First Evidence of the Liposome-Mediated Deintercalation of Anticancer Drug Doxorubicin from the Drug–DNA Complex: A Spectroscopic Approach

Das, Anupam; Adhikari, Chandan; Nayak, Debasis; Chakraborty, Anjan

doi:10.1021/acs.langmuir.5b03702

Cited by 16 publications

(26 citation statements)

References 47 publications

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“…We observed a biexponential lifetime decay of DOX in all of the liposomes. This observation is consistent with our recent report . The complex lifetime decay is primarily attributed to the heterogeneous distribution of the DOX molecules in the liposomes.…”

Section: Resultssupporting

confidence: 94%

“…The intensity became almost saturated at around 0.8 and completely seized at 1 mM lipid concentration. The binding constants for DOX–liposome systems as estimated following our earlier publications (the detailed methodology is given in the Supporting Information) were 4.70 × 10 8 M –1 for DPPC liposomes, 2.70 × 10 8 M –1 for DMPC liposomes, and 2.90 × 10 8 M –1 for POPC liposomes (Figure e). We may explain the different binding constants of DOX with liposomes in terms of the structural difference of the hydrophobic chain length and hence their pretransition temperatures.…”

Section: Resultsmentioning

confidence: 95%

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Lipoplex-Mediated Deintercalation of Doxorubicin from Calf Thymus DNA–Doxorubicin Complex

2016

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In this paper, we report the lipoplex-mediated deintercalation of anticancer drug doxorubicin (DOX) from the DOX-DNA complex under controlled experimental conditions. We used three zwitterionic liposomes, namely, 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC), and 2-oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine (POPC), which are widely different in their phase transition temperatures to form a lipoplex with calf thymus DNA in the presence of Ca(2+) ions. The study revealed that DPPC being in sol-gel phase was more effective in releasing the drug from the DOX-DNA complex compared with liposomes that remain in liquid crystalline phase (DMPC and POPC). The higher extent of drug release in the case of DPPC liposomes was attributed to the stronger lipoplex formation with DNA as compared with that of other liposomes. Owing to the relatively smaller head group area, the DPPC liposomes in their sol-gel phase can absorb a larger number of Ca(2+) ions and hence offer a strong electrostatic interaction with DNA. This interaction was confirmed by time-resolved anisotropy and circular dichroism spectroscopy. Apart from the electrostatic interaction, the possible hydrophobic interaction between the liposomes and DNA was also taken into account for the observed deintercalation. The successful uptake of drug molecules by liposomes from the drug-DNA complex in the post-release period was also confirmed using confocal laser scanning microscopy (CLSM).

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Section: Resultssupporting

confidence: 94%

Section: Resultsmentioning

confidence: 95%

Lipoplex-Mediated Deintercalation of Doxorubicin from Calf Thymus DNA–Doxorubicin Complex

2016

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“…Time-resolved fluorescence anisotropy is also a very useful technique to determine the microenvironment and location of the probe in a multi-component environment. It gives an idea about structural and dynamical information of the fluorophore in an organized medium. , Fluorescence decay anisotropy is directly associated with the reorientation dynamics of the excited fluorophore, and thus it is a suitable tool for the investigation of molecular dynamics and rotational relaxation and thereby for the structural information of fluorophore . To obtain the information about the microenvironment around the NOS in different mediums (SDS micelle, ctDNA, and composite medium), the time-resolved fluorescence anisotropy decay of NOS was performed.…”

Section: Resultsmentioning

confidence: 99%

Probing the Intercalation of Noscapine from Sodium Dodecyl Sulfate Micelles to Calf Thymus Deoxyribose Nucleic Acid: A Mechanistic Approach

2019

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Noscapine (NOS) is efficient in inhibiting cellular proliferation and induces apoptosis in nonsmall cell, lung, breast, lymphatic, and prostate cancers. The micelle-assisted drug delivery is a well-known phenomenon; however, the proper mechanism is still unclear. Therefore, in the present study, we have shown a mechanistic approach for the delivery of NOS from sodium dodecyl sulfate (SDS) micelles to calf thymus deoxyribose nucleic acid (ctDNA) base-pairs using various spectroscopic techniques. The absorption and emission spectroscopy results revealed that NOS interacts with the SDS micelle and resides in its hydrophobic core. Further, the intercalation of NOS from SDS micelles to ctDNA was also shown by these techniques. The anisotropy and quenching results further confirmed the relocation of NOS from SDS micelles to ctDNA. The CD analysis suggested that SDS micelles do not perturb the structure of ctDNA, which supported that SDS micelles can be used as a safe delivery vehicle for NOS. This work may be helpful for the invention of advanced micelle-based vehicles for the delivery of an anticancer drug to their specific target site.

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“…Das et al also reported a similar type of results for PSF binding with ctDNA. 4 To confirm the exact binding mechanism of PIP to ctDNA, we performed the ethidium bromide (EB) fluorescence displacement experiment. EB is a well-known intercalating agent, and it binds between the base pairs of DNA, which cause enhancement of the fluorescence intensity.…”

Section: Resultsmentioning

confidence: 99%

Ionic Liquid Green Assembly-Mediated Migration of Piperine from Calf-Thymus DNA: A New Possibility of the Tunable Drug Delivery System

Maurya¹,

Parray²,

Maurya³

et al. 2019

ACS Omega

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Biocompatible surface-active ionic liquid (SAIL) was used first to study the deintercalation process of a well-known natural compound piperine (PIP) as an anticancer drug, obtained from PIP–calf thymus DNA (ctDNA) complex under controlled experimental conditions. In this study, we have been exploring the interaction of PIP in SAIL (1-butyl-3-methylimidazolium octyl sulfate ionic liquid ([C4mim][C8OSO3])), ctDNA, and deintercalation of PIP from the PIP–ctDNA complex through SAIL micelle using various spectroscopic techniques. Absorption, emission, and lifetime decay measurements provide strong evidence of the relocation of PIP molecules from ctDNA to SAIL micelle. Fluorescence quenching and steady-state fluorescence anisotropy were employed to examine the exact location of PIP in different media. Moreover, the surface tension technique was also employed to confirm the release of PIP molecules from the PIP–ctDNA complex in the presence of SAIL. Circular dichroism analysis suggested that SAIL micelle does not perturb the ctDNA structure, which supported the fact that SAIL micelle can be used as a safe vehicle for PIP. Overall, the study highlighted a novel strategy for deintercalation of drug using SAIL because the release of the drug can be controlled over a period by varying the concentration and composition of the SAIL.

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First Evidence of the Liposome-Mediated Deintercalation of Anticancer Drug Doxorubicin from the Drug–DNA Complex: A Spectroscopic Approach

Cited by 16 publications

References 47 publications

Lipoplex-Mediated Deintercalation of Doxorubicin from Calf Thymus DNA–Doxorubicin Complex

Lipoplex-Mediated Deintercalation of Doxorubicin from Calf Thymus DNA–Doxorubicin Complex

Probing the Intercalation of Noscapine from Sodium Dodecyl Sulfate Micelles to Calf Thymus Deoxyribose Nucleic Acid: A Mechanistic Approach

Ionic Liquid Green Assembly-Mediated Migration of Piperine from Calf-Thymus DNA: A New Possibility of the Tunable Drug Delivery System

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