共查询到20条相似文献,搜索用时 15 毫秒
1.
Dr. Joana T. Ferreira Dr. João Pina Prof. Carlos A. F. Ribeiro Dr. Rosa Fernandes Dr. João P. C. Tomé Dr. M. Salomé Rodríguez-Morgade Prof. Tomás Torres 《Chemistry (Weinheim an der Bergstrasse, Germany)》2020,26(8):1789-1799
The synthesis of ruthenium(II) phthalocyanines (RuPcs) endowed with one carbohydrate unit—that is, glucose, galactose and mannose—and a dimethylsulfoxide (DMSO) ligand at the two axial coordination sites, respectively, is described. Two series of compounds, one unsubstituted at the periphery, and the other one bearing eight PEG chains at the isoindole meta-positions, have been prepared. The presence of the axial DMSO unit significantly increases the phthalocyanine singlet oxygen quantum yields, related to other comparable RuPcs. The compounds have been evaluated for PDT treatment in bladder cancer cells. In vitro studies have revealed high phototoxicity for RuPcs unsubstituted at their periphery. The phototoxicity of PEG-substituted RuPcs has been considerably improved by repeated light irradiation. The choice of the axial carbohydrate introduced little differences in the cellular uptake for both series of photosensitizers, but the phototoxic effects were considerably higher for compounds bearing mannose units. 相似文献
2.
Highly Charged Ruthenium(II) Polypyridyl Complexes as Lysosome‐Localized Photosensitizers for Two‐Photon Photodynamic Therapy 下载免费PDF全文
Huaiyi Huang Dr. Bole Yu Dr. Pingyu Zhang Juanjuan Huang Dr. Yu Chen Prof. Dr. Gilles Gasser Prof. Liangnian Ji Prof. Dr. Hui Chao 《Angewandte Chemie (International ed. in English)》2015,54(47):14049-14052
Photodynamic therapy (PDT) is a noninvasive medical technique that has received increasing attention over the last years and been applied for the treatment of certain types of cancer. However, the currently clinically used PDT agents have several limitations, such as low water solubility, poor photostability, and limited selectivity towards cancer cells, aside from having very low two‐photon cross‐sections around 800 nm, which limits their potential use in TP‐PDT. To tackle these drawbacks, three highly positively charged ruthenium(II) polypyridyl complexes were synthesized. These complexes selectively localize in the lysosomes, an ideal localization for PDT purposes. One of these complexes showed an impressive phototoxicity index upon irradiation at 800 nm in 3D HeLa multicellular tumor spheroids and thus holds great promise for applications in two‐photon photodynamic therapy. 相似文献
3.
A Bifunctional Photosensitizer for Enhanced Fractional Photodynamic Therapy: Singlet Oxygen Generation in the Presence and Absence of Light 下载免费PDF全文
Dr. Ilke Simsek Turan Deniz Yildiz Abdurrahman Turksoy Dr. Gurcan Gunaydin Prof. Dr. Engin U. Akkaya 《Angewandte Chemie (International ed. in English)》2016,55(8):2875-2878
The photosensitized generation of singlet oxygen within tumor tissues during photodynamic therapy (PDT) is self‐limiting, as the already low oxygen concentrations within tumors is further diminished during the process. In certain applications, to minimize photoinduced hypoxia the light is introduced intermittently (fractional PDT) to allow time for the replenishment of cellular oxygen. This condition extends the time required for effective therapy. Herein, we demonstrated that a photosensitizer with an additional 2‐pyridone module for trapping singlet oxygen would be useful in fractional PDT. Thus, in the light cycle, the endoperoxide of 2‐pyridone is generated along with singlet oxygen. In the dark cycle, the endoperoxide undergoes thermal cycloreversion to produce singlet oxygen, regenerating the 2‐pyridone module. As a result, the photodynamic process can continue in the dark as well as in the light cycles. Cell‐culture studies validated this working principle in vitro. 相似文献
4.
Diketopyrrolopyrrole‐Porphyrin Conjugates with High Two‐Photon Absorption and Singlet Oxygen Generation for Two‐Photon Photodynamic Therapy 下载免费PDF全文
Julie Schmitt Prof. Valérie Heitz Dr. Angélique Sour Dr. Frédéric Bolze Dr. Hussein Ftouni Prof. Jean‐Francois Nicoud Dr. Lucia Flamigni Dr. Barbara Ventura 《Angewandte Chemie (International ed. in English)》2015,54(1):169-173
Two‐photon photodynamic therapy is a promising therapeutic method which requires the development of sensitizers with efficient two‐photon absorption and singlet‐oxygen generation. Reported here are two new diketopyrrolopyrrole‐porphyrin conjugates as robust two‐photon absorbing dyes with high two‐photon absorption cross‐sections within the therapeutic window. Furthermore, for the first time the singlet‐oxygen generation efficiency of diketopyrrolopyrrole‐containing systems is investigated. A preliminary study on cell culture showed efficient two‐photon induced phototoxicity. 相似文献
5.
Remote‐Controlled Release of Singlet Oxygen by the Plasmonic Heating of Endoperoxide‐Modified Gold Nanorods: Towards a Paradigm Change in Photodynamic Therapy 下载免费PDF全文
Dr. Safacan Kolemen Dr. Tugba Ozdemir Dayoung Lee Gyoung Mi Kim Tugce Karatas Prof. Juyoung Yoon Prof. Engin U. Akkaya 《Angewandte Chemie (International ed. in English)》2016,55(11):3606-3610
The photodynamic therapy of cancer is contingent upon the sustained generation of singlet oxygen in the tumor region. However, tumors of the most metastatic cancer types develop a region of severe hypoxia, which puts them beyond the reach of most therapeutic protocols. More troublesome, photodynamic action generates acute hypoxia as the process itself diminishes cellular oxygen reserves, which makes it a self‐limiting method. Herein, we describe a new concept that could eventually lead to a change in the 100 year old paradigm of photodynamic therapy and potentially offer solutions to some of the lingering problems. When gold nanorods with tethered endoperoxides are irradiated at 808 nm, the endoperoxides undergo thermal cycloreversion, resulting in the generation of singlet oxygen. We demonstrate that the amount of singlet oxygen produced in this way is sufficient for triggering apoptosis in cell cultures. 相似文献
6.
Dr. Hui He Prof. Pui‐Chi Lo Prof. Dennis K. P. Ng 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(21):6241-6245
A zinc(II) phthalocyanine substituted with a 2,4‐dinitrobenzenesulfonate group has been prepared. Its fluorescence emission and reactive oxygen species generation can be greatly enhanced by glutathione in phosphate‐buffered saline and inside MCF‐7 cells. This compound thus functions as a highly efficient molecular‐based activatable photosensitizer. 相似文献
7.
Dual Functioning Thieno‐Pyrrole Fused BODIPY Dyes for NIR Optical Imaging and Photodynamic Therapy: Singlet Oxygen Generation without Heavy Halogen Atom Assistance 下载免费PDF全文
Dr. Ryan L. Watley Dr. Samuel G. Awuah Dr. Moses Bio Robert Cantu Habtom B. Gobeze Dr. Vladimir N. Nesterov Dr. Sushanta K. Das Prof. Dr. Francis D'Souza Prof. Dr. Youngjae You 《化学:亚洲杂志》2015,10(6):1335-1343
We discovered a rare phenomenon wherein a thieno‐pyrrole fused BODIPY dye (SBDPiR690) generates singlet oxygen without heavy halogen atom substituents. SBDPiR690 generates both singlet oxygen and fluorescence. To our knowledge, this is the first example of such a finding. To establish a structure–photophysical property relationship, we prepared SBDPiR analogs with electron‐withdrawing groups at the para‐position of the phenyl groups. The electron‐withdrawing groups increased the HOMO–LUMO energy gap and singlet oxygen generation. Among the analogs, SBDPiR688, a CF3 analog, had an excellent dual functionality of brightness (82290 m ?1 cm?1) and phototoxic power (99170 m ?1 cm?1) comparable to those of Pc 4, due to a high extinction coefficient (211 000 m ?1 cm?1) and balanced decay (Φflu=0.39 and ΦΔ=0.47). The dual functionality of the lead compound SBDPiR690 was successfully applied to preclinical optical imaging and for PDT to effectively control a subcutaneous tumor. 相似文献
8.
Covalently Assembled Dipeptide Nanospheres as Intrinsic Photosensitizers for Efficient Photodynamic Therapy in Vitro 下载免费PDF全文
Xiaoke Yang Jinbo Fei Qi Li Prof. Dr. Junbai Li 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(19):6477-6481
Monodispersed diphenylalanine‐based nanospheres with excellent biocompatibility are fabricated through a facile covalent reaction‐induced assembly. Interestingly, the nanospheres exhibit red autofluorescence. Most importantly, such assembled dipeptide nanospheres can serve as intrinsic photosensitizer to convert O2 to singlet oxygen (1O2). Thus, photodynamic therapy in vitro can be achieved effectively. The versatile strategy could be extended to other biomolecules containing a primary amine group for the fabrication of potential intrinsic photosensitizers. 相似文献
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A Mitochondria‐Targeted Photosensitizer Showing Improved Photodynamic Therapy Effects Under Hypoxia 下载免费PDF全文
Wen Lv Zhang Zhang Dr. Kenneth Yin Zhang Huiran Yang Prof. Shujuan Liu Aqiang Xu Song Guo Prof. Qiang Zhao Prof. Wei Huang 《Angewandte Chemie (International ed. in English)》2016,55(34):9947-9951
Organelle‐targeted photosensitizers have been reported to be effective photodynamic therapy (PDT) agents. In this work, we designed and synthesized two iridium(III) complexes that specifically stain the mitochondria and lysosomes of living cells, respectively. Both complexes exhibited long‐lived phosphorescence, which is sensitive to oxygen quenching. The photocytotoxicity of the complexes was evaluated under normoxic and hypoxic conditions. The results showed that HeLa cells treated with the mitochondria‐targeted complex maintained a slower respiration rate, leading to a higher intracellular oxygen level under hypoxia. As a result, this complex exhibited an improved PDT effect compared to the lysosome‐targeted complex, especially under hypoxia conditions, suggestive of a higher practicable potential of mitochondria‐targeted PDT agents in cancer therapy. 相似文献
11.
Simple Peptide‐Tuned Self‐Assembly of Photosensitizers towards Anticancer Photodynamic Therapy 下载免费PDF全文
Dr. Kai Liu Dr. Ruirui Xing Dr. Qianli Zou Prof. Dr. Guanghui Ma Prof. Dr. Helmuth Möhwald Prof. Dr. Xuehai Yan 《Angewandte Chemie (International ed. in English)》2016,55(9):3036-3039
Peptide‐tuned self‐assembly of functional components offers a strategy towards improved properties and unique functions of materials, but the requirement of many different functions and a lack of understanding of complex structures present a high barrier for applications. Herein, we report a photosensitive drug delivery system for photodynamic therapy (PDT) by a simple dipeptide‐ or amphiphilic amino‐acid‐tuned self‐assembly of photosensitizers (PSs). The assembled nanodrugs exhibit multiple favorable therapeutic features, including tunable size, high loading efficiency, and on‐demand drug release responding to pH, surfactant, and enzyme stimuli, as well as preferable cellular uptake and biodistribution. These features result in greatly enhanced PDT efficacy in vitro and in vivo, leading to almost complete tumor eradication in mice receiving a single drug dose and a single exposure to light. 相似文献
12.
Greta Linden Lei Zhang Fabian Pieck Uwe Linne Dmitri Kosenkov Ralf Tonner Olalla Vzquez 《Angewandte Chemie (International ed. in English)》2019,58(37):12868-12873
We report the use of bioorthogonal reactions as an original strategy in photodynamic therapy to achieve conditional phototoxicity and specific subcellular localization simultaneously. Our novel halogenated BODIPY‐tetrazine probes only become efficient photosensitizers (ΦΔ≈0.50) through an intracellular inverse‐electron‐demand Diels–Alder reaction with a suitable dienophile. Ab initio computations reveal an activation‐dependent change in decay channels that controls 1O2 generation. Our bioorthogonal approach also enables spatial control. As a proof‐of‐concept, we demonstrate the feasibility of the selective activation of our dormant photosensitizer in cellular nuclei, causing cancer cell death upon irradiation. Thus, our dual biorthogonal, activatable photosensitizers open new venues to combat current limitations of photodynamic therapy. 相似文献
13.
《Angewandte Chemie (International ed. in English)》2017,56(41):12628-12633
Using a new mononuclear “building block,” for the first time, a dinuclear RuII(dppn) complex and a heteroleptic system containing both RuII(dppz) and RuII(dppn) moieties are reported. The complexes, including the mixed dppz/dppn system, are 1O2 sensitizers. However, unlike the homoleptic dppn systems, the mixed dppz/dppn complex also displays a luminescence “switch on” DNA light‐switch effect. In both cisplatin sensitive and resistant human ovarian carcinoma lines the dinuclear complexes show enhanced uptake compared to their mononuclear analogue. Thanks to a favorable combination of singlet oxygen generation and cellular uptake properties all three of the new complexes are phototoxic and display potent activity against chemotherapeutically resistant cells. 相似文献
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Back Cover: Dual Functioning Thieno‐Pyrrole Fused BODIPY Dyes for NIR Optical Imaging and Photodynamic Therapy: Singlet Oxygen Generation without Heavy Halogen Atom Assistance (Chem. Asian J. 6/2015) 下载免费PDF全文
Dr. Ryan L. Watley Dr. Samuel G. Awuah Dr. Moses Bio Robert Cantu Habtom B. Gobeze Dr. Vladimir N. Nesterov Dr. Sushanta K. Das Prof. Dr. Francis D'Souza Prof. Dr. Youngjae You 《化学:亚洲杂志》2015,10(6):1420-1420
16.
Dr. Xingshu Li Nahyun Kwon Tian Guo Prof. Zhuang Liu Prof. Juyoung Yoon 《Angewandte Chemie (International ed. in English)》2018,57(36):11522-11531
Despite its clinical promise, photodynamic therapy (PDT) suffers from a key drawback associated with its oxygen‐dependent nature, which limits its effective use against hypoxic tumors. Moreover, both PDT‐mediated oxygen consumption and microvascular damage further increase tumor hypoxia and, thus, impede therapeutic outcomes. In recent years, numerous investigations have focused on strategies for overcoming this drawback of PDT. These efforts, which are summarized in this review, have produced many innovative methods to avoid the limits of PDT associated with hypoxia. 相似文献
17.
Hong Cheng Gui‐Ling Fan Jing‐Hao Fan Rong‐Rong Zheng Lin‐Ping Zhao Ping Yuan Xiao‐Ya Zhao Xi‐Yong Yu Shi‐Ying Li 《Macromolecular bioscience》2019,19(4)
In this paper, a self‐delivery chimeric peptide PpIX‐PEG8‐KVPRNQDWL is designed for photodynamic therapy (PDT) amplified immunotherapy against malignant melanoma. After self‐assembly into nanoparticles (designated as PPMA), this self‐delivery system shows high drug loading rate, good dispersion, and stability as well as an excellent capability in producing reactive oxygen species (ROS). After cellular uptake, the ROS generated under light irradiation could induce the apoptosis and/or necrosis of tumor cells, which would subsequently stimulate the anti‐tumor immune response. On the other hand, the melanoma specific antigen (KVPRNQDWL) peptide could also activate the specific cytotoxic T cells for anti‐tumor immunity. Compared to immunotherapy alone, the combined photodynamic immunotherapy exhibits significantly enhanced inhibition of melanoma growth. Both in vitro and in vivo investigations confirm that PDT of PPMA has a positive effect on anti‐tumor immune response. This self‐delivery system demonstrates a great potential of this PDT amplified immunotherapy strategy for advanced or metastatic tumor treatment. 相似文献
18.
Feng Chen Shengjian Zhang Prof. Wenbo Bu Yu Chen Qingfeng Xiao Jianan Liu Huaiyong Xing Dr. Liangping Zhou Prof. Weijun Peng Prof. Jianlin Shi 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(23):7082-7090
Upconverting nanoparticles (UCNPs) with fascinating properties hold great potential as nanotransducers for solving the problems that traditional photodynamic therapy (PDT) has been facing. In this report, by using well‐selected bifunctional gadolinium (Gd)‐ion‐doped UCNPs and water‐soluble methylene blue (MB) combined with the water‐in‐oil reverse microemulsion technique, we have succeeded in developing a new kind of UCNP/MB‐based PDT drug, NaYF4:Er/Yb/Gd@SiO2(MB), with a particle diameter less than 50 nm. Great efforts have been made to investigate the drug‐formation mechanism and provide detailed physical and photochemical characterizations and the potential structure optimization of the as‐designed PDT drug. We envision that such a PDT drug will become a potential theranostic nanomedicine for future near‐infrared laser‐triggered photodynamic therapy and simultaneous magnetic/optical bimodal imaging. 相似文献
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An Assembled Nanocomplex for Improving both Therapeutic Efficiency and Treatment Depth in Photodynamic Therapy 下载免费PDF全文
Hongqian Cao Dr. Lei Wang Dr. Yang Yang Dr. Juan Li Dr. Yanfei Qi Yue Li Ying Li Dr. Hao Wang Prof. Dr. Junbai Li 《Angewandte Chemie (International ed. in English)》2018,57(26):7759-7763
Photodynamic therapy (PDT) shows unique selectivity and irreversible destruction toward treated tissues or cells, but still has several problems in clinical practice. One is limited therapeutic efficiency, which is attributed to hypoxia in tumor sites. Another is the limited treatment depth because traditional photosensitizes are excited by short wavelength light (<700 nm). An assembled nano‐complex system composed of oxygen donor, two‐photon absorption (TPA) species, and photosensitizer (PS) was synthesized to address both problems. The photosensitizer is excited indirectly by two‐photon laser through intraparticle FRET mechanism for improving treatment depth. The oxygen donor, hemoglobin, can supply extra oxygen into tumor location through targeting effect for enhanced PDT efficiency. The mechanism and PDT effect were verified through both in vitro and in vivo experiments. The simple system is promising to promote two‐photon PDT for clinical applications. 相似文献