Fluorescent properties of novel dendrimer dyes based on thiazole orange

Fei, Xuening; Gu, Yingchun; Lan, Yunquan; Shi, Bin

doi:10.1016/j.jlumin.2011.05.017

Cited by 9 publications

(5 citation statements)

References 37 publications

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“… 66 Fei et al exhaustively treated G2 PAMAM dendrons with thiazole orange. 144 Dendrons were also used as scaffolds for multivalent peptides by Welsh and Smith. 120 First- and second-generation dendrons fully converted to precisely 3 and 9 Arg-Gly-Asp peptides were prepared and evaluated for integrin binding affinity as a potential cancer targeting agent.…”

Section: Approaches To Overcoming Heterogeneity Problems In Multivalementioning

confidence: 99%

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Multivalent Polymers for Drug Delivery and Imaging: The Challenges of Conjugation

2014

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Multivalent polymers offer a powerful opportunity to develop theranostic materials on the size scale of proteins that can provide targeting, imaging, and therapeutic functionality. Achieving this goal requires the presence of multiple targeting molecules, dyes, and/or drugs on the polymer scaffold. This critical review examines the synthetic, analytical, and functional challenges associated with the heterogeneity introduced by conjugation reactions as well as polymer scaffold design. First, approaches to making multivalent polymer conjugations are discussed followed by an analysis of materials that have shown particular promise biologically. Challenges in characterizing the mixed ligand distributions and the impact of these distributions on biological applications are then discussed. Where possible, molecular-level interpretations are provided for the structures that give rise to the functional ligand and molecular weight distributions present in the polymer scaffolds. Lastly, recent strategies employed for overcoming or minimizing the presence of ligand distributions are discussed. This review focuses on multivalent polymer scaffolds where average stoichiometry and/or the distribution of products have been characterized by at least one experimental technique. Key illustrative examples are provided for scaffolds that have been carried forward to in vitro and in vivo testing with significant biological results.

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Section: Approaches To Overcoming Heterogeneity Problems In Multivalementioning

confidence: 99%

“…Mier et al exhaustively converted PAMAM dendrimers to saturated numbers of dansyl dyes . Fei et al exhaustively treated G2 PAMAM dendrons with thiazole orange . Dendrons were also used as scaffolds for multivalent peptides by Welsh and Smith .…”

Section: Approaches To Overcoming Heterogeneity Problems In Multivale...mentioning

confidence: 99%

Multivalent Polymers for Drug Delivery and Imaging: The Challenges of Conjugation

2014

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“…In recent years, a variety of G4-DNA targeting fluorescent probes have been reported and reviewed. [12,[17][18][19][20][21][22][23][24][25][26][27][28][29] Some typical examples such as benzothiazole [24] and thioflavin T [30], naphthalene diimide [31], triphenylamine [32], triaryl-substituted imidazole [11], quinolinium [33][34][35], thiazole orange derivatives [36][37][38], carbazole derivative [39], porphyrin dyes [40] and triphenylmethane [41] are found possessing good selectivity towards G4-DNA over duplex-DNA. For the study of ligand-DNA interaction in vitro or in vivo, in order to achieve merit fluorescent signal discrimination and display higher affinity to interact with G4-DNA over duplex-DNA, the design of molecular scaffolds that are able to match with the G4-DNA binding pocket (G-quartet) is crucial.…”

Section: Introductionmentioning

confidence: 99%

Structural modification of nonspecific thiazole orange for ligand-DNA interaction study: Understanding the ligand recognition selectivity towards G4-DNA over duplex-DNA

Zhu

Hou

Huang

et al. 2020

Journal of Luminescence

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“…Thiazoles can be illustrated by a large number of drugs in the market such as the Ritonavir (antiretroviral drug), Sulfathiazole (antibacterial drug) and Tiazofurin (antineoplastic drug) Figure . Thiazole nucleus also finds its applications in various other fields including polymers, liquid crystals, photonucleases, fluorescent dyes ,. Thiazole skeleton has a strong electron donor unit usually with varying HOMO or LUMO values, which allows efficient lowering of both frontier orbital levels, while keeping the energy band gap almost unchanged,, which is attributed to organic light emitting diodes (OLEDs) …”

Section: Introductionmentioning

confidence: 99%

Microwave‐Expedited Green Synthesis, Photophysical, Computational Studies of Coumarin‐3‐yl‐thiazol‐3‐yl‐1,2,4‐triazolin‐3‐ones and Their Anticancer Activity

et al. 2018

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Mild and efficient synthesis of 5‐methyl‐4‐[(2Z)‐4‐(2‐oxo‐2H‐chromen‐3‐yl)‐2‐(4‐arylimino)thiazol‐3(2H)‐yl]‐2‐(4‐aryl)‐2H‐1,2,4‐triazol‐3(4H)‐ones 7(h–s) has been developed using microwave assisted multicomponent route. The molecular structures of these novel compounds were characterized and the photophysical and thermal properties were investigated elaborately using absorption, fluorescence, fluorescence decay lifetimes and thermo gravimetric analysis. Solvatochromism was studied as a function of polarity of the solvents. The ground and excited states of electronic geometric optimizations were computed using density functional theory (DFT and TD‐DFT). The orientation of atomic orbitals and their energies were supported by HOMO‐LUMO calculations. Electrostatic potential (ESP) maps indicated the electron density predicting the reactive sites. Compounds 7(h–s) were docked into the epidermal growth factor receptor (EGFR) tyrosine kinase domain which formed a stable complex with good C‐score values. The title compounds were evaluated for their anticancer activity against A549, MDA‐MBA‐231, HeLa and K562 cancer cell lines which showed sensitivity against most of the tested compounds.

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Fluorescent properties of novel dendrimer dyes based on thiazole orange

Cited by 9 publications

References 37 publications

Multivalent Polymers for Drug Delivery and Imaging: The Challenges of Conjugation

Multivalent Polymers for Drug Delivery and Imaging: The Challenges of Conjugation

Structural modification of nonspecific thiazole orange for ligand-DNA interaction study: Understanding the ligand recognition selectivity towards G4-DNA over duplex-DNA

Microwave‐Expedited Green Synthesis, Photophysical, Computational Studies of Coumarin‐3‐yl‐thiazol‐3‐yl‐1,2,4‐triazolin‐3‐ones and Their Anticancer Activity

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