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

Abstract

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.

Binding interactions of actinomycin D anticancer drug with bile salts micelles

“…This decrease in CMC could be explained by the hydrophobic interactions between ActD and bile salts which further strengthen the hydrophobicity of studied bile salts and make their micellization process easier thereby decrease the CMC values. Differing surfactant micelles, [35][36][37][38][39] liposomes 40,41 or surface active ionic liquids 42 were studied for the effective sequestration of drugs after their deintercalation from DNA double helix. The binding of actinomycin D to DNA leads to an increase of melting temperature (Tm) of DNA with about 10 o C and this high positive value proves the intercalation binding mode of actinomycin D to DNA.…”

Ionic Liquids for Enhanced Drug Delivery: Recent Progress and Prevailing Challenges

“…115 Maurya et al found that the surfactant IL(SAIL) (1-butyl-3methylimidazolium octyl sulfate IL ([C 4 mim [C 8 OSO 3 ]]) can self-assemble into micelles that do not interfere with the structure of calf thymus DNA, and can relocate piperine molecules from calf thymus DNA to SAIL micelles. 116 Because the controlled release of drugs can be realized simply by changing the concentration and composition of SAIL, it provides us with a new strategy of drug deintercalation through SAIL. Gaitor et al described a novel IL based on imidazolium and ammonium, which has two C 12 and C 14 tails and a thioether linker designed for lipid complex mediated DNA delivery.…”

Sequestration of Drugs from Biomolecular and Biomimicking Environments: Spectroscopic and Calorimetric Studies

“…Below the CMC, Triton-X 114 is unable to extract the drug molecules from DNA, but beyond its CMC, the surfactant is found to extract the DNA-intercalated safranin O. CD spectroscopy further validated that the secondary structure of DNA is not influenced by Triton-X 114 at both premicellar and micellar concentrations, thereby making the non-ionic surfactant an effective drug-sequestrating probe [32]. Different drug-sequestrating agents for various biomolecular/bio-replicating systems are tabulated in Table 1 [29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46][47][48]. In this section, we will discuss the mechanism of the sequestration of Harmane (HM) bound to herring sperm DNA, using the cationic surfactant CTAB [29].…”