Phospholipid-Conjugated PEG-b-PCL Copolymers as Precursors of Micellar Vehicles for Amphotericin B

Arias, Elsa R.; Angarita-Villamizar, Angie V.; Baena, Yolima; Parra-Giraldo, Claudia Marcela; Pérez, Luisa Armas

doi:10.3390/polym13111747

Cited by 9 publications

(2 citation statements)

References 50 publications

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“…Considering that the compounds must act at physiological pH [ 45 ], the changes in the molecular structures of the different monomers were analysed at pH = 7 using the Marvin Sketch program (V21.17.0, ChemAxon, Montreal, Canada) [ 46 ]. Then, AmB, DSPE and the most stable dimers of each type were reoptimized, taking care that protonation and deprotonation are maintained in the converged structures.…”

Section: Computational Proceduresmentioning

confidence: 99%

A Theoretical Analysis of Interaction Energies and Intermolecular Interactions between Amphotericin B and Potential Bioconjugates Used in the Modification of Nanocarriers for Drug Delivery

et al. 2023

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Amphotericin B (AmB) is an antibiotic with a wide spectrum of action and low multidrug resistance, although it exhibits self-aggregation, low specificity, and solubility in aqueous media. An alternative for its oral administration is its encapsulation in polymers modified with bioconjugates. The aim of the present computational research is to determine the affinity between AmB and six bioconjugates to define which one could be more suitable. The CAM-B3LYP-D3/6-31+G(d,p) method was used for all computational calculations. The dimerization enthalpy of the most stable and abundant systems at pH = 7 allows obtaining this affinity order: AmB_1,2-distearoyl-sn-glycerol-3-phosphorylethanolamine (DSPE) > AmB_γ-cyclodextrin > AmB_DSPEc > AmB_retinol > AmB_cholesterol > AmB_dodecanol, where DSPEc is a DSPE analog. Quantum theory of atoms in molecules, the non-covalent interactions index, and natural bond orbital analysis revealed the highest abundance of noncovalent interactions for AmB-DSPE (51), about twice the number of interactions of the other dimers. Depending on the interactions’ strength and abundance of the AmB-DSPE dimer, these are classified as strong: O-H---O (2), N-H---O (3) and weak: C-H---O (25), H---H (18), C-H---C (3). Although the C-H---O hydrogen bond is weak, the number of interactions involved in all dimers cannot be underestimated. Thus, non-covalent interactions drive the stabilization of copolymers, and from our analysis, the most promising candidates for encapsulating are DSPE and γ-cyclodextrin.

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Section: Computational Proceduresmentioning

confidence: 99%

A Theoretical Analysis of Interaction Energies and Intermolecular Interactions between Amphotericin B and Potential Bioconjugates Used in the Modification of Nanocarriers for Drug Delivery

et al. 2023

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“…m-PEG-b-PCL copolymers were synthesized following previously reported procedures [10,24,25]. with slight modifications to the method.…”

Section: Synthesis Of Peg-b-pclmentioning

confidence: 99%

Co-encapsulation of curcumin and salicylic acid in mucoadhesive polymer nanoparticles

Moreno,

Forero,

Baena

et al. 2023

J Appl Pharm Sci

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Colorectal cancer poses a significant global health challenge with high incidence and mortality rates, as reported by the World Health Organization. Natural compounds such as curcumin (Cur) and salicylic acid (SCA) have shown promising therapeutic effects against colorectal cancer. However, their oral administration is hindered by their low bioavailability. This study aimed to develop mucoadhesive nanoparticles capable of co-encapsulating Cur and SCA using a double-emulsion process. The copolymer m-PEG-b-PCL, which is considered a safe material for biomedical applications, was chosen as the polymeric precursor, while chitosan, which has mucoadhesive properties, served as the emulsion stabilizer. Through the optimization of drug concentrations, polymer molecular weights, and stabilizer type and concentration, a formulation composed of spherical nanoparticles with an average hydrodynamic diameter of 355 nm and an entrapment efficiency of 13.70% for Cur and 90.72% for SCA was obtained. The release kinetics showed sustained release over 24 hours. Moreover, these nanoparticles demonstrated strong adhesion to the colonic mucosa, presenting a potential localized drug delivery strategy. Co-encapsulation of Cur and SCA within mucoadhesive polymer nanoparticles holds great potential for significantly enhancing the therapeutic outcomes of colorectal cancer treatment.

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Interactions between loaded drugs and surfactant molecules in micellar drug delivery systems: A critical review

Saha

Das

2023

Journal of Molecular Liquids

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Phospholipid-Conjugated PEG-b-PCL Copolymers as Precursors of Micellar Vehicles for Amphotericin B

Cited by 9 publications

References 50 publications

A Theoretical Analysis of Interaction Energies and Intermolecular Interactions between Amphotericin B and Potential Bioconjugates Used in the Modification of Nanocarriers for Drug Delivery

A Theoretical Analysis of Interaction Energies and Intermolecular Interactions between Amphotericin B and Potential Bioconjugates Used in the Modification of Nanocarriers for Drug Delivery

Co-encapsulation of curcumin and salicylic acid in mucoadhesive polymer nanoparticles

Interactions between loaded drugs and surfactant molecules in micellar drug delivery systems: A critical review

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