Interaction of a Potential Anticancer Agent Hypericin and its Model Compound Emodin with DNA and Bovine Serum Albumin

Staničová, Jana; Verebová, Valéria; Beneš, Jiří

doi:10.21873/invivo.11347

Cited by 9 publications

(6 citation statements)

References 32 publications

(36 reference statements)

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“…This interaction is characterized by binding constant 8.1 × 10 4 L/mol. These ligands are incorporated into the DNA groove with hydrophobic or hydrogen bounds [204]. An intercalating mode of interaction with DNA has been confirmed for quinizarin and danthron, which is very clearly supported by atomic force microscopy measurements.…”

Section: Hypericin and Its Derivatives Interaction With Dnamentioning

confidence: 61%

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Biophysical Characterization and Anticancer Activities of Photosensitive Phytoanthraquinones Represented by Hypericin and Its Model Compounds

2020

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Photosensitive compounds found in herbs have been reported in recent years as having a variety of interesting medicinal and biological activities. In this review, we focus on photosensitizers such as hypericin and its model compounds emodin, quinizarin, and danthron, which have antiviral, antifungal, antineoplastic, and antitumor effects. They can be utilized as potential agents in photodynamic therapy, especially in photodynamic therapy (PDT) for cancer. We aimed to give a comprehensive summary of the physical and chemical properties of these interesting molecules, emphasizing their mechanism of action in relation to their different interactions with biomacromolecules, specifically with DNA.

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Section: Hypericin and Its Derivatives Interaction With Dnamentioning

confidence: 61%

“…As a representative of highly hydrophobic PSs, hypericin binds to DNA by means of a large groove [203,204]. A binding constant, whose value was also determined, is 4.0 × 10 4 L/mol [204]. Emodin, with mild hydrophobic properties, interacts with DNA by binding into a small groove.…”

Section: Hypericin and Its Derivatives Interaction With Dnamentioning

confidence: 95%

Biophysical Characterization and Anticancer Activities of Photosensitive Phytoanthraquinones Represented by Hypericin and Its Model Compounds

2020

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“…A plethora of studies have been conducted to investigate the interaction of various antitumor, anticancer, antiviral, and anti‐inflammatory drugs with DNA as well as serum albumin (bovine or human) protein [30–41]. Moreover, the interaction between three antimycobacterial drugs (dapsone, clofazimine, and rifampicin) and bovine or human serum albumin (HSA or BSA) have also been evidenced by different groups of scientists [42–47].…”

Section: Resultsmentioning

confidence: 99%

Interaction of constituents of MDT regimen for leprosy with Mycobacterium leprae HSP18: impact on its structure and function

2021

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Mycobacterium leprae, the causative organism of leprosy, harbors many antigenic proteins, and one such protein is the 18-kDa antigen. This protein belongs to the small heat shock protein family and is commonly known as HSP18. Its chaperone function plays an important role in the growth and survival of M. leprae inside infected hosts. HSP18/18-kDa antigen is often used as a diagnostic marker for determining the efficacy of multidrug therapy (MDT) in leprosy. However, whether MDT drugs (dapsone, clofazimine, and rifampicin) do interact with HSP18 and how these interactions affect its structure and chaperone function is still unclear. Here, we report evidence of HSP18-dapsone/clofazimine/rifampicin interaction and its impact on the structure and chaperone function of HSP18. These three drugs interact efficiently with HSP18 (having submicromolar binding affinity) with 1 : 1 stoichiometry. Binding of these MDT drugs to the 'α-crystallin domain' of HSP18 alters its secondary structure and tryptophan micro-environment. Furthermore, surface hydrophobicity, oligomeric size, and thermostability of the protein are reduced upon interaction with these three drugs. Eventually, all these structural alterations synergistically decrease the chaperone function of HSP18. Interestingly, the effect of rifampicin on the structure, stability, and chaperone function of this mycobacterial small heat shock protein is more pronounced than the other two MDT drugs. This reduction in the chaperone function of HSP18 may additionally abate M. leprae survivability during multidrug treatment. Altogether, this study provides a possible foundation for rational designing and development of suitable HSP18 inhibitors in the context of effective treatment of leprosy.

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“…Figure 4,Aand B depicts that 11c treatment enhanced the number of DCFH-DA positive cells in a dose Interaction Between 11c and BSA Fluorescence spectroscopy, possessing higher accuracy and specificity as compared to UV/VIS spectroscopy, is an important method to study the interaction of biological macromolecules with various organic small molecules, ions and inorganic compounds. [25] Common serum albumins include human serum albumin and bovine serum albumin, which are involved in various transportation and regulation of the body system. [26] The interaction of a compound with BSA can enhance its solubility and dispersibility during blood transport.…”

Section: Determination Of Intracellular Ros Levelin Hct116 Cellsmentioning

confidence: 99%

Design, Synthesis, Molecular Docking, and Biological Evaluation of New Emodin Anthraquinone Derivatives as Potential Antitumor Substances

Guo

Chen

et al. 2020

Chemistry & Biodiversity

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The emodin anthraquinone derivatives are generally used in traditional Chinese medicine due to their various pharmacological activities. In the present study, a series of emodin anthraquinone derivatives have been designed and synthesized, among which 1,3‐dihydroxy‐6,8‐dimethoxyanthracene‐9,10‐dione is a natural compound that has been synthesized for the very first time, and 1,3‐dimethoxy‐5,8‐dimethylanthracene‐9,10‐dione is a compound that has never been reported earlier. Interestingly, while total seven of these compounds showed neuraminidase inhibitory activity in influenza virus with inhibition rate more than 50 %, specific four compounds exhibited significant inhibition of tumor cell proliferation. The further results demonstrate that 1,3‐dimethoxy‐5,8‐dimethylanthracene‐9,10‐dione showed the best anticancer activity among all the synthesized compounds by inducing highest apoptosis rate to HCT116 cancer cells and arresting their G0/G1 cell cycle phase, through elevation of intracellular level of reactive oxygen species (ROS). Moreover, the binding of 1,3‐dimethoxy‐5,8‐dimethylanthracene‐9,10‐dione with BSA protein has thoroughly been investigated. Altogether, this study suggests the neuraminidase inhibitory activity and antitumor potential of the new emodin anthraquinone derivatives.

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Interaction of a Potential Anticancer Agent Hypericin and its Model Compound Emodin with DNA and Bovine Serum Albumin

Cited by 9 publications

References 32 publications

Biophysical Characterization and Anticancer Activities of Photosensitive Phytoanthraquinones Represented by Hypericin and Its Model Compounds

Biophysical Characterization and Anticancer Activities of Photosensitive Phytoanthraquinones Represented by Hypericin and Its Model Compounds

Interaction of constituents of MDT regimen for leprosy with Mycobacterium leprae HSP18: impact on its structure and function

Design, Synthesis, Molecular Docking, and Biological Evaluation of New Emodin Anthraquinone Derivatives as Potential Antitumor Substances

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