Photodynamic therapy(PDT), based on the photoactivation of photosensitizers(PSs), has become a well-studied therapy for cancer. Photofrin~?, belonging to the first generation of PS, is still widely used for the treatm...Photodynamic therapy(PDT), based on the photoactivation of photosensitizers(PSs), has become a well-studied therapy for cancer. Photofrin~?, belonging to the first generation of PS, is still widely used for the treatment of different kinds of cancers; however, it has several drawbacks that significantly limit its general clinical use. Consequently, there has been extensive research on the design of PS molecules with optimized pharmaceutical properties, with aiming of overcoming the disadvantages of traditional PS, such as poor chemical purity, long half-life, excessive accumulation into the skin, and low attenuation coefficients. The rational design of novel PS with desirable properties has attracted considerable research in the pharmaceutical field. This review presents an overview on the classical photosensitizers and the most significant recent advances in the development of PS with regard to their potential application in oncology.展开更多
The aggregation-induced emission(AIE) phenomenon provides a new direction for the development of organic light-emitting devices. Here, we present a new class of emitters based on 4,4-difluoro-4-bora-3 a,4 a-diaza-s-in...The aggregation-induced emission(AIE) phenomenon provides a new direction for the development of organic light-emitting devices. Here, we present a new class of emitters based on 4,4-difluoro-4-bora-3 a,4 a-diaza-s-indacene(BODIPY), functionalized at different positions with tetraphenylethylene(TPE), which is one of the most famous AIE luminogens. Thanks to this modification, we were able to tune the photoluminescence of the BODIPY moiety from the green to the near-infrared(NIR)spectral range and achieve PL efficiencies of ~50% in the solid state. Remarkably, we observed an enhancement of the AIE and up to ~100% photoluminescence efficiencies by blending the TPE-substituted BODIPY fluorophores with a poly[(9,9-di-noctylfluorene-2,7-diyl)-alt-(benzo[2,1,3]thiadiazol-4,7-diyl)](F8 BT) matrix. By incorporating these blends in organic lightemitting diodes(OLEDs), we obtained electroluminescence peaked in the range 650–700 nm with up to 1.8% external quantum efficiency and ~2 m W/cm2 radiance, a remarkable result for red/NIR emitting and solution-processed OLEDs.展开更多
Photodynamic therapy(PDT) has shown promise as an effective treatment modality for cancer and other localized diseases due to its noninvasive properties and spatiotemporal selectivity. Near-infrared(NIR)fluorescent dy...Photodynamic therapy(PDT) has shown promise as an effective treatment modality for cancer and other localized diseases due to its noninvasive properties and spatiotemporal selectivity. Near-infrared(NIR)fluorescent dyes based on organic small molecules are characterized with low cytotoxicity, good biocompatibility and excellent phototoxicity, which are widely used in PDT. In this review, we attempt to summarize the development of imaging-induced PDT based on organic small molecules and classify it according to the structures of dyes including cyanines, 4,4-difluoro-4-bora-3 a,4 a-diaza-s-indacene(BODIPY) analogues, phthalocyanine and other agents such as rhodamine analogues.展开更多
Near-infrared(NIR)fluorescent dyes based on small organic molecules are characterized with low cytotoxicity,good biocompatibility and minimum interference from auto-fluorescence background,which are widely used in tum...Near-infrared(NIR)fluorescent dyes based on small organic molecules are characterized with low cytotoxicity,good biocompatibility and minimum interference from auto-fluorescence background,which are widely used in tumor diagnosis.Intensive research on molecular properties and photothermal properties of fluorescent dyes have been explored for non-invasive photothermal treatment of cancer.In this review,we focus on the development of imaging-induced photothermal therapy of small molecules and classification according to the structures of organic molecules including cyanines,phthalocyanines,rhodamine analogues and BODIPYs.展开更多
Small-molecule photothermal agents(PTAs)with intense second near-infrared(NIR-Ⅱ,1,000 to 1,700 nm)absorption and high photothermal conversion efficiencies(PCEs)are promising candidates for treating deep-seated tumors...Small-molecule photothermal agents(PTAs)with intense second near-infrared(NIR-Ⅱ,1,000 to 1,700 nm)absorption and high photothermal conversion efficiencies(PCEs)are promising candidates for treating deep-seated tumors such as osteosarcoma.To date,the development of small-molecule NIR-Ⅱ PTAs has largely relied on fabricating donor–acceptor–donor(D–A–D/D′)structures and limited success has been achieved.Herein,through acceptor engineering,a donor–acceptor–acceptor(D–A–A′)-structured NIR-Ⅱ aza-boron-dipyrromethene(aza-BODIPY)PTA(SW8)was readily developed for the 1,064-nm laser-mediated phototheranostic treatment of osteosarcoma.Changing the donor groups to acceptor groups produced remarkable red-shifts of absorption maximums from first near-infrared(NIR-Ⅰ)regions(~808 nm)to NIR-Ⅱ ones(~1,064 nm)for aza-BODIPYs(SW1 to SW8).Furthermore,SW8 self-assembled into nanoparticles(SW8@NPs)with intense NIR-Ⅱ absorption and an ultrahigh PCE(75%,1,064 nm).This ultrahigh PCE primarily originated from an additional nonradiative decay pathway,which showed a 100-fold enhanced decay rate compared to that shown by conventional pathways such as internal conversion and vibrational relaxation.Eventually,SW8@NPs performed highly efficient 1,064-nm laser-mediated NIR-Ⅱ photothermal therapy of osteosarcoma via concurrent apoptosis and pyroptosis.This work not only illustrates a remote approach for treating deep-seated tumors with high spatiotemporal control but also provides a new strategy for building high-performance small-molecule NIR-Ⅱ PTAs.展开更多
Combining phototherapy and chemotherapy has been considered a promising modality for cancer therapy due to their synergistic effect.Herein,we developed three D-π-A-structured boron dipyrromethenes(BODIPYs)(named as B...Combining phototherapy and chemotherapy has been considered a promising modality for cancer therapy due to their synergistic effect.Herein,we developed three D-π-A-structured boron dipyrromethenes(BODIPYs)(named as B-B,B-C,and B-C-Pt).Due to their enlargedπ-conjugated structure and high intramolecular charge transfer effect,the synthesized BODIPYs had photothermal conversion capability,and their absorption and fluorescence spectra were red-shifted.The cisplatin-appended BODIPY(B-C-Pt)exhibited good singlet oxygen(^1O_(2))generation ability and near infrared(NIR)absorption and fluorescence(λ_(Abs)=748 nm,λ_(Em)=947 nm).After being encapsulated by distearoyl phosphoethanolamine polyethyleneglycol 2000(DSPE-PEG-2000),which could inhibit the H-aggregation of B-C-Pt,the absorption and fluorescence of the obtained B-C-Pt nanoparticles(NPs)were red-shifted to 762 and 985 nm,respectively.The^1O_(2)quantum yield and photothermal conversion efficiency of the B-C-Pt NPs were 4.0%and 40.6%,respectively.Moreover,B-C-Pt NPs had chemotherapeutic efficacy due to the presence of cisplatin.In vitro and in vivo studies further demonstrated that B-C-Pt NPs had synergistic therapeutic efficacy.Together,B-C-Pt NPs could be employed in NIRⅡfluorescent and photoacoustic imaging-guided synergistic phototherapy and chemotherapy for cancer treatment.展开更多
Integrating ring-fused modification withπ-conjugated extension is an effective approach for designing,synthesizing,and application for novel borondipyrromethene(BODIPY)structures.In this work,based on phenyl[b]-fused...Integrating ring-fused modification withπ-conjugated extension is an effective approach for designing,synthesizing,and application for novel borondipyrromethene(BODIPY)structures.In this work,based on phenyl[b]-fused BODIPY,we made reasonable modification of the methyl group at 1-site to generate dye NBDP.NBDP possessed near-infrared region(NIR)absorption and emission properties,and the intramolecular charge transfer(ICT)resulted in low fluorescence.Whereas,heat energy is evidently released in the presence of light,which can be exploited for intracellular photothermal therapy via the cell apoptosis process,reducing the inflammatory side-effects induced by necrosis.This research provides a crucial foundation for the novel molecule via BODIPY multi-directional alteration and its potential application in anti-tumor phototherapy.展开更多
基金financially supported by the National Natural Science Foundation of China(No.21672082)Shandong Key Development Project(No.2016GSF201209)+3 种基金Young Taishan Scholars Program(No.tsqn20161037)Shandong Talents Team Cultivation Plan of University Preponderant Discipline(No.10027)Shandong Natural Science Foundation for Distinguished Young Scholars(JQ201721)the Brazilian Government Agencies FAP/DF(0193.001020/2015)and CNPq(447.628/2014-3)
文摘Photodynamic therapy(PDT), based on the photoactivation of photosensitizers(PSs), has become a well-studied therapy for cancer. Photofrin~?, belonging to the first generation of PS, is still widely used for the treatment of different kinds of cancers; however, it has several drawbacks that significantly limit its general clinical use. Consequently, there has been extensive research on the design of PS molecules with optimized pharmaceutical properties, with aiming of overcoming the disadvantages of traditional PS, such as poor chemical purity, long half-life, excessive accumulation into the skin, and low attenuation coefficients. The rational design of novel PS with desirable properties has attracted considerable research in the pharmaceutical field. This review presents an overview on the classical photosensitizers and the most significant recent advances in the development of PS with regard to their potential application in oncology.
基金supported by the European Community’s Seventh Framework Programme (FP7/2007-2013) (607585)
文摘The aggregation-induced emission(AIE) phenomenon provides a new direction for the development of organic light-emitting devices. Here, we present a new class of emitters based on 4,4-difluoro-4-bora-3 a,4 a-diaza-s-indacene(BODIPY), functionalized at different positions with tetraphenylethylene(TPE), which is one of the most famous AIE luminogens. Thanks to this modification, we were able to tune the photoluminescence of the BODIPY moiety from the green to the near-infrared(NIR)spectral range and achieve PL efficiencies of ~50% in the solid state. Remarkably, we observed an enhancement of the AIE and up to ~100% photoluminescence efficiencies by blending the TPE-substituted BODIPY fluorophores with a poly[(9,9-di-noctylfluorene-2,7-diyl)-alt-(benzo[2,1,3]thiadiazol-4,7-diyl)](F8 BT) matrix. By incorporating these blends in organic lightemitting diodes(OLEDs), we obtained electroluminescence peaked in the range 650–700 nm with up to 1.8% external quantum efficiency and ~2 m W/cm2 radiance, a remarkable result for red/NIR emitting and solution-processed OLEDs.
基金the Natural Science Foundation Committee of China (NSFC,No.81671803)the National Key Research and Development Program (No.2017YFC0107700)+6 种基金the Outstanding Youth Foundation of Jiangsu Province (Nos.GX20171114003, BK20170030)Fok Ying Tung Education Foundation (No.161033)"Double First-Class" University Project (Nos.CPU2018GY06 and CPU2018GY24)the Priority Academic Program Development of Jiangsu Higher Education Institutions for their financial supportthe National Natural Science Foundation of China (Nos.21676113,21402057,21772054,21472059)Distinguished Young Scholar of Hubei Province (No.2018CFA079) for the financial supportsupported by the 111 Project (No.B17019)
文摘Photodynamic therapy(PDT) has shown promise as an effective treatment modality for cancer and other localized diseases due to its noninvasive properties and spatiotemporal selectivity. Near-infrared(NIR)fluorescent dyes based on organic small molecules are characterized with low cytotoxicity, good biocompatibility and excellent phototoxicity, which are widely used in PDT. In this review, we attempt to summarize the development of imaging-induced PDT based on organic small molecules and classify it according to the structures of dyes including cyanines, 4,4-difluoro-4-bora-3 a,4 a-diaza-s-indacene(BODIPY) analogues, phthalocyanine and other agents such as rhodamine analogues.
基金the Natural Science Foundation Committee of China(NSFC, No. 81671803)the National Key Research and Development Program(No. 2017YFC0107700)+6 种基金the Outstanding Youth Foundation of Jiangsu Province (Nos. GX20171114003, BK20170030)Fok Ying Tung Education Foundation(No. 161033)"Double First-Class" University project(Nos. CPU2018GY06 and CPU2018GY24)the Priority Academic Program Development of Jiangsu Higher Education Institutions, for their financial supportthe National Natural Science Foundation of China(Nos. 21676113,21402057, 21772054, 21472059)Distinguished Young Scholar of Hubei Province(No. 2018CFA079)for the financial supportsupported by the 111 Project (No. B17019)
文摘Near-infrared(NIR)fluorescent dyes based on small organic molecules are characterized with low cytotoxicity,good biocompatibility and minimum interference from auto-fluorescence background,which are widely used in tumor diagnosis.Intensive research on molecular properties and photothermal properties of fluorescent dyes have been explored for non-invasive photothermal treatment of cancer.In this review,we focus on the development of imaging-induced photothermal therapy of small molecules and classification according to the structures of organic molecules including cyanines,phthalocyanines,rhodamine analogues and BODIPYs.
基金the National Key R&D Program of China(2020YFA0709900)the National Natural Science Foundation of China(62288102,22077101,62175201,and 22004099)+3 种基金the Joint Research Funds of Department of Science&Technology of Shaanxi Province and North-western Polytechnical University(2020GXLH-Z-008,2020GXLH-Z-021 and 2020GXLH-Z-023)the Open Project Program of Wuhan National Laboratory for Optoelectronics(Nos.2020WNLOKF023 and 2022WNLOKF009)The Natural Science Foundation of Ningbo(202003N4049 and 202003N4065)the Natural Science Foundation of Shaanxi Province(2022JM-130).
文摘Small-molecule photothermal agents(PTAs)with intense second near-infrared(NIR-Ⅱ,1,000 to 1,700 nm)absorption and high photothermal conversion efficiencies(PCEs)are promising candidates for treating deep-seated tumors such as osteosarcoma.To date,the development of small-molecule NIR-Ⅱ PTAs has largely relied on fabricating donor–acceptor–donor(D–A–D/D′)structures and limited success has been achieved.Herein,through acceptor engineering,a donor–acceptor–acceptor(D–A–A′)-structured NIR-Ⅱ aza-boron-dipyrromethene(aza-BODIPY)PTA(SW8)was readily developed for the 1,064-nm laser-mediated phototheranostic treatment of osteosarcoma.Changing the donor groups to acceptor groups produced remarkable red-shifts of absorption maximums from first near-infrared(NIR-Ⅰ)regions(~808 nm)to NIR-Ⅱ ones(~1,064 nm)for aza-BODIPYs(SW1 to SW8).Furthermore,SW8 self-assembled into nanoparticles(SW8@NPs)with intense NIR-Ⅱ absorption and an ultrahigh PCE(75%,1,064 nm).This ultrahigh PCE primarily originated from an additional nonradiative decay pathway,which showed a 100-fold enhanced decay rate compared to that shown by conventional pathways such as internal conversion and vibrational relaxation.Eventually,SW8@NPs performed highly efficient 1,064-nm laser-mediated NIR-Ⅱ photothermal therapy of osteosarcoma via concurrent apoptosis and pyroptosis.This work not only illustrates a remote approach for treating deep-seated tumors with high spatiotemporal control but also provides a new strategy for building high-performance small-molecule NIR-Ⅱ PTAs.
基金supported by National Natural Science Foundation of China(No.62175262)the Science and Technology Innovation Program of Hunan Province(No.2022RC1201)the Fundamental Research Funds for the Central Universities of Central South University(No.2019zzts849)。
文摘Combining phototherapy and chemotherapy has been considered a promising modality for cancer therapy due to their synergistic effect.Herein,we developed three D-π-A-structured boron dipyrromethenes(BODIPYs)(named as B-B,B-C,and B-C-Pt).Due to their enlargedπ-conjugated structure and high intramolecular charge transfer effect,the synthesized BODIPYs had photothermal conversion capability,and their absorption and fluorescence spectra were red-shifted.The cisplatin-appended BODIPY(B-C-Pt)exhibited good singlet oxygen(^1O_(2))generation ability and near infrared(NIR)absorption and fluorescence(λ_(Abs)=748 nm,λ_(Em)=947 nm).After being encapsulated by distearoyl phosphoethanolamine polyethyleneglycol 2000(DSPE-PEG-2000),which could inhibit the H-aggregation of B-C-Pt,the absorption and fluorescence of the obtained B-C-Pt nanoparticles(NPs)were red-shifted to 762 and 985 nm,respectively.The^1O_(2)quantum yield and photothermal conversion efficiency of the B-C-Pt NPs were 4.0%and 40.6%,respectively.Moreover,B-C-Pt NPs had chemotherapeutic efficacy due to the presence of cisplatin.In vitro and in vivo studies further demonstrated that B-C-Pt NPs had synergistic therapeutic efficacy.Together,B-C-Pt NPs could be employed in NIRⅡfluorescent and photoacoustic imaging-guided synergistic phototherapy and chemotherapy for cancer treatment.
基金supported by the National Natural Science Foundation of China(Nos.22078201,U1908202)Natural Science Foundation of Liaoning(No.2021NLTS1206)“Chunhui Program”cooperative research project of Education Ministry,Liaoning&Shenyang Key Laboratory of Functional Dye and Pigment(Nos.2021JH13/10200018,21–104–0–23)。
文摘Integrating ring-fused modification withπ-conjugated extension is an effective approach for designing,synthesizing,and application for novel borondipyrromethene(BODIPY)structures.In this work,based on phenyl[b]-fused BODIPY,we made reasonable modification of the methyl group at 1-site to generate dye NBDP.NBDP possessed near-infrared region(NIR)absorption and emission properties,and the intramolecular charge transfer(ICT)resulted in low fluorescence.Whereas,heat energy is evidently released in the presence of light,which can be exploited for intracellular photothermal therapy via the cell apoptosis process,reducing the inflammatory side-effects induced by necrosis.This research provides a crucial foundation for the novel molecule via BODIPY multi-directional alteration and its potential application in anti-tumor phototherapy.
