A Dual Selective Antitumor Agent and Fluorescence Probe: the Binary BMVC–Porphyrin Photosensitizer

Kang, Chi-Chih; Chen, Chin-Tin; Cho, Chih-Chien; Lin, Yuchen; Chang, Cheng-Chung; Chang, Ta‐Chau

doi:10.1002/cmdc.200700336

Cited by 11 publications

(2 citation statements)

References 22 publications

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“…A large number of structural analogues of TMPyP4 have been recently described in the literature, differing notably by the nature of the side-arms ( N -methylpyridinium groups have, for example, been replaced by N -propylpyridinium [126], N -methylquinolinium [149], and phenyl groups with short [150] or long aminoalkyl arms [151], and even endowed with fluorescent reporters) [152]. The extensive family of ring-size analogues of the 16-membered porphyrins are exemplified in Figure 8, including the 15-membered corrole, 16-membered phthalocyanine or porphyrazine, and the 19-membered sapphyrin, which have all been employed for the construction of G-quadruplex ligands.…”

Section: Porphyrin- (Tmpyp4-) Like Macrocyclesmentioning

confidence: 99%

“One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G‐Quadruplex DNA Recognition

Monchaud

Granzhan

Saettel

et al. 2010

Journal of Nucleic Acids

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Macrocyclic scaffolds are particularly attractive for designing selective G-quadruplex ligands essentially because, on one hand, they show a poor affinity for the “standard” B-DNA conformation and, on the other hand, they fit nicely with the external G-quartets of quadruplexes. Stimulated by the pioneering studies on the cationic porphyrin TMPyP4 and the natural product telomestatin, follow-up studies have developed, rapidly leading to a large diversity of macrocyclic structures with remarkable-quadruplex binding properties and biological activities. In this review we summarize the current state of the art in detailing the three main categories of quadruplex-binding macrocycles described so far (telomestatin-like polyheteroarenes, porphyrins and derivatives, polyammonium cyclophanes), and in addressing both synthetic issues and biological aspects.

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Section: Porphyrin- (Tmpyp4-) Like Macrocyclesmentioning

confidence: 99%

“One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G‐Quadruplex DNA Recognition

Monchaud

Granzhan

Saettel

et al. 2010

Journal of Nucleic Acids

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“…Therefore, BMVC can be used to distinguish between cancer cells and normal cells. 25 Similarly, stem cells also have unlimited proliferation ability 26 and can maintain their length of telomeres during the process of differentiation. 27,28 Therefore, it is reasonable to assume that BMVC might be used to distinguish between stem cells and somatic cells.…”

Section: Introductionmentioning

confidence: 99%

3,6-Bis(1-methyl-4-vinylpyridinium)-carbazole diiodide as a marker for tracking living neural stem/precursor cells

Li¹,

Wang

Tsai

et al. 2015

J. Mater. Chem. B

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Acri‐2,7‐Py, a bright red‐emitting DNA probe identified through screening of a distyryl dye library

Naud‐Martin¹,

Martin-Benlloch²,

Poyer³

et al. 2014

Biotechnology Journal

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The identification of DNA sensors is still a challenge since no DNA probe possesses all the photophysical properties required for live-cell imaging: high fluorescence yield, red emission, permeability, no photobleaching and no cytotoxicity. We describe the preparation of a distyryl dye library and its evaluation on a panel of nucleic acids with various structures (duplex DNA, quadruplex DNA and RNA). The screening involved measuring the modification of the fluorescence properties of the dyes with or without nucleic acids on a microplate reader, and allowed the identification of selective quadruplex DNA ligands with good affinities. Using this screening method we discovered a new bright red-emitting DNA stain, Acri-2,7-Py, for fixed cells. In living cells, the staining was not nuclear and photodamage generated through illumination induced cellular death. These processes require further studies to determine the relevance of Acri-2,7-Py in photodynamic therapy.

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A Dual Selective Antitumor Agent and Fluorescence Probe: the Binary BMVC–Porphyrin Photosensitizer

Cited by 11 publications

References 22 publications

“One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G‐Quadruplex DNA Recognition

“One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G‐Quadruplex DNA Recognition

3,6-Bis(1-methyl-4-vinylpyridinium)-carbazole diiodide as a marker for tracking living neural stem/precursor cells

Acri‐2,7‐Py, a bright red‐emitting DNA probe identified through screening of a distyryl dye library

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