- BODIPY based realtime, reversible and targeted fluorescent probes for biothiol imaging in living cells
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Real-time live cell imaging and quantification of biothiol dynamics are important for understanding pathophysiological processes. However, the design and synthesis of rational probes that have reversible and real-time capabilities is still challenging. In
- He, Rongkun,Zhang, Yichuan,Madhu, Suresh,Gao, Quan,Lian, Qianjin,Raghavan, Sriram Srinivasa,Geng, Jin
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- Triazole-appended BODIPY-piperazine conjugates and their efficacy toward mercury sensing
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An expeditious synthesis of new click reaction-based BODIPY-piperazine conjugates separated by alkyl spacers (4-7) has been described. The compounds under investigation have been thoroughly characterized by various physicochemical techniques viz., element
- Singh, Roop Shikha,Gupta, Rakesh Kumar,Paitandi, Rajendra Prasad,Misra, Arvind,Pandey, Daya Shankar
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- Synthesis and evaluation of a [18F]BODIPY-labeled caspase-inhibitor
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BODIPYs (boron dipyrromethenes) are fluorescent dyes which show high stability and quantum yields. They feature the possibility of selective 18F-fluorination at the boron-core. Attached to a bioactive molecule and labeled with [18F]fluorine, the resulting compounds are promising tracers for multimodal imaging in vivo and can be used for PET and fluorescence imaging. A BODIPY containing a phenyl and a hydroxy substituent on boron was synthesized and characterized. Fluorinated and hydroxy substituted dyes were coupled to an isatin-based caspase inhibitor via cycloaddition and the resulting compounds were evaluated in vitro in caspase inhibition assays. The metabolic stability and the formed metabolites were investigated by incubation with mouse liver microsomes and LC-MS analysis. Subsequently the fluorophores were labeled with [18F]fluorine and an in vivo biodistribution study using dynamic PET was performed.
- Ortmeyer, Christian Paul,Haufe, Günter,Schwegmann, Katrin,Hermann, Sven,Sch?fers, Michael,B?rgel, Frederik,Wünsch, Bernhard,Wagner, Stefan,Hugenberg, Verena
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- Bioorthogonal Turn-On BODIPY-Peptide Photosensitizers for Tailored Photodynamic Therapy
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Photodynamic therapy (PDT) leads to cancer remission via the production of cytotoxic species under photosensitizer (PS) irradiation. However, concomitant damage and dark toxicity can both hinder its use. With this in mind, we have implemented a versatile
- Linden, Greta,Vázquez, Olalla
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- A novel triphenylamine-BODIPY dendron: Click synthesis, near-infrared emission and a multi-channel chemodosimeter for Hg2+ and Fe3+
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A novel triphenylamine-BODIPY based Schiff base fluorescent probe (TPA-BODIPY-OH) with an emission in the near-infrared (NIR) region was designed and prepared by click reaction. TPA-BODIPY-OH showed three emission bands at 510 nm, 598 nm and 670 nm, and can detect Fe3+ and Hg2+ ions with remarkable fluorescence enhancement in THF/H2O (v/v, 1:1, buffered with 10 mM HEPES pH = 7.4) based on the hydrolysis reaction of the -CN bond, and naked eye detection was realized with an obvious color change. The stoichiometry between the probe and ions was deduced from a Job's plot, which is 1:3 for TPA-BODIPY-OH/Fe3+ and 1:2 for TPA-BODIPY-OH/Hg2+, respectively. The dissociation constant value was found to be 1.35 × 10-16 M for TPA-BODIPY-OH/Fe3+ and 2.06 × 10-11 M for TPA-BODIPY-OH/Hg2+. The low detection limit was calculated from the titration results with the values of 5.15 × 10-7 M for TPA-BODIPY-OH/Fe3+ and 6.81 × 10-7 M for TPA-BODIPY-OH/Hg2+, respectively. In order to investigate the biological applications of TPA-BODIPY-OH, a living cell imaging experiment was carried out. The results demonstrate that TPA-BODIPY-OH can be successfully applied as a bioimaging agent in living cells. In addition, amino-group-functionalized silica fluorescent nanoparticles (FNPs) encapsulating the TPA-BODIPY-OH dyes were prepared and characterized by transmission electron microscopy. TPA-BODIPY-OH/SiO2 nanoparticles exhibit good dispersibility, and the quantum yield of FNPs at 657 nm was 42.3%.
- Shen, Bao-Xing,Qian, Ying
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- De Novo Design of Phototheranostic Sensitizers Based on Structure-Inherent Targeting for Enhanced Cancer Ablation
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Structure-inherent targeting (SIT) agents are of particular importance for clinical precision medicine; however, there still exists a great lack of SIT phototheranostics for simultaneous cancer diagnosis and targeted photodynamic therapy (PDT). Herein, fo
- Li, Mingle,Long, Saran,Kang, Yao,Guo, Lianying,Wang, Jingyun,Fan, Jiangli,Du, Jianjun,Peng, Xiaojun
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- Bodipy-squaraine triads: Preparation and study of the intramolecular energy transfer, charge separation and intersystem crossing
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Two triads (BDP-SQ and Styryl-BDP-SQ) were prepared with Bodipy, styrylBodipy and Squaraine (SQ) units. SQ shows unexpected efficient intersystem crossing (ISC. ΦT = 50%), which is attributed to S1→T1 transition. In the two triads, the F?rster Resonance Energy Transfer (FRET) direction, as well as the spatial localization of the T1 state, was judiciously tuned. The cascade photophysical properties of the triads were studied with steady-state and time-resolved optical spectroscopies, as well as with electrochemical characterization and theoretical computations. We show that triplet state was produced in triad BDP-SQ upon photoexcitation, but in Styryl-BDP-SQ the fast FRET and the charge separation (CS) processes compete with the ISC of the SQ unit, and no triplet state was formed upon photoexcitation. The singlet energy transfer kinetics were found to be 1.6 and 0.6 ps, respectively and are solvent polarity dependent. Charge transfer was confirmed with ultrafast transient absorption spectroscopy.
- Dong, Yu,Iagatti, Alessandro,Foggi, Paolo,Zhao, Jianzhang,Mazzone, Gloria,Xu, Kejing,Ji, Wei,Di Donato, Mariangela,Russo, Nino
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- Photoswitching of the triplet excited state of diiodobodipy-dithienylethene triads and application in photo-controllable triplet-triplet annihilation upconversion
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Dithienylethene (DTE)-2,6-diiodoBodipy triads were prepared with the aim to photoswitch the triplet excited state of the 2,6-diiodoBodipy moiety. Bodipy was selected due to its low T1 state energy level to avoid sensitized photocyclization of DTE, which is very often encountered in DTE photoswitches, so that the photochemistry of DTE and the organic chromophore can be addressed independently. This is the first time that DTE was covalently connected with an organic triplet photosensitizer. For the triad with DTE-o structure, selective photoexcitation into the diiodoBodipy part did not initiate photocyclization of DTE-o. Upon photoirradiation at 254 nm, thus the DTE-o → DTE-c transformation, the intersystem crossing (ISC) of 2,6-diiodoBodipy moiety was competed by the photoactivated resonance energy transfer (RET), with Bodipy as the intramolecular energy donor and DTE-c as energy acceptor. The fluorescence of Bodipy was quenched and the triplet state lifetime of Bodipy was reduced from 105.1 to 40.9 μs. The photoreversion is O2-independent, but can be greatly accelerated upon selective photoexcitation into the diiodoBodipy absorption band (at 535 nm). We concluded that ISC is not outcompeted by RET. The photoswitching of the triplet state was transduced to the singlet oxygen photosensitizing, as well as triplet-triplet annihilation upconversion.
- Ma, Jie,Cui, Xiaoneng,Wang, Fen,Wu, Xueyan,Zhao, Jianzhang,Li, Xingwei
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- Highly efficient energy transfer in the light harvesting system composed of three kinds of boron-dipyrromethene derivatives
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A light-harvesting system containing three kinds of BODIPY fluorophores was synthesized. It exhibited very strong absorption in the region from 300 to 700 nm, and the energy transfer within it was highly efficient.
- Xiaolin, Zhang,Yi, Xiao,Xuhong, Qian
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- Orienting an Organic Semiconductor into DNA 3D Arrays by Covalent Bonds
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A quasi-one-dimensional organic semiconductor, hepta(p-phenylene vinylene) (HPV), was incorporated into a DNA tensegrity triangle motif using a covalent strategy. 3D arrays were self-assembled from an HPV-DNA pseudo-rhombohedron edge by rational design and characterized by X-ray diffraction. Templated by the DNA motif, HPV molecules exist as single-molecule fluorescence emitters at the concentration of 8 mM within the crystal lattice. The anisotropic fluorescence emission from HPV-DNA crystals indicates HPV molecules are well aligned in the macroscopic 3D DNA lattices. Sophisticated nanodevices and functional materials constructed from DNA can be developed from this strategy by addressing functional components with molecular accuracy.
- Wang, Xiao,Deshmukh, Rahul,Sha, Ruojie,Birktoft, Jens J.,Menon, Vinod,Seeman, Nadrian C.,Canary, James W.
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supporting information
(2021/12/21)
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- Synthesis, antimicrobial evaluation, and in silico studies of quinoline—1H-1,2,3-triazole molecular hybrids
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Abstract: Antimicrobial resistance has become a significant threat to global public health, thus precipitating an exigent need for new drugs with improved therapeutic efficacy. In this regard, molecular hybridization is deemed as a viable strategy to afford multi-target-based drug candidates. Herein, we report a library of quinoline—1H-1,2,3-triazole molecular hybrids synthesized via copper(I)-catalyzed azide-alkyne [3 + 2] dipolar cycloaddition reaction (CuAAC). Antimicrobial evaluation identified compound 16 as the most active hybrid in the library with a broad-spectrum antibacterial activity at an MIC80 value of 75.39?μM against methicillin-resistant S. aureus, E. coli, A. baumannii, and multidrug-resistant K. pneumoniae. The compound also showed interesting antifungal profile against C. albicans and C. neoformans at an MIC80 value of 37.69 and 2.36?μM, respectively, superior to fluconazole. In vitro toxicity profiling revealed non-hemolytic activity against human red blood cells (hRBC) but partial cytotoxicity to human embryonic kidney cells (HEK293). Additionally, in silico studies predicted excellent drug-like properties and the importance of triazole ring in stabilizing the complexation with target proteins. Overall, these results present compound 16 as a promising scaffold on which other molecules can be modeled to deliver new antimicrobial agents with improved potency. Graphic abstract: [Figure not available: see fulltext.].
- Awolade, Paul,Cele, Nosipho,Kerru, Nagaraju,Singh, Parvesh
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p. 2201 - 2218
(2020/06/17)
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- Biodegradable Polymersomes with Structure Inherent Fluorescence and Targeting Capacity for Enhanced Photo-Dynamic Therapy
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Biodegradable nanostructures displaying aggregation-induced emission (AIE) are desirable from a biomedical point of view, due to the advantageous features of loading capacity, emission brightness, and fluorescence stability. Herein, biodegradable polymers comprising poly (ethylene glycol)-block-poly(caprolactone-gradient-trimethylene carbonate) (PEG-P(CLgTMC)), with tetraphenylethylene pyridinium-TMC (PAIE) side chains have been developed, which self-assembled into well-defined polymersomes. The resultant AIEgenic polymersomes are intrinsically fluorescent delivery vehicles. The presence of the pyridinium moiety endows the polymersomes with mitochondrial targeting ability, which improves the efficiency of co-encapsulated photosensitizers and improves therapeutic index against cancer cells both in vitro and in vivo. This contribution showcases the ability to engineer AIEgenic polymersomes with structure inherent fluorescence and targeting capacity for enhanced photodynamic therapy.
- Abdelmohsen, Loai K. E. A.,Cao, Shoupeng,Dong, Yangyang,Guo, Beibei,Meng, Fenghua,Pijpers, Imke A. B.,Shao, Jingxin,Williams, David S.,Xia, Yifeng,Zhong, Zhiyuan,van Hest, Jan C. M.
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p. 17629 - 17637
(2021/07/06)
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- Efficient real-time bio-thiol fluorescence detection probe based on BODIPY
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The invention discloses a ratio type fluorescence probe for rapid detection of bio-thiol in real time, and also discloses a preparation method and application of the probe. Spectrum test results showthat the probe has the advantages of ratio type response
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Paragraph 0048; 0088; 0109-0111
(2020/03/05)
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- Rhodamine-modified boron-dipyrromethene compound and application thereof
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The invention provides a rhodamine-modified boron-dipyrromethene compound and application thereof. The rhodamine-modified boron-dipyrromethene compound has a structure of general formula I and can naturally target and be enriched at a tumor part, quickly
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- Design, synthesis,: In silico docking studies and biological evaluation of novel quinoxaline-hydrazide hydrazone-1,2,3-triazole hybrids as α-glucosidase inhibitors and antioxidants
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A new series of quinoxaline-hydrazidehydrazone-1,2,3-triazole hybrids, 14a-j, 15a-j and 16a-e, was designed, synthesized and screened for in vitro α-glucosidase and antioxidant activities. For the synthesis of the target compounds, quinoxaline hydrazides were condensed with benzaldehyde triazoles in the presence of AcOH (cat) in ethanol. The key step in the preparation of compounds 8a-j was the Cu(i)-catalyzed [3+2] cycloaddition reaction (CuAAC) with appropriate alkynes (6, 7) and azides, and 13a-j were prepared from simple aldehydes utilizing the same click reaction as the final step. Quinoxaline hydrazides (3, 3a) were synthesized from o-phenylenediamine and pyruvic acid via three-step reactions comprising cyclization, alkylation and hydrazidation. Among these hybrids, 14a (IC50 = 21.92 μg mL-1), 14b (IC50 = 22.32 μg mL-1), 14c (IC50 = 23.58 μg mL-1) and 15a (IC50 = 24.50 μg mL-1) showed good α-glucosidase inhibition compared with the standard acarbose (IC50 = 22.32 μg mL-1). Further, the scavenging abilities of the synthesized compounds as antioxidants were studied using the DPPH, H2O2, and NO methods; as per the obtained results, compounds 14a, 14b, 14c and 15a displayed good antioxidant activity. Docking studies of the active compounds and acarbose as a standard with α-glucosidase (PDB ID: 2ZEO) were performed to determine the molecular interactions between the inhibitors and the active site of the enzyme. Better binding energies of the active compounds than of the standard acarbose were observed. Therefore, our new hybrid molecules may be useful for further optimization in developing new lead molecules with both α-glucosidase inhibition and antioxidant activities.
- Settypalli, Triloknadh,Chunduri, Venkata Rao,Maddineni, Aruna Kumari,Begari, Nagaraju,Allagadda, Rajasekhar,Kotha, Peddanna,Chippada, Appa Rao
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p. 15435 - 15452
(2019/10/08)
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- Synthesis, characterization, and antimycobacterial activity of novel thymol-triazole hybrids
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Thymol is a naturally occurring phenolic compound showing various biological activities. A library of novel thymol-triazole hybrids was synthesized and evaluated for their inhibitory activity against Mycobacterium tuberculosis (M.tb), the causative agent of TB. Most of the compounds were found to be active against M.tb H37Rv at 50 μg/mL concentration. These identified compounds have promise to be further optimized into more potent inhibitors against M.tb.
- Negi, Beena,Rawat, Diwan S
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p. 113 - 124
(2018/09/14)
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- Preparation of Bodipy-ferrocene dyads and modulation of the singlet/triplet excited state of bodipy: Via electron transfer and triplet energy transfer
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Modulation of the singlet/triplet excited state of a fluorophore is becoming more important for molecular switches, molecular memory devices, chemical or biological sensors and controllable photodynamic therapy (PDT) etc. Boron-dipyrromethene (Bodipy)-ferrocene (Fc) dyads were prepared for reversible electrochemical switching of the singlet excited state (fluorescence), as well as the triplet excited states of Bodipy. The photophysical properties of the dyads were studied using steady-state UV-vis absorption spectroscopy, fluorescence, electrochemical characterization, time-resolved fluorescence and nanosecond transient absorption spectroscopies. The fluorescence of the Bodipy moieties in the dyads was quenched significantly, due to the photo-induced electron transfer (PET). This conclusion was supported by electrochemical characterization and calculation of the Gibbs free energy changes of PET. We demonstrated that the fluorescence of the Bodipy moiety can be reversibly switched ON and OFF by electrochemical oxidation of the Fc moiety (Fc/Fc+). Furthermore, we proved that the Fc moiety is efficient for quenching of the triplet excited states of Bodipy. Two quenching mechanisms, PET and triplet-triplet-energy transfer (TTET), are responsible for the intramolecular and intermolecular quenching of the triplet excited states of the diiodoBodipy unit.
- Wu, Xueyan,Wu, Wenting,Cui, Xiaoneng,Zhao, Jianzhang,Wu, Mingbo
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p. 2843 - 2853
(2016/04/26)
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- A sub-milligram-synthesis protocol for in vitro screening of HDAC11 inhibitors
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This work demonstrated the high efficiency of a sub-milligram-synthesis based medicinal chemistry method. Totally 72 compounds, consisting a tri-substituted pyrrolidine core, were prepared. Around 0.1 mg of each compound was solid-phase synthesized. Based on the additive property of UV absorptions of unconjugated chromophores of a molecule, these compounds were quantified by UV measurement. A hit, whose IC50 value was 1.2 μM in HDAC11 inhibition assays, highlights the applicability of the approach reported here in future optimization works.
- Tian, Yinping,Jin, Jin,Wang, Congying,Lv, Wenhui,Li, Xuewei,Che, Xiaona,Gong, Yanchao,Li, Yanjun,Li, Quanli,Hou, Jingli,Wang, Peng G.,Shen, Jie
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p. 2434 - 2437
(2016/07/07)
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- Combinatorial synthesis of structurally diverse triazole-bridged flavonoid dimers and trimers
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Flavonoids are a large family of compounds associated with a broad range of biologically useful properties. In recent years, synthetic compounds that contain two flavonoid units linked together have attracted attention in drug discovery and development projects. Numerous flavonoid dimer systems, incorporating a range of monomers attached via different linkers, have been reported to exhibit interesting bioactivities. From a medicinal chemistry perspective, the 1,2,3-triazole ring system has been identified as a particularly attractive linker moiety in dimeric derivatives (owing to several favourable attributes including proven biological relevance and metabolic stability) and triazole-bridged flavonoid dimers possessing anticancer and antimalarial activities have recently been reported. However, there are relatively few examples of libraries of triazole-bridged flavonoid dimers and the diversity of flavonoid subunits present within these is typically limited. Thus, this compound type arguably remains underexplored within drug discovery. Herein, we report a modular strategy for the synthesis of novel and biologically interesting triazole-bridged flavonoid heterodimers and also very rare heterotrimers from readily available starting materials. Application of this strategy has enabled step-efficient and systematic access to a library of structurally diverse compounds of this sort, with a variety of monomer units belonging to six different structural subclasses of flavonoid successfully incorporated.
- Sum, Tze Han,Sum, Tze Jing,Galloway, Warren R. J. D.,Collins, Súil,Twigg, David G.,Hollfelder, Florian,Spring, David R.
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- Naphthalimide-boron dipyrromethene (NP-BODIPY) fluorescence molecules as well as preparation method and application thereof
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The invention discloses Naphthalimide-boron dipyrromethene (NP-BODIPY) fluorescence molecules as well as a preparation method and application thereof. The NP-BODIPY fluorescence molecules disclosed by the invention are prepared through a 1,3-dipolar cyclo
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Paragraph 0021
(2016/12/01)
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- Bodipy-C60 triple hydrogen bonding assemblies as heavy atom-free triplet photosensitizers: preparation and study of the singlet/triplet energy transfer
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Supramolecular triplet photosensitizers based on hydrogen bonding-mediated molecular assemblies were prepared. Three thymine-containing visible light-harvesting Bodipy derivatives (B-1, B-2 and B-3, which show absorption at 505 nm, 630 nm and 593 nm, respectively) were used as H-bonding modules, and 1,6-diaminopyridine-appended C60 was used as the complementary hydrogen bonding module (C-1), in which the C60 part acts as a spin converter for triplet formation. Visible light-harvesting antennae with methylated thymine were prepared as references (B-1-Me, B-2-Me and B-3-Me), which are unable to form strong H-bonds with C-1. Triple H-bonds are formed between each Bodipy antenna (B-1, B-2 and B-3) and the C60 module (C-1). The photophysical properties of the H-bonding assemblies and the reference non-hydrogen bond-forming mixtures were studied using steady state UV/vis absorption spectroscopy, fluorescence emission spectroscopy, electrochemical characterization, and nanosecond transient absorption spectroscopy. Singlet energy transfer from the Bodipy antenna to the C60 module was confirmed by fluorescence quenching studies. The intersystem crossing of the latter produced the triplet excited state. The nanosecond transient absorption spectroscopy showed that the triplet state is either localized on the C60 module (for assembly B-1·C-1), or on the styryl-Bodipy antenna (for assemblies B-2·C-1 and B-3·C-1). Intra-assembly forward-backward (ping-pong) singlet/triplet energy transfer was proposed. In contrast to the H-bonding assemblies, slow triplet energy transfer was observed for the non-hydrogen bonding mixtures. As a proof of concept, these supramolecular assemblies were used as triplet photosensitizers for triplet-triplet annihilation upconversion.
- Guo, Song,Xu, Liang,Xu, Kejing,Zhao, Jianzhang,Kü?ük?z, Betül,Karatay, Ahmet,Yaglioglu, Halime Gul,Hayvali, Mustafa,Elmali, Ayhan
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p. 3724 - 3737
(2015/06/25)
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- Diiodobodipy-styrylbodipy Dyads: Preparation and Study of the Intersystem Crossing and Fluorescence Resonance Energy Transfer
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2,6-Diiodobodipy-styrylbodipy dyads were prepared to study the competing intersystem crossing (ISC) and the fluorescence-resonance-energy-transfer (FRET), and its effect on the photophysical property of the dyads. In the dyads, 2,6-diiodobodipy moiety was
- Wang, Zhijia,Xie, Yun,Xu, Kejing,Zhao, Jianzhang,Glusac, Ksenija D.
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p. 6791 - 6806
(2015/07/15)
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- BODIPY triads triplet photosensitizers enhanced with intramolecular resonance energy transfer (RET): Broadband visible light absorption and application in photooxidation
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Resonance energy transfer (RET) was used to enhance the light absorption in triad triplet photosensitizers to access strong and broadband absorption in visible region (from 450-750 nm). This strategy was demonstrated by preparation of (BODIPY)2-diiodo-aza-BODIPY triad (B-2) and (carbazole-styryl BODIPY)2-diiodo-aza-BODIPY triad (B-3), in which the energy donor (BODIPY or styryl-BODIPY) and the energy acceptor (aza-BODIPY, also as the spin converter) parts were connected by click chemistry. Both the energy donors and the energy acceptors show strong absorption in the visible spectral region, but at different wavelengths, therefore the triads show broadband absorption in visible spectra region, e.g. the two major absorption bands of B-3 are located at 593 nm and 683 nm, with ε up to 220 000 M-1 cm-1 and 81 000 M-1 cm-1, respectively. For comparison, a reference compound with only diiodo-aza-BODIPY as the light-harvesting unit was prepared (B-1), which shows only one major absorption band in visible spectral region. Fluorescence studies indicated intramolecular energy transfer for these BODIPY hybrids, a conclusion which is supported by the femtosecond time-resolved transient absorption spectroscopy. Nanosecond transient absorption spectra show that triplet excited states of the dyad and the triad are localized on the iodo-aza-BODIPY part. The compounds were used as triplet photosensitizers for singlet oxygen (1O2) mediated photooxidation of 1,5-dihydroxylnaphthalene and the photosensitizing ability of the new triplet photosensitizers are more efficient than the mono-chromophore based triplet photosensitizers. The molecular design rationale of these RET-enhanced multi-chromophore triplet photosensitizer is useful for development of efficient triplet photosensitizers and for their applications in photocatalysis, photodynamic therapy, photovoltaics and upconversion.
- Guo, Song,Ma, Lihua,Zhao, Jianzhang,Kuecuekoez, Betuel,Karatay, Ahmet,Hayvali, Mustafa,Yaglioglu, H. Gul,Elmali, Ayhan
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p. 489 - 500
(2014/01/17)
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- Synthesis of novel 1,2,3-triazole derivatives of isoniazid and their in vitro and in vivo antimycobacterial activity evaluation
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We report herein the synthesis and antimycobacterial activity of 1,2,3-triazole derivatives of isoniazid. Most of the compounds exhibited potent activity against Mycobacterium tuberculosis H37Rv strain with MIC99 values ranging from 0.195 to 1.
- Kumar, Deepak,Beena,Khare, Garima,Kidwai, Saqib,Tyagi, Anil K.,Singh, Ramandeep,Rawat, Diwan S.
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p. 301 - 313
(2014/06/09)
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- Resonance energy transfer-enhanced rhodamine-styryl Bodipy dyad triplet photosensitizers
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Organic triplet photosensitizers (R-1 and R-2) enhanced with the resonance energy transfer (RET) effect were prepared. Rhodamine was used as an intramolecular energy donor, and iodo-styryl-Bodipy was used as intramolecular energy acceptor/spin converter.
- Ma, Jie,Yuan, Xiaolin,Kuecuekoez, Betuel,Li, Shengfu,Zhang, Caishun,Majumdar, Poulomi,Karatay, Ahmet,Li, Xiaohuan,Gul Yaglioglu,Elmali, Ayhan,Zhao, Jianzhang,Hayvali, Mustafa
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p. 3900 - 3913
(2014/05/20)
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- Intramolecular RET enhanced visible light-absorbing bodipy organic triplet photosensitizers and application in photooxidation and triplet-triplet annihilation upconversion
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Resonance energy transfer (RET) was used for the first time to enhance the visible light absorption of triplet photosensitizers. The intramolecular energy donor (boron-dipyrromethene, Bodipy) and acceptor (iodo-Bodipy) show different absorption bands in v
- Zhang, Caishun,Zhao, Jianzhang,Wu, Shuo,Wang, Zilong,Wu, Wanhua,Ma, Jie,Guo, Song,Huang, Ling
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p. 10566 - 10578
(2013/08/23)
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- A PNIPAM-based fluorescent nanothermometer with ratiometric readout
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A novel molecular thermometer with ratiometric fluorescence readout was designed and synthesized. Within a sensing temperature range of 33 to 41 °C, the fluorescence color of the nanothermometer changes from blue to green. The ratiometric change magnitude
- Chen, Chun-Yen,Chen, Chao-Tsen
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supporting information; experimental part
p. 994 - 996
(2011/02/25)
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- Photoswitchable fluorescent dyads incorporating bodipy and [1,3]oxazine components
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We designed and synthesized three compounds incorporating a BODIPY fluorophore and an oxazine photochrome within the same molecular skeleton and differing in the nature of the linker bridging the two functional components. The [1,3]oxazine ring of the photochrome opens in less than 6 ns upon laser excitation in two of the three fluorophore-photochrome dyads. This process generates a 3H-indolium cation with a quantum yield of 0.02-0.05. The photogenerated isomer has a lifetime of 1-3 μs and reverts to the original species with first-order kinetics. Both photochromic systems tolerate hundreds of switching cycles with no sign of degradation. The visible excitation of the dyads is accompanied by the characteristic fluorescence of the BODIPY component. However, the cationic fragment of their photogenerated isomers can accept an electron or energy from the excited fluorophore. As a result, the photoinduced transformation of the photochromic component within each dyad results in the effective quenching of the BODIPY emission. Indeed, the fluorescence of these photoswitchable compounds can be modulated on a microsecond time scale with excellent fatigue resistance under optical control. Thus, our operating principles and choice of functional components can ultimately lead to the development of valuable photoswitchable fluorescent probes for the super-resolution imaging of biological samples.
- Deniz, Erhan,Ray, Shuvasree,Tomasulo, Massimiliano,Impellizzeri, Stefania,Sortino, Salvatore,Raymo, Francisco M.
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p. 11567 - 11575
(2011/02/27)
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- Use of Adenosine A1 and/or Dual A1/2ab Agonists for Production of Medicaments for Treating Diseases
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The present invention relates to the use of A1 and/or dual A1/A2b agonists of the formulae (IA) and (IB) for preparing a medicament for treating dyslipidemia, metabolic syndrome and diabetes and dyslipidemia, metabolic syndrome and diabetes in association with hypertension and cardiovascular disorders.
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Page/Page column 23
(2010/03/31)
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- Clickable fluorophores for biological Labeling - With or without copper
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The synthesis of a set of new clickable fluorophores that virtually cover the whole visible spectrum reaching the near infra-red regime is presented herein. Besides dyes that are capable of participating in classical copper catalyzed 1,3-dipolar cycloaddition reactions with the counterparting function we have also prepared dyes containing a cyclooctyne moiety, an alkyne derivative that enables copper free clicking to azides. The suitability of these dyes for fluorescent labeling of biomolecules is presented by examples on model frameworks representing major biopolymer building blocks. The versatility of these dyes is presented in cell labeling experiments as well as by labeling the azide modified surface glycans of CHO-cells either by copper catalyzed or copper-free click reaction. These dyes are expected to have a large variety of applications in (bio)orthogonal labeling schemes both in vivo and in vitro.
- Kele, Peter,Li, Xiaohua,Link, Martin,Nagy, Krisztina,Herner, Andras,Lrincz, Krisztian,Beni, Szabolcs,Wolfbeis, Otto S.
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supporting information; experimental part
p. 3486 - 3490
(2010/01/06)
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- Substituted Phenylaminothiazoles and Use Thereof
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The present application relates to novel phenylaminothiazole derivatives, to processes for their preparation, to their use for the treatment and/or prophylaxis of diseases and to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, preferably for the treatment and/or prevention of hypertension and other cardiovascular disorders.
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Page/Page column 24
(2008/12/04)
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- SUBSTITUTED PHENYLAMINOTHIAZOLES AND USE THEREOF
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The invention relates to novel phenylaminothiazole derivatives, methods for the production thereof, the use thereof for treating and/or preventing diseases, and the use thereof for producing medicaments used for treating and/or preventing diseases, preferably hypertension and other cardiovascular diseases.
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Page/Page column 41
(2008/06/13)
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