Allyl phenyl selenides as H2O2 acceptors to develop ROS-responsive theranostic prodrugs

Yang, Xueyan; Yuan, Bo; Xiong, Hui; Zhao, Yahao; Wang, Lu; Zhang, San‐Qi; Mao, Shuai

doi:10.1016/j.bioorg.2022.106154

Cited by 5 publications

(11 citation statements)

References 48 publications

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“…98 enables the detection/quantification of H2O2 in solution and monitoring the CPT release. 98 The designed compounds were less toxic than CPT for normal cells. Among them, 70a stands out as the most potent in the cancer cell lines used (cervical carcinoma HeLa, human alveolar cell carcinoma A549, and human colon cancer HCT116 cells),…”

Section: Selenium Ethersmentioning

confidence: 95%

“…In these theranostic prodrugs, CPT exhibits a strong fluorescence which permits its use as both a drug and an optical reporter. 98 98 The designed compounds were less toxic than CPT for normal cells. Among them, 70a stood out as the most potent in the cancer cell lines used (cervical carcinoma HeLa, human alveolar cell carcinoma A549, and human colon cancer HCT116 cells), with IC 50 values lower than 0.31 M, compared with 0.11 M observed for CPT.…”

Section: Selenium Ethersmentioning

confidence: 97%

“…Despite its widespread use in the design of ROS-responsive prodrugs, BAs and their esters display an important number of limitations, including low metabolic stability and promiscuous reactivity with endogenous diols. 98,99 This unspecific reactivity very often leads to poor pharmacokinetic profiles and the appearance of off-target toxicity. It is, then, important the discovery of new alternatives to BAs in the field of ROSresponsive prodrugs.…”

Section: Oher Ros-responsive Moietiesmentioning

confidence: 99%

“…These results validate the use of selenium ethers as a plausible strategy for the development of theranostic prodrugs activated by ROS. 98…”

Section: Selenium Ethersmentioning

confidence: 99%

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Boronic Acids and Beyond: ROS-Responsive Prodrugs as Tools for a Safer and More Effective Cancer Chemotherapy

Monteiro

Góis

António

2023

Synlett

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Despite significant scientific advances and the wide variety of available treatments, cancer remains a major cause of death worldwide. Chemotherapy, which is frequently one of the first-line treatments, frequently suffers from low selectivity to cancer cells leading to the appearance of important side effects. Thus, it becomes imperative to develop a new generation of targeted alternatives that spare the healthy tissues by delivering the cytotoxic payloads safely and selectively to cancer cells. In this sense, prodrugs that are activated by tumor-specific stimuli have attracted significant attention. Despite being a hallmark of cancer and present in high concentrations in cancer cells, Reactive Oxygen Species (ROS) have been rather underexplored as a stimulus for the preparation of targeted prodrugs, particularly when compared with acidic pH and glutathione. Despite its smaller expression, ROS have recently been gaining substantial consideration with various ROS-responsive prodrugs already reported with meaningful performances both in vitro and in vivo. This review aims to provide critical insights into this strategy by discussing the different available functional groups (with an important focus on boronic acids and their esters), their mechanisms of action, examples of their applications, advantages, limitations, and future challenges.

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Section: Selenium Ethersmentioning

confidence: 95%

Section: Selenium Ethersmentioning

confidence: 97%

Section: Oher Ros-responsive Moietiesmentioning

confidence: 99%

“…These results validate the use of selenium ethers as a plausible strategy for the development of theranostic prodrugs activated by ROS. 98…”

Section: Selenium Ethersmentioning

confidence: 99%

See 2 more Smart Citations

Boronic Acids and Beyond: ROS-Responsive Prodrugs as Tools for a Safer and More Effective Cancer Chemotherapy

Monteiro

Góis

António

2023

Synlett

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“…Nowadays, cancer has gradually become a major disease which seriously threatens the health and life of humans. − As the traditional treatment, chemotherapy relies on toxic chemical groups to kill cancer cells and has been widely used for the therapy of tumor. − To improve therapeutic efficacy, various prodrugs have been developed to overcome the shortcomings (such as systemic toxicity, the lack of tumor selectivity, and poor solubility) of traditional chemotherapy. − Generally, the prodrugs can be activated by the tumor microenvironment (pH, , enzyme, etc.) or external stimuli (light, etc.).…”

Section: Introductionmentioning

confidence: 99%

Multifunctional Nanoplatform for Single NIR Laser-Regulated Efficient PDT/PTT/Chemotherapy

Chen,

Lu,

Wang

2024

Biomacromolecules

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The combination of phototherapy and chemotherapy with superior advantages is a promising strategy for cancer therapy. However, combination therapy is generally regulated by two different wavelengths of light or other stimuli, which results in complex operations and inevitable systemic side effects, even affecting therapeutic efficacy. Herein, we design a signal NIR lightregulated nanoplatform via the self-assembly process of reactive oxygen species (ROS)-sensitive prodrug (DTD), human serum albumin (HSA), and IR780 for combined photothermal/photodynamic therapy and chemotherapy. Upon 808 nm laser irradiation, IR780 in nanoparticles generates abundant ROS and a significant photothermal effect to achieve photothermal/photodynamic therapy. Meanwhile, the generating ROS further cleans up the thioketal link to release DOX for chemotherapy. Hence, signal NIR light can effectively control the process of combination therapy. In vivo and in vitro experiment results demonstrate that the multifunctional nanoparticles exhibit excellent antitumor efficacy via the combination of phototherapy and chemotherapy controlled by a signal NIR laser. Overall, the signal NIR light-regulated nanoparticles with combination therapy performance provide a versatile platform for enhancing antitumor efficacy.

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Reactive oxygen species-responsive prodrugs

Clément,

Winum

2025

Advances in Prodrugs

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Allyl phenyl selenides as H2O2 acceptors to develop ROS-responsive theranostic prodrugs

Cited by 5 publications

References 48 publications

Boronic Acids and Beyond: ROS-Responsive Prodrugs as Tools for a Safer and More Effective Cancer Chemotherapy

Boronic Acids and Beyond: ROS-Responsive Prodrugs as Tools for a Safer and More Effective Cancer Chemotherapy

Multifunctional Nanoplatform for Single NIR Laser-Regulated Efficient PDT/PTT/Chemotherapy

Reactive oxygen species-responsive prodrugs

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