein‐based reporter Flu was developed and evaluated in DD monitoring (Figure ) . This reporter was bound to the anticancer drugs chlorambucil (CLB), tubulizine (TBZ), curcumin (CMN), and amonafide (AM) by means of ester, oxy‐acrylate, and carbamate biodegradable linkers.…”

Section: Switchable Reporters In Dd/tdd Systemsmentioning

confidence: 99%

Fluorescent Reporters for Drug Delivery Monitoring

Patsenker

Gellerman

2019

Israel Journal of Chemistry

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Monitoring of drug delivery is an essential technique for innovative medical treatments, including cancer therapy. Fluorescence imaging has become an important tool in tracking drug delivery and thus improving treatment efficacy. Binding fluorescent reporters to therapeutic agents paves the way to real time monitoring of drug delivery and drug distribution in vitro and in vivo. This review discusses fluorescent reporters used in drug delivery monitoring and provides an overview of recent achievements in the development of fluorescence based drug delivery systems.

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“…In this short review, rather than assembling a full list of drug conjugates, we mainly focus on recent progress made in the rational constructions of these two conjugated versions, as well as their potential applications to therapeutic diagnostics including fluorogenic systems and prodrug strategies. We noted that there have already been other excellent reviews on related topics [ [12] , [13] , [14] , [15] , [16] ]. Therefore, we mainly highlight the latest small molecular agents based on non-cleavable or cleavable fluorophore-drug conjugation strategies, not nanomaterial-based delivery systems [ [17] , [18] , [19] , [20] ].…”

Section: Introductionmentioning

confidence: 99%

Recent advances in construction of small molecule-based fluorophore-drug conjugates

Lang

Yuan

Zhu

et al. 2020

Journal of Pharmaceutical Analysis

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As a powerful tool to advance drug discovery, molecular imaging may provide new insights into the process of drug effect and therapy at cellular and molecular levels. When compared with other detection methods, fluorescence-based strategies are highly attractive and can be used to illuminate pathways of drugs’ transport, with multi-color capacity, high specificity and good sensitivity. The conjugates of fluorescent molecules and therapeutic agents create exciting avenues for real-time monitoring of drug delivery and distribution, both in vitro and in vivo. In this short review, we discuss recent developments of small molecule-based fluorophore-drug conjugates, including non-cleavable and cleavable ones, that are capable of visualizing drug delivery.

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Exploiting fluorescein based drug conjugates for fluorescent monitoring in drug delivery

Cited by 30 publications

References 32 publications

Peptide‐Driven Targeted Drug‐Delivery System Comprising Turn‐On Near‐Infrared Fluorescent Xanthene–Cyanine Reporter for Real‐Time Monitoring of Drug Release

Peptide‐Driven Targeted Drug‐Delivery System Comprising Turn‐On Near‐Infrared Fluorescent Xanthene–Cyanine Reporter for Real‐Time Monitoring of Drug Release

Fluorescent Reporters for Drug Delivery Monitoring

Recent advances in construction of small molecule-based fluorophore-drug conjugates

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