O-nitrobenzyl liposomes with dual-responsive release capabilities for drug delivery

Yao, Weihe; Liu, Chenyu; Wang, Ning; Zhou, Haibin; Shafiq, Farishta; Yu, Simiao; Qiao, Weihong

doi:10.1016/j.molliq.2021.116016

Cited by 11 publications

(9 citation statements)

References 34 publications

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“…Qiao et al. developed amphiphilic photocage 5 with good biocompatibility and low cytotoxicity [16] . This substance contains the hydrophilic diethylenetriaminepentaacetic acid (DTPA) group and hydrophobic double long carbon chains linked through an o ‐nitrobenzyl moiety, and it can release nitrosobenzaldehyde and DTPA after UV light irradiation (Figure 2).…”

Section: O‐nitrobenzyl‐based Photocagesmentioning

confidence: 99%

“…Qiao et al developed amphiphilic photocage 5 with good biocompatibility and low cytotoxicity. [16] This substance contains the hydrophilic diethylenetriaminepentaacetic acid (DTPA) group and hydrophobic double long carbon chains linked through an o-nitrobenzyl moiety, and it can release nitrosobenzaldehyde and DTPA after UV light irradiation (Figure 2). In addition, the liposomes made from photocage 5 have good stability and can also be photolyzed by UV light to produce nitrosobenzene products to inhibit the proliferation of cancer cells.…”

Section: O-nitrobenzyl-based Photocagesmentioning

confidence: 99%

“…Photocages 16-18 undergo photolysis upon being irradiated with 545 nm light. In contrast to photocages without the sulphonic acid group(16) and with only one sulphonic acid group (17) readily passing through the cell membrane, the analog photocage 18 with two sulphonic acid groups has difficulty passing through cell membranes. Thus, the disulfonated BODIPY photocage is potential for use in the modulation of extracellular proteins and cell-surface receptors while monosulfonated BODIPY photocages can modulate intracellular targets.Teasdale et al described the respective AA-type and ABtype bifunctional BODIPY monomers 19A and 20A, which were incorporated into the corresponding small molecule model compounds 19 and 20 (Figure11a) [30].…”

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confidence: 99%

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Recent progress in studies of photocages

Wang

Wang²,

et al. 2023

Smart Molecules

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Photocages are a class of substances containing photosensitive groups, also known as "photoremovable protecting groups", from which target substances are released upon exposure to specific wavelengths of light. The substances released in the light-promoted processes have chemical or biological properties that enable them to carry specifically designed functions. As a result, photocages can be utilized in various fields such as chemistry, biology, and medicine. In this paper, progress made in research carried out in recent years aimed at developing photocage molecules with different photosensitive moieties is reviewed. K E Y W O R D Sphoto-controlled release, photocage, photoprotecting group, photoremoveable protecting group Yajing Li and Maolin Wang contributed equally to this study.

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Section: O‐nitrobenzyl‐based Photocagesmentioning

confidence: 99%

Section: O-nitrobenzyl-based Photocagesmentioning

confidence: 99%

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confidence: 99%

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Recent progress in studies of photocages

Wang

Wang²,

et al. 2023

Smart Molecules

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“…Irradiation induced 65%−70% Dox release from ∼50 nm lipid nanoparticles within 24 h. 51 Azobenzene isomerization has also been exploited for the development of photoresponsive micelles that allowed spectroscopic analysis of the physical behavior of antimicrobial peptides within a membrane environment, as reported by Roberson et al 52 The o-nitrobenzyl moiety has been employed to develop liposomes with dual responsive release capabilities by incorporating both light-sensitive and acid-sensitive units into a single system. 53 Liposomes of ∼120 nm diameters were formed, and maximum release was achieved within 30 min under pH 5. Various multiresponsive drug delivery systems have been developed combining both passive and active release stimuli into one carrier with light-responsive moieties serving a major role to enhance drug delivery capabilities.…”

Section: Demolition: Triggered Release Of Encapsulated Cargo From Lip...mentioning

confidence: 99%

Demolish and Rebuild: Controlling Lipid Self-Assembly toward Triggered Release and Artificial Cells

et al. 2021

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The ability to modulate the structures of lipid membranes, predicated on our nuanced understanding of the properties that drive and alter lipid self-assembly, has opened up many exciting biological applications. In this Perspective, we focus on two endeavors in which the same principles are invoked to achieve completely opposite results. On one hand, controlled liposome decomposition enables triggered release of encapsulated cargo through the development of synthetic lipid switches that perturb lipid packing in the presence of disease-associated stimuli. In particular, recent approaches have utilized artificial lipid switches designed to undergo major conformational changes in response to a range of target conditions. On the other end of the spectrum, the ability to drive the in situ formation of lipid bilayer membranes from soluble precursors is an important component in the establishment of artificial cells. This work has culminated in chemoenzymatic strategies that enable lipid manufacturing from simple components. Herein, we describe recent advancements in these two unique undertakings that are linked by their reliance on common principles of lipid self-assembly.

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“…O-nitrobenzyl nanoparticles were prepared to achieve light-controlled release of drugs under near infrared (NIR) light (23)(24)(25). O-nitrobenzyl liposomes incorporating active targeting and light-responsive release capabilities have great potential in precise cancer treatment (26)(27)(28). Furthermore, o-nitrobenzyl group was combined with small molecules including second messengers and nucleotides to synthesize photocaged molecule, which then plays a role in monitoring, regulating and controlling intracellular activities (29)(30)(31)(32).…”

Section: Introductionmentioning

confidence: 99%

Photocontrolled Release of Carbendazim from Photocaged Molecule

Dai

Shao

2023

Photochem & Photobiology

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Carbendazim (MBC) is a high‐efficient and broad‐spectrum fungicide, but excessive residues caused by its improper use have caused health toxicity and environmental pollution. It is an irresistible trend to find green, safe, accurate and controllable release technology of MBC. To achieve the purpose of safe and efficient use of MBC, photolabile protecting group was used to realize the controllable release. This study aimed to covalently link MBC and 6‐nitropiperonyl alcohol (NP) to synthesize photocaged molecule NP‐MBC. The photodegradation test showed that NP‐MBC could effectively release MBC under ultraviolet light. The antifungal activity of NP‐MBC showed significant difference against Rhizoctonia solani, Sclerotinia sclerotiorum and Fusarium graminearum before and after irradiation, and the effects on mycelial morphology are different. The hyphae morphology of R. solani and F. graminearum changed significantly, and mycelia were severely damaged. The hyphae surface of former was swollen and broken, and the latter was collapsed and shriveled after NP‐MBC light treatment. NP‐MBC could realize the light‐controlled release of MBC, and the antifungal activity before and after irradiation was significantly different, which provides an effective way to release MBC.

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O-nitrobenzyl liposomes with dual-responsive release capabilities for drug delivery

Cited by 11 publications

References 34 publications

Recent progress in studies of photocages

Recent progress in studies of photocages

Demolish and Rebuild: Controlling Lipid Self-Assembly toward Triggered Release and Artificial Cells

Photocontrolled Release of Carbendazim from Photocaged Molecule

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