A novel o-nitrobenzyl-based photocleavable antitumor prodrug with the capability of releasing 5-fluorourail

Mo, Shuli; Wen, Ying; Xue, Fengfeng; Lan, Haichuang; Mao, Yueyuan; Lv, Guanglei; Yi, Tao

doi:10.1007/s11434-016-1010-5

Cited by 13 publications

(5 citation statements)

References 40 publications

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“…These compounds contain a photolabile moiety and an ester bond in their structure. Prominent examples of photolabile compounds include spiropyran cinnamates, nitrobenzyl, nitrophenethyl and their derivatives such as nitroveratryl (Figure B). − When exposed to UV light (λ = 300–400 nm), they undergo irreversible (e.g., nitrobenzyl) or reversible (e.g., cinnamates) chemical cleavage . Furthermore, they can be modified and introduced in the chemical structure of other compounds and used as photoremovable bridges, cross-links, or protective groups for on-demand photocontrolled release applications .…”

Section: Photoresponsive Moleculesmentioning

confidence: 99%

Seeing, Targeting and Delivering with Upconverting Nanoparticles

et al. 2018

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Efficient control over drug release is critical to increasing drug efficacy and avoiding side effects. An ideal drug delivery system would deliver drugs in the right amount, at the right location and at the right time noninvasively. This can be achieved using light-triggered delivery: light is noninvasive, spatially precise and safe if appropriate wavelengths are chosen. However, the use of light-controlled delivery systems has been limited to areas that are not too deep inside the body because ultraviolet (UV) or visible (Vis) light, the typical wavelengths used for photoreactions, have limited penetration and are toxic to biological tissues. The advent of upconverting nanoparticles (UCNPs) has made it possible to overcome this crucial challenge. UCNPs can convert near-infrared (NIR) radiation, which can penetrate deeper inside the body, to shorter wavelength NIR, Vis and UV radiation. UCNPs have been used as bright, in situ sources of light for on-demand drug release and bioimaging applications. These remote-controlled, NIR-triggered drug delivery systems are especially attractive in applications where a drug is required at a specific location and time such as in anesthetics, postwound healing, cardiothoracic surgery and cancer treatment. In this Perspective, we discuss recent progress and challenges as well as propose potential solutions and future directions, especially with regard to their translation to the clinic.

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Section: Photoresponsive Moleculesmentioning

confidence: 99%

Seeing, Targeting and Delivering with Upconverting Nanoparticles

et al. 2018

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“…Photocleavable protecting groups have been known in organic synthesis for several decades, [16] and have attracted renewed interest in recent years due to their extensive applications in biology. [17] Fore xample,p hototriggered removal of an o-nitrobenzyl (ONB) group [18] has been successfully applied for either delivery [19] or activation [20] of anticancer drugs.M oe tal. have illustrated the photoactivation of an anticancer prodrug to release 5-fluorouracil (an anticancer drug for treating solid cancers,s uch as colon, breast, rectal, and pancreatic cancers) and induce cellular apoptosis.…”

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confidence: 99%

Phototriggered Release of a Transmembrane Chloride Carrier from an o‐Nitrobenzyl‐Linked Procarrier

Salunke

Talukdar

2019

Angew Chem Int Ed

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While there have been many studies on synthetic chloride carriers and ar ecent application for apoptotic cell death, so far,t he proposed huge potential of these systems in targeting cancer has not been realized due to their cytotoxicity to healthy cells.H erein, we describe the development of an indole-2-carboxamide receptor as an efficient membrane chloride carrier while the corresponding o-nitrobenzyl-linked derivative is ap rocarrier of the ion. Photoirradiation of the procarrier in liposomes results in release of the active carrier with up to 90 %t ransport efficiency.S uch photorelease of the carrier also works within cancer cells,resulting in efficient cell killing.Suchphotocleavable procarriers have great potential as ap hotodynamic therapyt oc ombat various types of cancers.

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“…Photo-cleavable groups have already been used for the activation and delivery of anticancer drugs. [153][154][155][156][157][158][159][160] In our systems, we used N-phenyl-1Hindole-2-carboxamides 38a-38d molecules as the active carriers 79 (Fig. 30B).…”

Section: B Light-responsive Ion Transport Systemsmentioning

confidence: 99%