DFT studies on the physicochemical properties of a new potential drug carrier containing cellobiose units and its complex with paracetamol

Adamiak, Marta; Ignaczak, Anna

doi:10.1007/s11224-022-01950-y

Cited by 2 publications

(1 citation statement)

References 77 publications

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“…To obtain detailed insight into the nature of the interatomic interactions, topological analysis based on the quantum theory of atoms in a molecule as well as noncovalent interaction analysis was conducted on the B3LYP-GD3(BJ)/6-311++G(d,p) optimized geometry using Multiwfn software version 3.7. 55 For visualization and renderings of isosurface maps, virtual molecular dynamics (VMD) software 56 was utilized. The natural bond orbital (NBO) analysis was conducted at the same level of theory as the optimized geometry with the help of the NBO 7.0 program embedded in the Gaussian 16 program.…”

Section: Computational Detailsmentioning

confidence: 99%

Interaction of 5-Fluorouracil on the Surfaces of Pristine and Functionalized Ca₁₂O₁₂ Nanocages: An Intuition from DFT

et al. 2023

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The utilization of nanostructured materials for several biomedical applications has tremendously increased over the last few decades owing to their nanosizes, porosity, large surface area, sensitivity, and efficiency as drug delivery systems. Thus, the incorporation of functionalized and pristine nanostructures for cancer therapy offers substantial prospects to curb the persistent problems of ineffective drug administration and delivery to target sites. The potential of pristine (Ca 12 O 12 ) and formyl (−CHO)-and amino (−NH 2 )-functionalized (Ca 12 O 12 −CHO and Ca 12 O 12 −NH 2 ) derivatives as efficient nanocarriers for 5fluorouracil (5FU) was studied at the B3LYP-GD3(BJ)/6-311++G(d,p) theoretical level in two electronic media (gas and solvent). To effectively account for all adsorption interactions of the drug on the investigated surfaces, electronic studies as well as topological analysis based on the quantum theory of atoms in molecules (QTAIM) and noncovalent interactions were exhaustively utilized. Interestingly, the obtained results divulged that the 5FU drug interacted favorably with both Ca 12 O 12 and its functionalized derivatives. The adsorption energies of pristine and functionalized nanostructures were calculated to be −133.4, −96.9, and −175.6 kcal/mol, respectively, for Ca 12 O 12 , Ca 12 O 12 −CHO, and Ca 12 O 12 −NH2. Also, both topological analysis and NBO stabilization analysis revealed the presence of interactions among O 3 −H 32 , O 27 −C 24 , O 10 −C 27 , and N 24 −H 32 atoms of the drug and the surface. However, 5FU@Ca 12 O 12 −CHO molecules portrayed the least adsorption energy due to considerable destabilization of the molecular complex as revealed by the computed deformation energy. Therefore, 5FU@Ca 12 O 12 and 5FU@Ca 12 O 12 −NH 2 acted as better nanovehicles for 5FU.

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Section: Computational Detailsmentioning

confidence: 99%

Interaction of 5-Fluorouracil on the Surfaces of Pristine and Functionalized Ca₁₂O₁₂ Nanocages: An Intuition from DFT

et al. 2023

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Combined Theoretical and Experimental Investigations: Design, Synthesis, Characterization, and In Vitro Cytotoxic Activity Assessment of a Complex of a Novel Ureacellobiose Drug Carrier with the Anticancer Drug Carmustine

Hoelm,

Porwański,

Jóźwiak

et al. 2024

Molecules

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Drug delivery systems (DDSs) are used to transport drugs which are characterized by some pharmaceutical problems to the specific target site, enhancing therapeutic efficacy and reducing off-target accumulation in the body. In this work, one of the recently synthesized molecules, 1,10-N,N’-bis-(β-ᴅ-ureidocellobiosyl)-4,7,13,16-tetraoxa-1,10-diazacyclooctadecane (TN), was tested as a potential drug carrier towards the anticancer drug carmustine. For this purpose, different techniques were used, from synthesis and calculations to cytotoxicity assessment. Our results showed that TN is characterized by a very compact geometry, which significantly impacts its complexation properties. Although it forms a very stable complex with carmustine, it adopts a non-inclusion geometry, as verified by both experimental and theoretical NMR analyses. The cytotoxicity study performed for all analyzed molecules (TN; carmustine; TN:carmustine complex) towards normal and cancer (breast and colon) cells revealed that TN is not toxic and that the formation of complexes with carmustine reduces the toxicity of carmustine to normal cells.

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DFT studies on the physicochemical properties of a new potential drug carrier containing cellobiose units and its complex with paracetamol

Cited by 2 publications

References 77 publications

Interaction of 5-Fluorouracil on the Surfaces of Pristine and Functionalized Ca₁₂O₁₂ Nanocages: An Intuition from DFT

Interaction of 5-Fluorouracil on the Surfaces of Pristine and Functionalized Ca₁₂O₁₂ Nanocages: An Intuition from DFT

Combined Theoretical and Experimental Investigations: Design, Synthesis, Characterization, and In Vitro Cytotoxic Activity Assessment of a Complex of a Novel Ureacellobiose Drug Carrier with the Anticancer Drug Carmustine

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DFT studies on the physicochemical properties of a new potential drug carrier containing cellobiose units and its complex with paracetamol

Cited by 2 publications

References 77 publications

Interaction of 5-Fluorouracil on the Surfaces of Pristine and Functionalized Ca12O12 Nanocages: An Intuition from DFT

Interaction of 5-Fluorouracil on the Surfaces of Pristine and Functionalized Ca12O12 Nanocages: An Intuition from DFT

Combined Theoretical and Experimental Investigations: Design, Synthesis, Characterization, and In Vitro Cytotoxic Activity Assessment of a Complex of a Novel Ureacellobiose Drug Carrier with the Anticancer Drug Carmustine

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Interaction of 5-Fluorouracil on the Surfaces of Pristine and Functionalized Ca₁₂O₁₂ Nanocages: An Intuition from DFT

Interaction of 5-Fluorouracil on the Surfaces of Pristine and Functionalized Ca₁₂O₁₂ Nanocages: An Intuition from DFT